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

1-50 of 241 Florida Keys Rentals

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Key Largo Florida Vacation Rentals - Home
1 / 8

Key Largo Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$65

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$65 - $89
Per week:$455 - $619
Pets allowed:Yes
Internet:Yes

Enjoy the real Keys atmosphere. Large (40’ by 16’) screened porch area, complete with kitchen (including automatic dishwasher), Tiki Bar, Hot Tub, Sleeper sofa, large patio table with comfortable chairs. Recently remodeled main bathroom with new front loading washer and dryer....

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1 / 22

Marathon Villa
5 Bedrooms / 5.5 Bathrooms / Sleeps 12

“ Excellent ”1 Review

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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Great Vacation with Family

“ Excellent ”
December 1, 2014
We stayed at this house with our extended family. I was very apprehensive but it wound up being wonderful. Beautiful location, secluded from the world. Tons of space for us to all move about, access to cottage amenities, quick drive to Marathon and Islamorada. Lovely pool and hot tub just for us. Dock area is too shallow to really swim off of it, but there is a beach entry by the cottages. Will definitely return. Only complaint is the house is worn from the many people who visit this property. I saw this as confirmation that it is well used and popular, but the bathrooms could use a coat of paint. If that is your only worry, you are truly enjoying paradise. Thank you Conch Key for all your help and recommendations. Spot on for them all!!!
Nina Felt, Dallas, TX USA

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Islamorada Florida Vacation Rentals - Home
1 / 29

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”4 Reviews

from

$415

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$415 - $458
Per week:$2,900 - $3,200
Pets allowed:No
Internet:Yes

Location: Islamorada, Islamorada Area, Florida Keys, Florida, USA Accommodations: House, 3 Bedrooms, 2 Baths , Sleeps 6 122 Nautilus Drive, Islamorada, Florida Keys mile marker 74. 5 bay side, White Marlin Beach located 75 miles south of Miami and 75 miles North of...

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getaway

“ Excellent ”
January 23, 2015
5 girlfriends snuck away for a long weekend retreat to celebrate a birthday. The house had all that we needed! We loved all of the "extras" including the Gheenoe, the kayak, the bikes, the hammocks. They made the trip extra special. The house was super clean, and we are tough critics! A wonderful time and easy access to fun activities, restaurants, beaches, etc. nearby
Terri woellner, Denver

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Big Torch Key Florida Vacation Rentals - Home
1 / 18

Big Torch Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”6 Reviews

from

$285

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$285
Per week:$2,000
Pets allowed:Yes
Internet:Yes

Big Torch Key is reminiscent of the Florida Keys 40 years ago, seclusion and peace invade your senses immediately, sunset views that will take your breath away. Torchview has an open floor plan (kitchen/living room/dining room) with a huge master suite(king bed)and two other bedrooms...

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Awesome Birthday vacation!

“ Excellent ”
July 14, 2014
Our family decided to rent Torchview after falling in love with the home from a distance. We had stayed at a neighboring cottage the year before and were looking for a larger rental. Knowing we would need more room for more family members who would be joiing us, we made or reservations. Upon our return to Summerland we settled in comfortably with our two teenage children, our 3 dogs, and our inlaws. (no pun intended with the order). The home is located on over an acre of land, close to the Deer Key preserve. The property sits on a beautifully landscaped gated oasis, comfortably appointed, and nicely kept. We thoroughly enjoyed seeing Key Deer in our garden, the enormous amount of tropical fish right under the dock, with easy access to our boat for intercoastal and big water fishing. The Florida Sunkist Sunsets were breathtaking and spectacularly sweet. We celebrated my birthday in Key West which is only 30+ minutes from the house. We will definitely return next year! Keep in mind that if you have a hard time climbing stairs this location may present some difficulties. We also loved the fact that we could bring our furry children to enjoy the vacation with the family! Thank you for the privilege of enjoying your beatiful home!
Elizabeth Bigles-Christensen, Stuart, Florida

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Little Torch Key Florida Vacation Rentals - Home
1 / 8

Little Torch Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$117

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$117 - $127
Per week:$817 - $887
Pets allowed:Yes
Internet:Yes

Set sail for a glorious Florida Keys vacation at the Blue Marlin. Spacious and comfortable for 6 people in this 3 bedroom, 2 bath, Little Torch Key home. Located down a private lane and overlooking the crystal blue waters of Pine Channel, gulf side. All the rooms are spacious...

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Big Pine Key Florida Vacation Rentals - Home
1 / 8

Big Pine Key Home
2 Bedrooms / 1 Bathroom / Sleeps 4

from

$77

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$77 - $84
Per week:$537 - $584
Pets allowed:No
Internet:Yes

Truly remarkable Big Pine Key vacation home. Rare Duplex on over ½ acre in the Doctors Arm area. A huge boat basin and direct access to Bogie channel. Rent one or both sides for the best family vacation destination in the Keys. Fully fenced for privacy and lots of yard space ...

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1 / 15

Marathon Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”5 Reviews

from

$470

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$470
Per week:$3,290
Pets allowed:No
Internet:Yes

At Ocean Breezes, enjoy relaxing Atlantic breezes from either of the verandas at this spacious waterfront home. For your enjoyment there is a private pool and hot tub with gorgeous ocean views. Relax on the patio and watch the brilliant orange sunrise over the Atlantic. Splash in...

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Marathon Key

“ Excellent ”
December 6, 2014
Really need to provide beach towels, cushions for all the pool furniture and useable kitchen knives. Dull kitchen knives are more dangerous than sharp ones.
Nils Albert, Colorado

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Ocean View Elevated Cottage
1 / 6

Marathon Cottage
2 Bedrooms / 2 Bathrooms / 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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Islamorada Florida Vacation Rentals - Townhouse
1 / 10
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Townhouse
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

Escape to Islamorada and enjoy this beautifully updated 2 bedroom / 2 bath townhouse located in Executive Bay Club a bay front property. This is a private gated community with 24 hour security. The property features 2 tennis courts, a full size pool with bay views, private beach,...

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Very Satisfied

“ Excellent ”
April 2, 2013
The property is in excellent condition. It was a pleasure staying at Executive Bay Club. We were fortunate to have good weather, the pool is very nice, as well as the beach and dock facilities . WE WILL BE BACK !
Fred Lipp, Highland Hts. Ohio

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Summerland Key Florida Vacation Rentals - Home
1 / 8

Summerland Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$230

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$230 - $240
Per week:$1,610 - $1,680
Pets allowed:Yes
Internet:No

Surrounded by lush, tropical landscaping, this gated open- water vacation home comes equipped will all the thoughtful touches of home and so much more. Choose the fantastic top floor master bedroom with Jacuzzi tub and sitting room or one of the other fantastic rooms! Enjoy...

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Bedrooms:4
Bathrooms:3
Sleeps:12
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Great house in desirable Venetian Shores. This 4 bedroom/3 bath home is roomy and has great porches. Lovely master suite on the top floor with it's own balcony. Modern house with stylish, comfortable furnishings. 90 feet of excellent deep water dockage on a wide canal leading directly...

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Cudjoe Key Florida Vacation Rentals - Home
1 / 8

Cudjoe Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$150

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$150 - $160
Per week:$1,050 - $1,120
Pets allowed:No
Internet:No

Relax and enjoy this light and tropical, like- new vacation home with a private heated swimming pool. Step onto the large open porch and soak in the warm Island breezes while overlooking the sweeping canal views and pool. Concrete dock, shore power and fish cleaning station are ...

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Marathon Florida Vacation Rentals - Home
1 / 28

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 8

from

$428

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:8
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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Balcony overlooking pool and ocean
1 / 15

Marathon Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$285

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$285
Per week:$1,990
Pets allowed:No
Internet:Yes

Bird of Paradise Condo is a tropical three bedroom condo directly on the ocean - BEACH FRONT! Enjoy the feel of smooth, white sand on a private beach, swim in the large heated pool, or play on the tennis court. This vacation condo features dining area, full kitchen, three...

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Duck Key Florida Vacation Rentals - Villa
1 / 24

Duck Key Villa
2 Bedrooms / 2 Bathrooms / 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 - Condo
1 / 1

Key West Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$259

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$259
Per week:$1,813
Pets allowed:No
Internet:Yes

Decorator furnished two bedroom, two full bath condo in Key West, Florida. Only a five minute drive to Key West's largest beach - Smather's Beach. Full kitchen, three flat screen TV's, outside porch overlooking the beautiful pool and jacuzzi area on property, and one covered...

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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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Summerland Key Florida Vacation Rentals - Home
1 / 8

Summerland Key Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$184

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$184 - $200
Per week:$1,284 - $1,400
Pets allowed:Yes
Internet:No

This spacious, Caribbean- style vacation home comes equipped with its own private swimming pool and great deep- water canal. This beautiful home has three stories including a super play room off the pool area with a ping- pong table and a big screen TV for the kids. The 2nd floor...

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Enjoy Endless Sunshine & Breezes
1 / 12

Marathon Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$715

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$715
Per week:$5,000
Pets allowed:No
Internet:Yes

This luxurious executive home is located in the Heart of the Florida Keys on Yacht Harbor Island in Marathon. Come and enjoy the new private pool surrounded by paver decking and two tiki huts for plenty of shade. The 120' of deep water dockage is perfect for your boat, jet skis, ...

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Key West Florida Vacation Rentals - Home
1 / 21

Key West Home
1 Bedroom / 1.5 Bathrooms / Sleeps 4

“ Excellent ”2 Reviews

from

$210

/ night

Email Owner
Bedrooms:1
Bathrooms:1.5
Sleeps:4
Type:Home
Per night:$210 - $342
Per month:$6,300 - $10,260
Pets allowed:No
Internet:Yes

TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity, lovingly restored with no detail overlooked. Fabulous artwork, fun collectables, beautiful stained glass all give this cottage the unique feel that keeps bringing visitors back...

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A heart-warming and tranquil oasis

“ Excellent ”
August 1, 2013
We truly enjoyed our stay at Tranquility on Olivia Street. The neighbourhood is charming and very peaceful. There are many interesting restaurants to discover in the surroundings and many other services easily accessible at walking and biking distance. We enjoyed relaxing in the swimming pool at the end of the day and meeting many of the interesting folks renting other cottages at the Colony. I highly recommend Tranquility for its location, the peaceful neighbourhood, the physical setting at the Colony, and the charming interior decoration of the cottage. The colors are fresh, bright and full of joy. Our only recommendation would be to provide vacationers with a binder presenting essential information on things to do, to see and, especially, a list of surrounding service providers such as: grocery store, fish market, pharmacy, bike rental, local restaurants, and hospital in case of emergency. The sofa-bed mattress would need to be changed. It’s really not comfortable. And finally, the master bedroom air conditioner is quite noisy. Should we plan to visit the Keys in the near future, Tranquility would be our place to stay. What a great place to call home for a week on vacation. Thanks!
Paul Turpin, Key West, FL, USA

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Cudjoe Key Florida Vacation Rentals - Home
1 / 6

Cudjoe Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$160

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$160
Per week:$1,120
Pets allowed:No
Internet:No

This beautiful, vacation home is tropical, bright and comfortable. You'll wish it was your own! Kitchen is fully equipped with all the luxuries of home (and more! ). Tiki Hut and hammock dockside, overlook a great deepwater boating and swimming canal and 50' seawall. Enjoy...

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Key West Florida Vacation Rentals - Home
1 / 21

Key West Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

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

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 a large living room and dining room with a kitchen that overlooks your own...

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Big Pine Key Florida Vacation Rentals - Home
1 / 8

Big Pine Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$84

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$84 - $94
Per week:$584 - $654
Pets allowed:Yes
Internet:Yes

Manatee Bay located in the Port Pine Height area is just the right spot to bring your family and friends for an unbelievable Keys vacation. Great gulf side boating is at your fingertips and just a short run out to the Atlantic side to fish and dive all the great reef spots. The...

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Sugarloaf Key Florida Vacation Rentals - Home
1 / 8

Sugarloaf Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$144

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$144 - $150
Per week:$1,004 - $1,050
Pets allowed:Yes
Internet:No

This bright, very spacious and inviting, nicely- maintained Sugarloaf Key home is located just 20 minutes north of Key West. Nestled back in a beautifully manicured neighborhood and not far from Sugarloaf Lodge and Marina, you will have nearby access to boating, fishing, kayaking...

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Cudjoe Key Florida Vacation Rentals - Home
1 / 8

Cudjoe Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$97

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$97 - $114
Per week:$677 - $794
Pets allowed:No
Internet:Yes

From the private balcony located off the master bedroom living area, to airy and vaulted ceilings, this Cape Cod style home promises all the comforts of home, and so much more! The 40' dock and yard is landscaped with native foliage and offers wandering pathways throughout....

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Little Torch Key Florida Vacation Rentals - Home
1 / 8

Little Torch Key Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

from

$174

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$174 - $184
Per week:$1,214 - $1,284
Pets allowed:Yes
Internet:Yes

This beautiful custom home located in Jolly Rodger subdivision on Little Torch Key has the best of everything. Just furnished in 2012 with the finest tropical décor, flat screen TV’s, wireless internet and top of the line gourmet kitchen. The large living area is spacious...

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Key Largo Florida Vacation Rentals - Apartment
1 / 1

Key Largo Apartment
1 Bedroom / 1 Bathroom / Sleeps 4

from

$143

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Apartment
Per night:$143
Per week:$999
Pets allowed:No
Internet:Yes

I have one week available at "ANCHORAGE RESORT AND YACHT CLUB" starting SUNDAY, Feb 15th, to SUNDAY Feb 22nd. Condo is on the 5th floor of a nice building overlooking Black Water Sound, facing West... You can sit on the large balcony and watch the beautiful sunsets or the boats...

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Long Key Florida Vacation Rentals - Home
1 / 29

Long Key Home
2 Bedrooms / 2 Bathrooms / Sleeps 9

“ Excellent ”6 Reviews

from

$243

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:9
Type:Home
Per night:$243 - $300
Per week:$1,700 - $2,100
Pets allowed:Yes
Internet:Yes

Huge Master Bedroom With View Of Beach And Large Balcony, Refrigerator And Microwave And Bar In 2nd Floor... Master Suite. Beautifull Sunrise Off You Private Balcony. First Floor Large Bedroom With Bath, Large Living Room, Dining Room, Sitting Area With Single Bed, Perfect...

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Family reunion

“ Excellent ”
August 4, 2014
We were a party of 7 and there was plenty of room for everyone. The house sets up beautifully for those wishing to take advantage of the view and use the patio. We brought our two dogs and with the gate in front we never felt they were in danger. Stayed from Saturday to Saturday which was the perfect amount of time. Plenty of good restaurants between Islamorada and Marathon which takes about 15 minutes to get to. Great charter fishing in Marathon ("Main Attraction"), both captain and mate were fantastic. Highly recommend this property if you really want to sit back, relax and enjoy The Keys the way they are meant to be.
Tom Gieseking, Orlando, Florida

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1 / 15

Marathon Cottage
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 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

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. This is a completely furnished home with an open living room, dining room,...

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Great family vacation!

“ Excellent ”
June 19, 2014
We had a great time in the keys! The house is easy to get to and beautiful! There was plenty if space for all of us. The kids loved swimming in the pool and fishing off the dock. We saw a manatee and hooked a tarpon in the canal. We rented kayaks and explored the area. Check in and check out were easy. Can't wait to visit again!
Kathy Ford Goldstein, Colorado, USA

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Summerland Key Florida Vacation Rentals - Home
1 / 7

Summerland Key Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$187

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$187 - $197
Per week:$1,307 - $1,377
Pets allowed:No
Internet:No

Looking for that perfect vacation spot in the Keys? This is the one. Luxury waterfront accommodations await for the whole group. This stately home has all the best of everything. The large great room has lots of seating. 42” Flat screen Sony hi- def TV with surround sound makes...

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1 / 8

Sugarloaf Key Home
4 Bedrooms / 3 Bathrooms / Sleeps 14

from

$167

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:14
Type:Home
Per night:$167 - $184
Per week:$1,167 - $1,284
Pets allowed:No
Internet:Yes

You and your family will absolutely love Bow Channel Manor! Situated on a very private 4- acre parcel on Upper Sugarloaf Key, you, your family and your friends will create wonderful memories here. It's like having your own private resort! There are 3, separate homes on this...

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Cudjoe Key Florida Vacation Rentals - Home
1 / 8

Cudjoe Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$104

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$104 - $114
Per week:$724 - $794
Pets allowed:No
Internet:No

This home is great for families! It has been recently updated with new tile throughout, new furnishings and bedding, and features 3 bedrooms and 2 bathrooms as well as a roomy loft area. You’ll enjoy an open living plan with a nice size full kitchen with plenty of counter room,...

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Atlantic Breezes January Rental.

“ Excellent ”
February 14, 2014
the house was as discribed,very nice everything in great condition,boat access to Bow Chanel great.Will rent this house again ASAP. Peter Hillmann
Peter Hillmamm, Brookfield,Illinois

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Islamorada Florida Vacation Rentals - Home
1 / 7

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”5 Reviews

from

$329

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$329 - $358
Per week:$2,300 - $2,500
Pets allowed:No
Internet:No

Enjoy a beautiful solar heated pool with Jacuzzi on the premises. Private homeowner's sandy beach access to swim and enjoy sunsets! ! Come to paradise and enjoy this fabulous Islamorada bayside canal front 3/2. Located in a quiet neighborhood at mile marker 75 in Islamorada, this...

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Beautiful and Friendly

“ Excellent ”
January 22, 2014
This house was perfect. Great location, private beach, very clean, had everything you needed. Mark is very friendly and helpful. Can't wait to visit again:)
Kelly Seitzer Gee, Ocean city, md

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Ramrod Key Florida Vacation Rentals - Home
1 / 8

Ramrod Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$77

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$77 - $127
Per week:$537 - $887
Pets allowed:Yes
Internet:Yes

Ready for that Florida Keys vacation? We are ready for you! Adorable ground level home with 3 bedrooms and 2 bathrooms. Located at mile marker 27 in Breezewept Beach Estates. This home is nicely appointed with updated kitchen baths and appliances. Living room with its comfy furniture,...

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Key Largo Florida Vacation Rentals - Condo
1 / 16

Key Largo Condo
2 Bedrooms / 2 Bathrooms / Sleeps 5

from

$97

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Condo
Per night:$97 - $110
Per week:$677 - $770
Pets allowed:No
Internet:Yes

As one of Buttonwood Bays highly sought after condo units this 2 bedroom 2 bathroom home will charm you and warm you! With easy elevator access you are located on the third floor with spectacular views overlooking the entrance to Buttonwood Bay's private coral rock harbor. Only...

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Key Largo Florida Vacation Rentals - Home
1 / 28

Key Largo Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”7 Reviews

from

$210

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$210 - $325
Per week:$1,200 - $1,550
Pets allowed:Yes
Internet:Yes

Enjoy your own private paradise and have fun in the Keys! This beautiful, clean, spacious and airy vacation rental home has three wonderfully decorated, clean and cozy bedrooms. Two and 1/2 comfortable and clean bathrooms. Full kitchen is stocked with all necessary cookware, ...

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Excellent location

“ Excellent ”
June 2, 2014
very warm and comfortable home, with a large dock and direct ocean and bay access. walked over to the Old Tavernier Restaurant across the street nearly every evening for great dinner and drinks.
GEORGE DAGNESSES, Miami,Florida

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Key West Florida Vacation Rentals - Villa
1 / 28

Key West Villa
6 Bedrooms / 7 Bathrooms / Sleeps 16

Bedrooms:6
Bathrooms:7
Sleeps:16
Type:Villa
Per night:$1,143 - $2,000
Per week:$7,995 - $13,995
Pets allowed:No
Internet:Yes

Private Home, DownTown, Villa description Perfect location and great for entertaining! In the heart of Old Town Key West just steps from restaurants, bars, theatres and shops, this sprawling six bedroom, seven bath compound has two private heated swimming pools, endless...

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Marathon Florida Vacation Rentals - Home
1 / 31

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$571

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$571 - $828
Per week:$3,995 - $5,795
Pets allowed:Yes
Internet:Yes

WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This vacation rental puts you on your own private tropical island in the Gulf of Mexico. You have your own 17 foot center console boat with 50 HP 4 cycle engine for the entire week! ARE WE THE ONLY PEOPLE ON THE ISLAND? Your family...

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Ramrod Key Florida Vacation Rentals - Home
1 / 8

Ramrod Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$167

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$167 - $174
Per week:$1,167 - $1,214
Pets allowed:Yes
Internet:No

Sit back and relax in this delightful home, situated on the open water. The entire rear wall of this home is glass for endless views of the blue- green waters of the Florida Keys. Equipped with all the comforts of home plus a heated pool. The open porch catches the breeze, and the...

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Islamorada Florida Vacation Rentals - Condo
1 / 9

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$143

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$143 - $200
Per week:$1,000 - $1,400
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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1 / 22

Key West Condo
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

from

$175

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Condo
Per night:$175 - $324
Per month:$5,250 - $9,720
Pets allowed:Yes
Internet:Yes

CORAL GARDEN: A 2- bedroom 2. 5 bath townhome in the private gated community of Coral Hammock, this home offers the finest accommodations for you and your family. Furnished with comfort in mind with a fully equipped kitchen for preparing your fresh catch or a quick breakfast to start...

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Marathon Florida Vacation Rentals - Home
1 / 16

Marathon Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ 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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Key Largo Florida Vacation Rentals - Home
1 / 23

Key Largo Home
5 Bedrooms / 3.5 Bathrooms / Sleeps 12

“ Excellent ”1 Review

from

$275

/ night

Email Owner
Bedrooms:5
Bathrooms:3.5
Sleeps:12
Type:Home
Per night:$275 - $475
Per week:$1,700 - $2,250
Pets allowed:Yes
Internet:Yes

Escape to your own private paradise nestled in one of the most picturesque bay coves in all of Key Largo within Black Water Sound. Enjoy fishing, snorkeling, scuba diving, water skiing, or kayaking from your own pier and dock. Bring your boat and launch away into the mysteries...

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Great For A Large Family

“ Excellent ”
July 24, 2014
We stayed with my extended family (11 of us in all including 3 kids) and this home accommodated us all. The view from the dock is amazing. Beautiful in the morning and gorgeous sunsets at night. We spent more time on the deck than in the house. It was clean with lots of living space. We loved having a full kitchen with everything we needed to cook with. The laundry room is also a plus for a long stay. Close to everything including a Winn-Dixie and Publix just down the road.
Emily Jarrett, Vero Beach, FL

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Sugarloaf Key Florida Vacation Rentals - Home
1 / 8

Sugarloaf Key Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$130

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$130 - $140
Per week:$910 - $980
Pets allowed:No
Internet:No

Ibis Landing is truly a remarkable property nestled by the Great White Heron Wildlife Refuge. Acres of nature's wonders can be viewed from the 2 large open decks. Open water views abound from every direction. The long walk out dock wanders through the undisturbed mangrove tidal flats...

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1/4 off shore the City of Marathon, Florida Keys
1 / 7

Marathon Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$929

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$929 - $1,143
Per week:$6,500 - $8,000
Pets allowed:Yes
Internet:No

Private island, on ocean side of Marathon! 3 bedroom, 2 bath & 21- ft Carolina skiff. Entire island to yourself! ! Coral reef, 1/4 mile off- mainland. Spectacular 2700 sq ft, living area - 2300 sq ft, hammock- studded verandah! Full kitchen w/micro, linens/towels, cable-...

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Key West Florida Vacation Rentals - Home
1 / 37

Key West Home
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”1 Review

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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Emerson Enamroado Pejuan

“ Excellent ”
April 22, 2014
the house is fine , but must change the furniture of living room , are very old ., dont have iron and iron board .Opción of payed pictures
Emerson Enamorado, Honduras C.A.

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Key Largo Florida Vacation Rentals - Condo
1 / 23

Key Largo Condo
3 Bedrooms / 1.5 Bathrooms / Sleeps 7

“ Excellent ”2 Reviews

from

$136

/ night

Email Owner
Bedrooms:3
Bathrooms:1.5
Sleeps:7
Type:Condo
Per night:$136 - $172
Per week:$950 - $1,200
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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Key Largo vacation Condo

“ Excellent ”
January 9, 2015
Exelent!
Milos Krunic, Woodbridge, ON, Canada

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Key West Florida Vacation Rentals - Home
1 / 8

Key West Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$127

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$127 - $140
Per week:$887 - $980
Pets allowed:No
Internet:No

Tropical seclusion and privacy at its very best. Located just 15 miles from Key West. This luxury rental consists of 2 full suites. The first floor has a roomy living room, huge screen porch, queen sleeper sofa, bath and bedroom connected by an exterior staircase to the second ...

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Cudjoe Key Florida Vacation Rentals - Home
1 / 17

Cudjoe Key Home
5 Bedrooms / 3 Bathrooms / Sleeps 14

“ Excellent ”1 Review

from

$415

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:14
Type:Home
Per night:$415 - $570
Per month:$12,450 - $17,100
Pets allowed:Yes
Internet:Yes

This 1. 6 acre gated property is great for large groups wanting space and privacy. Architecturally Designed The Main House is a two floor conch style house on stilts. It sleeps 8- 10 people, with 4 bedrooms, 2 baths, and a sofabed in the living room. Built in 1986, each room...

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Great for large families!!!! Perfect location!

“ Excellent ”
August 27, 2014
Where do I start?! This place was great for our party of 10. Everything was provided, extra towels, handmade soap, shampoo and conditioner. The kitchen had everything you needed, even extra trash bags!! The laundry area had plenty of beach towels and laundry detergent as well. The balcony was nice but my favorite was the shade and breeze you get under the house. There are hammocks and tables set out which is quite enjoyable. There are also plenty of rooms and beds to sleep everyone. We even were able to end up having individual rooms. The grill area is fully stocked, our favorite part was the large gas boiler that we could cook our lobster in without smelling up the house. The pool is great, it is in the sun all day. Plenty of things to enjoy on the property: swings, hammocks, pool and jacuzzi, and fruit trees! We will definitely be back to stay here. Kris the property manager was great and was available if you needed anything at all. I did not give it 5 stars for a few very nit picky reasons. There wasn't ac in the downstairs bath, which you never notice until you go to shower and are trying to put your clothes on but can't open the door to let air in bc there are people in the house. The pool wasn't clean when we arrived and the pool deck still had beer bottle tops laying around. I do realize that there are lots of trees around and it's impossible to keep all debri out. Besides that everything was GREAT, the owners are very nice and easy to do business with. Thanks for opening up your home it was a real treat and was just what we needed for all of our family!
Crystal K. Morgan, St. Augustine, Fl

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Florida Keys Travel Tips

The Florida Keys are a wonderful vacation spot for families in search of a little relaxation or adventure. Made up of Key Largo, Islamorada, Marathon, Key West, and Big Pine Key and the lower keys, these islands have plenty of family-friendly activities. The best way to visit this beautiful area is by choosing to stay in vacation rentals by owner. Florida Keys tourists can choose from a variety of different sized properties designed to make your time in the Keys comfortable and memorable. For families visiting the Florida Keys, vacation rentals by owner offer the maximum amount of space and privacy for the price. Your entire family will love exploring the islands and coming home to a private, spacious home or condo.
Beaches and Parks
While staying in one of the area's beautiful vacation rentals, Florida Keys tourists can enjoy a leisurely day at one of the best parks in the nation. These are just a few of the Keys most popular destinations:
  • John Pennekamp Coral Reef State Park is the oldest underwater park in the world. Located in Key Largo, families can explore the 47 campsites located on 67,845 acres, split between land and underwater areas. Nature trails, beaches, kayak and canoe rentals, and glass-bottom boat tours are available.
  • Everglades National Park has many fun activities for families. Kids can become Junior Rangers or go on a wildlife hike.
  • Bahia Honda State Park is known for its beautiful beaches and crystal clear water. Visitors can book a snorkeling tour online and enjoy over an hour of snorkeling in the Looe Key National Marine Sanctuary, where swimmers will explore the gorgeous Elkhorn and Star coral.
Things to Do
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 Key West, 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.
Local History
While staying in one of the area's many vacation rentals, Florida Keys visitors may want to learn a little about the history of these breathtaking islands.
  • Ernest Hemingway Home and Museum is a must for literature enthusiasts. Located in Key West, this historical landmark was Hemingway's home from 1931 to 1939, and the place in which he penned some of his most-loved work.
  • The Florida Keys Eco-Discovery Center is sure to be a hit with the kids. Housing over 6,000 square-feet of interactive exhibits, this museum is a great way to introduce kids to underwater and wildlife ecosystems. And admission is free!
Sightseeing Tours are one of the best ways to learn about the islands. Glass-bottom boat rides, sunset tours, and dinner cruises are all available. Remember to reserve your spot online ahead of time to save on ticket prices.
Fun With Kids
While vacationing in the Florida Keys, rental homes leased by owner are a great choice for families with a few kids who need a little extra space. Florida Keys rental homes are a much better choice than hotels, because families will have a cozy home base to return to after a day of sightseeing. Some of the top activities for kids are:
  • The Key West Butterfly and Nature Conservatory was voted the #1 attraction in Key West by TripAdvisor and People's Choice Awards. Take a stroll through the conservatory, which houses between 50 and 60 species of plants, waterfalls, colorful birds, and of course--butterflies.
  • The Conch Tour Train is a fun way to see Key West with the kids. In operation since 1958, the 90-minute tour will take you through all of the island's most popular attractions.
  • Tropic Cinema has been named "Best Florida Cinema" by Florida Monthly magazine for four consecutive years. This landmark theater screens Hollywood blockbusters, documentaries, and foreign films.
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