Skip to main content

The 10 Best Homestays in Key West, USA

Check out our pick of great homestays in Key West

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.

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.

Luxury room Hemingway…and you can walk anywhere on key west

Show more Show less
8.2
Very good
1,254 reviews
Price from
£134
per night

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.

staff fantastic - we arrived late and a letter was pinned to door with instructions for room entry. room was big, clean and had amenities. we locked ourselves out that night. staff drove back to apartments to let us in. great location, few mins walk from town, but this was a quiet oasis with a pool. Superb

Show more Show less
8.9
Fabulous
1,435 reviews
Price from
£260
per night

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.

Great location with easy access for everything in walking distance. Nice heated pool. Accomodation clean and wheel.

Show more Show less
8.8
Fabulous
1,111 reviews
Price from
£247
per night

Located in the centre of Key West, just 300 metres from South Beach and 700 metres from Higgs Beach, Alexander Palms Court - No Hidden Resort Fees! provides accommodation with pool views and free WiFi. There is a private entrance at the guest house for the convenience of those who stay. Featuring family rooms, this property also provides guests with a sun terrace.

Beautiful little unit with a private garden courtyard. Lovely bright touches and cheerful feeling. Swimming pool was cute and very friendly.

Show more Show less
8.6
Fabulous
881 reviews
Price from
£206
per night

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.

The rooms are small, but are furnished very nicely. Everyone was very nice and helpful. The breakfast was outside and would surely have been really nice, if it wasn't pouring rain, but that's the risk when you travel off season. The location was perfect. Duval St, Beach & everything in walking distance, but also quiet enough to have a restful night. We would totally recommend to stay here!

Show more Show less
8.4
Very good
552 reviews
Price from
£200
per night

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 style of the property inside and outside was really nice American 1950’s.

Show more Show less
8.3
Very good
336 reviews
Price from
£296
per night

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
8.8
Fabulous
388 reviews
Price from
£157
per night

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.

Location was perfect, less than a block away from Duval, and only 2 blocks away from Hemingways house and the lighthouse. Suite has plenty space, totally independent, and I was lucky enough to get a parking spot right besides. There's a pharmacy right across the road, and a vehicle rental agency right in front.

Show more Show less
8.1
Very good
387 reviews
Price from
£273
per night

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.

A great place just to be yourself.

Show more Show less
8.3
Very good
288 reviews
Price from
£199
per night

Looking for a homestay?

Travellers on a budget looking to experience a place like a local will enjoy homestays. This simple accommodation is in a private home, where the host also lives. All facilities are shared and in most cases breakfast is included.
Search homestays in Key West

Most booked homestays in Key West this month

Homestays that guests love in Key West

Research, refine and make plans for your whole trip