Skip to main content

Featured homestay destinations

Destination inspiration for your trip – find a homestay

The best homestays in Florida Keys

Check out our pick of great homestays 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.

Authors Key West Guesthouse

Key West

Featuring free WiFi, a sun terrace with a swimming pool and a garden, Authors Key West Guesthouse is situated in Key West. Boasting a concierge service, this property also provides guests with a picnic area. The guest house has family rooms and facilities for disabled guests. Very nice place and very nice staff

Show more Show less
8.3
Very good
1,324 reviews
Price from
£100
per night

Courtney's Place Historic Cottages & Inns 2 stars

Duval, Key West

Offering an outdoor pool, this historic Key West property is just 1 minutes’ walk from Duval Street. Free WiFi and a light continental breakfast are provided daily to all guests.

All air-conditioned rooms include a cable TV and en suite bathroom. Cottages include a full kitchen and seating area. A pool view is included with select units at Courtney's Place Historic Cottages and Inns. The property is beautiful, room are spacious and clean the breakfast had just enough for your stomach. This people are special on a special place. AWESOME !!!

Show more Show less
8.9
Fabulous
1,347 reviews
Price from
£209
per night

Westwinds Inn

Downtown Key West, Key West

Within walking distance of the beach, local attractions and activities, this Old Town Key West inn features on-site laundry facilities, comfortable guest rooms and an extended continental breakfast.

Guestrooms include a flat-screen TV and private bathroom. Rooms are air conditioned and feature coffee-making facilities. The property is beautiful, quiet, and has lots of great amenities, including laundry facilities. The staff are professional, helpful, and pleasant. This was my second time staying at Westwinds Inn and I was not disappointed in my decision.

Show more Show less
8.8
Fabulous
1,018 reviews
Price from
£155
per night

Alexander Palms Court - No Hidden Resort Fees!

Downtown Key West, Key West

Well located in Key West, Alexander Palms Court - No Hidden Resort Fees! provides express check-in and check-out and parking on-site. The property features pool and garden views, and is 300 metres from South Beach. Featuring family rooms, this property also provides guests with a sun terrace. very friendly, excellent location, clean room, the pool is nice but didn't use it...

Show more Show less
8.6
Fabulous
919 reviews
Price from
£126
per night

Caribbean House

Downtown Key West, Key West

Featuring free WiFi throughout this adult-only property, Caribbean House offers accommodation in Key West. Caribbean House is 4 minutes' walk from Duval Street and 12 minutes' walk from Fort Zachary Taylor Beach. Nice Room Great selection for breakfast Good honor system selection of beer wine and snacks at tiki hut all afternoon and night

Show more Show less
8.4
Very good
529 reviews
Price from
£112
per night

Seaport Inn 2 stars

Downtown Key West, Key West

Located in the heart of the historic Seaport District in Old Town, Seaport Inn features an outdoor pool and barbecue and is 600 metres' walk from Mallory Dock.

Every room has a flat-screen TV with cable channels. Some units of this Key West accommodation feature a seating area where you can relax. Extras include free toiletries and a hair dryer. The Seaport Inn is a lovely little hotel in a typical Key West house in the middle of the historic old town. The staff is super friendly and they make you feel like a resident. We will definitely come back.

Show more Show less
8.3
Very good
282 reviews
Price from
£259
per night

The Garden House 2 stars

Downtown Key West, Key West

Located in the heart of Old Town Key West, Garden House features an outdoor pool and 2nd-level sun deck. Guests can also enjoy free WiFi and a continental breakfast.

Every room includes a cable TV, tile floors, and mini refrigerator. Some rooms feature French doors, private patio, or a shared bathroom at Garden House. Hotel is super clean,cozy,perfect bed. Nice bathroom w big shower,beautiful tiles. Plenty soaps and shampoo. Cute pool and beautiful garden. Place is quiet and walking distance to ewerywhere. Just love it.

Show more Show less
8.7
Fabulous
381 reviews
Price from
£113
per night

Old Town Suites 3 stars

Duval, Key West

Located in Key West, Florida, these furnished self-catering apartments feature free WiFi access. The Ernest Hemingway Home and Museum is only 3 minutes’ walk away from Old Town Suites.

A flat-screen cable TV is featured in all Old Town units as well as a fully equipped kitchen or kitchenette with a stovetop, microwave, and refrigerator. All private bathrooms have a hairdryer and free toiletries. L’emplacement hyper central.appartement très propre et grand.

Show more Show less
8.1
Very good
428 reviews
Price from
£178
per night

New Orleans House - Gay Male Adult Guesthouse 2 stars

Duval, Key West

Located above a nightclub on historic Duval Street in Key West, Florida, this gay male guest house features an outdoor swimming pool, a clothing-optional sundeck, and an on-site restaurant. A daily continental breakfast is available, as is daily complimentary happy hour. Accommodation with like minded people . This was second stay this year. Return customer always the best

Show more Show less
8.3
Very good
254 reviews
Price from
£186
per night

Most booked homestays in Florida Keys this month

Homestays that guests love in Florida Keys