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Florida Keys Houses, FL

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$4,838
Per Month
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1 / 15
Key West
House Rental - 
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (2) Make Enquiry
From
$2,968
Per Week
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1 / 19
Duck Key
House Rental - 
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (5) Make Enquiry
From
$395
Per Night
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1 / 24
Key West
Apartment - 
3 Bedrooms, 2 Bathrooms, Sleeps 7
Details Reviews (17) Make Enquiry
From
$2,546
Per Week
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1 / 10
Conch Key
Cottage - 
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (6) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Our Florida Keys tradional island home is a fully furnished 2 bedroom, 1 bath plus Florida room with a deck overlooking the bay. It is surrounded by lush vegetation and large towering coconut palm trees. The house has been decorated in a nautical flavor with many fine antiques collected from around... View all property information
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5 of 5 stars Reviewed 3 February 2015
My husband & our friends thoroughly enjoyed our stay at "Conched Out", eating out at Barry & Dan's recommended restaurants nearby or grilling by the docks. Dan's suggestion to...
4 of 5 stars Reviewed 29 April 2014
Comfortable, homey/cozy feeling cottage with the bonus of the daily use of a compact sailboat! A/C, ceiling fans, full kitchen, comfortable queen sized beds, BBQ, porch with fans...
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From
$201
Per Night
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1 / 27
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Key West
Apartment - 
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (37) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Gym
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Formerly Amelia St Hideaway With world class nightlife, shopping and restaurants all within walking distance, you are in the center of the best that Key West has to offer. Located on the second floor of a lovely Victorian-styled complex, this 1 bedroom/1 bathroom condominium features a full... View all property information
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5 of 5 stars Reviewed 4 February 2015
When I say the bathroom is teeny, I mean it makes a cruise ship bathroom look humungous. If you can get past that, the condo is super cute and comfortable and the location can't...
4 of 5 stars Reviewed 2 December 2014
All reviews have mentioned the veranda and the view but their were no chairs next to this unit. Also there was no WiFi. Very comfortable with a really nice kitchen.Quiet building...
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From
$2,674
Per Month
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1 / 28
Key West
House Rental - 
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
BOGEY'S RETREAT: Welcome to Bogey's Retreat, your home away from home in Key West. This lovely townhome is located in the exclusive Golf Course community, and allows you to enjoy all that Key West has to offer while staying in a relaxing environment. If you're a golfer, this house is ideal since... View all property information
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From
$286
Per Night
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1 / 27
Key West
Apartment - 
2 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (47) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
DUVAL SEA TURTLE - This townhome has two bedrooms and two and one half baths and a balcony off the master bedroom and another off the living room.The entire property has been decorated using art from the local galleries and artists. The theme is 'Key West' from scenes around the area including... View all property information
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5 of 5 stars Reviewed 21 September 2014
Great vacation spot in Key West. The condo was much larger than expected. We did not realize that the bedrooms are upstairs. You do have to park and walk up stairs to enter the...
4 of 5 stars Reviewed 2 August 2014
Stayed here for a week and it was great. Perfect location. TV in second bedroom didn't work. But everything was very clean. Late check in worked perfectly. Had everything we...
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From
$7,385
Per Month
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1 / 11
Key West
House Rental - 
3 Bedrooms, 4 Bathrooms, Sleeps 6
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
30 DAY MINIMUM RENTAL Packer Retreat is a beautifully renovated 'Conch' house with many architectural touches in the charming historic district. Designed to bring the outdoors in, this home features a bright living room with cathedral ceilings & tall French doors opening to the pool & garden... View all property information
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3 of 5 stars Reviewed 18 June 2009
Packer retreat is a great house. So great I am renting it in 2010. The layout and outdoor space is unusually large for Key West. And the home is very private and quiet. the...
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From
$2,674
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1 / 33
Key West
House Rental - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
WIND SWEPT: Imagine yourself nestled within a serene, lushly landscaped picturesque community with walkways meandering around the only Caribbean golf course in the United States.This lovely 2 bedroom 1.5 bath townhome is freshly painted and newly furnished. Enter the open and airy living space... View all property information
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3 of 5 stars Reviewed 13 December 2013
The house was great Loved being on the golf course very quite area great pool Security was very nice and helpful The staff: At home was great Libby is the best
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From
$341
Per Night
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1 / 30
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Key West
Apartment - 
2 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
Details Reviews (10) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
A Key West Gem! Fine dining abounds here with great restaurants such as Square One, Origami Sushi Bar and Panini/Panini, which offers free wi-fi). In the “must have” location of historic, old town Key West, it is a second story home-away-from-home, just steps from the sights, sounds and... View all property information
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5 of 5 stars Reviewed 25 June 2014
Had a great time staying in this condo with 4 of my besties! We enjoyed having plenty of space...upstairs and downstairs, 2.5 baths...great for 5 women! The location of the...
5 of 5 stars Reviewed 17 April 2014
This is a fantastic complex and is managed/owned by Rick who will go out of his way to make you happy. He picked us from the airport, fishing and back in his Escalade at no...
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From
$5,475
Per Week
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1 / 15
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Marathon
Villa - 
5 Bedrooms, 5 Bathrooms, Sleeps 10
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Great Heron House Ocean Front - Estate Luxury in ever detail and design with spectacular ocean views throughout. Private pool and spa. Spacious 5 bedroom 5.5 bath sleeps up to 10 guests. Sister property to the Grand Mangrove. Both accommodations reflect a meticulous attention to detail. Granite... View all property information
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From
$382
Per Night
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1 / 35
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Islamorada
Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Grill
  • Gym
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
This remodeled 2 bedroom 2 bath condo is directly on the Atlantic Ocean with ground access via a spiral staircase. Stunning views from the Master bedroom and balcony. Wake up to the sunrise and enjoy your leisurely day on the boat, at the nearby sand bar, or lounge in the zero entry pool. There... View all property information
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5 of 5 stars Reviewed 7 January 2012
My husband and I stayed here for almost 2 weeks for our honeymoon/vacation over the Christmas holiday. We were nervous about renting something over the internet that we had never...
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From
$2,164
Per Week
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1 / 11
Conch Key
Cottage - 
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (13) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Internet Access
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This one bedroom, one bath cottage is located high in the swaying coconut trees overlooking the water. The living room area has sliding glass doors that open onto a small deck area with a water view. The bedroom is tastefully furnished with an antique double bedroom set and the entire cottage is... View all property information
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5 of 5 stars Reviewed 1 February 2015
We enjoyed our 40th anniversary in the Tree House Cottage. We sailed every afternoon, visited the multitudinous and full of variety places to see on Marathon Key, and ate out...
5 of 5 stars Reviewed 12 December 2014
My wife and I stayed in the treetop cottage during the first week of December. We had so much fun!!! Capt Tom, Peggy, Danny and Michelle are great hosts. The treetop cottage...
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From
$3,820
Per Month
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1 / 15
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Long Key
House Rental - 
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
I've owned this house for over 25 years. It's available for rental throughout the calendar year. I rent the house minimum stay 90 days, as per the rules by the city of Layton in Long Key, Florida. The house is on a dead end street just off mile marker 69. It's a very tranquil and peaceful... View all property information
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5 of 5 stars Reviewed 5 December 2013
Loved this place, I will not stay in a hotel again when visiting the keys! Great Price! Excellent Location near to stores, bars, and fun. Just an hour drive to key west and...
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From
$171
Per Night
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1 / 20
Islamorada
House Rental - 
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This 4th floor end unit in one of Key Largo's finest bay front condominium complexes offers a beautiful view of the Florida Bay and lots of natural light. You'll love the updated kitchen with granite counters, new cabinetry and appliances. New linens and fresh paint add to the desirability of... View all property information
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From
$178
Per Night
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1 / 24
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Key Largo
House Rental - 
3 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Plan your next Shore Leave at this gorgeous waterfront Key Largo home on Largo Sound, Oceanside near Mile Marker 103! Beautifully furnished and updated, with living room, kitchen and half-bath at ground level & 3 bedrooms & 2 bathrooms upstairs. Master bedroom has a Queen bed. Guest bedroom #1 has... View all property information
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5 of 5 stars Reviewed 5 March 2014
My husband and I greatly enjoyed our Valentines weekend at this house. It was very clean and comfortable. The backyard was awesome to fish from and the kayaks were so much fun...
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From
$4,074
Per Week
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1 / 7
Duck Key
House Rental - 
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Gym
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
All the comforts of home! Each beautiful unit features a full kitchen, comfortable living space, multiple bedrooms, private porches or lanais, tropical island décor and much more! With access to all the features of Hawk's Cay Resort. Be sure to visit Calm Waters Spa, voted in the top 25 hotel... View all property information
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4 of 5 stars Reviewed 10 January 2015
Happy New Year!! We just returned from Hawk's Cay in Duck Key, FL. I traveled with 2 adults and 2 kids. My son is severely autistic. We found the resort welcoming and...
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From
$446
Per Night
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1 / 24
Key Largo
House Rental - 
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (12) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This is a designer built home on a full acre estate with 300' on the water and 80' dock. Drive to dock to load and unload boat. Covered parking. Lush tropical landscaping throughout estate. Roof is a beautiful Bermuda stepped design. Cathedral cypress wood ceiling that gives the home an... View all property information
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From
$318
Per Night
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1 / 8
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Key Largo
Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Condo, 2 Bedrooms + 2 Baths (Sleeps 4-7) in Port Largo Villas Perfectly located condo across the street from Ocean Divers and Sharkey’s Pub and Galley in the heart of Key Largo. Quiet, serene and relaxed, yet still close to all ithe main fishing, diving and boating amenities. Recently updated,... View all property information
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4 of 5 stars Reviewed 26 March 2014
Walking distance to snorkel, dive and evening cruises. Nice pool, good views from our balcony over the canal. Ate at many nice restaurants, liked the Fish House and Lazy Days...
5 of 5 stars Reviewed 9 January 2014
Clean, well maintained and stocked. Nicely decorated. You can tell the owners use the condo. We walked to the Scuba charters and training pools. Several locations within...
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From
$318
Per Night
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1 / 20
Key Largo
House Rental - 
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
MINIMUM RENTAL 1 MONTH: Villa Bella is a fabulous 3 BR/3 BA two-story townhouse. This end unit townhome 'lives' on the 2nd floor. The kitchen, dining and living areas are all open to each other in a great room with a gorgeous vaulted ceiling. There are 2 bedrooms and 2 baths on this upper level... View all property information
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From
$95
Per Night
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1 / 13
Key Largo
House Rental - 
1 Bedroom, 1 Bathroom, Sleeps 3
Details Reviews (6) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Pelican Harbour: Wide Open Ocean Views, with Cozy Trailer on Property... a 2005 Frontier, 25 FT. One Bedroom, One Bath..... PELICAN HARBOUR is a Great Property you are literally on the Water, step out and Wide Open Views, Exterior Stereo, Chaise Lounges, Seating Area and BBQ Outside. Fish from... View all property information
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4 of 5 stars Reviewed 4 January 2015
Nestor was a great host! The camper was exceptionally clean, beautiful setting but a bit away from town activities. If you want a great place to relax and enjoy the sunshine this...
5 of 5 stars Reviewed 21 November 2014
Great little weekend getaway. Camper is well maintained and landscaped to feel private. Would definitely stay again.
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From
$8,276
Per Week
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1 / 34
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Key Largo
House Rental - 
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Welcome to 'SANDY BEACH' in Key Largo, Fl. Enjoy amazing sunsets from your own private white sandy beach and swaying palm trees that leads you into the warm ocean blue waters of the Florida Bay. This gated 1 acre 3/3 pool home has been updated and beautifully decorated. It can sleep 8 to 10... View all property information
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5 of 5 stars Reviewed 10 June 2014
This place is truly amazing! The beach is clean and the good sand extends out into the water. The amenities are endless in the house. Kids loved the pool as it gave them a...
5 of 5 stars Reviewed 16 March 2014
My family of 7 including 2 babies just had a wonderful week at Sandy Beach. The house is perfect for a group with large quiet bedrooms. The outdoor kitchen and beautiful private...
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From
$444
Per Night
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1 / 1
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Marathon
Cottage - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Ocean View Cottage Periwinkle 2 bedroom - 2 bath This is an ocean view cottage perched in the air 12 feet on pilings open to fabulous views. With a full gourmet kitchen and great attention to detail, this cottage has a warm feel at home ambiance. Kick back and enjoy the beautiful water vistas... View all property information
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From
$1,273
Per Night
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1 / 42
Key Largo
House Rental - 
6 Bedrooms, 7 Bathrooms, Sleeps 14
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Hot Tub
  • Internet Access
  • Private Fishing...
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
This is a monthly rental, please contact for rates, as they vary depending on how many people and how many days are occupied during the month.... Minutes from the mainland and an hour from Miami Airport...This giant estate with 2 separate residences come with contemporary mediterrean style... View all property information
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5 of 5 stars Reviewed 4 August 2014
What can I say that would do this place justice? Privacy with a gated entrance on famed Millionaire's Row in Key Largo. Or Maybe the spectacular views from all over the...
5 of 5 stars Reviewed 31 December 2013
This luxurious double house is ideal for a large family group. The location is convenient, the houses are spacious and well equipped, the pool and spa are very comfortable, and...
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From
$414
Per Night
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1 / 20
Key Largo
Apartment - 
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
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 in the summer.... View all property information
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From
$241
Per Night
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1 / 6
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Key Largo
House Rental - 
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Escape to Key Largo's ultimate weekend or vacation getaway ~ the best Inn in the Florida Keys. Located directly on the Atlantic Ocean, in unspoiled Largo Sound. Offering the best access to the finest of Florida Keys charter fishing, Everglades's excursions, Eco-tours, snorkeling and scuba diving.... View all property information
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5 of 5 stars Reviewed 24 July 2014
Our unit was just big enough for the two of us having one bedroom, one bath. Walk out about 15 ft. to the pool and another 20 ft to the water. Beautiful sunsets! Diving nearby...
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From
$1,528
Per Week
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1 / 12
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Key Largo
House Rental - 
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Key Largo Home with 2 bedrooms large kitchen great for entertaining, Home features screened in porch with seating area, barbecue, internet, tv, comfy pillowtop mattress's, large high top dining table seating for 8ppl. Lots of parking in rear lot. Also separate studio available on lower level and... View all property information
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4 of 5 stars Reviewed 25 August 2014
This was our first time staying outside of the known major hotel chains or resorts for vacation thoroughly enjoyed this location. The home is adequately furnished and clean. Also...
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From
$7,003
Per Month
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1 / 36
Key West
House Rental - 
3 Bedrooms, 2 Bathrooms, Sleeps 7
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
28 NIGHT MINIMUM STAY REQUIREMENT - SOUTH STREET SERENITY Beautiful Vacation Home just steps from the Beach! This light and airy 3 bedroom, 2.5 bath home has a wraparound Bahamian Style deck and expansive French doors that lead from every ground floor room to an outdoor space. Enter the private... View all property information
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4 of 5 stars Reviewed 30 April 2014
the service we received from Carlos the property manager from south street serenity was excellent. whenever we had a question he either answered the phone or called us back...
5 of 5 stars Reviewed 7 June 2014
Von der ersten Sekunde an haben wir uns sehr wohl in diesem tollen, gemütlichen und wunderbar eingerichteten Haus gefühlt. Das Haus bietet alles, was man braucht, nein, es bietet...
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From
$509
Per Night
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1 / 25
Key West
House Rental - 
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This home has a unique pricing structure. While it can rent for less than 30 days, the owner prefers Monthly rentals. Because of this, this home offers substantial (25% off) Monthly Rental discounts. Your space. Your vacation lifestyle. The Quilted Giraffe provides both. This two-bedroom, two full... View all property information
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5 of 5 stars Reviewed 8 June 2011
This cottage is perfect for a couple, with occasional visitors. Walking distance to everything, away from the Duval madness, and reflecting the owner's taste, this rental is first...
5 of 5 stars Reviewed 6 March 2010
The heated pool and lush backyard foliage were the draw to this well appointed home. Parking was a nightmare, the neighbor to the right facing the house was most unpleasant. A...
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From
$1,591
Per Week
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1 / 11
Key Colony Beach
House Rental - 
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This 2100 sq ft bright and spacious property is located just 3 houses back from the canal entrance to Shelter Bay, which provides quick access to the Ocean or Gulf. It also includes membership to the Cabana Club, which is oceanfront with a beach, heated pool, activities restaurant and bar. Key... View all property information
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From
$159
Per Night
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1 / 27
Payment Protection
Grassy Key
Apartment - 
Studio, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Two charming efficiencies located 50 yards from the Atlantic Ocean. Both are fully furnished with well-equipped kitchens and are decorated with a Caribbean flair. In the private front yard, each unit has a gas-BBQ grill, a picnic table with large umbrella's for shade. Unit 9 has two single beds... View all property information
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5 of 5 stars Reviewed 13 June 2014
We stayed for one week in January. We loved our one room efficiency with its beautiful art work and nice decor. The neighbors were great, the sunsets were awesome, the small...
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From
$1,846
Per Week
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1 / 16
Matecumbe Key
House Rental - 
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (2) Make Enquiry
Amenities & Details
  • Internet Access
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Great house in Lower Matecumbe (south side of Islamorada) at the 75 mile marker on the bayside. This house has fabulous sunset views in a nice quiet part of town. There is a small beach area in the back with palm trees giving you a little more privacy. A screened in porch with tables and chairs... View all property information
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From
$764
Per Night
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1 / 30
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Marathon
Villa - 
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
Details Reviews (5) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Located in the secluded Indigo Reef Resort in Marathon, this luxury vacation rental is pure paradise. You will immerse yourself in long leisurely days of boating, lounging by the pool and watching spectacular sunsets from your back porch. Located just 90 miles south of Miami and 45 miles from Key... View all property information
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From
$891
Per Week
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1 / 16
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Key Largo
Apartment - 
1 Bedroom, 1 Bathroom, Sleeps 4
Booking
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
1 / 1 Apartment Key Largo in Pennekamp - Recently remodeled one bedroom apartment centrally located in the Heart of Key Largo. Private, Safe and Quiet residential neighborhood within walking distance to John Pennekamp National Park. Kayak right into the parks beautiful mangrove canals and... View all property information
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5 of 5 stars Reviewed 15 February 2015
Owners were most welcoming, all was perfect, as is location. Fridge makes ice cubes, drinkies great.
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From
$196
Per Night
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1 / 17
Tavernier
Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
This beautiful end unit was completely renovated. Furniture updated the spring 2009. The kitchen includes granite counter tops, cabinets, and new appliances. The renovated bathrooms include new vanity with granite counter tops with newly tiled walls, Ceramic tile was installed throughout making... View all property information
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From
$497
Per Night
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1 / 18
Key Colony Beach
House Rental - 
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (1) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
This is a beautiful new 4 bedroom, 3 bath home in fablulous Key Colony Beach. The sleeping arrangements are 3 King bedrooms,1 bedroom with twins and a sleeper sofa in the living room. Sleeps 8-10. All bedrooms and screened porch have wall mounted flat screened TVs. The home has a private pool, boat... View all property information
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5 of 5 stars Reviewed 28 September 2014
Arrived September 15th to this amazing villa, everything we could want for our family, 3 couples & 3 young adults (late teens) beautiful clean & spacious, kitchen had everything...
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From
$1,203
Per Week
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1 / 10
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Key Largo
House Rental - 
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
1 Bedroom in Key Largo Kingsized bed and day bed, wifi, cable and air con. screened front porch. We are located close to grocery store and restaurants on the bayside. There is also a 2br upper and studio available for rent in this triplex. We are located at mile marker 105 on the... View all property information
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4 of 5 stars Reviewed 8 July 2014
We stayed here 4th of July weekend. The unit itself was nice and clean, pots and dishes were there to prepare breakfast etc. Good size bathroom and living/ dining room area...
4 of 5 stars Reviewed 6 March 2014
Nice older rental in quiet neighborhood. Part of a home that was divided into several units. The unit will sleep up to four since it has a day bed. However, you'll notice in...
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From
$9,294
Per Week
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1 / 76
Key Largo
House Rental - 
6 Bedrooms, 4 Bathrooms, Sleeps 16
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Housekeeping...
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Why would anyone want to rent a house on a canal right next to other houses and no real place to swim when you could rent this private stunning place surrounded on 3 sides by water. We have the most charming and spectacular and intimate property in Key Largo for your vacation rental. With our own... View all property information
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5 of 5 stars Reviewed 18 December 2014
11 Directors of a large Medical Device company spent a week on this amazing property. We rented a massive 34 foot boat and docked it at the house the entire week. The property...
5 of 5 stars Reviewed 9 October 2014
I've been spending the majority of my birthdays at Shadow Point over the last decade with my favorite people in the world, and my 60th this year was the best so far! Marlee is a...
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From
$383
Per Week
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1 / 26
Payment Protection
Key Largo
House Rental - 
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Look No Further As This Is An Excellent Deal!!!! Best Value For Your Money!!!! You will truly enjoy this key Largo vacation home!! It is conveniently located at a mile marker 103.5, Adjacent to world famous John Pennekamp Coral Reef State Park, where you can experience... View all property information
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4 of 5 stars Reviewed 28 March 2014
Unit was very comfortable & clean! If you are traveling on a tight Vacation Budget this is the spot! Close to many FINE Restaurants The Fish House/Encore for Dinner, Evelyn's is...
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From
$255
Per Night
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1 / 4
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Key Largo
Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Located at mile marker 100 in beautiful Key Largo, Florida. The unit has 1600 sq. ft. of living space and 400 sq.ft. of wrap around porch. One master bedroom with king bed and large private bath. Guest bedroom has 2 double beds. Large Kitchen dining and living area overlooking the grounds and dock.... View all property information
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From
$286
Per Night
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1 / 15
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Long Key
House Rental - 
4 Bedrooms, 3 Bathrooms, Sleeps 9
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Beautiful canal front, clean, home located on ocean side in Long Key. MM 68. 4 bedrooms 3 baths total: 3 bedroom, 2 bath upstairs, 1 bedroom/bath (studio) downstairs. Great fishing and diving moments away. This is our family's vacation hideaway. Never rented prior to December 2012. Direct TV w HBO,... View all property information
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5 of 5 stars Reviewed 15 June 2014
Currently staying here and couldn't be happier. Comfortably sleeping 9 people in our party (4 adults, 4 kids/teens and a baby). The kitchen is stocked very well. Gorgeous view of...
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From
$286
Per Night
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1 / 24
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Cudjoe Key
House Rental - 
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Fishing...
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Dock you boat or jet skis behind this nicely decorated 2 bedroom 2 bathroom(sleeps up to six people) on a deep water canal just a stone's throw from the open water of the Atlantic Ocean. On-site amenities include an 80 foot heated swimming pool, seperate pool for the kiddies, jacuzzi, marina, boat... View all property information
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5 of 5 stars Reviewed 26 October 2014
Awesome Cudjoe Key get a way. Good sized personal dock behind the house for my boat and great Atlantic Ocean access, was in deep water in about 10-15 minutes. Good fishing off the...
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From
$1,910
Per Week
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1 / 22
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Islamorada
Apartment - 
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Beautiful bayside condo, 3bedrooms 2baths, sleeps 6 comfortably, new sealy beds in all rooms with cable and wifi. Newly furnished and clean. Comes with 36 foot boat slip in the marina. There is a boat ramp on the property along with a brand new pool. Deep water dockage and deep channel to... View all property information
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4 of 5 stars Reviewed 16 June 2014
We spent a full week at this Futura Yacht Club rental, which we enjoyed very much. Here are the pro's and con's: Pro: Boat slip accommodated our 29 foot boat well Fresh water...
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From
$1,782
Per Week
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1 / 36
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Key Largo
Apartment - 
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (8) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Ping Pong Table
  • Sauna
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Updated and comfortable 2 bedroom, 1 and 1/2 bath condominium in Moon Bay Resort in beautiful Key Largo, Florida. Pool, tennis court, marina with boat slips and clubhouse are just some off the amenities. This property has a sunset view of Blackwater Sound from the balcony which also overlooks the... View all property information
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5 of 5 stars Reviewed 14 August 2014
We stayed here with our children and had a great time. The condo is older--one of the natives said it was one of the oldest on Key Largo--but you couldn't tell it. The property...
5 of 5 stars Reviewed 3 June 2014
Our Trip was amazing!! During the crazy christmas season it was so nice to get away and enjoy a relaxing vacation with friends. The condo we stayed at was very well kept and...
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From
$368
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1 / 18
Key West
B and B - 
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Housekeeping...
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Eyebrow House is a very spacious one-bedroom suite with a large front porch and palm tree-filled private fenced-in yard overlooking a quiet side street. Our guests enjoy the best of both worlds as the restaurants, world-class galleries, and vibrant nightlife of Duval St. are just a half block away.... View all property information
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From
$140
Per Night
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1 / 19
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Marathon
Apartment - 
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Gym
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Located in the centre of Marathon. This destination is perfect for discovering the beautiful Florida Keys. One hour's drive from Key West or Key Largo. Marathon is famous for the sportfishing including but not limited to Marlin, Sailfish, Mahi-Mahi and there are numerous places to rent a boat,... View all property information
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4 of 5 stars Reviewed 10 November 2014
Really liked the location and balcony on the front & back. The TV's were nice. The bed was very comfortable. The kitchen was suitable. It may need new carpeting soon. Over all...
5 of 5 stars Reviewed 29 October 2014
We stayed in this one bedroom unit, in a complex of about 6 buildings, overlooking a canal off the ocean side of marathon key, fl. We used the key west transit bus to travel to...
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From
$2,228
Per Week
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1 / 41
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Key Largo
House Rental - 
3 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Fishing...
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Beautiful 3 story 3 bedroom 2 baths home. Locate in key largo at MM 101 is on a canal which opens up to beautiful Tarpon Basin Bay with access to the Atlantic Ocean. Minutes from beautiful Penny Camp National Underwater Park. Close to local shopping, fine restaurants or just swimming with the... View all property information
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5 of 5 stars Reviewed 20 August 2014
We enjoy staying at this place. Very big place, very clean. I got my deposit back. I will visit again
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From
$1,273
Per Night
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1 / 16
Key Largo
House Rental - 
5 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This Oceanfront home is totally re-modeled with all top of the line finishes and ready to enjoy your Keys Vacation. Oceanfront Pool Home. 3 Story 5 Bed/5.5 Bath 4300+ sq. ft. of luxury and fun. Protected deepwater Dockage & Panoramic Ocean Views. This great executive rental features Ocean Views... View all property information
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5 of 5 stars Reviewed 12 January 2015
Thank you for allowing us to stay in your amazing property! The pictures really do not do it justice, surely one of the finest houses in Key Largo Absolutely first class and...
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From
$1,140
Per Week
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1 / 18
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Key Largo
Apartment - 
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Private Fishing...
  • Safe
  • Satellite TV
  • Sauna
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
The condo is located in a complex called Moon Bay More like a resort than a condominium. Free tennis courts, saunas, a private boat slip, and a dock for fishing and saltwater swimming, to mention just a few of the amenities. The unit is on the fourth floor of an elevator building, making for... View all property information
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5 of 5 stars Reviewed 10 January 2015
We stayed in A407. This condo unit is nicely set up with everything you could need. The beds are very comfortable with the master bedroom having a view of the bay, so nice to...
4 of 5 stars Reviewed 8 October 2013
We stayed in condo B-106, owned by Gloria, who prepared everything for our arrival. Erin, her housekeeper met us on arrival and showed us round. Everything was as promised. The...
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From
$4,329
Per Month
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1 / 11
Key West
House Rental - 
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
30 DAY MINIMUM RENTAL A bright and sunny pool home situated on a quiet street in the Casa Marina district of Key West. Guests can walk to the nearby beaches, artsy White Street, or enjoy the sunny pool and patio space that makes this house the perfect retreat. A large open kitchen, skylights,... View all property information
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Florida Keys Vacation Rentals

Relaxing in a hammock under a swaying palm tree. Sipping a margarita. Enjoying a cheeseburger in paradise. Life in the Florida Keys is unique, laid-back and fun. Spending your stay in a cramped, sterile hotel room just doesn’t seem to fit the lifestyle. You should consider a vacation rental. We’ll help you find special deals on beach houses, condos, townhouses, cottages and cabins in a variety of settings in Key Largo, Marathon, Islamorada, Big Pine Key and the Lower Keys, Key West and other locales. Better still, you’ll have lots of space to spread out and relax as well as a fully-equipped kitchen where you can fix the perfect margarita.

Florida Keys attractions and activities

From phenomenal scuba diving and snorkeling to world-class ocean sportfishing and flats fishing to eco-tours and sunset watch parties, the Florida Keys has something for everyone. Each section of the Keys has its own unique attractions. In Key Largo, visit John Pennekamp Coral Reef State Park, a spectacular undersea park. In Islamorada, the Theater of the Sea Marine Mammal Park, offers opportunities to swim with dolphins and other creatures. At Marathon’s Crane Point, you can hike through a preserved tropical hardwood grove. In the Lower Keys, beach enthusiasts love the Bahia Honda State Park with its white sandy beaches. Key West is home to the Ernest Hemingway Home and Museum, the Key West Butterfly & Nature Conservatory and Mel Fisher’s Maritime Heritage Museum.

Live like a local in a Florida Keys rental

A vacation rental allows you the freedom to pursue the Florida Keys getaway perfect for you and your family. You’ll have ample space to store your fishing equipment, scuba and snorkeling gear, beach toys and other necessities for a great beach vacation. When it’s time to dine, a fully equipped kitchen allows you to save money and prepare a delicious meal that might even include the big fish you caught earlier in the day. With a vacation rental in the Florida Keys, you can stop imagining what it’s like to live there and actually do it for a short time.

Florida Keys vacation rentals for families

From Key Largo to Key West, we have an inventory of vacation rentals ideal for family getaways. We’ve got plenty of low-cost, budget-helping rentals that will allow you to spend money on things like swimming with dolphins or scuba diving instead of on a pricey hotel room.

Saving money on Florida Keys vacation rentals

Obviously, you want the best deal available to stay within your budget. Whether you want an amenity-rich beachfront estate home, a condo affording stunning sunset views or a cozy cottage or cabin, we have special deals and discounts in every price range.