We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals in Florida Keys, FL

Payment Protection
Use a credit card to book with our Peace of Mind Protection.Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
All 1,177 Rentals in Florida Keys
loading...
Sort by
From
$225
Per Night
View Details
1 / 12
Payment Protection
Matecumbe Key
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (3) Make Inquiry
From
$200
Per Night
View Details
1 / 17
Payment Protection
Big Pine Key
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
Details Reviews (7) Make Inquiry
From
$199
Per Night
View Details
1 / 14
Payment Protection
Key West
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (12) Make Inquiry
From
$350
Per Night
View Details
1 / 59
Payment Protection
Key Largo
3 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
Details Reviews (7) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Private Fishing...
  • Safe
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Villa Los-Montes Beautiful Summer Gate away, Paradise in the Keys. All Sales & Florida Taxes are Included on Pricing quote. We have NO hidden fees or additional taxes. Rates quoted are all inclusive, except standard $175.00 Cleaning Fee and PDP Fee. There being no damages, the security deposit... View all property information
Make Inquiry
From
$219
Per Night
View Details
1 / 17
Payment Protection
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (3) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
Make Inquiry
5 of 5 stars Reviewed December 22, 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 September 25, 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...
See all reviews
From
$350
Per Night
View Details
1 / 22
Payment Protection
Key Largo
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Only an hour from Miami International Airport is this beautiful home in Key Largo. The house has 3 Bedrooms two bath in the main house plus a ground floor loft that has a queen size sofa bed, refrigerator and bathroom. The bedrooms have a king size bed in the master bedroom and queen size beds in... View all property information
Make Inquiry
From
$260
Per Night
View Details
1 / 28
Payment Protection
Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 7
Bookings
Details Reviews (6) Make Inquiry
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
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
Make Inquiry
5 of 5 stars Reviewed November 23, 2014
Really enjoyed this home, clean,secure, owner answered all questions in a timely fashion. Highly recommended!
5 of 5 stars Reviewed May 30, 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...
See all reviews
From
$185
Per Night
View Details
1 / 5
Payment Protection
Key West
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (1) Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • 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
Make Inquiry
5 of 5 stars Reviewed December 8, 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...
See all reviews
From
$157
Per Night
View Details
1 / 9
Key Colony Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Shared Outdoor Pool...
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Kenny's Place is a two-bedroom, two-bath vacation rental duplex located right on the water in the city of Key Colony Beach in Marathon Key, Florida. Marathon Vacation Rental Amenities Kenny's Place is a full upstairs duplex with a balcony. The balcony is an ideal site overlooking the water and... View all property information
Make Inquiry
From
$193
Per Night
View Details
1 / 33
Payment Protection
Key Colony Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (17) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Fish from our dock, one of the nearby piers or bridges, with a charter captain from the marina in walking distance or bring your boat and dock it right outside your door! Less than 10 minutes to open water in the bay. Come to our piece of paradise in Key Colony Beach. Everything you need to... View all property information
Make Inquiry
5 of 5 stars Reviewed September 16, 2014
We really enjoyed our stay. The house is very clean and organized. It had everything we needed and it was nice to have the tandem kayak to use on the canal. We had a manatee visit...
5 of 5 stars Reviewed March 6, 2012
This half-duplex on a quiet canal is one of the most idyllic vacations we have ever had. The house is not new, but it is extremely well-cared-for. Fresh paint, good beds, lots...
See all reviews
Get the List
From
$239
Per Night
View Details
1 / 14
Payment Protection
Key West
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (7) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Just steps away from shops, restaurants, and the excitement of Duval Street, yet set on a quiet side street in a world of its own. With 3 bedrooms and 2 Baths, The Grand Bahama Suite has plenty of room for a large family or group of friends. Experience endless sunshine and the incomparable charm... View all property information
Make Inquiry
5 of 5 stars Reviewed August 18, 2014
This place was everything we could've hoped and MORE! The house was beautiful and had such am authentic key west charm. The historic nature of the building really made it warm and...
2 of 5 stars Reviewed July 15, 2014
We had a family of five stay in the Grand Bahama Suite July 6-9. Three days before our vacation we received an email that there would be construction going on and there was a...
See all reviews
From
$290
Per Night
View Details
1 / 26
Payment Protection
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (14) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Wake up to the sun rising over the sparkling Atlantic Ocean. Watch heron fish for breakfast in the flats below as you drink your coffee. Stretch out on the balcony while flocks of pelicans soar above you and the rocks disappear and reappear with the tide below you. Sip a cocktail and watch the... View all property information
Make Inquiry
5 of 5 stars Reviewed December 7, 2014
All the previous reviews are completely accurate. The location is quiet and peaceful but only minutes away (by car) from Duval Street. Inside, the condo is very well-appointed...
5 of 5 stars Reviewed November 2, 2014
This two bedroom condo has everything! Beautiful views, beautiful decor, incredibly clean and comfortable and equipped with everything you could want. We stayed for four days and...
See all reviews
From
$99
Per Night
View Details
1 / 23
Payment Protection
Islamorada
2 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Garden or Yard
  • Grill
  • Internet Access
  • Private Beach
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
87200 Overseas Hwy Islamorada, Florida An ample 1,400 sq ft. town home in the heart of Islamorada. Two bedrooms and one bathroom upstairs. One bedroom has two queen beds and cable television. Second bedroom is set up with one queen bed and cable television. Sofabed and bathroom downstairs.... View all property information
Make Inquiry
From
$300
Per Night
View Details
1 / 15
Payment Protection
Key Largo
5 Bedrooms, 4 Bathrooms, Sleeps 12
Booking
Details Reviews (1) Make Inquiry
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
Relax in this beautiful five bedroom house with all your needs met to enjoy your vacation with the family. This home is a two story with privacy and plenty of room. Only one hour from Miami International Airport. Walking distance from restaurants, fishing charter, gaming, same block as dolphin plus... View all property information
Make Inquiry
5 of 5 stars Reviewed August 25, 2014
Superbe maison, très bien équipée et décorée avec goût.Située près d'un joli canal.Nous avons passé un excellent séjour.Les propriétaires sont très chaleureux!A recommander ++++++
See all reviews
From
$310
Per Night
View Details
1 / 21
Key West
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
THE TRUMAN SUITES - Four Weekly Vacation Rentals - 3 to 5 Night Minimum Stay Requirement - Lavishly appointed 1 and 2 bedroom suites located ONE HALF BLOCK FROM DUVAL STREET - Each suite is furnished with kitchen, contemporary & comfortable living room furniture, new ultra comfortable mattresses... View all property information
Make Inquiry
5 of 5 stars Reviewed December 23, 2014
Upon arrival we found the unit charming, well decorated, and in impeccable condition. The kitchen was fully stocked with all the necessities should you decide to stay in for a...
5 of 5 stars Reviewed December 17, 2014
This is a great place to stay that puts you in the heart of Key West and has off-street parking! The unit has been completely remodeled including a full kitchen but still...
See all reviews
From
$250
Per Night
View Details
1 / 23
Payment Protection
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (2) Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Fishing...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
Make Inquiry
5 of 5 stars Reviewed September 23, 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 August 8, 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...
See all reviews
From
$209
Per Night
View Details
1 / 15
Payment Protection
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Details Reviews (8) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
Make Inquiry
5 of 5 stars Reviewed November 28, 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 November 16, 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...
See all reviews
From
$300
Per Night
View Details
1 / 22
Payment Protection
Tavernier
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Second Story Totally independent . 3 Bedroom, 2 Bath , Large Kitchen, Living and Dining Room (1600 Square Feet ) Open Area. WiFi All amenities. Built in 2009. Bay View on a Canal. Hammer Point, Mile MKR 93 Tavernier. 28 Day Rental View all property information
Make Inquiry
From
$3,500
Per Week
View Details
1 / 28
Payment Protection
Matecumbe Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Private Fishing...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
Make Inquiry
From
$153
Per Night
View Details
1 / 2
Payment Protection
Marathon
2 Bedrooms, 1 Bathroom, Sleeps 4
Booking
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • 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
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
Make Inquiry
From
$110
Per Night
View Details
1 / 17
Payment Protection
Matecumbe Key
2 Bedrooms, 1 Bathroom, Sleeps 4
Booking
Details Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Directly on your private beach. Ocean views from every room of your two bedroom one bath Keys style duplex villa. You will experience the true 'old Keys' charm of bird watching on the wraparound deck to fishing on the beach...or perhaps just relaxing on the sand. With over a half acre of tropical... View all property information
Make Inquiry
From
$150
Per Night
View Details
1 / 5
Payment Protection
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
This condo is located on Mile 104 on one of the best areas of the Keys and just few miles of Pennekan Park and Harris Park. The Apartment has been redecorated and on floor 4 with spectacular views of the bay and stunning sunset. View all property information
Make Inquiry
From
$300
Per Night
View Details
1 / 34
Payment Protection
Marathon
3 Bedrooms, 1 Bathroom, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Garden or Yard
  • Grill
  • Housekeeping...
  • Internet Access
  • Private Fishing...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
Escape To The Florida Keys....Spend a Week in The Islands~ Seaside! Seaside Escape is the ultimate in a family vacation.....easy, and quick access to the Atlantic for a day of fishing, snorkeling or just plain enjoying boating out on the ocean for the day. For those of you that consider... View all property information
Make Inquiry
From
$1,250
Per Week
View Details
1 / 24
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
Details Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Gym
  • Hot Tub
  • Internet Access
  • Ocean Views
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Located in Islamorada, Florida Keys, Ocean Harbour is our beautiful home away from home surrounded by the tropical beauty of the Florida Keys. With its exceptional location and gated security, this premium condominium is a haven of paradise. Enjoy this beautifully furnished, third floor, 2... View all property information
Make Inquiry
From
$143
Per Night
View Details
1 / 14
Payment Protection
Tavernier
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
This 2 bedroom/2 bath condo is located in the very lovely, gated Futura Yacht Club in Islamorada, Fl. Futura offers a wonderful variety of things to do, especially if you love to swim and boat. The marina offers slips to rent (so bring your boat) and a very convenient fish cleaning station to... View all property information
Make Inquiry
From
$110
Per Night
View Details
1 / 29
Payment Protection
Islamorada
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Fishing...
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
ENJOYABLE, CENTRAL LOCATION, PLANTATION KEY, 3 bedroom + loft, 2 bath; 1400 sf 2 story, all bedrooms and 1 full bath are upstairs & downstairs is the living area and 1 additional full bath. The unit is clean, comfortable, quiet and restful. The community is gated with security, no pets are allowed;... View all property information
Make Inquiry
From
$428
Per Night
View Details
1 / 21
Payment Protection
Islamorada
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
  • Private Fishing...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Lower Matecumbe Key condo description Welcome to paradise! This beautiful three bedroom, two and a half bath end unit condominium sleeps 6 people. Master bedroom has a king bed with direct access to the water front balcony. Second bedroom has a queen bed and the third has two twin beds. Brand new... View all property information
Make Inquiry
From
$351
Per Night
View Details
1 / 17
Payment Protection
Key Largo
5 Bedrooms, 6 Bathrooms, Sleeps 12
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
You are just one step away from a dream vacation in our custom fully renovated house. Truly one of a kind, there is no other property like this in the area. Located on Adams Cut, this luxurious property has 5 bedrooms, which 4 of them are master suites with a private bath and large closets. It... View all property information
Make Inquiry
From
$115
Per Night
View Details
1 / 17
Payment Protection
Cudjoe Key
2 Bedrooms, 1 Bathroom, Sleeps 5
Details Make Inquiry
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
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Tropical, Affordable Rental in Gated Community, Wi-Fi & Gas Grill Colorful tropical vacation home. The living room nicely decorated with tropical flare, has a flat screen TV with DVD, Directv W/DVR,two sofas, one is a queen size sleeper and comfortable bamboo chair. Dining area conveniently... View all property information
Make Inquiry
From
$250
Per Night
View Details
1 / 27
Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
Make Inquiry
From
$850
Per Week
View Details
1 / 13
Payment Protection
Big Pine Key
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Inquiry
From
$125
Per Night
View Details
1 / 27
Payment Protection
Grassy Key
Studio, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (1) Make Inquiry
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
Make Inquiry
5 of 5 stars Reviewed June 12, 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...
See all reviews
From
$125
Per Night
View Details
1 / 13
Payment Protection
Grassy Key
Studio, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (1) Make Inquiry
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. View all property information
Make Inquiry
4 of 5 stars Reviewed April 30, 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.
See all reviews
From
$275
Per Night
View Details
1 / 27
Payment Protection
Islamorada
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (3) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Fishing...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Thank you for considering Our home in the Florida Keys!... Our slice of Paradise! Stay at a Luxury Townhome at Executive Bay Club (Islamorada , Florida ) The Executive Bay Club is located in Islamorada which is best known for it's crystal blue water where you can enjoy sport fishing, snorkeling,... View all property information
Make Inquiry
From
$5,000
Per Month
View Details
1 / 19
Long Key
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Balcony
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
MINIMUM STAY: 1 Month. This is a spacious bay front upscale half duplex with wrap around screened balcony overlooking the Florida Bay and just steps away from a swimming beach. Grab your towels and stroll over to the beach for a relaxing day. There are two large bedrooms, two full baths,... View all property information
Make Inquiry
From
$127
Per Night
View Details
1 / 24
Payment Protection
Key Colony Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (4) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Fishing...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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
Make Inquiry
5 of 5 stars Reviewed November 2, 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 June 29, 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...
See all reviews
From
$287
Per Night
View Details
1 / 10
Payment Protection
Marathon
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (3) Make Inquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Internet Access
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
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
Make Inquiry
5 of 5 stars Reviewed July 3, 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 June 20, 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
See all reviews
From
$200
Per Night
View Details
1 / 32
Payment Protection
Key Largo
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
Details Reviews (4) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This is a brand new furnished vacation rental on the point with the best sunset views. Rates have been reduced during this introduction period. This home has 2 bedrooms and 1 and a 1/2 bath. It has a 700 sq ft addition of kitchen and family room with direct views of the sunset. New leather... View all property information
Make Inquiry
From
$145
Per Night
View Details
1 / 14
Payment Protection
Tavernier
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (3) Make Inquiry
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
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
Make Inquiry
5 of 5 stars Reviewed November 21, 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...
See all reviews
From
$467
Per Night
View Details
1 / 21
Key Largo
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Fishing...
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
LAZY DAZE………….Imagine sitting on your lounge or palm hanging hammock, toes in the warm sugar sand, next to your heated pool, silence (except for a few birds), viewing the John Pennekamp State Park Marine Sanctuary waters. This property offers 4 bedrooms 3.5 baths, private beach, heated pool and... View all property information
Make Inquiry
From
$1,700
Per Week
View Details
1 / 13
Payment Protection
Islamorada
Studio, 1 Bathroom, Sleeps 2
Details Reviews (24) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Private Fishing...
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
PLEASE DO NOT TRY TO BOOK THROUGH FLIPKEY! Booking instructions will be provided when you send your inquiry. We do not use the optional calendar feature on this listing. We are fully booked until March 28th! This is a very popular rental, so book your preferred week well in advance of peak season!... View all property information
Make Inquiry
5 of 5 stars Reviewed November 16, 2014
We spent 4 nights. We just loved it. It is everything as advertised. The place is small, but so clean and neat and romantic. Great info in a binder that was thoughtfully prepared...
5 of 5 stars Reviewed September 8, 2014
Had a very relaxed we here with my partner just chilling out and doing very little except lying on the hammock watching the parrot fish swim by. The hosts are great friendly...
See all reviews
From
$159
Per Night
View Details
1 / 28
Payment Protection
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (18) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Welcome to Tropical Daze Oceanfront Paradise, located in Ocean Pointe, the finest destination property in the Florida Keys. Our condo unit is right on the ocean, offering spectacular views of the purple and aquamarine waters surrounding Tavernier Key. The condo is gorgeous, extremely well... View all property information
Make Inquiry
5 of 5 stars Reviewed December 2, 2014
This was a nice condo in a great resort. We had everything we needed and it was nicely updated. The view was gorgeous and I miss sitting on the balcony with my coffee in the...
5 of 5 stars Reviewed July 20, 2014
We stayed for a week, family of 4 including two teenagers, and had a great time. The condo is very comfortable with wonderful, quirky decor and is in a great location to explore...
See all reviews
From
$210
Per Night
View Details
1 / 13
Payment Protection
Marathon
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (5) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
When you arrive, you know you've come somewhere very special. This condo has the most spectacular views of the the Atlantic Ocean and a pristine heated pool. Located on Coco Plum Beach in Marathon, Florida Keys, you're in a secluded yet central base for all Keys sightseeing and activities, if you... View all property information
Make Inquiry
5 of 5 stars Reviewed December 21, 2013
This is the ideal place for a relaxing break, perfectly situated in the middle of the Florida Keys, so you have the facilities of Marathon on your doorstep and can easily drive to...
5 of 5 stars Reviewed October 6, 2013
This condo has an amazing view of the ocean! When we weren't walking on the beach or swimming in the pool it was nice to sit on the patio and just enjoy our surroundings. The...
See all reviews
From
$125
Per Night
View Details
1 / 18
Payment Protection
Marathon
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (9) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Safe
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Come relax on the tropical island of Duck Key. Our Florida Keys Vacation condo is uniquely designed and decorated to capture that island paradise feel. This one bedroom one bath condo is clean, spacious, and relaxing. Our condo is completely updated, fully furnished, and has all kitchen... View all property information
Make Inquiry
5 of 5 stars Reviewed July 31, 2014
Condo was clean when we came in. We enjoyed our stay at Duck keys. WE were there with our 11 Yrs old daughter, she slept on the hide a bed sofa. Condo was Well furnished, beach...
5 of 5 stars Reviewed July 26, 2014
Duck Key is a great little hideaway in the middle of the keys. Our rental was just what we wanted. The only thing I would have changed was the mattress in the master bedroom. It...
See all reviews
From
$3,795
Per Week
View Details
1 / 44
Marathon
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
Make Inquiry
From
$185
Per Night
View Details
1 / 30
Payment Protection
Key Largo
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Private Fishing...
  • Sauna
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Welcome to your home away from home! “Bel Cielo” is a beautiful two-story condo in the quaint community of Moon Bay, located at mile marker 104 in Key Largo. (Moon Bay was recently featured on HGTV's Beach Front Bargain Hunt!) Featuring 1,146 square feet of living space with handsome furnishings,... View all property information
Make Inquiry
4 of 5 stars Reviewed August 11, 2014
Bel Cielo is nicely furnished and well maintained. An abundance of bath and beach towels is included and the kitchen is fully equipped. The owner responded promptly to questions...
See all reviews
From
$100
Per Night
View Details
1 / 67
Payment Protection
Key Largo
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (12) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Don't hesitate to call us! Many folks prefer to speak with a real live person. We're here to help :) 517-420-4212 (call or text- anytime!) Read 90+ guest reviews at www.homeaway.com/177656. Welcome to the beautiful Florida Keys! We're Greg and Stevie (Stephanie) Bovee from Carbondale, CO. We... View all property information
Make Inquiry
5 of 5 stars Reviewed September 3, 2014
My husband, son and I recently spent a few days at Kozy Key. It was perfect, exceptionally clean with everything and more we needed within the apartment itself, even down to all...
5 of 5 stars Reviewed August 3, 2014
We enjoyed our stay at Our Kozy Key. It was exactly as advertised. It was clean, well located, in a safe area, and at a fair price. The owners are easy to get in touch with and...
See all reviews
From
$50
Per Night
View Details
1 / 27
Payment Protection
Key Largo
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (3) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
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
Make Inquiry
4 of 5 stars Reviewed March 27, 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...
See all reviews
From
$55
Per Night
View Details
1 / 10
Payment Protection
Key Largo
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (7) Make Inquiry
Amenities & Details
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
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
Make Inquiry
5 of 5 stars Reviewed October 16, 2014
This rental home really fulfilled our vacation needs. We had access to a private boat ramp (we brought our boat) and it had plenty of space to the park the boat on the side of the...
5 of 5 stars Reviewed August 18, 2014
We had the best vacation at this home. It was perfect for two couples. It was close to everything. The community was quiet. The private beach was great. Hope to go back again!
See all reviews
From
$200
Per Night
View Details
1 / 23
Key Largo
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Satellite TV
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Owner's Unit is also right in front of the bay with 2 bedrooms; it can sleep 2 adults and 1 to 3 kids plus plus. The main bedroom has a queen size bed, the second bedroom has a queen size loft bed and a twin bed on the ground floor. Theres also a queen size pullout sofa bed in the living... View all property information
Make Inquiry
Go to map view
Book Online(221)
Use filters to find the best results!

Suitability

  • Wheelchair access (96)
  • Elder access (376)
  • Suitable for children (50)
  • Pet friendly (278)
  • Smoking allowed (27)

Amenities

  • Air Conditioning (968)
  • Other outdoor space (958)
  • Internet (923)
  • Grill (785)
  • Washer/Dryer (599)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List

More Beach destinations:

More Family destinations:

Filter search results by:
Book Online(221)

Suitability

  • Wheelchair access (96)
  • Elder access (376)
  • Suitable for children (50)
  • Pet friendly (278)
  • Smoking allowed (27)

Amenities

  • Air Conditioning (968)
  • Other outdoor space (958)
  • Internet (923)
  • Grill (785)
  • Washer/Dryer (599)
  • View all amenities
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.