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.

Villas and apartments in Florida Keys, FL

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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
My dates are flexible
Advanced
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
All 956 Rentals in Florida Keys
loading...
Sort by
From
€199
Per Night
Islamorada
3 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
Reviews (3) Make Enquiry
From
€235
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 8
50 photos Details
Reviews (7) Make Enquiry
From
€145
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (1) Make Enquiry
Also consider
Key Largo Beach Front Condo
2 Bedrooms, sleeps 5
€127 / night
Foundry Condo 2BR/2.5BA Truman Annex Old Town KW
2 Bedrooms, sleeps 6
€1,013 - €1,991 / week
Open water in Florida Keys with beautiful sunsets
3 Bedrooms, sleeps 6
€362 / night
South Toad, 2 Bedrooms and 2 baths, Unit 54A
2 Bedrooms, sleeps 4
€525 - €724 / week
From
€253
Per Night
Marathon
2 Bedrooms, 2 Bathrooms, Sleeps 6
1 photo Details
Reviews (1) Make Enquiry
From
€290
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 7
24 photos Details
Reviews (1) Make Enquiry
From
€114
Per Night
Key Colony Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
14 photos Details
Reviews (3) Make Enquiry
From
€109
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 7
8 photos Details
Reviews (2) Make Enquiry
From
€3,040
Per Week
Marathon
5 Bedrooms, 4 Bathrooms, Sleeps 14
1 photo Details
Reviews (1) Make Enquiry
Get the List
From
€724
Per Week
Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 8
45 photos Details
Reviews (3) Make Enquiry
From
€134
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 5
13 photos Details
Reviews (1) Make Enquiry
From
€145
Per Night
Islamorada
2 Bedrooms, 2 Bathrooms, Sleeps 4
35 photos Details
Reviews (1) Make Enquiry
From
€362
Per Night
Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 6
30 photos Details
Reviews (5) Make Enquiry
From
€2,023
Per Week
Marathon
2 Bedrooms, 3 Bathrooms, Sleeps 8
14 photos Details
Reviews (4) Make Enquiry
From
€65
Per Night
Islamorada
2 Bedrooms, 2 Bathrooms, Sleeps 8
22 photos Details
Reviews (1) Make Enquiry
From
€1,158
Per Week
Matecumbe Key
1 Bedroom, 1 Bathroom, Sleeps 2
10 photos Details
Reviews (3) Make Enquiry
From
€2,023
Per Week
Marathon
2 Bedrooms, 2 Bathrooms, Sleeps 6
31 photos Details
Reviews (2) Make Enquiry
From
€688
Per Week
Key Largo
2 Bedrooms, 3 Bathrooms, Sleeps 4
7 photos Details
Reviews (3) Make Enquiry
From
€905
Per Week
Marathon
2 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
Reviews (2) Make Enquiry
From
€724
Per Week
Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 6
42 photos Details
Reviews (3) Make Enquiry
From
€434
Per Night
Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 6
29 photos Details
Reviews (10) Make Enquiry
From
€80
Per Night
Marathon
1 Bedroom, 1 Bathroom, Sleeps 4
19 photos Details
Reviews (1) Make Enquiry
From
€290
Per Night
Matecumbe Key
3 Bedrooms, 3 Bathrooms, Sleeps 5
17 photos Details
Reviews (4) Make Enquiry
From
€101
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 5
7 photos Details
Reviews (9) Make Enquiry
From
€130
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 6
66 photos Details
Reviews (22) Make Enquiry
From
€109
Per Night
Tavernier
2 Bedrooms, 2 Bathrooms, Sleeps 4
12 photos Details
Reviews (8) Make Enquiry
From
€127
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 5
10 photos Details
Reviews (2) Make Enquiry
From
€207
Per Night
Islamorada
3 Bedrooms, 3 Bathrooms, Sleeps 6
16 photos Details
Reviews (5) Make Enquiry
From
€115
Per Night
Key Largo
2 Bedrooms, 2 Bathrooms, Sleeps 4
28 photos Details
Reviews (14) Make Enquiry
From
€362
Per Night
Matecumbe Key
4 Bedrooms, 3 Bathrooms, Sleeps 10
27 photos Details
Reviews (1) Make Enquiry
From
€116
Per Night
Key West
2 Bedrooms, 3 Bathrooms, Sleeps 6
14 photos Details
Reviews (1) Make Enquiry
From
€94
Per Night
Key Largo
1 Bedroom, 1 Bathroom, Sleeps 2
10 photos Details
Reviews (1) Make Enquiry
From
€206
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details
Reviews (4) Make Enquiry
From
€163
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
Reviews (9) Make Enquiry
From
€165
Per Night
Key West
1 Bedroom, 1 Bathroom, Sleeps 4
13 photos Details
Reviews (4) Make Enquiry
From
€648
Per Week
Key Colony Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
46 photos Details
Reviews (1) Make Enquiry
From
€174
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
5 photos Details
Reviews (2) Make Enquiry
From
€528
Per Night
Marathon
5 Bedrooms, 6 Bathrooms, Sleeps 10
15 photos Details
Reviews (1) Make Enquiry
From
€2,172
Per Month
Islamorada
1 Bedroom, 1 Bathroom, Sleeps 4
11 photos Details
Reviews (1) Make Enquiry
From
€706
Per Week
Big Pine Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
Reviews (2) Make Enquiry
From
€206
Per Night
Key West
2 Bedrooms, 1 Bathroom, Sleeps 4
22 photos Details
Reviews (1) Make Enquiry
Go to map view
Book Online(286)

Suitability

  • Wheelchair access (77)
  • Elder access (335)
  • Suitable for children (412)
  • Pet friendly (257)
  • Smoking allowed (8)

Amenities

  • Other outdoor space (775)
  • Air Conditioning (755)
  • Washer/Dryer (684)
  • Grill (653)
  • All pools (643)
  • 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
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.