Top rated Guest houses in Key West

Experience the best that Key West has to offer with our curated list of top-rated places. Sorted by average review scores from venues boasting over 30 reviews, these establishments promise exceptional quality and experiences to elevate your visit in the city. This list contains 14 places from Guest house category.

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Alexander's Guesthouse image
1
Alexander's Guesthouse
Guest house
Upscale, LGBT-only, conch-house-style guesthouse offering free breakfast & a pool.
4.90 (233 reviews)
The Grand Guesthouse image
2
The Grand Guesthouse
Guest house
Laid-back guesthouse offering simple rooms with island-inspired decor, plus free breakfast & Wi-Fi.
4.80 (267 reviews)
Atlantis House image
3
Atlantis House
Guest house
Bright rooms & suites with Wi-Fi in a charming guesthouse set on a property near the beach.
4.80 (99 reviews)
The Artist House image
4
The Artist House
Indoor lodging
This landmark, arty guesthouse dates from the Victorian era & features a pool & daily happy hour.
4.70 (252 reviews)
Coco Plum Inn image
5
Coco Plum Inn
Bed & breakfast
Cozy rooms in an airy B&B set in 2 Victorian houses, plus an outdoor pool & tropical gardens.
4.70 (190 reviews)
Knowles House image
6
Knowles House
Bed & breakfast
Warm B&B in an 1860s clapboard house offering an outdoor pool & rooftop sundeck, plus free Wi-Fi.
4.70 (169 reviews)
The Duval House image
7
The Duval House
Bed & breakfast
Casual B&B offering continental breakfast & an outdoor pool, plus tropical gardens.
4.60 (544 reviews)
Caribbean House image
8
Caribbean House
Bed & breakfast
Bright rooms with minifridges & free Wi-Fi in a laid-back hotel with a pastel-painted facade.
4.60 (267 reviews)
Casa 325 image
9
Casa 325
Guest house
Laid-back guesthouse close to restaurants & bars, offering a pool & rooms with hardwood floors.
4.60 (124 reviews)
Angelina Guest House image
10
Angelina Guest House
Guest house
Laid-back guesthouse set in a 1920s building offering free breakfast & a lagoon-style outdoor pool.
4.50 (267 reviews)
Suite Dreams Inn by the beach image
11
Suite Dreams Inn by the beach
Inn
Upmarket guesthouse offering 5 airy, casual suites, plus a heated outdoor pool & a tropical garden.
4.50 (104 reviews)
Rose Lane Villas image
12
Rose Lane Villas
Guest house
Bright cottages with living rooms, full kitchens & free WiFi, plus an outdoor pool.
4.40 (85 reviews)
New Orleans House image
13
New Orleans House
Guest house
Vibrant guesthouse catering to gay men & offering low-key rooms, a clothing-optional pool & a bar.
4.30 (202 reviews)
Authors Guesthouse Key West image
14
Authors Guesthouse Key West
Guest house
Literary-themed rooms & cottages in a guesthouse with an outdoor pool, a garden & breakfast.
4.20 (276 reviews)
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