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

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 415 Rentals in Key West
loading...
Sort by
From
$447
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
25 photos Details
Reviews (1) Make Enquiry
From
$334
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (12) Make Enquiry
From
$334
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (13) Make Enquiry
Also consider
Sunshine Luxury Suite - 2 Free Bicycles & Garage
2 Bedrooms, sleeps 6
$208 - $288 / night
Oceanside Key West's Best Luxury Penthouse Condo
3 Bedrooms, sleeps 6
$335 - $502 / night
Hyatt Sunset Harbor Key West Fl.
2 Bedrooms, sleeps 6
$1,396 / week
Steps To Duval!  La Dolce Vita, Luxury, Sleeps 2-4
1 Bedroom, sleeps 4
$210 - $322 / night
From
$447
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
15 photos Details
Reviews (1) Make Enquiry
From
$221
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
20 photos Details
Reviews (24) Make Enquiry
From
$195
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
10 photos Details
Reviews (5) Make Enquiry
From
$134
Per Night
1 Bedroom, 4 Bathrooms, Sleeps 2
Bookings
15 photos Details
Reviews (1) Make Enquiry
From
$389
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details
Reviews (2) Make Enquiry
Get the List
From
$354
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
36 photos Details
Reviews (3) Make Enquiry
From
$363
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
11 photos Details
Reviews (1) Make Enquiry
From
$257
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 5
19 photos Details
Reviews (2) Make Enquiry
From
$240
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
15 photos Details
Reviews (1) Make Enquiry
From
$94
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
33 photos Details
Reviews (1) Make Enquiry
From
$335
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
22 photos Details
Reviews (1) Make Enquiry
From
$279
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
12 photos Details
Reviews (43) Make Enquiry
From
$307
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
Reviews (3) Make Enquiry
From
$166
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
25 photos Details
Reviews (9) Make Enquiry
From
$222
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
10 photos Details
Reviews (4) Make Enquiry
From
$155
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
18 photos Details
Reviews (16) Make Enquiry
From
$222
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
12 photos Details
Reviews (1) Make Enquiry
From
$391
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
10 photos Details
Reviews (13) Make Enquiry
From
$543
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 5
19 photos Details
Reviews (1) Make Enquiry
From
$318
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details
Reviews (6) Make Enquiry
From
$175
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
19 photos Details
Reviews (7) Make Enquiry
From
$140
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 7
Bookings
12 photos Details
Reviews (1) Make Enquiry
From
$195
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
25 photos Details
Reviews (3) Make Enquiry
From
$502
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
9 photos Details
Reviews (4) Make Enquiry
From
$211
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
9 photos Details
Reviews (9) Make Enquiry
From
$335
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
8 photos Details
Reviews (3) Make Enquiry
From
$334
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (8) Make Enquiry
From
$334
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (14) Make Enquiry
From
$251
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
19 photos Details
Reviews (4) Make Enquiry
From
$334
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (4) Make Enquiry
From
$334
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (22) Make Enquiry
From
$334
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (18) Make Enquiry
From
$334
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (18) Make Enquiry
From
$334
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (23) Make Enquiry
From
$334
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
Reviews (10) Make Enquiry
From
$334
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (11) Make Enquiry
From
$334
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (13) Make Enquiry
Go to map view
Book Online(226)
Use filters to find the best results!

Suitability

  • Wheelchair access (21)
  • Elder access (106)
  • Suitable for children (74)
  • Pet friendly (123)
  • Smoking allowed (4)

Amenities

  • Air Conditioning (364)
  • Other outdoor space (332)
  • Internet (324)
  • All pools (266)
  • Grill (225)
  • 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
Holiday Rental Accommodation on Key West

The diversity of the holiday rental accommodation available on Key West means that there is something available to suit every budget and surely all tastes. From cottages and modest condos, to villas and townhouses, to penthouses and country estates, Key West has it all, meaning that your holiday in Key West can be as free of restriction as possible, at a price you can afford. If you want the freedom to explore Key West at a time and in a manner of your choosing, selecting the holiday rental best suited to your individual requirements is the way to achieve your goal.

Water sports in Key West

The weather and geography of Key West make it an ideal location for a great many different types of water sports. Fishermen of all disciplines can choose from the art of fly fishing for tarpon, to deep sea fishing expeditions from a boat and most options in between. Those simply interested in being out on the water can go pleasure cruising on a charter boat, perhaps to view the dolphins and other marine life, hire a kayak and meander through the waterways at their own pace, or even jump on a jet ski and enjoy some high speed thrills. Scuba divers can admire the natural coral reefs or explore the wrecks in the area, some of which were deliberately sunk to form artificial reefs.

Popular attractions in Key West

The beaches of Key West are both numerous and beautiful but a visit to the Fort Zachary Taylor State Park allows you to combine your beach relaxation and activities with an inexpensive tour of the fort, or perhaps a casual stroll along one of the nature trails. Art lovers will find a great many galleries of interest in Key West, with the majority local to the popular Duval Street part of town. Key West Golf Club is not only about allowing golf lovers to practise their swing, it also has a popular restaurant and bar, which could perhaps serve as a point at which non-golfers can arrange to meet players after their round. One monument not to miss in Key West is the small round landmark which denotes the most southerly part of the continental United States.

Restaurants and bars in Key West

Duval Street is the popular centre of Key West in so many ways, not least when it comes to restaurants. When you are eating out from your Key West holiday rental of an evening, you may wish to sample popular outlets such as Nine One Five or Mangoes, or try the Banana Café for breakfast or lunch. Blue Heaven in the Bahama Village is the place to sample outdoor dining of the highest quality, with an indoor option available if preferred. The bars and clubs of Key West are plentiful in the extreme, with options to suit all tastes and requirements and allow you to party the night away in style.