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 House Rentals

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
loading...
From
$187
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
22 photos Details
Reviews (36) Make Enquiry
From
$363
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
21 photos Details
Reviews (48) Make Enquiry
From
$214
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
11 photos Details
Reviews (29) Make Enquiry
Also consider
A Low Key Paradise
2 Bedrooms, sleeps 6
$195 - $302 / night
Ocean Paradise
3 Bedrooms, sleeps 8
$5,555 - $13,353 / week
Sail Florida Adventures Private sail charters
2 Bedrooms, sleeps 4
$187 - $294 / night
4 Bedroom Home with private pool just off Duval St
4 Bedrooms, sleeps 7
$481 / night
From
$534
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
9 photos Details
Reviews (13) Make Enquiry
From
$272
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
24 photos Details
Reviews (3) Make Enquiry
From
$230
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 2
25 photos Details
Reviews (8) Make Enquiry
From
$240
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
25 photos Details
Reviews (33) Make Enquiry
From
$306
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
14 photos Details
Reviews (2) Make Enquiry
Get the List
From
$641
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 6
24 photos Details
Reviews (8) Make Enquiry
From
$363
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
20 photos Details
Reviews (53) Make Enquiry
From
$214
Per Night
Studio, 1 Bathroom, Sleeps 1
12 photos Details
Reviews (41) Make Enquiry
From
$235
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
Reviews (24) Make Enquiry
From
$187
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
20 photos Details
Reviews (24) Make Enquiry
From
$182
Per Night
1 Bedroom, 1 Bathroom, Sleeps 1
12 photos Details
Reviews (28) Make Enquiry
From
$1,255
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 5
20 photos Details
Reviews (22) Make Enquiry
From
$182
Per Night
1 Bedroom, 1 Bathroom, Sleeps 1
10 photos Details
Reviews (44) Make Enquiry
From
$235
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
15 photos Details
Reviews (10) Make Enquiry
From
$2,991
Per Month
2 Bedrooms, 2 Bathrooms, Sleeps 4
22 photos Details
Reviews (11) Make Enquiry
From
$310
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
9 photos Details
Reviews (9) Make Enquiry
From
$2,030
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 5
22 photos Details
Reviews (7) Make Enquiry
From
$331
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details
Reviews (14) Make Enquiry
From
$1,656
Per Week
2 Bedrooms, 3 Bathrooms, Sleeps 6
21 photos Details
Reviews (21) Make Enquiry
From
$256
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
17 photos Details
Reviews (4) Make Enquiry
From
$3,418
Per Month
2 Bedrooms, 2 Bathrooms, Sleeps 4
13 photos Details
Reviews (2) Make Enquiry
From
$203
Per Night
1 Bedroom, 1 Bathroom, Sleeps 1
11 photos Details
Reviews (46) Make Enquiry
From
$310
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
17 photos Details
Reviews (18) Make Enquiry
From
$320
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
Reviews (33) Make Enquiry
From
$3,418
Per Month
1 Bedroom, 2 Bathrooms, Sleeps 1
10 photos Details
Reviews (2) Make Enquiry
From
$5,074
Per Month
2 Bedrooms, 2 Bathrooms, Sleeps 4
12 photos Details
Reviews (1) Make Enquiry
From
$310
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
12 photos Details
Reviews (15) Make Enquiry
From
$267
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
12 photos Details
Reviews (13) Make Enquiry
From
$1,763
Per Week
2 Bedrooms, 3 Bathrooms, Sleeps 6
1 photo Details
Reviews (29) Make Enquiry
From
$5,341
Per Month
3 Bedrooms, 3 Bathrooms, Sleeps 6
20 photos Details
Reviews (1) Make Enquiry
From
$2,136
Per Month
1 Bedroom, 2 Bathrooms, Sleeps 2
21 photos Details
Reviews (2) Make Enquiry
From
$668
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 8
21 photos Details
Reviews (22) Make Enquiry
From
$310
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
15 photos Details
Reviews (15) Make Enquiry
From
$4,807
Per Week
3 Bedrooms, 4 Bathrooms, Sleeps 7
22 photos Details
Reviews (5) Make Enquiry
From
$636
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
14 photos Details
Reviews (8) Make Enquiry
From
$5,875
Per Week
4 Bedrooms, 4 Bathrooms, Sleeps 8
18 photos Details
Reviews (2) Make Enquiry
From
$636
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
10 photos Details
Reviews (1) Make Enquiry
Go to map view
Book Online(128)
Use filters to find the best results!

Suitability

  • Wheelchair access (4)
  • Elder access (49)
  • Suitable for children (35)
  • Pet friendly (104)
  • Smoking allowed (0)

Amenities

  • Air Conditioning (329)
  • Internet (293)
  • All pools (260)
  • Grill (256)
  • Other outdoor space (250)
  • 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
Renting a house in Key West gives your group the extra space and freedom of a vacation home. Private outdoor space and a full kitchen in a residential setting make it a great choice for families and groups who want to vacation on their own schedule.