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Dolphin Jump Key, your island for day time-play time!
1 / 32

Marathon Home
2 Bedrooms / 1 Bathroom / Sleeps 62 BR / 1 BA / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$428

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$428 - $714
Per week:$2,995 - $4,995
Pets allowed:Yes
Internet:Yes

Escape to your own private tropical island! This Vacation Rental home combines the best of both worlds, a modern, fully furnished, waterfront shore home with all the amenities for your nights and your own private tropical island for your days. This vacation home rents from...

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1 / 21

Key West Home
4 Bedrooms / 4 Bathrooms / Sleeps 84 BR / 4 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8
(1) Excellent 1 Review

from

$513

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$513
Per week:$3,590
Pets allowed:No
Internet:Yes

PLEASE CALL/EMAIL FOR AVAILABILITY AS WE DO NOT USE THE CALENDAR SHOWN CASA ROSA is a classic four bedroom, four bath "eyebrow" style home located in historic Old Town Key West that is just 1 block of Duval Street and a short walk to Harbor Walk & Mallory Square. This home has...

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Great time, great house

“ Excellent ”
April 1, 2015
We came for a family vacation, 9 of us in all, we rented the lower and upper house. There was plenty of room for everyone, good size kitchen with all the necessities, large dining room, tvs in all the bedrooms, small but comfy backyard with very chlorinated small pool. We walked to almost everything, great location. We are planning to return and have another fabulous vacation soon.the only complaint was the noise from the street at all hours and being that it's an old house the windows aren't great. Other than that we Highly recommend!!
Kim Sevigny, Debary florida

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From the street
1 / 17

Key Largo Home
3 Bedrooms / 2 Bathrooms / Sleeps 73 BR / 2 BA / Sleeps 7
Home / 3 Bedrooms / Sleeps 7
(1) Excellent 1 Review
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:Yes
Internet:Yes

Beautiful Key Largo home resting on a private canal with access to Black Water Sound in the presigious community of Stilwright Point. Beautifully decorated with everything you will need for the vacation of a lifetime. Three comfortabel bed rooms with the master enjoying the entire...

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Perfect Fishing

“ Excellent ”
July 30, 2015
If you are a fisherman, a scuba driver or a snorkeling nut this is the place for you. Just perfect for all those things. The water is so clear. The owner "Milton" is the perfect owner who is more like your dad then someone you never met. He makes sure everything is perfect and is a BIG help. Thanks Milton for all you did and your place is beautiful.
Sandra Hartman, Ohio

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Two 4-bedroom homes, side-by-side for 8 bedrooms and 6 bathrooms.
1 / 56

Marathon Home
8 Bedrooms / 6 Bathrooms / Sleeps 208 BR / 6 BA / Sleeps 20
Home / 8 Bedrooms / Sleeps 20

from

$785

/ night

Email Owner
Bedrooms:8
Bathrooms:6
Sleeps:20
Type:Home
Per night:$785 - $1,343
Per week:$5,490 - $9,400
Pets allowed:Yes
Internet:Yes

WHAT IS UNIQUE ABOUT THIS VACATION HOME? This home offers a great option for multi- family vacationing by providing two 4- bedroom homes side- by- side. This gives you 2 kitchens, 2 pools, 2 100' long deep water docks, sandy shoreline, teak lounge chairs, 2 gas grills, 6 kayaks,...

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Big Pine Key Florida Vacation Rentals - Home
1 / 12

Big Pine Key Home
2 Bedrooms / 1 Bathroom / Sleeps 62 BR / 1 BA / Sleeps 6
Home / 2 Bedrooms / Sleeps 6
(1) Excellent 1 Review

from

$117

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$117
Per week:$817
Pets allowed:Yes
Internet:No

This Island style waterfront cottage is lushly landscaped with unobstructed water views it offers wonderful cham inside and out. 2 bedroom, 1 1/2 bath, outdoor shower, home features vaulted wood ceiling; laundry room/pantry. Kitchen recently updated with new cabinets & Silestone...

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House far better than the pictures!!!

“ Excellent ”
July 8, 2013
We loved our stay here!!! The pictures in the ad were nice, but the house was even better than we had expected. Very clean and had everything you could want. We rented the place for ourselves (mom and dad and 10 and 13 year old boys) with the idea that family in South Florida would come visit, also. For several days there were 8 of us in the house and we were all very comfortable (we brought an air mattress). The bar downstairs was amazing, and we definitely put it to good use. It even had a commercial ice machine which really came in handy for all of the blender drinks we made. The backyard was beautiful and the canal was great for swimming. We loved using the kayaks. It's a quick paddle to the ocean or we would just go along the quiet canals and look for the school of about 30 parrot fish that were always swimming by. The property manager was fantastic. Very easy-going and eager to please. We couldn't have been happier with our experience and can't wait to go back. We will probably stay here again next year. If we make it back to the Keys, this will be the house for us!
Vicki Kennedy, Murrieta, CA

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Key West Florida Vacation Rentals - Apartment
1 / 8

Key West Apartment
2 Bedrooms / 1 Bathroom / Sleeps 42 BR / 1 BA / Sleeps 4
Apartment / 2 Bedrooms / Sleeps 4

from

$177

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Apartment
Per night:$177 - $404
Per week:$1,235 - $2,828
Pets allowed:No
Internet:Yes

SUNSET CELEBRATION: Coming Soon! 2 bedroom 1 bath Shipyard condo located in Truman Annex. Currently undergoing renovation to include new floors, fresh paint, all new furnishings, artwork, linens and towels. Be the first to stay in this totally updated vacation home. Master bedroom...

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Key West Florida Vacation Rentals - Yacht
1 / 13

Key West Yacht
2 Bedrooms / 2 Bathrooms / Sleeps 42 BR / 2 BA / Sleeps 4
Yacht / 2 Bedrooms / Sleeps 4

from

$325

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Yacht
Per night:$325
Per week:$2,275
Pets allowed:No
Internet:No

Make your next Key West vacation on the Lion's Paw, a roomy monohull sailboat located in Key West premier marina resort - the Key West Harbour Marina. Three night to seven day vacation packages have options for half day, full day, and overnight sails. The yacht club has it's own...

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Key Largo Florida Vacation Rentals - Townhouse
1 / 8

Key Largo Townhouse
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Townhouse / 3 Bedrooms / Sleeps 8
(3) Excellent 3 Reviews

from

$158

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Townhouse
Per night:$158 - $229
Per week:$1,100 - $1,600
Pets allowed:No
Internet:Yes

This deluxe three bedroom waterfront condo is on MM 99. 5 in Key Largo. It is a 3- story unit with beautiful views of the Atlantic Ocean. The unit has 3 spacious bedrooms, each with a queen size bed. You also have the convenience of having a full size washer and dryer in the unit....

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Wonderful Stay

“ Excellent ”
March 30, 2015
Pot Luck (Internet) brought us to this property. Only 24 homes, pool, tennis court, play ground, secluded. The best part was how the season renters & owners welcomed us into their ranks. The home is clean, spacious sand the owners are very responsive
Tom Hewell Jr, Allentown, Pa

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1 / 24

Key Largo Cottage
3 Bedrooms / 2 Bathrooms / Sleeps 63 BR / 2 BA / Sleeps 6
Cottage / 3 Bedrooms / Sleeps 6

from

$84

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Cottage
Per night:$84
Per week:$584
Pets allowed:No
Internet:No

This is a totally remodeled in 2014 Mobile home available with 3 bedroom 2 bath for $2500. 00 a month / It could also be rented as a 2 bedroom 1 bath unit for $2200. 00 a Month. Plus Utilities, Water and Electric we pay Cable. It is in a very quite development on the bay side in ...

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The Conch Cottage
1 / 3

Key West Guesthouse
2 Bedrooms / 2 Bathrooms / Sleeps 42 BR / 2 BA / Sleeps 4
Guesthouse / 2 Bedrooms / Sleeps 4
(1) Excellent 1 Review

from

$393

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Guesthouse
Per night:$393 - $472
Per week:$2,750 - $3,300
Pets allowed:No
Internet:Yes

Beachfront home located on privately owned Sugarloaf Beach. This gated estate offers 350 feet of private beach and 4 acres of tropical gardens. The gardens have tropical plants and bananas that have been collected from all around the world. This 2 bedroom home is beautifully and fully...

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Great Get-a-Way

“ Excellent ”
February 8, 2010
We rented this cottage on the beautiful property of Sea Vista Estate for our 4oth wedding anniversary. We wanted a place to feel relaxed and renewed from the everyday complications of life. This was the perfect place for us. The property is beautiful, the cottage clean and neat with wonderful sunrise vistas and cool ocean breezes. The property owners were gracious and provided delicious key lime pie, daily newspapers and were ready to help with any needs we might have. The beach is quiet and private only shared with the three other houses' renters. The pool area is also very special in a lush tropical setting. We would love to come again and would highly recommend this place which is a quiet oasis to come back to after a fun trip to Key West and all the fun things to do in the area. Don't miss the restaurants, Blue Heaven in Key West and Square Grouper at Mile Marker 22!
Connie Simpson, Oak Ridge, Tennessee

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Daily Sunset
1 / 10

Tavernier Home
5 Bedrooms / 4 Bathrooms / Sleeps 105 BR / 4 BA / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$84

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$84 - $117
Per week:$584 - $817
Pets allowed:No
Internet:Yes

This Gorgeous Home In The Sought Out Development Of Hammerpoint. Sits Ocean Front With Gorgeous Bay View. Large Dock Size Of 65 Feet. Experience The Sunrise And Sunset Of The Gorgeuos Florida Keys In This Fabulous Home. A Must See Treasure In The Florida Keys! ! ! !...

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Key West Florida Vacation Rentals - Home
1 / 24

Key West Home
3 Bedrooms / 4 Bathrooms / Sleeps 83 BR / 4 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8
(24) Excellent 24 Reviews

from

$625

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:8
Type:Home
Per night:$625 - $1,298
Per month:$18,750 - $38,940
Pets allowed:No
Internet:Yes

BAHAMA HOUSE: Conveniently located in the heart of Old Town 1/2 block from shops, restaurants and nightlife on Duval Street. 3 bedrooms with private baths on 3 floors. Main level with gourmet kitchen, dining area, half bath, and sitting room with a wall of French doors to the ...

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Key Largo Florida Vacation Rentals - Apartment
1 / 15

Key Largo Apartment
2 Bedrooms / 1 Bathroom / Sleeps 52 BR / 1 BA / Sleeps 5
Apartment / 2 Bedrooms / Sleeps 5
(2) Excellent 2 Reviews

from

$135

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:5
Type:Apartment
Per night:$135 - $165
Per week:$940 - $1,150
Pets allowed:No
Internet:Yes

Minimum Rental: 7 Nights SATURDAY to SATURDAY Calling all fishermen and divers... Whether you plan to fish or dive on your next visit to the Keys, you will find these exceptional accommodations first class and affordable. World famous dive sites are minutes away and phenomenal fishing...

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1 / 15

Marathon Cottage
3 Bedrooms / 2 Bathrooms / Sleeps 63 BR / 2 BA / Sleeps 6
Cottage / 3 Bedrooms / Sleeps 6
(3) Excellent 3 Reviews

from

$413

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Cottage
Per night:$413
Per week:$2,890
Pets allowed:No
Internet:Yes

PLEASE CALL/EMAIL FOR AVAILABILITY AS WE DO NOT USE THE CALENDAR SHOWN Sunset Bay is a 3 bedroom, 2 bathroom home located on the clear, aquamarine waters of the beautiful Gulf of Mexico. This beautiful waterfront cottage features a screened veranda and a natural native garden....

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Wonderful dock for sunsets and sea life!!

“ Excellent ”
April 7, 2015
This was our first visit to the Florida Keys. My husband, myself, our 18 year old son and 16 year old daughter had a wonderful stay here. We were all really happy with our choice of this property. The house looked exactly as shown online. We really enjoyed the pool and hot tub. But our favorite part was the dock! We would walk out onto the dock for every sunset and it was always breath taking. We would also walk out onto the dock several times a day to see what was swimming by in the Gulf. We saw a sea turtle, a shark, a horseshoe crab, a puffer fish, parrot fish, a manatee, lots of sting rays and lots of fish of all sizes. The kids snorkeled and enjoyed seeing all the sea life. As my husband and I stood on the dock making sure they were safe! My son even bought a fishing pole and enjoyed dropping a line several times a day. The location was really convenient to take in a day in Key West as well as the Island Fest in Islamorada. We found the No Name Pub and saw Key Deer. Marathon has a lot to offer too. We were able to buy supplies there and went to The Aquarium. We have so much more we want to do in The Keys but a few days we just wanted to stay at the house and enjoy all it had to offer us. Mary from Dolphin Vacations even called to see if we needed anything. We loved our stay and hope to return someday, very possibly to this house! My only suggestion would be to add a built in bench on the dock.
Karla Haire Sommers, Rogers, MN USA

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Islamorada Florida Vacation Rentals - Villa
1 / 31

Islamorada Villa
2 Bedrooms / 2 Bathrooms / Sleeps 62 BR / 2 BA / Sleeps 6
Villa / 2 Bedrooms / Sleeps 6
(3) Excellent 3 Reviews

from

$358

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$358
Per week:$2,500
Pets allowed:No
Internet:Yes

Minimum Rental: 7 Nights Upper Duplex - This is one of three rental units on this fabulous property. The Little Bay property is a one acre lush tropical setting in a gated compound located directly on Florida Bay. This is one of 3 separate units for rent by the week or month. Each...

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1 / 24

Marathon Home
3 Bedrooms / 3 Bathrooms / Sleeps 83 BR / 3 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8
(2) Excellent 2 Reviews

from

$900

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$900 - $1,143
Per week:$6,295 - $7,995
Pets allowed:No
Internet:Yes

Seabird Key is a private 10 acre tropical island hideaway located one- half mile offshore Marathon in the heart of the Florida Keys. As our guest, you have the entire Island to yourself, including an exquisite hardwood beach house (the only house on the Island) and a 19' Boston ...

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This place is like no other in the U.S.

“ Excellent ”
February 25, 2010
This was our second time to Seabird Key and the place is a true Paradise and just when you think it can't get better, the Davidson's added an outdoor kitchen...the pathways and the grounds are maintined so well and the private beach with all the hammocks is just wonderful....it doesn't get better than this!
Susan and Don Wolter, Roanoke, VA USA

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TROPICAL COTTAGE
1 / 11

Cudjoe Key Cottage
2 Bedrooms / 2 Bathrooms / Sleeps 62 BR / 2 BA / Sleeps 6
Cottage / 2 Bedrooms / Sleeps 6
(15) Excellent 15 Reviews

from

$115

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Cottage
Per night:$115 - $125
Per week:$770
Pets allowed:Yes
Internet:No

For a TROPICAL VACATION come to our beautiful designer furnished 2BD/2BA cottage at VENTURE OUT RESORT on Cudjoe Key. We pride our home on its comfort and cleanliness and have been told we have one of the nicest 2BD/2BA NON- WATERFRONT RENTAL HOMES in Venture Out Resorts. Olympic...

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Great Stay

“ Excellent ”
July 7, 2015
We arrived to a very nice and clean adorable cottage, the beds were comfortable the lay out of the cottage was great and the location was great too, the community was very nice and cleaned and nice and quiet which was relaxing. The only thing was the motor to fill up the air mattress was not working so the kids slept on the couch and the other one on the recliner. Other than that it was a great stay and will recommend to friends/family for anyone wanting a vacation stay home away from home in the Keys.
Nidi Galeano, Orlando,FL

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1 / 8

Islamorada Townhouse
2 Bedrooms / 2.5 Bathrooms / Sleeps 82 BR / 2.5 BA / Sleeps 8
Townhouse / 2 Bedrooms / Sleeps 8
(2) Excellent 2 Reviews

from

$315

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$315
Per week:$2,200
Pets allowed:No
Internet:No

Come enjoy a slice of paradise in this beautiful ocean front property settled in a private, gated and lushly landscaped community. Take it all in, from the breathtaking ocean views, to the serene swimming pool, it's like a tropical dream come true. In addition to the pool this...

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Fun, family vacation in the FL Keys

“ Excellent ”
April 5, 2015
We enjoyed a fun, warm week steps away from the Anglers Reef pool with our two kids ages, 4 and 6. About 1 hr 45 min drive from. Miami, depending on traffic. Upon arrival, the house was clean and well set-up. Good sized kitchen and downstairs living space (including 1/2 bath) and spacious 2 upstairs bedrooms each with their own bath. The upstairs washing machine was much appreciated and used hard! A few items to add to help with families with small kids include a step stool or two so kids can reach the sinks to wash hands and brush teeth without assistance and more melamine plates and cups which make dining al fresco (in particular) more feasible with little ones. Also would have loved to have access to kids' sized life vests to enjoy the owner's kayak. We did not end up using the kayak this trip. We enjoyed making most of our own meals in the kitchen and could have used a few more items to make that process a bit smoother, but great news was the blender worked well for frozen drinks :) Location is great and a mile or two down Overseas Highway from Theater of the Sea (a must see marine mammal park for families) and almost across the street from Smugglers Cove where we took a Family Fun Boat Tour, another great family experience. Note that the house sits close to the entry gate and is therefore not too far from the roadway. Not a safety issue due to the gated community but you are able to hear the Overseas Highway traffic. Two thumbs up for a fun family vacation! We were all sad to pack up and come back to cold PA.
Lori Hood Sanders, Garnet Valley, PA

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1 / 14

Tavernier Home
2 Bedrooms / 2 Bathrooms / Sleeps 62 BR / 2 BA / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$79

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$79
Per week:$549
Pets allowed:No
Internet:Yes

This spacious home has 2 large bedrooms, 2 bathrooms, large kitchen and dining area and amazing balcony the entire width of the house. The master bedroom has a queen bed and the second room has a double bed. Both rooms have large walk- in closets. The living room also has a Futon...

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Welcome to Conch Key
1 / 8

Marathon Home
1 Bedroom / 1 Bathroom / Sleeps 41 BR / 1 BA / Sleeps 4
Home / 1 Bedroom / Sleeps 4
(1) Excellent 1 Review

from

$122

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Home
Per night:$122 - $128
Per week:$850 - $895
Pets allowed:No
Internet:Yes

Welcome to the Florida Keys! Make yourselves comfortable as our guests at Conch Key Vacations, the best view of the Florida Gulf Coast, great fishing from your very own dock in the FL Keys, gorgeous setting to watch wildlife, and the most beautiful sunrise and sunset that Florida...

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Great Views

“ Excellent ”
January 7, 2015
I stayed a week with my girlfriend. We come down to the keys every winter to get away from the cold. It has been recently updated and comes with linens and kitchen stuffs. the bed is decent and has xfinity HDTV and WIFI. fresh paint and floors are nice. Bathroom is TINY but functional as well as clean. Kitchen is very small but it works well. the couch is comfortable. I spent alot of time enjoying wildlife in the canal and cooking out on the grill. (the grill that is there doesnt work well it just heats things up however there is a propane crab steamer thing and i brought a cast iron grill so that was what we used. The view is great you don't have people staying on the other side of the canal just a lot of mangroves and maybe a fisherman's wharf behind that. to the right you can see a small island with 3 trees and next to that you can see the bridge to conch key from layton. Lots of birdwatching and tropical fish come to right to the patio. we fed them bread and corn then you will see many more. Overall we had a nice time here as long as you don't mind the small size.
Aaron Marks, PA USA

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1 / 9

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 42 BR / 2 BA / Sleeps 4
Condo / 2 Bedrooms / Sleeps 4
(1) Excellent 1 Review

from

$136

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$136 - $186
Per week:$950 - $1,300
Pets allowed:No
Internet:Yes

Two oceanfront condominiums ranch style situated on floor 2 and 5 about 50 ft from the water . You can hear and see the fish break the water in the morning. There are a variety of large tropical birds to watch . We have a beautiful pool among lush tropical foliage on the ocean. We...

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Great location and well appointed

“ Excellent ”
June 24, 2015
We really enjoyed our stay. Location was close to our family that we were visiting as well as close to many restaurants and activities. Next time we will have kayaks and paddle boards delivered and paddle right out to the sandbar that you see from the pool. Loved the linens and very comfortable beds. Plenty of room inside for everyone to have space. My nephew caught snapper right off the beach here. Great time and will be back soon!
Terri Moran, Portland, OR

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Duck Key Florida Vacation Rentals - Villa
1 / 24

Duck Key Villa
2 Bedrooms / 2 Bathrooms / Sleeps 62 BR / 2 BA / Sleeps 6
Villa / 2 Bedrooms / Sleeps 6

from

$900

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$900
Per month:$27,000
Pets allowed:No
Internet:No

Duplex in Duck Key next to the biggest resort in the Florida Keys! Located near stores, restaurants, delicatessen, bait and tackle shop, bank, jewelry store, and much more. Two marinas that you can use, rental of jet skis, kayak boat, sailing boats, snorkeling and fishing...

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Key West Florida Vacation Rentals - Home
1 / 28

Key West Home
3 Bedrooms / 3 Bathrooms / Sleeps 63 BR / 3 BA / Sleeps 6
Home / 3 Bedrooms / Sleeps 6
(1) Excellent 1 Review

from

$107

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$107 - $237
Per week:$747 - $1,657
Pets allowed:No
Internet:Yes

ISLAND BREEZE: Located in the exclusive Sanctuary within the Key West Golf Club, this is a spacious home with 3 bedrooms and a sleeper sofa. Enter an open floor plan of kitchen, dining room, half- bath and living room, with French doors leading outside to the private deck. Upstairs...

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1 / 24

Key West Condo
2 Bedrooms / 2 Bathrooms / Sleeps 62 BR / 2 BA / Sleeps 6
Condo / 2 Bedrooms / Sleeps 6
(1) Excellent 1 Review

from

$300

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$300 - $395
Per month:$9,000 - $11,850
Pets allowed:No
Internet:Yes

A ZEN OCEAN GARDEN: The perfect 2 bedroom 2 bath Ocean View Florida Keys condo for focusing on what is important in life. Enjoy the ocean breezes while unwinding on your private balcony in this tasteful retreat, decorated with your comfort and relaxation in mind. Located on the...

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Amazing location for fun filled girls getaway!

“ Excellent ”
September 12, 2013
I was very impressed with the house. It was perfectly located so that we didn't have to rent bikes or move the car often. We absolutely loved lounging at the pool and couldn't have asked for a better lay out for our 7 girls retreat weekend. We will absolutely stay here again. I am missing it already and we all can't stop talking about it. Thank you for the perfect long weekend away!
Katie Skiff, Washington, DC

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Marathon Florida Vacation Rentals - Home
1 / 8

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 62 BR / 2 BA / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$155

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$155 - $178
Per week:$1,082 - $1,240
Pets allowed:No
Internet:Yes

This cozy, single family home in the middle of Marathon, is on a deep canal just a few houses in from the ocean. You can be on the Atlantic Ocean in minutes to go fishing, snorkeling, or diving. Sit out on the comfortable porch overlooking the canal, sip a cool drink and enjoy...

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Beautiful end unit home
1 / 11

Key West Townhouse
2 Bedrooms / 1.5 Bathrooms / Sleeps 62 BR / 1.5 BA / Sleeps 6
Townhouse / 2 Bedrooms / Sleeps 6
(15) Excellent 15 Reviews

from

$258

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:6
Type:Townhouse
Per night:$258
Per week:$1,800
Pets allowed:No
Internet:Yes

This 2 bedroom, 1 and ½ bath end unit town home is located on President's walk ( Ivory Coast) in the prettiest section of the Truman Annex. The home is decorated in exceptional taste; including a King size bed in the master bedroom with ample closet space and its own private covered...

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Nice house and great neigborhood

“ Excellent ”
August 21, 2015
I was in this house and this neighborhood, and it was a great experience, close to the best beach of Key West (Zachary park) and the house was exactly how it was showed in the pictures.
Diana Carolina F, Albany NY

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1 / 23

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 62 BR / 2 BA / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$178

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$178 - $236
Per week:$1,240 - $1,648
Pets allowed:No
Internet:Yes

Seven night minimum. Canal front home on the Atlantic Ocean side of Marathon. This stilted home has two bedrooms, 2 baths, and comfortably furnished for your stay. Enjoy the breezes and gaze at the stars. There is 30 feet of dockage for your boat, Located in a quiet neighborhood....

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Ocean View Elevated Cottage
1 / 6

Marathon Cottage
2 Bedrooms / 2 Bathrooms / Sleeps 62 BR / 2 BA / Sleeps 6
Cottage / 2 Bedrooms / Sleeps 6

from

$349

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Cottage
Per night:$349 - $499
Per month:$10,470 - $14,970
Pets allowed:No
Internet:Yes

Sleeping accommodations include a luxurious king bed in the master bedroom and queen bed in the 2nd bedroom queen size sleeper sofa in the living room. These units will accommodate 6 people including children. Delicious Continental Breakfast Daily Fresh Florida Juicing Oranges In...

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Private Heated Pool
1 / 15

Key West Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 63 BR / 2.5 BA / Sleeps 6
Home / 3 Bedrooms / Sleeps 6
(2) Excellent 2 Reviews

from

$429

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$429 - $858
Per week:$3,000 - $6,000
Pets allowed:Yes
Internet:Yes

Private Luxury Home surrounded by lush tropical landscaping. The fusion of a mid- century Florida home with dramatic Caribbean design, has created an ideal contemporary “Floribbean” style villa in the Casa Marina district of Key West. Walking distance to all Old Town has ...

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Amazing Experience Each and Every Time!!!

“ Excellent ”
October 10, 2010
I have stayed at the Brass Palm Villa several times and I would never stay anywhere else on the island. It is decorated beautifully and exceptionally well maintained. There are many places to relax inside and outside the home. I especially enjoy the outside dining area. If you are looking to rent I would highly recomend the Brass Palm Villa!
Lynne Martino, New Jersey

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1 / 15

Key Largo Townhouse
2 Bedrooms / 1.5 Bathrooms / Sleeps 82 BR / 1.5 BA / Sleeps 8
Townhouse / 2 Bedrooms / Sleeps 8
(4) Excellent 4 Reviews

from

$143

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:8
Type:Townhouse
Per night:$143 - $215
Per week:$1,000 - $1,500
Pets allowed:No
Internet:No

This bayview townhouse has a great layout. Bottom level offers kitchen, dining , 1/2 bath , and big screen tv in living area . Sliding glass doors lead to screened in porch with beautiful bayviews. You can see your boat slip. NEWS YEARS AND 4TH OF JULY SEE FIREWORKS FROM YOUR...

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Moon Bay Slice of Paradise!

“ Excellent ”
August 5, 2014
Our unit was perfect. It needs a little TLC. But overall it was great. The grounds are well kept, pools were clean, marina was fantastic and we could see our boat from our townhouse and security was good. Parking is at a premium, tight but workable. Our reservation/property manager was very though and helpful.
Maureen Foster, Melbourne Beach FL

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1 / 16

Key Largo Villa
3 Bedrooms / 3 Bathrooms / Sleeps 63 BR / 3 BA / Sleeps 6
Villa / 3 Bedrooms / Sleeps 6

from

$229

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Villa
Per night:$229
Per week:$1,600
Pets allowed:No
Internet:Yes

Welcome to our home in Key Largo! ! ! We want you to feel the warmth, tranquility and love we have put in this "Little Piece of Paradise" for you to enjoy. Every square inch has been designed by the inspiration that surrounds this little secret spot nestled within the beauty...

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Marathon Florida Vacation Rentals - Home
1 / 16

Marathon Home
2 Bedrooms / 1 Bathroom / Sleeps 62 BR / 1 BA / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$133

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$133
Per week:$930
Pets allowed:No
Internet:Yes

"Handicapped Accessible" ~ not ADA "official" compliance but very user friendly Seven Night Minimum Maximum Occupancy 6 A rare ground level single family home with a spacious yard located in a nice, quiet residential neighborhood and only two blocks from the public boat ramp....

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Cudjoe Key Florida Vacation Rentals - Home
1 / 24

Cudjoe Key Home
3 Bedrooms / 3 Bathrooms / Sleeps 83 BR / 3 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$786

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$786
Per week:$5,500
Pets allowed:No
Internet:Yes

3 Bedrooms, 3 Bathrooms, Sleeps 8 L’Anquesa – The Angel’s Key Luxury Amenities Include: Total renovation completed January 2014 2 master bedrooms suites with king beds, ensuite baths, flatscreen TVs and surround sound with incredible panoramic views 1 Guest...

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1 / 16

Islamorada Townhouse
2 Bedrooms / 1.5 Bathrooms / Sleeps 62 BR / 1.5 BA / Sleeps 6
Townhouse / 2 Bedrooms / Sleeps 6
(6) Excellent 6 Reviews

from

$94

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:6
Type:Townhouse
Per night:$94
Per week:$654
Pets allowed:No
Internet:No

Vacation in beautiful peaceful Islamorada, in the Florida Keys. Islamorada, "Fishing Capital of the World". Bayside access Townhouse is a newly redone 2 bedroom, loft, 1 1/2 bath, comfortably sleeps 6 adults, patio with BBQ. Fully furnished and kitchen totally equipped. Washer/Dryer,...

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nice quiet complex

“ Excellent ”
May 3, 2015
We loved the pool and the condo was beautifully furnished--retreat-like
Jean Fuller Gest, Massachusetts

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Our Beautiful Sunsets
1 / 23

Key Largo Condo
3 Bedrooms / 1.5 Bathrooms / Sleeps 63 BR / 1.5 BA / Sleeps 6
Condo / 3 Bedrooms / Sleeps 6
(3) Excellent 3 Reviews

from

$172

/ night

Email Owner
Bedrooms:3
Bathrooms:1.5
Sleeps:6
Type:Condo
Per night:$172 - $200
Per week:$1,200 - $1,400
Pets allowed:No
Internet:Yes

Bay front Vacation Condo in Key Largo, Florida. We book early so don't wait, beat the rest to one of the best and most reasonable, clean, and well appointed condos in beautiful Key Largo, Florida. Max 4 adults, up to 3 children. 2 large bedrooms with Kings size beds,...

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Very Nice-Fishing perfect

“ Excellent ”
August 10, 2015
If you are looking for a great fishing place. This is the place for you. You have your own boat slip and it is seconds from where you wake up in the morning. You are on the gulf with the ocean a stone throw away on the other side. Own is a great guy and does anything for you.
Sandra Hartman, Cincinnati,Ohio

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ENDLESS VIEWS FROM DECK
1 / 13

Ramrod Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 63 BR / 2 BA / Sleeps 6
Home / 3 Bedrooms / Sleeps 6
(3) Excellent 3 Reviews

from

$134

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$134 - $200
Per week:$934 - $1,400
Pets allowed:Yes
Internet:Yes

3bd/2ba home w/ sliding glass doors off entire back of house provides never ending views of the Atlantic Ocean Fully equipped home just 25 min from Key West, 10 minutes from beautiful Bahia Honda State Park. Deep water access w/ mean draft of 3ft. Ramrod Key features Looe key ...

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All around, great experience!

“ Excellent ”
July 6, 2015
The home is very well equipped - it had a surprising amount of kitchen equipment, including herbs and spices and utensils. Everything was very clean and organized and comfortable. The drive to the keys was closer to around 30-45 minutes because of traffic, but still not a bad drive. The two sliding glass doors leading out to the porch were very heavy and hard to open. One of them also didn't shut completely the entire time we were there. If you have any Mac products, connecting to the WiFi is a bit more challenging, since Mac products don't like the Push-To-Connect routers. The password for the WiFi is in the top left drawer of the entertainment unit and it is circled on the manual for the router - it is NOT on a sticky note on the fridge, no matter how many times the property manager insists that it is :p. My non-Mac laptop had no issues connecting to the WiFi. The floor area of the outside is covered in abrasive rocks, which you cannot walk around on barefoot. Bring water shoes! Also, seaweed was built up on the boat dock and we slipped and fell multiple times getting the kayaks in and out, but no one got injured. There are almost zero fish off of the boat lift dock, so don't try fishing there unless you have a good luck streak. The house has a stunning view, with no built up condos or resorts anywhere near it. It's very close to two restaurants that play live music, Looe Key and Boondocks, but it's far back enough that it is very quiet and serene. There are also board games to play, which was an unexpected treat. The nearest grocery store is a Winn-Dixie that you will easily miss from the road, unless you're really looking for it. It's about 15 minutes away. Bahia Honda, a beautiful beach, is only about 20 minutes away.
Jaclyn Janero, Fort Collins, Colorado

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1 / 22

Marathon Villa
5 Bedrooms / 5.5 Bathrooms / Sleeps 125 BR / 5.5 BA / Sleeps 12
Villa / 5 Bedrooms / Sleeps 12
(2) Excellent 2 Reviews

from

$658

/ night

Email Owner
Bedrooms:5
Bathrooms:5.5
Sleeps:12
Type:Villa
Per night:$658 - $1,158
Per week:$4,600 - $8,100
Pets allowed:Yes
Internet:Yes

Ocean Front - Villa Bali inspired Florida Keys beauty on Privately owned Walker's Island. This is a spacious 5 bedroom, 5. 5 bath home with luxury in every detail and design. Sleeps up to 12 guests. Features include cathedral ceilings, marble, stainless steel and mahogany finishes,...

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Very Memoriable Vacation

“ Excellent ”
June 18, 2015
I cant say enough good things about the house and grounds. It was beautiful, spacious and Tropical. It seemed like Bill thought of everything to make his vacation home a Tropical Paradise. Highly recommend it to who ever wants to experience the Keys at their best.
dolores sauls, Lakeland, FL

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Ocean View from the balcony
1 / 40

Tavernier Home
6 Bedrooms / 6 Bathrooms / Sleeps 226 BR / 6 BA / Sleeps 22
Home / 6 Bedrooms / Sleeps 22
(1) Excellent 1 Review

from

$600

/ night

Email Owner
Bedrooms:6
Bathrooms:6
Sleeps:22
Type:Home
Per night:$600
Per week:$4,200
Pets allowed:No
Internet:Yes

This three story house, with a breathtaking view , sits on the edge of the Atlantic Ocean with no end in sight. To accompany the great Atlantic is a grand 3, 800 sq ft. 8 bedroom and 6 bathroom home with a pool and a large and complete Kitchen and can accommodate up to 27 people...

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Great reunion spot!

“ Excellent ”
January 2, 2014
This beautiful home was perfect for our recent Christmas get together with family from far and wide. Eighteen of us, including a baby, enjoyed spacious rooms and lovely amenities. The channel offered a great launch spot for the paddle boat ( included) and the kayaks we rented. The indoor dining room and the patio eating area made for terrific family meals. The nearby community center provided fun swimming and tennis at no cost. We really enjoyed our vacation in this beautiful location!
Tim Riazzi, Dayton, Ohio USA

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1 / 26

Key West Townhouse
2 Bedrooms / 2.5 Bathrooms / Sleeps 62 BR / 2.5 BA / Sleeps 6
Townhouse / 2 Bedrooms / Sleeps 6
(2) Excellent 2 Reviews

from

$236

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Townhouse
Per night:$236 - $420
Per week:$1,650 - $2,940
Pets allowed:No
Internet:Yes

KEY WEST FOUND – A striking 2 bedroom, 2. 5 bath townhome located in the historic brick Foundry building within the Truman Annex. This 3 story townhome is decorated in a whimsical Key West style with new living room furniture including the sleeper sofa. The first floor features...

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Stairs

“ Excellent ”
April 10, 2015
Nice facilities. Two flights of stairs tough with bags. Great location
Alexa Canady-Davis, Pensacola fl

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Living Room with 42" SONY LED, BOSE surround sound and screened deck
1 / 22

Key West Condo
2 Bedrooms / 2.5 Bathrooms / Sleeps 62 BR / 2.5 BA / Sleeps 6
Condo / 2 Bedrooms / Sleeps 6
(4) Excellent 4 Reviews

from

$250

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Condo
Per night:$250 - $450
Per month:$7,500 - $13,500
Pets allowed:No
Internet:Yes

"TEE BY THE SEA" vacation rental (we include 7 bikes free for our guests! ! ! ) If you love... GOLF, SPORT FISHING/BOATING, ART/THEATER AND FANTASTIC LIVE ENTERTAINMENT... than you'll love "Tee by the Sea". We're less then 1/2 mile outside of Key West, located in Stock Island....

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Key West Paradise

“ Excellent ”
April 26, 2015
Our condo was AMAZING! So clean and had all the comforts of home! Their was a detailed binder of places to eat and what to do in the area! Our vacation was perfect because of all the extra touches and information we were provided!
Winnie Lucht, Wisconsin

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view of house from canal
1 / 21

Islamorada Home
2 Bedrooms / 2 Bathrooms / Sleeps 62 BR / 2 BA / Sleeps 6
Home / 2 Bedrooms / Sleeps 6
(1) Excellent 1 Review

from

$315

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$315 - $486
Per week:$2,200 - $3,400
Pets allowed:Yes
Internet:Yes

Located on the peaceful, northern end of Islamorada, in the quite residential neighborhood of Venetian Shores. Just 75 miles from Miami Airport and 86 miles from Key West. Venetian Tropics boasts large rooms furnished in rattan and decorated with a tropical flair. Coconut palms,...

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Paradise in Islmorada

“ Excellent ”
July 6, 2010
Excellent location with a great view of the Canal. The Pool was the right size for our family and the Outside bar was Outstanding. The deck and dock were perfect for my 25' boat with ample room for my Grandson to fish for snapper. The Upstairs kitchen and living area with the high ceilings was fantastic. The downstairs bedroom was also great. The whole experience was truly enjoyable for my family.
BILL WHITE, STUART FLORIDA USA

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Backside of Mar Azul
1 / 16

Marathon Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 63 BR / 2.5 BA / Sleeps 6
Home / 3 Bedrooms / Sleeps 6
(12) Excellent 12 Reviews

from

$379

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$379 - $450
Per week:$2,650 - $3,150
Pets allowed:No
Internet:No

High- end Estate overlooking tranquil "Bonefish Flats" in picturesque Marathon. Brand new, Designer decorated with contemporary colors, loads of fine architectural details, Crema Marfil marble, Granite, fine Hardwood floors, open air porches and balconies. This is a superb, ...

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Mar Azul is perfect!

“ Excellent ”
November 3, 2014
The house and lush landscaping are beautiful! We enjoyed the pool so much. The private dock is a great touch even though we don't have a boat. We would recommend this property highly! Quaint restaurants in Marathon have some great food, too! We were excited to have iguanas on the property having never seen one before.
Rhonda Wilburn, Olive Hill, KY USA

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Marathon Florida Vacation Rentals - Condo
1 / 16

Marathon Condo
2 Bedrooms / 2.5 Bathrooms / Sleeps 62 BR / 2.5 BA / Sleeps 6
Condo / 2 Bedrooms / Sleeps 6
(3) Excellent 3 Reviews

from

$178

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Condo
Per night:$178 - $206
Per week:$1,240 - $1,442
Pets allowed:No
Internet:Yes

Beautiful condominium unit at Gulfpointe in Marathon, heart of the Florida Keys. Two bedroom, two and one half bath townhouse overlooking the pool area. Limited views of the Gulf, beautifully decorated, boat dockage, tennis court, and covered parking. First level has kitchen,...

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Gulfpointe I - Marathon, Florida Keys

“ Excellent ”
April 9, 2015
Had a fantastic time at the Gulfpointe condo in Marathon, FL. The location was great, the condo was spacious and had all the items needed to make our trip memorable for our family of three. The pool is great - spent a lot of time there. Beaches in the Keys are less than average compared to the rest of Florida and in other states...just too many rocks. The balconies on both floors provide great outdoor square footage to enjoy grill, meals, reading a book or just enjoying the warmth. We have never had such a great week of weather. Our March/April stay saw high temps in the lower 80s and lows in the lower 70s. We traveled down to Key West one day, and had a good time. Wouldn't recommend any more time than that for those with families. Marathon has just about every thing you need in terms of groceries, shopping, restaurants, etc. Great places to walk and just enjoy the warmth are everywhere. There is a fair amount of traffic on Hwy 1. Didn't bother us much, but you will have to deal with it on occasion. Only negatives about the condo: -king size mattress in master suite is a little uncomfortable -early morning garbage pickup was extremely loud (two days) I would definitely recommend this condo for a family / romantic / getaway vacation.
Paul Kinsella, Chanhassen, MN

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View from the balcony
1 / 16

Key Largo Villa
2 Bedrooms / 2 Bathrooms / Sleeps 62 BR / 2 BA / Sleeps 6
Villa / 2 Bedrooms / Sleeps 6
(6) Excellent 6 Reviews

from

$250

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$250 - $500
Per week:$995 - $2,495
Pets allowed:Yes
Internet:Yes

2 bedroom, 2 bathroom Ocean Front Villa in Key Largo sleeps up to 6. It was completely renovated in 2013. It has dockage for boats up to 50 feet. This Villa is 20 feet from the Ocean and has a private beach 50 feet from the patio. We provide a golf cart, Kayaks, fishing equipment,...

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Wedding and stay was wonderful!

“ Excellent ”
July 24, 2015
Norman rented an ocean front unit to me and many units to my friends and family for my wedding. We had the wedding on the beach behind the unit and it was wonderful. Everyone that attended said that the location was absolutely beautiful. And everyone who stayed on the property, loved their stay. We have wonderful pictures thanks to this beautiful location. Norman made our stay comfortable and easy. He definitely helped make our wedding a memorable one! Norman is very kind and easy to work with. I would highly suggest staying in his properties as you will be very happy.
Celina Wilder, Atlanta, GA

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Key West Florida Vacation Rentals - Villa
1 / 55

Key West Villa
5 Bedrooms / 5.5 Bathrooms / Sleeps 125 BR / 5.5 BA / Sleeps 12
Villa / 5 Bedrooms / Sleeps 12

from

$785

/ night

Email Owner
Bedrooms:5
Bathrooms:5.5
Sleeps:12
Type:Villa
Per night:$785 - $1,780
Per month:$23,550 - $53,400
Pets allowed:Yes
Internet:Yes

CASA GRANDE: You hear all the time about grand homes tucked away in little private corners of Key West; this is one of them. Located on a quaint lane just steps from Duval Street with room to park 2 vehicles off- street - - a bonus in Old Town where parking is worth its weight in...

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Key West Florida Vacation Rentals - Home
1 / 37

Key West Home
2 Bedrooms / 2.5 Bathrooms / Sleeps 62 BR / 2.5 BA / Sleeps 6
Home / 2 Bedrooms / Sleeps 6
(2) Excellent 2 Reviews

from

$340

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$340 - $470
Per month:$10,200 - $14,100
Pets allowed:Yes
Internet:Yes

AMELIA HOME - A 2 bedroom 2. 5 bath private home with sparkling private pool that is only four blocks from the Atlantic Ocean and one block from all the Duval Street entertainment is the Key West vacation you have been seeking. Tucked away in one of the most interesting neighborhoods...

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Amelia House

“ Excellent ”
May 20, 2015
This home was more than expected. It was close enough to all the night life of Duval Street, yet are enough to enjoy peace and quiet when needed. I would recommend this home to anyone looking for a great vacation getaway.
Francine Sheehan, Florida

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SunSet Water side Tiki Hut Key Largo Cottages, A Great day of rest & relaxation
1 / 24

Key Largo Cottage
2 Bedrooms / 1 Bathroom / Sleeps 62 BR / 1 BA / Sleeps 6
Cottage / 2 Bedrooms / Sleeps 6
(1) Excellent 1 Review

from

$225

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Cottage
Per night:$225 - $275
Per week:$1,575 - $1,925
Pets allowed:No
Internet:No

The Owner's Unit is also right in front of the bay with 2 bedrooms; it can sleep 2 adults and 1 to 3 kids plus plus. The main bedroom has a queen size bed, the second bedroom has a queen size loft bed and a twin bed on the ground floor. Theres also a queen size pullout sofa bed ...

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Just what we expected and more

“ Excellent ”
May 2, 2015
After reading other reviews, we knew we were not going into a Hilton, and that was why we chose the Key Lime Sailing Club! We are not sailors, but we do love the outdoors. Having the canoes, kayaks, stand up paddle boards, bikes, fishing and snorkel equipment at our disposal was the main reason. If it was available, you could use it, for as long as you wanted, no need to sign anything out and you were not timed at how long you had it. We stayed in the Captains Cottage, it was clean, bedding and towels (even beach) were provided. The kitchen was really small, however we didn't do a lot of cooking. Bagels in the morning, sandwiches in the afternoon, outside grill for a dinner or two. Now the cottage could use some sprucing up (yes, I'm being picky but unfortunately I watch too much HGTV) but we didn't spend a lot of time in the cottage because the fun was outside. We kayaked to Pelican Key, rode bikes up/down Overseas Highway, paddle boarded right outside, met wonderful people under the tiki hut, went on a sunset cruise and never missed a sunset! And a highlight was the manatee that came to visit the dock! SO ADORABLE! Everyone one of the crew were great, they pretty much let you do want you wanted, they were very friendly and down to earth. If you want a real laid back Keys experience, I think this is the place to stay, and we won't hesitate to go back. And next time, we will try learning to sail!
Amy Cathro Guimond, Portland, Maine

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water view
1 / 6

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 73 BR / 2 BA / Sleeps 7
Home / 3 Bedrooms / Sleeps 7
(3) Excellent 3 Reviews

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$250
Per week:$1,750
Pets allowed:No
Internet:Yes

Choose between two seperate suites (2bed/lbath $950 or (1bed/1bath $850)or BOTH combined for $1750. The upstairs (The Lighhouse Suite) is on the second floor and will accommodate six people. There are two bedrooms and one bath, an eat- in kitchen with beautiful wood flooring ...

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most accomodating

“ Excellent ”
April 1, 2015
Fantastic find! Comfortable and quiet retreat with more than enough space for our family. Robert and Joan were a pleasure to work with and we couldn't have been happier with the location and amenities. Our next visit to Islamorada will begin with a call to these owners for availability. Deep water canal easily handled our 27' fishing boat and gear. Convenient to the marina and the supplies we needed. All around win for us! Thanks Joan and Robert! See you soon!
Brad Bergemann, Charlotte, NC

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Quiet Cove Key
1 / 40

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 62 BR / 2 BA / Sleeps 6
Home / 2 Bedrooms / Sleeps 6
(1) Excellent 1 Review

from

$428

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$428 - $715
Per week:$2,995 - $5,000
Pets allowed:Yes
Internet:Yes

WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This vacation rental puts you on your own tropical island in a quiet cove of protected mangroves in the Gulf of Mexico. You stay on a 2 bedroom houseboat that is docked on the island. You have your own 17 foot center console boat with 50HP...

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Like NO other!

“ Excellent ”
July 13, 2015
My family and extended family enjoyed room to relax, plenty of things to do (fishing, kayaking, snorkeling, and scuba diving), room enough to enjoy the serenity of peace and quiet, the luxury of easy access to shore, and exploring all the native wildlife and aquatic inhabitants in and around the island. Dan was great and immediately responded with solutions to our unique situations and was very accomodating and gracious! Loved it!
Cindy Ciener Knowlton, Orange City, FL

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Duck Key Florida Vacation Rentals - Villa
1 / 24

Duck Key Villa
3 Bedrooms / 2 Bathrooms / Sleeps 63 BR / 2 BA / Sleeps 6
Villa / 3 Bedrooms / Sleeps 6
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$1,200
Per week:$8,400
Pets allowed:No
Internet:No

Duplex in Duck Key next to the biggest resort in the Florida Keys! Located near stores, restaurants, delicatessen, bait and tackle shop, bank, jewelry store, and much more. Two marinas that you can use, rental of jet skis, kayak boat, sailing boats, snorkeling and fishing...

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About Florida Keys

While all the Florida Keys serve up a high dose of tropical leisure, each has its own personality and flavor. The Florida Keys are a wonderful vacation spot for families in search of a little relaxation or adventure. Enjoy Key Largo’s reputation as the dive capital of the world; Islamorada’s spectacular fishing; Marathon’s family friendly beaches; Big Pine Key and the Lower Keys' slowed pace and natural playground; and the unforgettable Key West, the Southernmost city in the continental U.S. and playground to Presidents, authors, and a number of bon vivants. And each has it's own unique offering of Florida Keys oceanfront vacation rentals to choose from. For families visiting the Florida Keys, vacation rentals by owner offer the maximum amount of space and privacy for the price.

Things to Do

Decide what sorts of fun in the sun you enjoy best and there’s a Key for that. If sports fishing and boating interests you, spend some time on Islamorada and take a dip in the Gulf Stream. If you wonder what inspired one of America’s top writers, don’t miss Key West and the historic Hemingway House. While you’re there, check out the descendants of his famous six-toed cats. No matter which Key you choose, the water is a draw around all of them. The crystalline blue surrounding these islands makes a drive up Highway 1 a spectacular way to spend some time, particularly if you’re in a convertible.

​The Keys have plenty of fun things to do for every activity level. Families who enjoy the outdoors can take advantage of the wide availability of Florida Keys condo rentals and stay right on the beach!
  • Fishing enthusiasts visiting the Florida Keys will be very excited to hear that Islamorada is known as the sport fishing capital of the world, offering a variety of game fish.
  • Water sports are also very popular in the Keys. Hang gliding, parasailing, kayaking, and paddle boarding are great choices for adventurous families.
  • Swimming with dolphins is a unique experience that every tourist of the Florida Keys should try! Through Dolphins Plus in Key Largo, visitors can go on a structured or natural swim with the dolphins or visit the sea lions through the Sea Lion Encounters program. In Islamorada, Theater of the Sea offers a wonderful opportunity to swim with dolphins, sea lions, and rays. Kids will have a blast learning about these delightful creatures.

Climate

The ...

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Top 10 Activities in Florida Keys

Top 10 Activities in Florida Keys
Whether you prefer swimming, fishing, or sunning, there’s no shortage of things to do in the Florida Keys. Read on for the top 10 activities on these tropical islands.
 

Seven Mile Bridge

To get to the Florida Keys, you’ll have to traverse the Seven Mile Bridge, which is an attraction in its own right. For nearly seven miles, this bridge travels over the ocean, connecting the Middle Keys to the Lower Keys and providing travelers with stunning views.
 

John Pennekamp Coral Reef State Park

John Pennekamp Coral Reef State Park, the first underwater park in the U.S., offers a fascinating look under the surface of the Keys. Snorkel or scuba dive to get up close and personal with the reefs, or book a glass bottom boat tour to gaze from above. The admission fee is $8 per car, and there’s an extra charge for tours.
 

Lignumvitae Key Botanical State Park

Though it’s only accessible by private boat, this secluded island is worth a visit, since it ...

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Three Day Itinerary: Florida Keys

Three Day Itinerary: Florida Keys
The Florida Keys are an island archipelago off of Florida's southeast coast. Though the Keys include more than 1,700 islands, most are unpopulated, and only 43 are connected by bridge. The Keys enjoy warm tropical weather year-round, but are very exposed to hurricanes and tropical cyclones. The best time to visit is between March and May, before hurricane season commences on June 1. Weather permitting, a diverse array of historic and natural highlights await you throughout the year.
 

Day 1: Culture and History in Key West

Begin your visit at one of Key West's most famous sites. Take a 30-minute tour of the Ernest Hemingway Home and Museum, and see where the celebrated author penned many of his great works. Around 40 to 50 six-toed cats also live on the property, exhibiting the same polydactyl trait that distinguished Hemingway's own cat.

Explore more of Key West's history at the Harry S. Truman Little White House. The building originally served as a ...

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