Key West Guest Houses

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Our top choices for Key West guest houses

A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

1. The Grand Guesthouse

Old Town Key West

Justyn

RM825 total

includes taxes & fees

27 Oct - 28 Oct

A tropical outdoor area with palm trees, hanging plants, and string lights.

2. Douglas House - Adults Only

Old Town Key West

Maricela

RM795 total

includes taxes & fees

18 Oct - 19 Oct

A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

3. Duval Inn

Old Town Key West

Arnold J

RM1,304 total

includes taxes & fees

25 Oct - 26 Oct

A covered porch with wicker furniture, potted plants, and a sign for the "Office" at the Palm Hotel.

4. The Palms Hotel

Old Town Key West

Jerry

RM807 total

includes taxes & fees

26 Oct - 27 Oct

A green house with a white porch, a flag, and a sign advertising a property for sale.

5. L'Habitation Guest House - Adults Only

Key West Historic District

Richard

RM781 total

includes taxes & fees

28 Oct - 29 Oct

A wooden boardwalk leading to a beach with palm trees and a clear sky.

6. Amsterdam's Curry Mansion Inn

Key West Historic District

chris

RM1,213 total

includes taxes & fees

28 Oct - 29 Oct

7. The Independent Inn - Formerly Heron House Court

Key West Historic District

Michael

RM780 total

includes taxes & fees

25 Oct - 26 Oct

A gated entrance with lush green foliage and a white picket fence.

8. Coco Plum Inn

Old Town Key West

Riley

RM920 total

includes taxes & fees

18 Oct - 19 Oct

A pool area with lounge chairs, a white fence, and tropical plants.

9. Wicker Guesthouse

Old Town Key West

michael

RM1,112 total

includes taxes & fees

25 Oct - 26 Oct

A covered outdoor seating area with wicker chairs and a glass table, overlooking a lush garden with palm trees and a pool.

10. Curry House

Old Town Key West

donald

RM1,249 total

includes taxes & fees

27 Oct - 28 Oct

A breakfast setup with wine bottles, fruits, and pastries on a tray by a door with a view of a staircase and greenery.

11. The Cabana Inn Key West - Adults Only

Old Town Key West

Donna

RM924 total

includes taxes & fees

27 Oct - 28 Oct

A pool area with a blue table and chairs, surrounded by palm trees and a white building.

12. Banana's Foster Guesthouse

Key West Historic District

michael

RM1,369 total

includes taxes & fees

15 Nov - 16 Nov

A swimming pool with a blue mosaic wall and a waterfall feature.

13. Colors on White

Old Town Key West

Harvey

RM947 total

includes taxes & fees

18 Oct - 19 Oct

A room with a bed, a ceiling fan, and a window with blinds.

14. The Mermaid & Alligator

Old Town Key West

Adam

RM1,100 total

includes taxes & fees

25 Oct - 26 Oct

A white building with green shutters, surrounded by a white picket fence and palm trees.

15. Kona Kai Oasis

Old Town Key West

Leah

RM988 total

includes taxes & fees

26 Oct - 27 Oct

A pool area with a wooden deck, lounge chairs, and umbrellas.

16. The Key West Hotel

Key West Historic District

Preston

RM1,878 total

includes taxes & fees

18 Oct - 19 Oct

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Top Key West Hotel Reviews

Beachside Resort & Residences

10/10 Excellent

"We were very happy with how nice, clean and comfortable our 1 bedroom was. The staff was very helpful via text messages for anything we needed like coffee. The pool was clean and well kept. The shuttle bus to Duval street was a very pleasant surprise and the drivers were really prompt."

Pier House Resort & Spa

8/10 Good

"The location of the property was great for our visit because we had a couple of excursions from the pier not too far. The property was really nice and we enjoyed having the beach to be able to get in the ocean after a hot day. Food and drinks at the hotel were great. The only complaint I have is in our room there was only 1 tabletop lamp and only one in the sitting area so it was real hard to see when trying to get ready with 4 people. Even the bathroom light wasn’t very bright. I would stay here again."

Southernmost Beach Resort and Guesthouses

8/10 Good

"This property is beautiful and in a great location.My husband and I were here for a ling weekend to celebrate his 60th birthday and had a wonderful time. It was awesome to wake up to the sound of ocean waves and tropical breezes. Oh and I can't forget the roosters.. We weren't sure if we needed a car so we waited until we arrived and decided to walk or Uber and it worked out perfectly. The location is just a few minutes walk to the Butterfly conservatory, the Southern Most Point sign, and Seaside Cafe with their famous Lobster pizza...delicious!! Hemmingway House is within walking distance and a must visit when in town. However, I have to say the spa was substandard but expensive for a resort this size. It is small, one room with two beds and that's it. There are tons of amazing restaurants, bars, and other eateries close by or a short ride away and tons of things to do and see. I'm so looking forward to coming back with the rest of our family."

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