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Top Holiday Rentals in Key West

Yellowfin Ledge | Inviting Getaway On Duval! Balcony!

9.4 out of 10, Exceptional, (17)
"Well worth it, located to perfection. "
The price is £206
includes taxes & fees
6 Jul - 7 Jul
Yellowfin Ledge | Inviting Getaway On Duval! Balcony!

Paradise found

9.8 out of 10, Exceptional, (25)
"Clean, quiet and great location near Key West. "
The price is £361
includes taxes & fees
31 Jul - 1 Aug
Paradise found

Poolside Cottage #411

9.8 out of 10, Exceptional, (47)
"Lovely home to stay in for a couple of nights on Key West"
The price is £253
includes taxes & fees
15 Jul - 16 Jul
Poolside Cottage #411

Duval Street Retreat | Dog-Friendly Home w/ Hot Tub, Patio, & Parking

9.8 out of 10, Exceptional, (16)
"We loved our hideaway location! Unit was clean and well stocked with everything we needed. Easy access, great directions and a parking space too.We will return again! "
The price is £353
includes taxes & fees
20 Jul - 21 Jul
Duval Street Retreat | Dog-Friendly Home w/ Hot Tub, Patio, & Parking

The Mesa House by Brightwild Close to Duval

2.0 star property
The price is £765
includes taxes & fees
20 Jul - 21 Jul
The Mesa House by Brightwild Close to Duval

Brand New Build Larkshine House - Pool

2.0 star property
The price is £2,761
includes taxes & fees
20 Jul - 21 Jul
Brand New Build Larkshine House - Pool

New Waterfront Home - Sunray House

2.0 star property
The price is £2,468
includes taxes & fees
20 Jul - 21 Jul
New Waterfront Home - Sunray House

New Altair House by Brightwild Pool Pets

2.0 star property
The price is £1,924
includes taxes & fees
20 Jul - 21 Jul
New Altair House by Brightwild Pool Pets

Brand New Catchlight House With Private Pool

2.5 star property
The price is £2,573
includes taxes & fees
29 Jul - 30 Jul
Brand New Catchlight House With Private Pool

Floralee House in Key West

2.0 star property
The price is £1,687
includes taxes & fees
8 Jul - 9 Jul
Floralee House in Key West

Seagate House by Brightwild Waterfront w Dock

2.0 star property
The price is £1,525
includes taxes & fees
20 Jul - 21 Jul
Seagate House by Brightwild Waterfront w Dock

Aquaria House by Brightwild Pool Boat Dock

2.0 star property
The price is £1,336
includes taxes & fees
16 Jul - 17 Jul
Aquaria House by Brightwild Pool Boat Dock

Mirador House by Brightwild Pool Dock

2.0 star property
The price is £1,661
includes taxes & fees
6 Jul - 7 Jul
Mirador House by Brightwild Pool Dock

New Crestwood House by Brightwild Huge Pool

2.0 star property
The price is £2,200
includes taxes & fees
20 Jul - 21 Jul
New Crestwood House by Brightwild Huge Pool

Suncoast House by Brightwild Pool Boat Dock

2.0 star property
The price is £1,653
includes taxes & fees
6 Jul - 7 Jul
Suncoast House by Brightwild Pool Boat Dock

New Windrose House by Brightwild Pool

2.0 star property
The price is £1,924
includes taxes & fees
20 Jul - 21 Jul
New Windrose House by Brightwild Pool

Mastway House by Brightwild Pool Dock

2.0 star property
The price is £1,406
includes taxes & fees
8 Jul - 9 Jul
Mastway House by Brightwild Pool Dock

Parking, Pool & Pet Friendly - Larkshine House

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great property and great management. Our trip could not have gone any better"
The price is £2,118
includes taxes & fees
7 Jul - 8 Jul
Parking, Pool & Pet Friendly - Larkshine House

Parking Pool Dock - Shellstone House

2.0 star property
The price is £2,535
includes taxes & fees
20 Jul - 21 Jul
Parking Pool Dock - Shellstone House

Waterlane House by Brightwild Pool Boat Dock

2.0 star property
The price is £1,405
includes taxes & fees
15 Jul - 16 Jul
Waterlane House by Brightwild Pool Boat Dock
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Can I find holiday rentals in Key West?

Yes, there are holiday rentals in Key West close to Mel Fisher Maritime Museum, or you can select a more secluded option if you're looking for a relaxing stay. Travellers who like culture and the arts give Key West high marks for its great live music and entertainment choices. While you're in the area, you can also enjoy the scenic seaside and lively festivals.

What are some of the best holiday rentals that Key West has to offer?

CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!: This highly rated holiday home rental in Key West is located in the city centre, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and an oven, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind. Some other homes for rent in Key West include JUNE-SEPT. WEEKLY DISCOUNT!!! - BOTTOMS UP BUNGALOW 2 Bed/2 Bath PRIVATE POOL and SUNKISSED ~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key!.

How many holiday rentals will I find in Key West?

With 1357 Expedia holiday rentals, you're guaranteed to find just the right place for your Key West stay.

What can I see and do in Key West?

Mel Fisher Maritime Museum and Florida Keys Eco - Discovery Center are a couple of the family-friendly sights, whereas cultural attractions include Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper's Quarters Museum. Duval Street and Harry S. Truman Little White House are other places to visit while you're in town.

What are holiday rentals like in Key West?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Key West. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for family trips.