Search guest houses in Florida Keys

Find the guest houses that appeal to you the most

Featured guest house destinations

Destination inspiration for your trip – find a guest house

Key West

8 guest houses

The best guest houses in Florida Keys

Check out our pick of great guest houses in Florida Keys

Filter by:

Star rating
Review score

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...

L
Lisandre
From
Canada
Awesome stay! We were welcomed by Foster who gave us great recommandations and was really friendly! The location was perfect!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 1,406 reviews
Price from
US$419
1 night, 2 adults

Southernmost Point Guest House & Garden Bar

Downtown Key West, Key West

This Key West, Florida Southernmost Point Guest House & Garden Bar is located on Duval Street 110 metres from the Southernmost Point and 73 metres from the beach.

H
HANKI
From
United States
Room was clean and perfect location breakfast was great
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,170 reviews
Price from
US$481.85
1 night, 2 adults

Douglas House

Downtown Key West, Key West

Located just 2 minutes’ walk from the Ernest Hemingway Home and Museum, this adult-only inn features free parking and a shared outdoor swimming pool. Free Wi-Fi is also available.

N
Niall
From
Ireland
Perfect location for Duval Street, yet still peaceful and quiet. Spacious, clean accommodation.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2,573 reviews
Price from
US$206.10
1 night, 2 adults

Simonton Court Historic Inn & Cottages

Downtown Key West, Key West

Located in Key West, this Florida adult-only inn offers complimentary, light continental breakfast and free Wi-Fi access.

M
Melissa
From
United Kingdom
The most beautiful place to stay. We stayed in one of the bungalows and it was incredible we didn’t want to leave. Eric on the front desk was awesome :)
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 1,037 reviews
Price from
US$429
1 night, 2 adults

Kona Kai Resort and Gallery

Key Largo

Located in Key Largo, 5.1 km from Pigeon Key, Kona Kai Resort and Gallery provides accommodation with an outdoor swimming pool, free private parking, a garden and a private beach area.

D
Dario
From
Spain
Really beautiful resort. Room was perfect. Very friendly staff.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 130 reviews
Price from
US$259
1 night, 2 adults

The Pelican Key Largo Cottages

Key Largo

Located on Florida Bay, The Pelican Key Largo Cottages offers accommodation in Key Largo. Guests can enjoy free WiFi during their stay.

C
Christine
From
Ireland
I loved our stay at The Pelican Key Largo. Our cottage was a delight with a feeling of privacy. Car parking right outside our door. Spotlessly clean. Fridge, microwave and coffee machine were great. Coffee machine allowed you to just heat water so it was possible to make a cup of tea. Huge comfortable bed with crisp white cotton bedding. The beach was right beside us and we enjoyed a swim. The beach area was well maintained and had beds and chairs to relax on. I highly commend this resort.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 2,388 reviews
Price from
US$146.67
1 night, 2 adults

Winslow's Bungalows - Key West Historic Inns

Downtown Key West, Key West

Located in Key West, Florida, Winslow's Bungalows features 3 swimming pools, free WiFi access, and complimentary continental breakfast.

V
Vicki
From
United Kingdom
Lovely hotel, rooms and grounds are really nice, staff are very friendly. Great location for exploring Key West
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 1,258 reviews
Price from
US$209.30
1 night, 2 adults

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. It is set 1.7 km from South Beach and features a concierge service.

K
Katerina
From
Czech Republic
Luxury room Hemingway…and you can walk anywhere on key west
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 1,128 reviews
Price from
US$149
1 night, 2 adults

Courtney's Place Historic Cottages & Inns

Downtown Key West, 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.

O
Oleksandr
From
Ukraine
We could have a trip due to my daughter’s illness, but the owners were so kind that they proposed to postpone the deposit for the future period of payment of housing.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,278 reviews
Price from
US$249
1 night, 2 adults

Waterside Suites and Marina

Key Largo

Offering two-floor houses with balconies and views of Key Largo Marina, Waterside Suites and Marina is located on the scenic Ocean Drive on Key Largo. Miami is about one hour away by car.

S
Sean
From
Australia
Great location, fantastic room
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 1,472 reviews
Price from
US$122.55
1 night, 2 adults
All guest houses in Florida Keys

Most booked guest houses in Florida Keys this month

See all

Popular with guests booking guest houses in Florida Keys

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 862 reviews

Popular with guests booking guest houses in Florida Keys

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 702 reviews

Popular with guests booking guest houses in Florida Keys

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,278 reviews

Popular with guests booking guest houses in Florida Keys

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 1,128 reviews

Popular with guests booking guest houses in Florida Keys

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 187 reviews

Popular with guests booking guest houses in Florida Keys

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 337 reviews

Popular with guests booking guest houses in Florida Keys

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 390 reviews

Popular with guests booking guest houses in Florida Keys

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 469 reviews

Guest houses that guests love in Florida Keys

See all
Avg. price/night: US$349.88
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 337 reviews
Sammy the host and Katey his dog were the best...Sammy made the most fabulous waffles with fresh fruit and his hospitality was beyond any rating! Location was ideal...off the beaten path, but with a short walking distance to Duval Street.
Guest review by
Elisa
Family with young children
Avg. price/night: US$325.13
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,278 reviews
location was perfect, nestled in a quiet area however close enough to duval and all the restaurants & shops. Loved the quaintness of the place. All of the staff was very pleasant and accommodating. Breakfast was your typical continental and there was plenty of variety. Very nice big area in back with tables & chairs, covered with a tiki hut (big), soda machine and ice machine.
Guest review by
pam
Young couple
Avg. price/night: US$331.90
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 187 reviews
The hosts were very friendly. The room and the facilities met the expecations. I like the fact that they were really upfront on what to expect, also in terms of noise. The guest house is really well located. The discount for the Parking worked like a bliss, and at a very reasonable rate. I would stay here again.
Guest review by
Harald
Young couple
Avg. price/night: US$156.38
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 1,128 reviews
Minimal room in terms of space, but modern, spotless and comfortable. With large balcony. Charming structure in a quiet area, not far from the centre. Comfortable bed, satisfying breakfast. Kind staff. Advised!
Guest review by
Fulvio
Young couple
Avg. price/night: US$358.88
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 862 reviews
hidden gem, location is so beautiful with all the trees and plant, skimming pool, interaction with other guests, drinking water available, walking distance to duval, great working WiFi, free parking spots, very Safe, smooth check in, Steven is a great host.
Guest review by
Anneke
Young couple