Florida Keys Vacation Rentals, Florida Keys Home Rentals, Homes, & More

151-200 of 220 Florida Keys Rentals

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Key Largo Florida Vacation Rentals - Home
1 / 45

Key Largo Home
6 Bedrooms / 4.5 Bathrooms / Sleeps 16

“ Excellent ”2 Reviews

Bedrooms:6
Bathrooms:4.5
Sleeps:16
Type:Home
Per night:$1,043
Per week:$7,300
Pets allowed:Yes
Internet:Yes

'Shadow Point' estate offers an exclusive retreat for vacationers desiring an intimate and private setting. This vacation rental is perfect for boaters, kayakers, canoers, divers and fishermen and can comfortably accommodate family retreats, workshops, weddings, and film shoots....

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Wonderful Visit!

“ Excellent ”
August 12, 2014
We loved the 1920's home, period furniture and all of the art displayed on the walls. It was like stepping back in time and felt very much like a family home. With two houses, we had space for all the adults in one and all the teens were in the smaller house, giving everyone a space for hanging out. Plus, being on two acres felt very private! Having the kayaks, paddle boards and snorkels was one of the best features--we kayaked every morning, followed by sun salutations (yoga) on the beach, and then snorkeling a few times very day. The house was well equipped, linens, towels, shampoo, blender and coffee pot all ready for use, although in August one of the AC units struggled to cool the room. The water is tea colored and visibility varied with the weather. Most of the water was shallow with lots of sea grass, but in the lagoon in front of the castle there are coral banks with lobsters (lots) and many more fish. We also saw sharks in the deep water and a sea turtle there. Being so close to Pennekamp park was great too, and we took a tour out in the Atlantic for a much better selection of coral, sea fans, parrot fish, and various angels. We will definitely go back!
Tamsen Valoir, HOUSTON

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Marathon Florida Vacation Rentals - Home
1 / 11

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$300

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$300 - $358
Per week:$2,100 - $2,500
Pets allowed:No
Internet:Yes

Get away from the outside world at this lovely hide- away that includes two bedrooms and two bathrooms, a pull- out sofa with panoramic view of the Gulf of Mexico from every room. We've made an effort to provide the things that what will make your stay comfortable, fun and enjoyable....

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Wonderful Place

“ Excellent ”
November 3, 2014
My husband and I just finished our second stay at Gerry's Place and I'm sure it won't be our last. It has everything you need to have a great Florida Keys experience! Hope to be back again next Fall!
Vicky Rorrer, Ohio

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Marathon Florida Vacation Rentals - Home
1 / 17

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”24 Reviews

from

$122

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$122 - $215
Per week:$849 - $1,499
Pets allowed:Yes
Internet:Yes

Accommodations: Waterfront Half Duplex, 2 Bedrooms + Convertible bed, 2 Baths (Sleeps 4- 6) Gorgeous crystal clear, open water views of the Gulf of Mexico, incredible sunsets. Deep Water Dockage for your boat, snorkel, fish or dive right from the dock. This is not your...

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Great Vacation

“ Excellent ”
January 26, 2015
We just returned from a 2 week stay in the West unit. We had such a wonderful time. We loved the lagoon. While kayaking, the dolphins were jumping so close to us that we were getting splashed. One day a manatee followed us home and we played with him for a while. The unit was perfect for the four of us. Marathon is a great place to stay as you are in the middle of the keys. We plan to go back next year and may have to rent both sides if everyone comes!!!
Debra Lampron Wentworth, Otisfield, Maine

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Islamorada Florida Vacation Rentals - Home
1 / 24

Islamorada Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$175

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$175 - $240
Per week:$1,225 - $1,680
Pets allowed:Yes
Internet:No

MINIMUM RENTAL 1 MONTH: Location, location, location! This home has it all - ocean side Lower Matecumbe location, totally remodeled in 2009. Relax by the cocktail pool or sunbathe in the private roof top sunning area. There are blue water ocean views from almost every room in...

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Islamorada Florida Vacation Rentals - Home
1 / 17

Islamorada Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$147

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$147 - $167
Per week:$1,027 - $1,167
Pets allowed:No
Internet:Yes

MINIMUM STAY 1 MONTH: Extraordinary ocean front condo with panoramic views of the Atlantic Ocean. Relax on your own balcony or use the spiral stairs to access the sandy beach below. This condo is located in one of the most prestigious condo complexes in Islamorada. It offers 2 spacious...

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Islamorada Florida Vacation Rentals - Condo
1 / 17

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$70

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$70 - $127
Per week:$490 - $887
Pets allowed:No
Internet:Yes

MINIMUM RENTAL 1 MONTH: Gorgeous 2 bedroom, 2 bath condo. This is a gated complex located directly on the Atlantic Ocean. This unit has unobstructed views of the ocean from the master suite and the balcony. Wake up every morning, open the curtains and view a panorama of the Atlantic...

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Marathon Florida Vacation Rentals - Villa
1 / 28

Marathon Villa
8 Bedrooms / 5.5 Bathrooms / Sleeps 20

“ Excellent ”2 Reviews

Bedrooms:8
Bathrooms:5.5
Sleeps:20
Type:Villa
Per night:$1,643
Per week:$11,500
Pets allowed:No
Internet:Yes

Southern Diversion Two is an exclusive private gated estate located in Marathon in the Florida Keys. This sprawling 2 acre private estate is located directly on the Gulf of Mexico featuring 300 feet of open water, deep water dockage (water depth at low tide is 4 feet) with boat lift...

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awesome honeymoon destination

“ Excellent ”
October 19, 2014
We rented this home for our honeymoon in October 2014. We invited 9 of our family and friends to join us. We had an amazing time. The house is even more beautiful in person. It's a rough decision when u have to decide which pool to go into for the day. The kitchen was outstanding. A great time was had by all. Would 100% recommend this place.
Kathy Roberts, cocoa, florida

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Relax
1 / 34

Key Colony Beach Home
7 Bedrooms / 7 Bathrooms / Sleeps 16

from

$629

/ night

Email Owner
Bedrooms:7
Bathrooms:7
Sleeps:16
Type:Home
Per night:$629
Per week:$4,400
Pets allowed:No
Internet:Yes

This home offers 4, 200 square feet of remodeled, re- decorated space under air with an amazing 7 bedrooms/7 baths! There are three lovely master suites upstairs, each with a king size bed, and an en- suite bath. Also upstairs is a fourth bedroom with a king size bed, and a ...

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Islamorada Florida Vacation Rentals - Home
1 / 24

Islamorada Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$358

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$358
Per week:$2,500
Pets allowed:Yes
Internet:Yes

ower 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. The units are available for rent by the week, or month. Each unit sleeps up to 6 people - ...

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ENDLESS VIEWS FROM DECK
1 / 13

Ramrod Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 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

SUMMER'S ALMOST HERE! June's still open! ! ! Give me a call or drop an email! 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...

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Best R&R

“ Excellent ”
March 29, 2015
We stayed for a month and could have stayed longer. House is perfectly equipped. Kayaks provided hours of exploring. Incredible view - sunrise to sunset right from the living room. Very comfortable size. Only disappointment is that it is rented for next winter already!!!
Sally Ross, Moorestown, NJ USA

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Key Largo Florida Vacation Rentals - Condo
1 / 20

Key Largo Condo
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

from

$300

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Condo
Per night:$300 - $650
Per week:$2,000 - $4,200
Pets allowed:No
Internet:Yes

Every one will love this luxurious and spacious 3 bedroom and 2. 5 bathroom condo in the exclusive Mariner's Club gated community. This unit is located in the Sailfish Building which is directly on the ocean with a fantastic South exposure... Sunny deck in the winter and shaded deck...

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Islamorada Florida Vacation Rentals - Home
1 / 23

Islamorada Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$107

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$107 - $157
Per week:$747 - $1,097
Pets allowed:No
Internet:Yes

MINIMUM STAY 1 MONTH: Exceptional 5th floor (top floor) 2 bedroom 2 bath condo at Beacon Reef. Ocean views from the open air balcony. You'll be so glad you have chosen to spend your holiday here. The kitchen was remodeled in 2013 - granite counters, stainless steel appliances, ...

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Islamorada Florida Vacation Rentals - Home
1 / 21

Islamorada Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$315

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$315 - $372
Per week:$2,200 - $2,600
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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1 / 6

Islamorada Townhouse
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$100

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Townhouse
Per night:$100
Per week:$700
Pets allowed:No
Internet:Yes

Call Property Manager for Best Rate. Located on Windley Key this gated 5 unit complex has the best of the Keys with a private pool sandy Beachfront, fishing pier with flats boat dockage (drawing 24" or less) located directly on the ocean your views could NOT be any better. ...

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Fabulous Vacation

“ Excellent ”
September 15, 2014
We had a fabulous time at David's place. Everything was wonderful. Beautiful view, manatees at our front door, just everything you would want in a Keys vacation.
Betty Cameron, Daytona Beach, Florida USA

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Key Largo Florida Vacation Rentals - Home
1 / 17

Key Largo Home
3 Bedrooms / 2 Bathrooms / Sleeps 7

from

$120

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$120 - $140
Per week:$840 - $980
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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Islamorada Florida Vacation Rentals - Townhouse
1 / 8

Islamorada Townhouse
2 Bedrooms / 2.5 Bathrooms / Sleeps 8

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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Marathon Florida Vacation Rentals - Home
1 / 11

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 5

from

$136

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Home
Per night:$136 - $158
Per week:$950 - $1,100
Pets allowed:No
Internet:Yes

Beautiful Keys luxurious home at canal five house from Atlantic Ocean . It offers 50ft dock along with powers . Through boat about 4/5 minutes to Vaca Cut & about 7/9minutes distance from 7 miles Bridge . About 20 minutes distance from the Sombrero Reef . Through land about 10 minutes...

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Islamorada Florida Vacation Rentals - Condo
1 / 20

Islamorada Condo
2 Bedrooms / 1.5 Bathrooms / Sleeps 6

from

$84

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:6
Type:Condo
Per night:$84 - $100
Per week:$584 - $700
Pets allowed:No
Internet:Yes

Picture Perfect Ocean Front Two Bedroom Duplex Condo Which Has Been Totally Renovated With Hi End Finishes. Attention To Detail Is Evident The Minute You Walk In. Designer Kitchen Offers Kensington Maple Cabinetry, Granite Counter Tops And Stainless Steel Appliances. Beautiful Tiled...

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The Conch Cottage
1 / 3

Key West Guesthouse
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ 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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Marathon Florida Vacation Rentals - Home
1 / 8

Marathon Home
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”1 Review

from

$115

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Home
Per night:$115 - $128
Per week:$800 - $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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Ramrod Key Florida Vacation Rentals - Home
1 / 8

Ramrod Key Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$329

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$329
Per week:$2,300
Pets allowed:No
Internet:No

4 Bedrooms, 2 Bathrooms, Sleeps 8 Come enjoy the cool clear blue waters of the Florida Keys. The weather is great, lobster season is open.. This is a spacious oceanfront 4/2 home with a heated pool/spa and breathtaking open water views! It is located on beautiful Ramrod Key...

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Fantastic

“ Excellent ”
August 19, 2014
This house was great. Had everything you could ask for. The owner even called to make sure we made it ok and if we needed anything. Best view, plenty of space absolutely gorgeous couldn't of asked for better.
Gina Ashton-Jones, Magnolia TX

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Marathon Florida Vacation Rentals - Home
1 / 5

Marathon Home
2 Bedrooms / 1.5 Bathrooms / Sleeps 5

“ Excellent ”1 Review

from

$122

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:5
Type:Home
Per night:$122
Per week:$850
Pets allowed:Yes
Internet:Yes

Relax in the Fabulous Florida Keys in your Tropical Bungalow! Two bedroom, 1. 5 baths, very tropical atmosphere. Neat, clean, and comfy, with tile floors throughout. Smoking is not permitted! Easy access to the Gulf of Mexico from your 30' dock for world class diving, snorkeling,...

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Great place

“ Excellent ”
December 31, 2014
Paul et Alice ont été parfaits, serviables et accommodants, l'endroit est accueillant et près de tout.
Stéphane Trudeau, Montreal, Quebec, Canada

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1 / 12

Big Pine Key Home
2 Bedrooms / 1 Bathroom / Sleeps 6

“ 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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Islamorada Florida Vacation Rentals - Condo
1 / 8

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 5

“ Excellent ”15 Reviews

from

$143

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Condo
Per night:$143 - $200
Per week:$1,000 - $1,400
Pets allowed:No
Internet:No

Located at Mile Marker 90 in the Florida Keys our 2 Bedroom/2 Bath Condo offers unobstructed views of the Atlantic Ocean. The complex offers a heated pool, tennis court, gym, water front beach, elevators, parking and secured entrances. Our condo has been recently updated with...

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Belated Accolades!

“ Excellent ”
January 29, 2015
We had the most wonderful time here. The owner was very friendly and helpful. The condo was spotless and spacious. Airy and well equipped. We loved sitting out on the deck overlooking the ocean. There was a binder in which recent guests could write comments and suggestions for great places to eat and places to visit. We took many of their suggestions and were never disappointed! We would definitely rent this place again and highly recommend it. You will be glad you came!
Cathleen Newton, West Hartford, Vermont

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Marathon Florida Vacation Rentals - Home
1 / 8

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$150
Per week:$1,050
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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Islamorada Florida Vacation Rentals - Home
1 / 15

Islamorada Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$64

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$64 - $117
Per week:$444 - $817
Pets allowed:No
Internet:Yes

MINIMUM RENTAL 1 MONTH: 5th Floor unit at one of Islamorada's favorite condo complexes. This unit was recently sold and the new owners are beginning to update some of the décor. You'll love the fantastic panoramic ocean views as you relax or dine on the balcony. There's plenty of...

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Islamorada Florida Vacation Rentals - Home
1 / 25

Islamorada Home
4 Bedrooms / 3 Bathrooms / Sleeps 12

from

$117

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:12
Type:Home
Per night:$117 - $167
Per week:$817 - $1,167
Pets allowed:No
Internet:Yes

MINIMUM STAY 1 MONTH: Enjoy your stay in this gorgeous single family home. You’ll love the convenient location in the Ocean Shores area of Key Largo. There’s easy ocean access from this 90' concrete dock. Water, electricity, fish cleaning station and gas barbecue grill are all...

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Cudjoe Key Florida Vacation Rentals - Home
1 / 24

Cudjoe Key Home
3 Bedrooms / 3 Bathrooms / 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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Waterfront II
1 / 17

Islamorada Home
4 Bedrooms / 3 Bathrooms / Sleeps 12

“ Excellent ”15 Reviews

from

$400

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:12
Type:Home
Per night:$400 - $458
Per week:$2,800 - $3,200
Pets allowed:No
Internet:Yes

The Great Islamorada Getaway features a spectacular canal front home on an over- sized property with 136 feet of dock space and an in ground pool (heater/chiller optional). Large outside patio with gas grill and upstairs screened in porch. Brand new kitchen and appliances enhance ...

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Great place

“ Excellent ”
October 11, 2013
Great place!
Pamela Fetters, St Louis MO

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Marathon Florida Vacation Rentals - Home
1 / 16

Marathon Home
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$129

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$129
Per week:$900
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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Islamorada Florida Vacation Rentals - Condo
1 / 22

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$167

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$167 - $200
Per week:$1,167 - $1,400
Pets allowed:No
Internet:Yes

MINIMUM STAY 1 MONTH: New on the rental market. This is your opportunity to secure your winter getaway at a luxurious oceanfront condo in one of Islamorada's most prestigious condominium communities. Ocean front dockage is available for boats up to 28' in length (separate rental);...

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Long Key Florida Vacation Rentals - Home
1 / 9

Long Key Home
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$44

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$44 - $60
Per week:$304 - $420
Pets allowed:Yes
Internet:Yes

All newly renovated upscale mobile home in an exclusive Paradise Resort in Long Key, Florida. Location: Outdoors Resorts at Long Key Mile Marker 66, Lot #389 Amenities include (Mobile Home): Two bedrooms, one bath, living room with sleeper sofa/futon. Sleeps 6 comfortably ...

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Beautiful end unit home
1 / 11

Key West Townhouse
2 Bedrooms / 1.5 Bathrooms / Sleeps 6

“ Excellent ”14 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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Beautiful Escape in Truman Annex!

“ Excellent ”
January 17, 2015
This is a beautiful place in the heart of Truman Annex. Just 2 blocks from Duval so your close to everything, but far enough away if you prefer some quiet time. Very Relaxing Pool is a definite plus! The place does look like it the pictures if anything nicer. We loved our stay! We will stay there again! The Owners are just wonderful. This was our first time visiting Key West and We couldn't have picked a better place to stay. Thru the Week My Husband kept saying "Good Job finding this place its Great"! I can honestly say you wont be disappointed! Great Place to Vacation!
deb strieter, Unionville, Mi USA

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Key Colony Beach Florida Vacation Rentals - Condo
1 / 9

Key Colony Beach Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”4 Reviews

from

$143

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$143
Per week:$1,200
Pets allowed:No
Internet:Yes

Two bedrm, two bathrm condominium, beautifully decorated on Key Colony Beach. Private beach and pool on gorgeously landscaped and well maintained property. Snorkel, dive or relax on the beach - - this is a heavenly spot for all of your family....

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Sea Isle Condo Vacation

“ Excellent ”
January 5, 2015
Sea Isle-Key Colony Beach What a fabulously relaxing, refreshing vacation spot. The condo was roomy, clean and perfect for a family vacation! The grounds were meticulously maintained, full of vibrant flowers. The pool was large, clean and a perfect hang out for the kids visiting with their parents! There was so much to do, the beach, snorkeling, scuba diving, fishing, great restaurants and Leighann's coffee shop! Anyone looking for a relaxing family vacation destination should definitely check out Key Colony Beach, FL!!!
Hollie Marie Phelps Godfrey, Virginia Beach, VA

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Key Largo Florida Vacation Rentals - Home
1 / 18

Key Largo Home
1 Bedroom / 2 Bathrooms / Sleeps 4

from

$165

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:4
Type:Home
Per night:$165
Per week:$1,155
Pets allowed:No
Internet:Yes

MINIMUM STAY 1 MONTH: Only 1 - 4 people? Want something spacious but don't need a mansion? This is it! ! Rent only the ground level portion of this magnificent home. This home offers gorgeous ocean views, private boat basin and a covered tiki with a hammock. You will quickly transform...

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Key West Florida Vacation Rentals - Home
1 / 29

Key West Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”8 Reviews

from

$249

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$249 - $349
Per week:$1,743
Pets allowed:No
Internet:Yes

Ahoy! PirateHead Cove, your affordable vacation dream- come- true is now taking bookings for 2015! Please check the calendar on this site for availability. We do not take rentals of less than 7 nights unless it is between 2 already booked weeks, and ONLY if it shows as available...

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Water front Key West

“ Excellent ”
December 18, 2014
Cozy home, well supplied, welcoming and engaging owners with lots of sunshine. Tucked in a quiet neighborhood on Stock Island. Great vacation.
Patricia Dubberke, Minnesota

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Islamorada Florida Vacation Rentals - Home
1 / 16

Islamorada Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$543

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$543
Per week:$3,800
Pets allowed:No
Internet:Yes

Ocean front retreat with overwhelming views of the Atlantic, large open verandahs, 100 feet of very private white sandy beach, and a gated entrance. The beach is very private on 3/4 of an acre loaded with palm trees. You can snorkel in the backyard on coral reefs within 1000 feet...

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Islamorada Florida Vacation Rentals - Cottage
1 / 19

Islamorada Cottage
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$358

/ night

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

It offers a unique floor plan with the main living area in the center of the house with kitchen, dining area, sitting area and a full bath. To the right is a large bedroom with a king bed and full bath. The laundry area with a full size washer and dryer is also located in this room....

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Key Largo Florida Vacation Rentals - Home
1 / 23

Key Largo Home
4 Bedrooms / 3 Bathrooms / Sleeps 6

from

$350

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:6
Type:Home
Per night:$350
Per week:$2,450
Pets allowed:No
Internet:Yes

Two stories with private two bedrooms guest quarters in first floor! Two living rooms, one in the first floor and a second in main level with independent satellite TV to include paid channels and Netfix. Two other bedrooms in second floor. a master bedroom with a king size bed and...

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Marathon Florida Vacation Rentals - Home
1 / 13

Marathon Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$858

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$858 - $1,143
Per week:$6,000 - $8,000
Pets allowed:No
Internet:No

You own private island on the ocean side off the City of Marathon in the Florida Keys. The island is built on a coral reef. Beautiful snorkeling, diving, fishing, and all types of water sports. The island is a short 3 minute boat ride from the City of Marathon in the Heart of the...

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Key Largo Florida Vacation Rentals - Home
1 / 18

Key Largo Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$112

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$112 - $133
Per week:$784 - $931
Pets allowed:No
Internet:Yes

Exceptional 3 story townhouse located in a quiet oceanfront complex with heated pool and marina. Inspiring ocean views from two balconies and a ground level patio to BBQ. Protected marina and deeded boat slip easily accommodates a boat up to 30' (33' from bow to engine. ) Boat lift...

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Islamorada Florida Vacation Rentals - Condo
1 / 25

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$97

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$97 - $134
Per week:$677 - $934
Pets allowed:No
Internet:Yes

MINIMUM RENTAL 1 MONTH: A Diamond! Be among the first to rent this gorgeous two bedroom condo. It has been completely renovated from floor to ceiling. The floors have been replaced with tile and the old popcorn ceilings are gone. You'll adore the comfortable living room furnishings...

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Key West Florida Vacation Rentals - Townhouse
1 / 26

Key West Townhouse
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”1 Review

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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Wonderful

“ Excellent ”
October 16, 2014
Perfect location...reasonable rent
Judy Kolbe, Okauchee,Wi usa

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1 / 22

Islamorada Villa
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$100

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Villa
Per night:$100 - $134
Per week:$700 - $933
Pets allowed:Yes
Internet:Yes

MINIMUM RENTAL 1 MONTH: Villa Riolo is an updated single family stilt home and perfect for your next holiday in Islamorada! It comfortably sleeps 6 in two bedrooms. This home has been meticulously cared for over the years and for the first time the owners are offering you an opportunity...

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Islamorada Florida Vacation Rentals - Home
1 / 14

Islamorada Home
1 Bedroom / 2 Bathrooms / Sleeps 4

from

$379

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:4
Type:Home
Per night:$379
Per week:$2,650
Pets allowed:No
Internet:Yes

MINIMUM RENTAL 1 MONTH: Everything in this unit is exquisite - furnishings, linens, updated kitchen, appliances, and bathrooms. Great views of Florida Bay and our fabulous Keys sunsets. This complex is conveniently located just steps from a full service marina and 2 highly acclaimed...

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Big Pine Key Florida Vacation Rentals - Home
1 / 10

Big Pine Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 10

“ Excellent ”7 Reviews

from

$313

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:10
Type:Home
Per night:$313
Per week:$2,188
Pets allowed:Yes
Internet:Yes

This house is located in Long Beach Estates, one of the most private neighborhoods in the Keys. It is a private peninsula that is cushioned by a large beautiful wildlife preserve with deep water access within minutes to Looe Key. This is a spacious, waterfront home on open water,...

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Excellent week at a wonderful house!

“ Excellent ”
June 9, 2014
My husband and I took my daughter her husband and our 3 grandchildren for a week. The house was perfect for our size group. Huge kitchen and great room, 3 big bedrooms and the best part 3 bathrooms! We used our boat everyday, getting out of the canal is really easy and there is a boat ramp right around the corner from the house.The tiki hut out back is awesome. And of course the Key deer are one of our favorite things about Big Pine and they just wander around the neighborhood. My grandchildren thought that was the coolest thing.We had a blast and would definitely rent this house again.
Carlene Rozalsky, Grant, FL

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1 / 25

Tavernier Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$217

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$217 - $250
Per week:$1,517 - $1,750
Pets allowed:No
Internet:Yes

MINIMUM RENTAL 1 MONTH: Sensational remodeled single family home on Plantation Key awaits your arrival. The gorgeous POOL, HOT TUB, and TIKI BAR are ready and waiting. Imagine fun filled days and evenings relaxing in the patio and yard area! The patio is spacious and surrounded...

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Marathon Florida Vacation Rentals - Home
1 / 9

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”4 Reviews

from

$142

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$142 - $199
Per week:$990 - $1,390
Pets allowed:Yes
Internet:Yes

Marathon Vacation Rental License 08- 00406 Mini Season rates are Higher NO RENTAL LESS THAN 1 week! ! ! ! You can stay less but must rent for the week No Exceptions Weather is great! ! ! Fishing is HOT! ! ! Relaxing is Hotter! ! ! 2 Bedroom 2 full bath.....

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great stay

“ Excellent ”
August 17, 2014
The home in which we stayed was very well kept and conveniently located in the keys, we had our own dock and a beautiful back yard. I am hopeful that a home like that would be available for all my future vacations thanks
Cecilia Villegas, miami ,fl,usa

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Marathon Florida Vacation Rentals - Home
1 / 20

Marathon Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”5 Reviews

from

$243

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$243 - $429
Per week:$1,699 - $2,999
Pets allowed:Yes
Internet:Yes

Relax and enjoy your vacation with a specatacular waterfront view - look out over a crystal clear lagoon out onto the Gulf of Mexico. This full duplex Waterfront Home with 75' of deepwater dockage, 4 Bedrooms and 4 Baths is great for large groups looking for a quiet place to relax,...

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I Want to Come back Next Year, If not sooner!

“ Excellent ”
June 24, 2014
Rented this duplex from the Curleys. it was perfect. kids in one unit, adults in the other. the East unit was very nice w granite countertops and nice leather furniture. the west unit (where the kids stayed was nice as well, though not as updated. great views of the cove and a minute boat ride into the gulf where we spent time waterskiing and watching the sunsets. We rented a boat for the week from All Aboard Boat rentals and we basically spent our week on the water snorkeling, diving, fishing, skiing, exploring. It is perfect for the family on the go who like water activities. I would recommend this rental to anyone. it was clean, well equipped, stayed nice and cool and allowed everyone their space. my only negative was that the beds were a bit soft for my tastes.
James Weinstein, Boca Raton, FL

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