Skip to main content

Florida Keys holiday homes. 1 holiday homes in Florida Keys, United States.

Check out our pick of great holiday homes in Florida Keys

Filter by:


Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

See the latest prices and deals by choosing your dates.

Key West Villas

Duval, Key West

Located in the heart of historic Key West, guests will be 1 minutes’ walk from Duval Street. A heated pool, daily continental breakfast, and free WiFi are provided.

All rooms feature a private bath, small refrigerator, and microwave. Apartments at Key West Villas include a fully-equipped kitchen and seating area. Everything! Complimentary wine, happy hours, snacks, good breakfast, amenities, clean clean clean, run by wonderful folks.

Show more Show less
9.7
Exceptional
337 reviews
Price from
£270
per night

Sun Outdoors Sugarloaf Key

Summerland Key

Situated within 32 km of Ernest Hemingway Home and Museum and 32 km of Duval Street, Sun Outdoors Sugarloaf Key features rooms with air conditioning and a private bathroom in Summerland Key. Both free WiFi and parking on-site are accessible at the holiday home free of charge. Key West Aquarium is 32 km from the holiday home and Mallory Dock is 32 km away. Modern lodge, clean, good space, great shower and nice view.

Show more Show less
9.1
Superb
42 reviews
Price from
£180
per night

Pelican's Roost, Waterfront comfort at Venture Out

Cudjoe Key

Set in Cudjoe Key, 37 km from Ernest Hemingway Home and Museum and 37 km from Duval Street, Pelican's Roost, Waterfront comfort at Venture Out offers a private beach area and air conditioning. This beachfront property offers access to a balcony, tennis at the tennis court, free private parking and free WiFi. The holiday home offers a pool with a view with a fence, as well as a hot tub and a 24-hour front desk. The home was set up incredible. It did feel somewhat like a hotel atmosphere. Tv was a little bit difficult to work, but that was not our downfall. The weather could of been better to enjoy more of the park. Other than that. Great home. Wonderful inside amenities and a fantastic home we would recommend to anyone.

Show more Show less
9.3
Superb
7 reviews
Price from
£316
per night

Just steps to Duval- Sleeps 10- Heated Pool House

Duval, Key West

Popular points of interest near the holiday home include Ernest Hemingway Home and Museum, Duval Street and Southernmost Point. The nearest airport is Key West International Airport, 4 km from Just steps to Duval- Sleeps 10- Heated Pool House. Location was awesome. Beds comfortable. Had everything we needed.

Show more Show less
9.8
Exceptional
5 reviews
Price from
£1,028
per night

Sunrise on the Atlantic

Key West

The holiday home with a balcony and sea views features 2 bedrooms, a living room, a flat-screen TV, an equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a hot tub. Towels and bed linen are provided in the holiday home. For added privacy, the accommodation features a private entrance. I loved everything about it.The place was so gorgeous and clean.The customer service was excellent.The master bedroom has a his and hers sink in the bathroom the shower was very big and nice.If I come back to Key West again I will choose to stay at this beautiful condo again.

Show more Show less
9.4
Superb
5 reviews
Price from
£468
per night

Julia Whitehead Guest Suites

Duval, Key West

The spacious holiday home features 3 bedrooms, a TV, a fully equipped kitchen with an oven and a microwave, and 4 bathrooms with an a bath or shower. Towels and bed linen are provided in the holiday home. For added privacy, the accommodation features a private entrance. Location was great - close to Duval, but far enough away to be quiet.

Show more Show less
9.8
Exceptional
5 reviews

Leaward Isle Island Retreat

Key West

The spacious holiday home features 2 bedrooms, a flat-screen TV with cable channels, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a bath. Towels and bed linen are featured in the holiday home. For added privacy, the accommodation features a private entrance. Close to the ocean. Large rooms

Show more Show less
9.5
Exceptional
8 reviews
Price from
£459
per night

The Butterfly Cottage

Marathon

Comprising free bikes and a garden, The Butterfly Cottage is a recently renovated accommodation in Marathon located close to Captain Hook s Marina Dive Center. The air-conditioned accommodation is 1.8 km from Florida Keys Aquarium Encounters, and guests can benefit from on-site private parking and complimentary WiFi. The holiday home has a hot tub and a shared kitchen. Everything! Clean, neat, spacious, beautiful, inviting, comfortable, everything was there!

Show more Show less
9.4
Superb
16 reviews
Price from
£419
per night

NAUTILUS...ocean front cottage retreat ~

Cudjoe Key

Featuring sea views, NAUTILUS...ocean front cottage retreat ~ provides accommodation with a private beach area, pool with a view and a garden, around 37 km from Ernest Hemingway Home and Museum. This beachfront property offers access to tennis at the tennis court, free private parking and free WiFi. The property is non-smoking and is located 37 km from Duval Street. Wonderful resort with many amenities. Loved the kayaks and bikes that were provided. Great location to explore the islands.

Show more Show less
9
Superb
11 reviews
Price from
£400
per night

OCEANIA... water front cottage retreat ~

Cudjoe Key

Located in Cudjoe Key, 37 km from Ernest Hemingway Home and Museum and 37 km from Duval Street, OCEANIA... Water front cottage retreat ~ offers barbecue facilities and air conditioning. This villa features a private pool, a garden and free private parking. The villa has a picnic area and a sauna. Location was great. Really enjoyed it

Show more Show less
9.3
Superb
8 reviews
Price from
£389
per night

Most booked holiday homes in Florida Keys this month

FAQs about holiday homes in Florida Keys

Holiday Homes that guests love in Florida Keys

Research, refine and make plans for your whole trip

gogless