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Vacation rentals in Florida Keys, FL

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All 1,179 Rentals in Florida Keys
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$291
/ Night
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1 / 41
5 of 5 stars (1) Excellent
Key Largo
3 Bedrooms / 2 Bathrooms / Sleeps 8
travellers have booked this property
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$320
/ Night
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1 / 27
5 of 5 stars (3) Excellent
Islamorada
3 Bedrooms / 2 Bathrooms / Sleeps 6
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$331
/ Night
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1 / 5
5 of 5 stars (1) Excellent
Marathon
1 Bedroom / 1 Bathroom / Sleeps 4
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$261
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1 / 12
5 of 5 stars (3) Excellent
Matecumbe Key
1 Bedroom / 1 Bathroom / Sleeps 2
travellers have booked this property
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Amenities & Details
  • Grill
  • Patio
  • TV
  • Terrace
  • Refrigerator
  • Deck
  • Ceiling Fans
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Dive right into paradise while staying at Casa Rio. With a beautiful view from a raised master suite in the Florida Keys you can quickly relax and transform into 'island time.' This exclusive bayside home is situated in a secluded location on Islamorada with quick access to the Florida Bay and... View all property information
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$145
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1 / 13
4 of 5 stars (1) Very good
Grassy Key
Studio / 1 Bathroom / Sleeps 2
travellers have booked this property
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  • Guest Count
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • 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. View all property information
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4 of 5 stars Reviewed 30 April 2014
Our rental worked out great. We explored the Keys north and south from Marathon. Our "base" was attractive, clean, and thoughtfully equipped for our stay.
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$1,092
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1 / 20
4 of 5 stars (1) Very good
Key Largo
2 Bedrooms / 1 Bathroom / Sleeps 4
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Amenities & Details
  • Parking
  • Guest Count
  • Satellite TV
  • Number Of Bedrooms
  • Shared Outdoor Pool...
  • # Of Bathrooms
  • Ceiling Fans
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
MINIMUM STAY: 7 NIGHTS. 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... View all property information
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$1,046
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1 / 47
4.5 of 5 stars (6) Very good
Marathon
3 Bedrooms / 3 Bathrooms / Sleeps 8
Overview Reviews (6) Make Enquiry
Amenities & Details
  • Deck
  • TV
  • Microwave
  • Refrigerator
  • Dryer
  • Ceiling Fans
  • Safe
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
Only 5 minutes offshore by boat, Seabird Key is a ten acre private island available for rental by the week featuring an architecturally stunning home with gracious porches and multi level decks; a private, sandy beach and beautiful, tropical gardens throughout. This is the Island that has it... View all property information
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5 of 5 stars Reviewed 23 September 2014
From the moment you step foot on this beautiful island paradise, you'll feel like you've been transported to your own little private world! Every amenity has been thought of from...
5 of 5 stars Reviewed 25 June 2014
This paradise has to be experienced to believe. We have stayed at Seabird Key every year for the last 15 years. Our sons now grown with families of their own, look forward to our...
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From
$128
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1 / 12
5 of 5 stars (1) Excellent
Key Largo
Studio / 1 Bathroom / Sleeps 2
travellers have booked this property
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Amenities & Details
  • Guest Count
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
This newly finished studio with queen bed, reclining sofa,40 inch tv w/comcast cable, wifi, large screened in porch with outdoor kitchen with toaster oven, coffee maker, 2 burner stovetop, barbecue, microwave. view over gardens, sit and enjoy the sunsets at our rate payers park. Lots of parking in... View all property information
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$199
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1 / 10
Key Colony Beach
3 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Enquiry
Amenities & Details
  • TV
  • Waterfront
  • Patio
  • Water Views
  • Outdoor Dining Area
  • VCR
  • Microwave
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Norma's Place is a three bedroom, two-bath rental home, a great Marathon Vacation Rental located right on the water in the city of Key Colony Beach in Marathon Key, Florida. This resort location is great for the family or fishing party and we strive to make sure this rental home is cleaner than any... View all property information
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$406
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1 / 1
5 of 5 stars (1) Excellent
Marathon
2 Bedrooms / 2 Bathrooms / Sleeps 6
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Amenities & Details
  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • 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
$145
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1 / 27
5 of 5 stars (1) Excellent
Grassy Key
Studio / 1 Bathroom / Sleeps 2
travellers have booked this property
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Amenities & Details
  • Linens Provided
  • Parking
  • Dryer
  • TV
  • Internet Access
  • Ceiling Fans
  • Microwave
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • 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 12 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
$220
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1 / 6
5 of 5 stars (1) Excellent
Key Largo
1 Bedroom / 1 Bathroom / Sleeps 4
travellers have booked this property
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Amenities & Details
  • Patio
  • Washer
  • Refrigerator
  • DVD Player
  • Microwave
  • TV
  • Satellite TV
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • 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 23 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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$523
/ Night
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1 / 15
5 of 5 stars (5) Excellent
Key West
3 Bedrooms / 2 Bathrooms / Sleeps 6
travellers have booked this property
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Amenities & Details
  • Dryer
  • Waterfront
  • Washer
  • Ceiling Fans
  • Terrace
  • Refrigerator
  • Hot Tub
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Large 3 Bedroom, 2 Bath OCEANFRONT condo. Breathtaking views of the Atlantic from every room. Tropical landscaped property with large heated pool and Jacuzzi. Just steps to Smathers Beach which has swimming, jet skis, parasailing, etc. Fully appointed condo with all the amenities of home at... View all property information
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5 of 5 stars Reviewed 16 December 2014
The kitchen and one bathroom were recently renovated, they did a great job. We had 6 people and the space allowed us to interact freely and still have privacy when we wanted it...
5 of 5 stars Reviewed 16 August 2014
I came down with my family and we loved this place. We had a direct view of the water and it was amazing waking up every morning to see that. Very relaxing. Friendly people...
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$203
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1 / 23
5 of 5 stars (1) Excellent
Tavernier
2 Bedrooms / 1 Bathroom / Sleeps 6
travellers have booked this property
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Amenities & Details
  • Parking
  • Refrigerator
  • Microwave
  • TV
  • Deck
  • Safe
  • Satellite TV
  • Porch
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Find a “Peace of mind” in this beautiful Tropical Paradise. This two bedroom home is conveniently located at Mile Marker 92 in Historical Tavernier, Florida. It is only 69 miles from Miami International Airport, and the residence will truly captivate your mind and help you relax! Want to... View all property information
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5 of 5 stars Reviewed 20 August 2014
10 dagen met veel plezier doorgebracht in de woning Peace in the Keys. Een woning in een grote tuin met mooie palmbomen waar je al snel een "thuisgevoel" krijgt. De woning is...
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$291
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1 / 27
Marathon
3 Bedrooms / 3 Bathrooms / Sleeps 6
Overview Make Enquiry
Amenities & Details
  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Indigo Reef #3 ~ Seaside Escape by Coco Plum Vacation Rentals INDIGO REEF FLORIDA KEYS VACATION RENTAL HOME #3 Spacious and like new 3 BR 2.5 BA at one of Marathon, Florida Keys most prestigious resorts, 'INDIGO REEF Marina Resort Florida Keys' ~ Magnificent views from this home and 30 feet of... View all property information
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$581
/ Night
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1 / 8
5 of 5 stars (1) Excellent
Islamorada
4 Bedrooms / 2 Bathrooms / Sleeps 10
travellers have booked this property
Overview Reviews (1) Make Enquiry
Amenities & Details
  • Patio
  • Deck
  • Dryer
  • TV
  • Grill
  • Dishwasher
  • Satellite TV
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This large 4 bedroom house sits jst 10 feet from a 116 foot dock. You are right around the corner from 4 bridges in a row where yo can get to the Ocean or Bay within a few minutes. View all property information
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5 of 5 stars Reviewed 26 August 2014
We had a great stay! Ended up renting both houses for a weekend stay. Had 15 people and 4 boats. We had a great weekend, Helen and her son Rob were very accommodating and quickly...
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1 / 21
5 of 5 stars (2) Excellent
Key West
1 Bedroom / 4 Bathrooms / Sleeps 2
travellers have booked this property
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Amenities & Details
  • Refrigerator
  • Ceiling Fans
  • DVD Player
  • Parking
  • Dryer
  • TV
  • Washer
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Beautiful New large modern Home on very quiet street . Location , Location Location ! Share .5 Star $2.4m Home in Old Town Key West.. Own fully furnished bedroom with Queen size bed for 1 - 2 max ( see photos ) with flat screen t.v. and dvr and 2 french doors leading onto private balcony... View all property information
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5 of 5 stars Reviewed 15 November 2014
This house was great!!! Don was not only a gracious host but absolutely funny. House is EXACTLY as pictures online show, but better. The location for us was perfect as it was...
5 of 5 stars Reviewed 2 September 2014
This was such a rare find. We will be back and refer our friends. Loved that we had access to the pool. Absolutely the perfect spot!
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$291
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1 / 23
5 of 5 stars (2) Excellent
Key Largo
3 Bedrooms / 3 Bathrooms / Sleeps 8
travellers have booked this property
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Amenities & Details
  • Ceiling Fans
  • Washer
  • Hot Tub
  • Microwave
  • TV
  • DVD Player
  • Refrigerator
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Enjoy your own private paradise and have fun in the Keys! This beautiful, clean, spacious and airy vacation rental home is locate in Key Largo 'Diving Capital of the World.' Key Largo is the first island of the Florida Keys, south of the Florida mainland. The house has three wonderfully decorated... View all property information
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5 of 5 stars Reviewed 23 September 2014
We had a great time. Loved the privacy. Neighbors were very friendly, even let us borrow their kayaks. Had plenty of room with 6 of us. One thing it needs is a tv in the master...
5 of 5 stars Reviewed 8 August 2014
My family and I had an amazing time here! The house was everything that we expected. I will definitely stay here again. The morning sunrise and evening sunsets were spectacular...
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$232
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1 / 17
5 of 5 stars (10) Excellent
Tavernier
2 Bedrooms / 2 Bathrooms / Sleeps 6
travellers have booked this property
Overview Reviews (10) Make Enquiry
Amenities & Details
  • Refrigerator
  • TV
  • Terrace
  • Dryer
  • DVD Player
  • Hot Tub
  • Ceiling Fans
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Ocean Pointe Suites is located directly on the Atlantic Ocean. This unit is completely renovated and is located in building 4 which is the most desirable building. Featuring magnificent ocean views from the living room, master bedroom and porch. This unit offers 1 King bed in master bedroom, 1... View all property information
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5 of 5 stars Reviewed 30 November 2014
My wife, daughter and I stayed at Kim's condo while we visiting family for Thanksgiving and we were very pleased. The location of the unit was conveniently close to...
5 of 5 stars Reviewed 5 June 2014
We had a wonderful time at this Ocean Pointe condo. The facilities are fantastic. The pool is very clean. The condo was like new. The complex is staffed 24/7. We felt very safe...
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1 / 21
Ramrod Key
2 Bedrooms / Sleeps 6
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  • Number Of Bedrooms
  • Ceiling Fans
  • Satellite TV
  • Microwave
  • Dishwasher
  • Guest Count
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Brand new home with high end features just two canals from open water. Large seawall with dock posts, fish cleaning table and swim ladder. Upstairs relax or dine on huge screened deck overlooking canal with dining furniture and two lounge chairs. Two sets of double glass sliders lead into main... View all property information
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$261
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1 / 24
5 of 5 stars (1) Excellent
Cudjoe Key
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Reviews (1) Make Enquiry
Amenities & Details
  • Dryer
  • Dishwasher
  • Hot Tub
  • DVD Player
  • Washer
  • Safe
  • Microwave
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • 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 25 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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$157
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1 / 10
4 of 5 stars (2) Very good
Key Largo
1 Bedroom / 1 Bathroom / Sleeps 2
traveller have booked this property
Overview Reviews (2) Make Enquiry
Amenities & Details
  • Washer
  • Internet Access
  • Linens Provided
  • Microwave
  • Air Conditioning
  • Ceiling Fans
  • Parking
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
1 Bedroom in Key Largo steps to homeowners park with great sunsets. Kingsized bed and day bed, wifi, cable and air con. screened front porch. Canoe for use. 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.... 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 5 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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$203
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1 / 10
4.5 of 5 stars (6) Very good
Key West
2 Bedrooms / 2 Bathrooms / Sleeps 5
travellers have booked this property
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Amenities & Details
  • Dishwasher
  • Refrigerator
  • Balcony
  • Hot Tub
  • Internet Access
  • Terrace
  • Dryer
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Tropical 2 bedroom, 2 bath Key West Condo. Large balcony overlooking pool. Full kitchen and living room with all the amenities of home. Large heated pool and Jacuzzi. Tennis court and gym. Washer and dryer in unit. Great condo complex on quiet side of island. Located 1 mile from Smathers... View all property information
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5 of 5 stars Reviewed 11 December 2014
This condo at Sunrise at Seaside is perfect for a family vacation. We stayed there last Thanksgiving weekend and had a wonderful time. The condo is very well maintained and...
4 of 5 stars Reviewed 9 June 2014
Very good price for a 2 bed 2 bath in Key West! It Was clean and just what we needed! It was also not right in downtown close to everything so we could get away hen we wanted.
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$232
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1 / 17
5 of 5 stars (7) Excellent
Big Pine Key
3 Bedrooms / 3 Bathrooms / Sleeps 6
travellers have booked this property
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Amenities & Details
  • Dishwasher
  • Dryer
  • DVD Player
  • Refrigerator
  • Washer
  • Safe
  • Grill
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
REEL PARADISE, located in Big Pine Key, Florida Keys offers a large open format Keys retreat with vaulted ceilings. 3 bedrooms – King bed master suite – Queen bed master suite and two full beds in a spacious third bedroom, 3 baths, large kitchen, dining room, family room, sitting area, large... View all property information
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5 of 5 stars Reviewed 8 May 2014
We had a great experience. The owner is extremely friendly and accommodating. The property is excellent. Cannot wait to go back!
5 of 5 stars Reviewed 23 March 2014
We stayed at this place for one week, and it was absolutely beautiful! We have already planned for a month next year. Probably the nicest place we have ever stayed! House was...
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$4,410
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1 / 44
Marathon
4 Bedrooms / 3 Bathrooms / Sleeps 10
Overview Make Enquiry
Amenities & Details
  • DVD Player
  • Safe
  • Washer
  • Refrigerator
  • Patio
  • Dishwasher
  • Parking
  • Garage
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Create a memory that will last a Lifetime! Never on the Rental Market before, this newly renovated Million Dollar House will become your vacation destination year after year. 4 bedrooms, 3 bathrooms, 28 foot Pool, 44 foot patio, 40 foot concrete pier, endless views, and privacy. You can bring your... View all property information
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$3,486
/ Month
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1 / 15
5 of 5 stars (1) Excellent
Long Key
3 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Reviews (1) Make Enquiry
Amenities & Details
  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • 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 monthly, 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 neighborhood; everyone... View all property information
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5 of 5 stars Reviewed 4 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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$261
/ Night
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1 / 15
5 of 5 stars (1) Excellent
Long Key
4 Bedrooms / 3 Bathrooms / Sleeps 9
travellers have booked this property
Overview Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • DVD Player
  • Deck
  • Microwave
  • Dryer
  • TV
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • 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 14 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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$168
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1 / 14
5 of 5 stars (3) Excellent
Tavernier
2 Bedrooms / 2 Bathrooms / Sleeps 4
travellers have booked this property
Overview Reviews (3) Make Enquiry
Amenities & Details
  • Grill
  • Microwave
  • Refrigerator
  • Washer
  • TV
  • DVD Player
  • Ceiling Fans
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Come enjoy all that the Florida Keys has to offer in this 'home away from home'. Great for a quick get-away or Mini-vacation! Located in the prestigious Hammer Point community, this water front home is a treasure! With its crystal clear waters and abundant sea life, your backyard... View all property information
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5 of 5 stars Reviewed 21 November 2014
Appreciated that the owner was prompt and timely with follow up, and gracious in every communication. The property was very comfortable and well met our needs. My adult daughter...
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5 of 5 stars (3) Excellent
Key West
2 Bedrooms / 1 Bathroom / Sleeps 4
travellers have booked this property
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  • Washer
  • Safe
  • Grill
  • Waterfront
  • Refrigerator
  • Satellite TV
  • Gym
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
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  • Smoking allowed
  • Elder access
  • x
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About this property
What a unique way to spend time on the water. Its not a 5 star hotel but you will have a nice clean private chartered boat on the water. Get ready for a unique vacation that others will envy. Boat is a 2003 Beneteau 331, while the boat is dockside the marina has electricity, water and Internet.... View all property information
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5 of 5 stars Reviewed 4 March 2014
I grew up sailing, so I knew what to expect for accommodations on the 33 foot Beneteau. It has everything you could possibly need, in a slightly smaller version. One couple...
5 of 5 stars Reviewed 23 February 2014
The boat is exactly as stated and I found the accommodations very pleasant and comfortable . We stayed three nights. However some people might not as there are very "tight...
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Marathon
2 Bedrooms / 1 Bathroom / Sleeps 4
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  • Microwave
  • Satellite TV
  • DVD Player
  • Refrigerator
  • Parking
  • Fax
  • Highchair
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
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About this property
The Cats Eye has a queen bed in the bedroom and a sleeper sofa in the living/dining room. Cable color TV, A/C, paddle fans and full kitchen. BBQ grill. Light and bright. Recommended for 2 but will accommodate 4 people including children. View all property information
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1 / 34
5 of 5 stars (3) Excellent
Key Largo
3 Bedrooms / 3 Bathrooms / Sleeps 8
travellers have booked this property
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  • Refrigerator
  • Ceiling Fans
  • Grill
  • DVD Player
  • Terrace
  • Microwave
  • TV
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • 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 15 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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4 of 5 stars (13) Very good
Tavernier
2 Bedrooms / 2 Bathrooms / Sleeps 4
travellers have booked this property
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  • Dishwasher
  • TV
  • Ceiling Fans
  • Parking
  • Washer
  • Dryer
  • Microwave
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
2 bedroom 2 bath ocean view condo in Islamorada Florida Keys has 2 sets of sliding glass doors both leading to balconies with ocean view property has everything you need on site or close for the vacation of your dreams pool, jacuzzi, tennis courts, volleyball courts, basketball net, playground,... View all property information
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4 of 5 stars Reviewed 21 August 2014
Last week we stayed in a 2/2 condo (3207) with our daughter and son-in-law. The condo was very clean and conveniently located in Key Largo. I think they are individually owned...
3 of 5 stars Reviewed 17 August 2014
We stayed at Ocean Point Suites in 2013 unit 3409 and it was fabulous. What a great unit, everything worked, bedroom at the rear facing the Ocean what an experience. In April we...
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5 of 5 stars (3) Excellent
Marathon
3 Bedrooms / 2 Bathrooms / Sleeps 6
travellers have booked this property
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Amenities & Details
  • Patio
  • Dishwasher
  • DVD Player
  • Safe
  • Microwave
  • TV
  • Gym
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
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  • Smoking allowed
  • Elder access
  • x
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About this property
Luxurious direct bayfront townhome with dock, upgraded unit. Jan, March and April 2015 are now available. $6,500/month. best location in the 50's overlooking large green yard and open bay with slip in front. 3 bedroom, 2.5 bath. Built in 2006. gated waterfront community. Dock for 32 ft boat,... View all property information
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5 of 5 stars Reviewed 3 July 2014
This was my second rental through Keys Caribbean . Excellent Price, excellent service, excellent location . A hidden jewel in Marathon.
5 of 5 stars Reviewed 20 June 2014
Best condo we have ever rented Very spacious, well maintained, nicely decorated. Beautiful view, excellent boat dockage. Only complaint: no HD cable for World Cup
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5 of 5 stars (4) Excellent
Key Colony Beach
2 Bedrooms / 2 Bathrooms / Sleeps 6
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  • Parking
  • Dishwasher
  • DVD Player
  • Dryer
  • Playground
  • TV
  • Washer
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Key Colony Beach house description SPECIALFALL rate of $899.00 for 4 guests (may have 6, $25 per extra person, 6 max total) valid September 06-December 13, 2014!! Please check calendar for open weeks. Weekly rental, Saturday-Saturday, excluding Thanksgiving NEW FEATURE!! Wifi for all our guests!... View all property information
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5 of 5 stars Reviewed 2 November 2014
We had an awesome time at "Key Escapes", even though the weather did not really cooperate much of the time. The location of this duplex was wonderful, right on the channel with...
5 of 5 stars Reviewed 29 June 2014
From the beginning to the end, it was the best vacation ever! The owner was such a delight to work with! KEYS ESCAPE rental was perfect! If you looking for a real keys...
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Matecumbe Key
2 Bedrooms / 2 Bathrooms / Sleeps 6
traveller have booked this property
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  • Microwave
  • DVD Player
  • Dryer
  • Ceiling Fans
  • Washer
  • Dishwasher
  • Patio
  • Fireplace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Dive right into paradise while staying at Casa Rio. With a beautiful view of a sleepy natural waterway in the Florida Keys you can quickly relax and transform into 'island time.' This exclusive bayside home is situated in a secluded location on Islamorada with quick access to the Florida Bay and... View all property information
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1 / 24
5 of 5 stars (1) Excellent
Key Largo
3 Bedrooms / 2 Bathrooms / Sleeps 7
travellers have booked this property
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Amenities & Details
  • Ceiling Fans
  • Microwave
  • Grill
  • Washer
  • Patio
  • DVD Player
  • Garage
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • 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 4 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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5 of 5 stars (1) Excellent
Marathon
4 Bedrooms / 4 Bathrooms / Sleeps 12
traveller have booked this property
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  • Parking
  • Microwave
  • Dishwasher
  • Terrace
  • Washer
  • Ceiling Fans
  • Refrigerator
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Fisherman's Dream!! Clean comfortable duplex with huge yard on the water and close to everything. Plenty of parking and deepwater access/ dockage for up to 2 boats. Waterfront 4BR/4BA Duplex with ample dockage and parking for groups from 1 to 12 people. Can be split into 2- 2BR/2BA units that will... View all property information
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5 of 5 stars Reviewed 6 July 2014
Perfect all the way. This is perfectly located to easily access all of the surrounding attractions. I would highly recommend this rental to anyone that wants a great home on the...
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5 of 5 stars (6) Excellent
Marathon
3 Bedrooms / 3 Bathrooms / Sleeps 7
travellers have booked this property
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Amenities & Details
  • Washer
  • Dishwasher
  • Parking
  • TV
  • Microwave
  • Patio
  • Refrigerator
  • Garage
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Come to the Florida Keys and enjoy living in luxury at 'Blue Heaven'. There are blue skies, crystal clear blue water, calm tropical breezes at 'Blue Heaven' every day. This beautiful new three bedroom, three bath villa has 2,000 square feet on 2 levels with under cover parking. It is located in the... View all property information
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5 of 5 stars Reviewed 23 November 2014
Really enjoyed this home, clean,secure, owner answered all questions in a timely fashion. Highly recommended!
5 of 5 stars Reviewed 30 May 2014
We spent seven wonderful days at Blue Heaven . When we arrived we were astonished by the clean, modern,well equipped home . Located centrally in Marathon, it was a great central...
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5 of 5 stars (10) Excellent
Key West
1 Bedroom / 1 Bathroom / Sleeps 4
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  • Refrigerator
  • Terrace
  • Hot Tub
  • Safe
  • Ceiling Fans
  • Microwave
  • Grill
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
The Jungle Breeze condo at LaBrisa Condominiums is a 1 bedroom, 1 bath apartment with a king size bed in the bedroom and a queen size sleeper sofa in the living area. It accommodates 2-4 people. This property is rented by the week from Saturday to Saturday, it is not a hotel; it is a privately... View all property information
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5 of 5 stars Reviewed 14 October 2014
My wife and I stayed here from Oct 4th thru the 11th. The Condo is situated minutes away from the airport so it was a quick taxi ride. The grounds of the complex are well taken...
5 of 5 stars Reviewed 11 August 2014
My wife, 2 adult daughters, and I, stayed at Pam's La Brisa "Jungle Breeze" condo from August 2 - 9, 2014. The condo is located in a very safe and friendly gated community. Pam...
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Key Colony Beach
7 Bedrooms / 7 Bathrooms / Sleeps 16
Overview Make Enquiry
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  • # Of Bathrooms
  • Number Of Bedrooms
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
his home offers 4,200 square feet of remodeled, re-decorated space under air with an amazing 7 bedrooms/7 baths! There are three lovely master suites upstairs, each with a king size bed, and an en-suite bath. Also upstairs is a fourth bedroom with a king size bed, and a fifth bedroom with twin bunk... View all property information
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5 of 5 stars (1) Excellent
Little Torch Key
3 Bedrooms / 2 Bathrooms / Sleeps 8
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  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
3 bedroom, 2 full bathroom, 1 outdoor shower, Sleeps 8 This three bedroom home boasts of many special features and offers a perfect location. The unit can sleep 6-8 . Laying at the corner of Dolphin Marina and Little Palm Island you'll vacation in one of Key's finest neighborhoods. A 60 second... View all property information
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5 of 5 stars Reviewed 7 August 2014
This home is clean, very comfortable and well equipped. It has a charming island decor that really lends to the atmosphere and everything is well planned. You can enjoy a drink...
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5 of 5 stars (1) Excellent
Islamorada
2 Bedrooms / 2 Bathrooms / Sleeps 4
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Amenities & Details
  • Washer
  • Dishwasher
  • Refrigerator
  • Microwave
  • Hot Tub
  • Gym
  • Ceiling Fans
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
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 6 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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5 of 5 stars (8) Excellent
Key West
2 Bedrooms / 2 Bathrooms / Sleeps 5
travellers have booked this property
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  • Linens Provided
  • Dishwasher
  • Microwave
  • Refrigerator
  • Parking
  • Air Conditioning
  • Internet Access
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Located in the heart of Old Town, this split 2 Bedroom plan is just blocks from everything Key West has to offer. The famous Southernmost Point, Hemingway House, Lighthouse, Beaches and more. Just 1/2 block from Duval Street. Completely updated for your comfort and convience with new furnitire,... View all property information
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5 of 5 stars Reviewed 28 November 2014
If you want to be in the heart of all the Key West action and at the same time have all the comforts of home (living room, two bedrooms with comfortable beds, two full baths...
5 of 5 stars Reviewed 16 November 2014
So glad they just added the pool. The backyard is now an oasis. Location was awesome. And cleanliness was impressive. Only down side was you could hear the people upstairs...
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4 of 5 stars (1) Very good
Key West
2 Bedrooms / 1 Bathroom / Sleeps 4
travellers have booked this property
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  • # Of Bathrooms
  • Guest Count
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Recently renovated, two bedroom, one bathroom, high end kitchen, luxurious living room, and balcony over looking garden restaurant. Tile throughout, modern kitchen, top-of-the-line appliances, are just a few nice features of this perfect vacation rental. Just moments from some of the best dinning... View all property information
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4 of 5 stars Reviewed 8 April 2014
Just got back from Key West and this condo is in a prime location on Duval St. It is towards the back so noise is not a problem-other than roosters crowing (they are all over the...
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Key West
3 Bedrooms / 4 Bathrooms / Sleeps 8
traveller have booked this property
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  • Parking
  • TV
  • DVD Player
  • Dishwasher
  • Washer
  • Refrigerator
  • Pool Table
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
NOVEMBER SPECIAL!! Stay 28 days between Nov 2nd and Dec 6, 2014 for only $3900. MINIMUM STAY FOR THIS PROPERTY IS 28 DAYS. Charted back in the 1800's, Shark Key was named by early explorers for its shark-like shape. This exclusive island boasts more than 2 miles of pristine shoreline, lush foliage,... View all property information
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5 of 5 stars (3) Excellent
Key West
1 Bedroom / 1 Bathroom / Sleeps 4
travellers have booked this property
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  • Dryer
  • Ceiling Fans
  • Parking
  • Washer
  • Grill
  • Refrigerator
  • Sauna
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This is not just a rental but OUR Vacation Home as well. We are the ONLY 1 bedroom condo in the entire complex, 4th floor Penthouse. Included in your rental is the use of 2 adult bikes, secure wireless internet, local and long distance telephone continental USA and Canada, the use of the pool,... View all property information
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5 of 5 stars Reviewed 17 October 2014
My husband and I chose Key West to celebrate our 25th anniversary. Can't say enough about this gorgeous condo. In addition to the cleanliness, ease of reservation, security and...
5 of 5 stars Reviewed 12 July 2014
Checking in was a fast no hassle process. Condo was clean and decorations were wonderful with all the comforts if home . Although we did not use the bikes they are a nice touch...
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1 / 5
5 of 5 stars (1) Excellent
Key West
3 Bedrooms / 2 Bathrooms / Sleeps 8
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  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Historic 'conch' house has been completely redesigned and custom crafted by 2 architects as our home away from home. Featured on HGTV in 2007 (!), this intimate house boasts many fun and thoughtful features which will help make your stay in Key West special. It is located in a wonderfully private... View all property information
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5 of 5 stars Reviewed 8 December 2014
This is a wonderful conch house in Old Town, Key West. The house is just around the middle of Old Town, so you can walk or bike to the harbor, the ocean, and the great music at...
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5 of 5 stars (3) Excellent
Key West
2 Bedrooms / 2 Bathrooms / Sleeps 8
travellers have booked this property
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  • Refrigerator
  • Dryer
  • Linens Provided
  • Ceiling Fans
  • Dishwasher
  • Internet Access
  • Satellite TV
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
The Nassau Suite is one of the largest suites in The Bahama House. Featuring 2 King Bedrooms, 2 Bath and 2 Day-rooms with Futons. Quietly Tucked away in a world of it's own, yet literally only steps away from all that Key West has to offer. Whether your looking for a place to meditate or find an... View all property information
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5 of 5 stars Reviewed 22 December 2014
First time in the Keys, and we could not have asked for a better location in Key West. We were within walking distance of everything! Our unit (2BD/2BA) was roomy and met all of...
5 of 5 stars Reviewed 25 September 2014
Our place was beautiful. Beds were comfortable, beautifully appointed and more room than we ever imagined! Close to everything! Very clean and all the amenities you need. Check in...
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5 of 5 stars (1) Excellent
Marathon
5 Bedrooms / 5 Bathrooms / Sleeps 10
travellers have booked this property
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  • Ceiling Fans
  • Washer
  • Dishwasher
  • Microwave
  • DVD Player
  • Refrigerator
  • Hot Tub
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • 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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Duck Key
3 Bedrooms / 3 Bathrooms / Sleeps 8
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  • Refrigerator
  • Dishwasher
  • TV
  • Washer
  • DVD Player
  • Parking
  • Waterfront
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Rest and Relax as you sip your favorite beverage on one of the 3 decks at our Hawks Cay Villa. Kitchen is stocked with all necessities. Cable and internet provided. We do not participate in the Hawks Cay amenities. you can also check out a video and more pics at www.thevacationguys.com The 3rd... 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.