2
The Gardens Hotel
Hotel
Landmark lodging with airy, elegant rooms, plus a courtyard pool, a bar & tropical gardens.
4.90 (561 reviews)
3
The Porch on Frances
Hotel
Upscale guesthouse in a 19th-century home featuring refined quarters, some with patios or balconies.
4.90 (110 reviews)
6
Orchid Key Inn
Hotel
Polished quarters, some with whirlpool tubs, in a hotel offering an outdoor pool, a hot tub & a bar.
4.80 (337 reviews)
7
Almond Tree Inn
Hotel
Cozy, contemporary quarters in a motel offering a heated outdoor pool, a hot tub & free breakfast.
4.80 (318 reviews)
8
H2O Suites Hotel
Hotel
Chic suites in a contemporary property with a rooftop pool & a landscaped courtyard.
4.80 (306 reviews)
9
Speakeasy Inn & Rum Bar
Hotel
Bright suites with kitchenettes in a 19th-century inn offering a cocktail bar & a wraparound porch.
4.80 (277 reviews)
10
Marquesa Hotel
Hotel
Classic rooms in a Victorian-era hotel with lush gardens, plus 2 pools, a restaurant & a bar.
4.80 (263 reviews)
11
Key West Villas
Hotel
Caribbean-style rooms, villas & cottages with free Wi-Fi, plus a pool, a sundeck & bike rentals.
4.80 (163 reviews)
13
Seaside Place Key West - Vacation Rental
Vacation home rental agency
ππ My family stayed at Seaside Place in August and loved it! Abbey was great! She responded almost immediately to emails and texts. With the uncertainty of COVID, Abbey helped put us at ease and made sure we were provided with as much information as possible. The house and pool are amazing! Nothing lik...
4.80 (38 reviews)
14
The Capitana Key West
Hotel
Laid-back hotel opposite the Gulf of Mexico offering an outdoor pool, a poolside cafe/bar & a gym.
4.70 (583 reviews)
15
Santa Maria Suites Resort
Hotel
Sophisticated hotel with airy suites, some with garden views, plus 2 pools & a Japanese eatery.
4.70 (478 reviews)
16
Equator Resort Key West
Resort hotel
Clothing-optional hotel for gay men offering casual rooms & free breakfast, plus an outdoor pool.
4.70 (282 reviews)
18
Marrero's Guest Mansion
Bed & breakfast
Victorian house turned-upscale, adults-only B&B with an outdoor pool & free drinks.
4.70 (257 reviews)
19
The Artist House
Indoor lodging
This landmark, arty guesthouse dates from the Victorian era & features a pool & daily happy hour.
4.70 (252 reviews)