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 resorts 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
More filters
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
All 979 Rentals in Florida Keys
loading...
Sort by
From
€186
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 8
36 photos Details
Reviews (8) Make Enquiry
From
€205
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 8
24 photos Details
Reviews (5) Make Enquiry
From
€2,979
Per Month
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 4
11 photos Details
Reviews (5) Make Enquiry
Also consider
Moon Bay-Sunset Oasis Townhouse with Bay View
2 Bedrooms, sleeps 6
€130 - €149 / night
Waterfront 3 Bedroom Home
3 Bedrooms, sleeps 6
€205 / night
East of Eden
3 Bedrooms, sleeps 6
€319 / night
Remodeled Kawama Townhome with Amazing Master View
2 Bedrooms, sleeps 6
€101 - €141 / night
From
€205
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 4
25 photos Details
Reviews (20) Make Enquiry
From
€252
Per Night
Key West
3 Bedrooms, 2 Bathrooms, Sleeps 8
19 photos Details
Reviews (7) Make Enquiry
From
€133
Per Night
Key West
1 Bedroom, 1 Bathroom, Sleeps 4
14 photos Details
Reviews (22) Make Enquiry
From
€125
Per Night
Key West
Studio, 1 Bathroom, Sleeps 4
18 photos Details
Reviews (5) Make Enquiry
From
€223
Per Night
Key Largo
3 Bedrooms, 2 Bathrooms, Sleeps 6
28 photos Details
Reviews (7) Make Enquiry
Get the List
From
€133
Per Night
Key West
1 Bedroom, 1 Bathroom, Sleeps 4
9 photos Details
Reviews (27) Make Enquiry
From
€540
Per Week
Key Colony Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
7 photos Details
Reviews (1) Make Enquiry
From
€596
Per Night
Key West
5 Bedrooms, 4 Bathrooms, Sleeps 12
30 photos Details
Reviews (33) Make Enquiry
From
€223
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 8
33 photos Details
Reviews (6) Make Enquiry
From
€205
Per Night
Key Largo
3 Bedrooms, 3 Bathrooms, Sleeps 8
28 photos Details
Reviews (4) Make Enquiry
From
€118
Per Night
Key West
Studio, 1 Bathroom, Sleeps 4
15 photos Details
Reviews (5) Make Enquiry
From
€88
Per Night
Cudjoe Key
2 Bedrooms, 1 Bathroom, Sleeps 6
12 photos Details
Reviews (1) Make Enquiry
From
€118
Per Night
Key West
Studio, 1 Bathroom, Sleeps 2
10 photos Details
Reviews (14) Make Enquiry
From
€424
Per Night
Marathon
4 Bedrooms, 3 Bathrooms, Sleeps 10
29 photos Details
Reviews (1) Make Enquiry
From
€236
Per Night
Key West
3 Bedrooms, 3 Bathrooms, Sleeps 6
36 photos Details
Reviews (3) Make Enquiry
From
€2,606
Per Week
Key Largo
5 Bedrooms, 4 Bathrooms, Sleeps 10
6 photos Details
Reviews (3) Make Enquiry
From
€214
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
28 photos Details
Reviews (5) Make Enquiry
From
€140
Per Night
Key West
1 Bedroom, 2 Bathrooms, Sleeps 4
14 photos Details
Reviews (18) Make Enquiry
From
€200
Per Night
Key West
2 Bedrooms, 3 Bathrooms, Sleeps 6
20 photos Details
Reviews (20) Make Enquiry
From
€140
Per Night
Key West
Studio, 1 Bathroom, Sleeps 2
12 photos Details
Reviews (13) Make Enquiry
From
€279
Per Night
Marathon
3 Bedrooms, 3 Bathrooms, Sleeps 8
21 photos Details
Reviews (8) Make Enquiry
From
€242
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
Reviews (3) Make Enquiry
From
€222
Per Night
Key West
2 Bedrooms, 1 Bathroom, Sleeps 6
17 photos Details
Reviews (16) Make Enquiry
From
€2,979
Per Month
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
Reviews (8) Make Enquiry
From
€138
Per Night
Key West
2 Bedrooms, 1 Bathroom, Sleeps 4
25 photos Details
Reviews (20) Make Enquiry
From
€133
Per Night
Key West
Studio, 1 Bathroom, Sleeps 2
13 photos Details
Reviews (35) Make Enquiry
From
€118
Per Night
Key West
1 Bedroom, 1 Bathroom, Sleeps 4
14 photos Details
Reviews (34) Make Enquiry
From
€3,351
Per Month
Key West
2 Bedrooms, 3 Bathrooms, Sleeps 4
26 photos Details
Reviews (1) Make Enquiry
From
€349
Per Night
Key West
4 Bedrooms, 2 Bathrooms, Sleeps 12
36 photos Details
Reviews (2) Make Enquiry
From
€185
Per Night
Key West
2 Bedrooms, 1 Bathroom, Sleeps 6
9 photos Details
Reviews (8) Make Enquiry
From
€890
Per Week
Key West
2 Bedrooms, 1 Bathroom, Sleeps 4
14 photos Details
Reviews (2) Make Enquiry
From
€185
Per Night
Key West
2 Bedrooms, 1 Bathroom, Sleeps 6
13 photos Details
Reviews (11) Make Enquiry
From
€4,841
Per Month
Key West
3 Bedrooms, 3 Bathrooms, Sleeps 6
20 photos Details
Reviews (2) Make Enquiry
From
€242
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 4
11 photos Details
Reviews (1) Make Enquiry
From
€475
Per Night
Key West
5 Bedrooms, 4 Bathrooms, Sleeps 16
42 photos Details
Reviews (9) Make Enquiry
From
€242
Per Night
Key West
2 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details
Reviews (1) Make Enquiry
From
€447
Per Night
Cudjoe Key
4 Bedrooms, 3 Bathrooms, Sleeps 12
14 photos Details
Reviews (1) Make Enquiry
Go to map view
Book Online(450)
Use filters to find the best results!

Suitability

  • Wheelchair access (84)
  • Elder access (352)
  • Suitable for children (443)
  • Pet friendly (260)
  • Smoking allowed (10)

Amenities

  • Other outdoor space (766)
  • Internet (765)
  • Air Conditioning (762)
  • Grill (630)
  • All pools (519)
  • 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