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.

Key West, Florida resorts

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
All 408 Rentals in Key West
loading...
Sort by
From
$254
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
13 photos Details
Reviews (8) Make Enquiry
From
$254
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (13) Make Enquiry
From
$229
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
15 photos Details
Reviews (1) Make Enquiry
Also consider
KEY WEST LIVIN'  BEAUTIFUL 50' Yacht 3 Bed , 2 bath, WIFI, Flatscreen,Sleeps 6
3 Bedrooms, sleeps 6
$319 - $426 / night
Duval Sea Turtle - Just Steps to Duval Street
2 Bedrooms, sleeps 6
$240 - $383 / night
Driftwood Buoy
2 Bedrooms, sleeps 6
$2,821 - $4,152 / week
Luxury house rental Key West
3 Bedrooms, sleeps 8
$363 / night
From
$168
Per Night
Studio, 1 Bathroom, Sleeps 4
14 photos Details
Reviews (1) Make Enquiry
From
$147
Per Night
Studio, 1 Bathroom, Sleeps 2
7 photos Details
Reviews (1) Make Enquiry
From
$293
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
Reviews (3) Make Enquiry
From
$160
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
37 photos Details
Reviews (1) Make Enquiry
From
$271
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 5
25 photos Details
Reviews (8) Make Enquiry
Get the List
From
$197
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details
Reviews (2) Make Enquiry
From
$186
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
12 photos Details
Reviews (3) Make Enquiry
From
$167
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
25 photos Details
Reviews (8) Make Enquiry
From
$346
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
Reviews (3) Make Enquiry
From
$7,984
Per Month
4 Bedrooms, 3 Bathrooms, Sleeps 10
20 photos Details
Reviews (3) Make Enquiry
From
$426
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
25 photos Details
Reviews (10) Make Enquiry
From
$319
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
43 photos Details
Reviews (1) Make Enquiry
From
$201
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
9 photos Details
Reviews (6) Make Enquiry
From
$186
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
10 photos Details
Reviews (5) Make Enquiry
From
$479
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details
Reviews (3) Make Enquiry
From
$240
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details
Reviews (3) Make Enquiry
From
$303
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
22 photos Details
Reviews (1) Make Enquiry
From
$106
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
20 photos Details
Reviews (3) Make Enquiry
From
$373
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
10 photos Details
Reviews (13) Make Enquiry
From
$244
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
9 photos Details
Reviews (4) Make Enquiry
From
$212
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
10 photos Details
Reviews (3) Make Enquiry
From
$517
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 5
19 photos Details
Reviews (1) Make Enquiry
From
$197
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
19 photos Details
Reviews (7) Make Enquiry
From
$254
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details
Reviews (5) Make Enquiry
From
$254
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (8) Make Enquiry
From
$254
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (4) Make Enquiry
From
$254
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (12) Make Enquiry
From
$254
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (23) Make Enquiry
From
$254
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
13 photos Details
Reviews (11) Make Enquiry
From
$254
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (6) Make Enquiry
From
$254
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (15) Make Enquiry
From
$254
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (18) Make Enquiry
From
$254
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (18) Make Enquiry
From
$254
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (13) Make Enquiry
From
$254
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (16) Make Enquiry
From
$608
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
17 photos Details
Reviews (1) Make Enquiry
From
$254
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (18) Make Enquiry
Go to map view
Book Online(219)
Use filters to find the best results!

Suitability

  • Wheelchair access (20)
  • Elder access (105)
  • Suitable for children (74)
  • Pet friendly (125)
  • Smoking allowed (4)

Amenities

  • Air Conditioning (331)
  • Other outdoor space (317)
  • Internet (315)
  • All pools (234)
  • Grill (217)
  • 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