Search holiday rentals in Florida Keys

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Featured holiday rental destinations

Destination inspiration for your trip – find a holiday rental

Key West

245 holiday rentals

Key Largo

73 holiday rentals

Marathon

55 holiday rentals

Key Colony Beach

27 holiday rentals

Stock Island

14 holiday rentals

Tavernier

13 holiday rentals

Cudjoe Key

9 holiday rentals

Islamorada

8 holiday rentals

Layton

8 holiday rentals

Duck Key

7 holiday rentals

Big Pine Key

3 holiday rentals

Summerland Key

3 holiday rentals

The best holiday rentals in Florida Keys

Check out our pick of great holiday rentals in Florida Keys

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L'Habitation Guesthouse- Adult Exclusive

Downtown Key West, Key West

Located in Key West, 600 metres from Key West Aquarium and 600 metres from Mallory Dock, L'Habitation Guesthouse- Adult Exclusive provides accommodation with free WiFi, air conditioning, a garden and...

Y
YKuzin
From
Guyana
Very clean , all as expected , very friendly owners .
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,406 reviews
Price from
US$219
1 night, 2 adults

Old Town Manor

Downtown Key West, Key West

This adult-only, pet friendly, smoke-free property is located in the heart of Key West less than 1.6 km from the Southernmost Point.

M
Masha
From
Czech Republic
The staff were great, welcoming and informative. Comfortable room and bathroom, though small. We especially enjoyed the breakfast in the beautiful back garden, with waffles, toast and much more.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,048 reviews
Price from
US$289
1 night, 2 adults

The Casablanca Hotel

Downtown Key West, Key West

Less than 2 minutes’ walk from the Ernest Hemingway Home and Museum, this historic Key West property features guest rooms with private balconies and free Wi-Fi.

S
Steve
From
Canada
The staff was very friendly and the room was very clean. The location was great as well. The bedding felt luxurious, and was a comfy sleep.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 519 reviews
Price from
US$145
1 night, 2 adults

The Artist House

Downtown Key West, Key West

This historical Key West bed and breakfast is 1 mile from the Southernmost Point and 3 minute’s walk from iconic Duval Street.

K
Kathryn
From
Australia
Beautiful and historical. Rooms were stunning and so comfortable with all the amenities. The staff were so friendly and helpful and took the time to show me everything and answer any questions I had. Will definitely be back
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 197 reviews
Price from
US$219.45
1 night, 2 adults

Beach House Getaway

Duck Key, Duck Key

Set within the Duck Key district in Duck Key, Beach House Getaway has air conditioning, a patio, and garden views. Both free WiFi and parking on-site are available at the holiday home free of charge.

G
Geert
From
Netherlands
Really very clean and well stocked apartment! Great location, we love Duck Key.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 14 reviews
Price from
US$403.65
1 night, 2 adults

Aquaria House -Pool & Boat Dock

Key West

Boasting air-conditioned accommodation with a private pool, Aquaria House -Pool & Boat Dock is situated in Key West.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
US$1,439.80
1 night, 2 adults

Evershore House -Pool, Parking, Dock!

Key West

Featuring air-conditioned accommodation with a private pool, Evershore House -Pool, Parking, Dock! is located in Key West.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
US$1,535.25
1 night, 2 adults

Sky Loft in Key West

Downtown Key West, Key West

In the centre of Key West, located within a short distance of Simonton Street Beach and Duval Street, Sky Loft in Key West offers free WiFi, air conditioning and household amenities such as a...

P
Patrick
From
United Kingdom
Location, and general layout of the property.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 15 reviews
Price from
US$356.50
1 night, 2 adults

The Bartlum-Luxurious Studio

Downtown Key West, Key West

In a central area of Key West, located within a short distance of Simonton Street Beach and Key West Aquarium, The Bartlum-Luxurious Studio offers free WiFi, air conditioning and household amenities...

S
SIqintana
From
United States
Offering free parasol/shade umbrella service is great.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 46 reviews
Price from
US$270.14
1 night, 2 adults

Sunrise Suites Saint Lucia Suite #201

Key West

Boasting air-conditioned accommodation with a terrace, Sunrise Suites Saint Lucia Suite #201 is set in Key West. Guests staying at this apartment have access to a balcony.

I
Inge Merete
From
Denmark
The kitchen was super nice and the apartment was clean and cosy
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 11 reviews
Price from
US$389
1 night, 2 adults
All holiday rentals in Florida Keys

Most booked holiday rentals in Florida Keys this month

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Popular with guests booking holiday rentals in Florida Keys

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 1,746 reviews

Popular with guests booking holiday rentals in Florida Keys

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 654 reviews

Popular with guests booking holiday rentals in Florida Keys

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 1,806 reviews

Popular with guests booking holiday rentals in Florida Keys

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,048 reviews

Popular with guests booking holiday rentals in Florida Keys

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,168 reviews

Popular with guests booking holiday rentals in Florida Keys

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 765 reviews

Popular with guests booking holiday rentals in Florida Keys

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 864 reviews

Popular with guests booking holiday rentals in Florida Keys

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 519 reviews

Popular with guests booking holiday rentals in Florida Keys

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 321 reviews

Popular with guests booking holiday rentals in Florida Keys

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,406 reviews

FAQs about holiday rentals in Florida Keys

Holiday rentals that guests love in Florida Keys

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Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 53 reviews
Location right next to beach and private beach. Layout of villas and the pool and hot tub was really well thought through. Private and quiet.
Guest review by
Pamela
Family with young children
Avg. price/night: US$471.38
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 299 reviews
Everything!!!We loved everything about Rose Lane & especially our Villa Alta. It exceeded our expectations.
Guest review by
Steven
Young couple
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 20 reviews
The villa was well located and well appointed. From beach towels to kitchen appliances, from dishes to kayaks and bikes, this place seemed designed with our comfort and relaxation in mind.
Guest review by
Anne
Young couple
Avg. price/night: US$175.60
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 1,746 reviews
Breakfast was disgusting...Breakfast areas should be for animal that can not fit for human...They are telling us that have breakfast....They have to know what need for breakfast...They dont need to give hotel services...This hotel services look liken village hotel...
Guest review by
Gokhan
Solo traveller
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 291 reviews
Quiet, tucked away in our tree house, like we’re on our own private island- while able to run out and get coffee, and cookies, and gifts, and seashells, and art…within a 5 min walk. Bikes easily accessible on site for venturing to North Duval or Bahama Village.
Guest review by
Johanna
Young couple
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 84 reviews
The property was very well appointed and had the feel of a lovely holiday home rather than a holiday let. There was lots of information to help with the stay- restaurant recommendations, local attraction leaflets. The furnishings were of a lovely quality and created a lovely warm and relaxed ambience
Guest review by
Sarah
Family with young children
Avg. price/night: US$246.38
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 334 reviews
Excellent location and villa setup. We loved the porch.
Guest review by
Olga
Family with young children
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 7 reviews
Unit was beautiful. 3 stories, comfortable. No complaints about the owners unit. It was good and he is a conscientious owner. Great beds. Overall the villa property was nice.
Guest review by
James
Solo traveller
Avg. price/night: US$163.13
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 944 reviews
Fresh baked muffins, individual frittatas, yogurt, fruit, coffee all served outdoors under a tiki hut with tables and chairs by your villa all a short walk from the shore with a great view. It's an old school Florida hotel. Refreshing break from the standard modern hotels.
Guest review by
Bethel
Family with young children
Avg. price/night: US$669.79
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 129 reviews
very nice views of the Marina, but there are also large dry dock barns behind the villas They are nicely furnished, but not enough comfortable seating for 4 adults The beds were very comfortable!
Guest review by
Evans
People with friends
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