Skip to main content

Featured guest house destinations

Destination inspiration for your trip – find a guest house

The best guest houses in Florida Keys

Check out our pick of great guest houses 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.

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 a terrace. Awesome stay! We were welcomed by Foster who gave us great recommandations and was really friendly! The location was perfect!

Show more Show less
9.2
Superb
1,385 reviews
Price from
US$219
per night

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. Features include a free hot American breakfast and a hot tub.The property is located across 4 buildings. Amazing place - well kept, charming and great location!

Show more Show less
9.3
Superb
1,173 reviews
Price from
US$343.85
per night

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.

The southernmost point of the United States is just 5 minutes’ walk from Douglas House inn. Guests will also be just 0.5 km from Key West Lighthouse and Keeper’s Quarters Museum. Douglas House is a really charming guesthouse in Key West perfectly located right next to Duval street. Everything you are looking for in Key West is within walking distance. The little garden is perfect, and we had a big balcony where we enjoyed our mornings and evenings. The apartments are in different sizes and they offer free parking.

Show more Show less
9.1
Superb
2,561 reviews
Price from
US$309
per night

Located in Key West, this Florida adult-only inn offers complimentary, light continental breakfast and free Wi-Fi access. Duval Street is 2 minutes’ drive from the property and The Ernest Hemingway Home and Museum is 3 minutes’ drive away. World class location and property - that’s it!

Show more Show less
9.1
Superb
1,045 reviews
Price from
US$299
per night

Conveniently set in the Downtown Key West district of Key West, The Porch on Frances Inn - Adults Exclusive is located 1.1 km from Duval Street, 1.4 km from Ernest Hemingway Home and Museum and 1.7 km from Key West Aquarium. Among the facilities at this property are a concierge service and free shuttle service, along with free WiFi throughout the property. The property is less than 1 km from the city centre and a 18-minute walk from Simonton Street Beach. Wonderful staff. Beautiful accommodations in a quiet, idyllic neighborhood. Walkable, accessible to all desirable areas. Private space, super cute design throughout the property and room. Comfy bed, well stocked. Loved it!

Show more Show less
9.1
Superb
114 reviews
Price from
US$281.25
per night

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. This 3-star inn offers a range of water sports facilities, a concierge service and free WiFi. The inn has a sun terrace and a hot tub. Everything. Great spot. Lovely grounds

Show more Show less
9.5
Exceptional
129 reviews
Price from
US$299
per night

Guest rooms in the inn are equipped with a coffee machine. Complete with a private bathroom fitted with a shower and free toiletries, all guest rooms at Kings Kamp have a flat-screen TV and air conditioning, and certain rooms also offer a patio. All units will provide guests with a fridge. Fantastic spot, spacious, on the water, great lanai, very comfortable.

Show more Show less
9.1
Superb
17 reviews
Price from
US$272.25
per night

Situated conveniently in the centre of Key West, Green Room at the Grand Maloney offers air-conditioned rooms, a garden and free WiFi. The property is set 500 metres from Mallory Square, 800 metres from Duval Street and 1.2 km from Ernest Hemingway Home and Museum. The inn features city views and an outdoor pool. Proximity to old town. Walked everywhere.

Show more Show less
9
Superb
6 reviews
Price from
US$330.05
per night

Alexander's Guesthouse-Adult Exclusive, LGBTQ Friendly features a hot tub and air-conditioned guest accommodation in the centre of Key West, 1.5 km from Simonton Street Beach, 1.3 km from Duval Street and 1.6 km from Key West Aquarium. The property has garden and quiet street views, and is 1.6 km from Ernest Hemingway Home and Museum. Outdoor seating allows guests to sit outside and enjoy the good weather. Friendly, professional staff that was very accommodating ! Great location from Old Key West. Most places visited were about a 10-15 min walk.

Show more Show less
9.5
Exceptional
42 reviews
Price from
US$409
per night

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

The Pelican Key Largo Cottages features an accessible boat ramp and 3 docks. In addition to fishing, outdoor barbecue facilities and free kayaks are available to guests looking to enjoy the outdoors. 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.

Show more Show less
8.3
Very good
2,386 reviews
Price from
US$143.55
per night

Most booked guest houses in Florida Keys this month

Guest Houses that guests love in Florida Keys