Top Resorts in Key West
Find the Top Resorts in Key West – 80+ Quality Options from Leading Providers
21-40 out of 89 resorts
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Resort
8.4
Great265265 reviews10
MapView on map1.5 km from City Centre300 m from Key West Butterfly and Nature Conservatory
From
US$ 190
/night
- Private saltwater pools surrounded by gardens
- Turn-down service with daily gourmet snacks
- Spacious two-bedroom suites with full kitchens
Bed & Breakfast
8.2
Great359359 reviews10
MapView on map1.7 km from City Centre500 m from Key West Cemetery
From
US$ 79
/night
- Adult-only atmosphere for group travel
- Bunk bed rooms sleeping up to six
- Three outdoor pools for relaxation
Hotel
8.4
Great662662 reviews10
- Inner Courtyard
- Wine Social
- Accessible Rooms
1.6 km from City Centre400 m from Ernest Hemingway House
From
US$ 224
/night
- Complimentary evening wine social hour
- Spacious inner courtyard with pool
- Complimentary bottled water delivered nightly
Bed & Breakfast
8.4
Great125125 reviews10
- Happy Hour
- Jacuzzi
- Garden
2.0 km from City Centre300 m from San Carlos Institute Casa Cuba
From
US$ 125
/night
- Historic Victorian architecture
- Daily happy hour with complimentary drinks
- Charming garden with jacuzzi
8.4
Great106106 reviews10
- Outdoor Pool
- Sun Loungers
- Picnic Area
From
US$ 244
/night
- Outdoor swimming pool with sun loungers
- Daily continental breakfast included
- Close to museums and water-sports
Hotel
8.4
Great244244 reviews10
- Outdoor pool
- On-site spa
- Bicycle rentals
From
US$ 145
/night
- Charming historic architecture
- Lush garden with koi ponds
- Resident pet cat adds charm
Hotel
8.2
Great256256 reviews10
- Beach Layout
- Poolside Bar
- Private Cabanas
1000 m from City Centre1.5 km from Smathers Beach
From
US$ 355
/night
- Beautiful beach layout with sunset views
- On-site bar with poolside service
- Pet-friendly hotel for traveling companions
Hotel
8.4
Great827827 reviews10
- Heated Pool
- Concierge Service
- Poolside Bar
3.4 km from City Centre1.6 km from Kayak Kings Key West
From
US$ 299
/night
- Heated outdoor pool with ocean views
- Daily shuttle service to downtown Key West
- Complimentary drinks at the pool bar
8.4
Great333333 reviews10
- Poolside Bar
- Outdoor Pool
- Continental Breakfast
From
US$ 159
/night
- Steps from Hemingway House and Lighthouse
- Charming island-chic poolside bar
- Pet-friendly accommodations available
Guest house
8.2
Great219219 reviews10
- Air Conditioning
- Flat-screen TV
- Private Bathrooms
2.1 km from City Centre300 m from Ernest Hemingway House
From
US$ 142
/night
- Adults-only environment for relaxation
- Proximity to Duval Street nightlife
- Bicycle rentals for exploration
8.2
Great208208 reviews10
- Four Pools
- Bicycle Rentals
- Yoga Space
2.1 km from City Centre400 m from San Carlos Institute Casa Cuba
From
US$ 199
/night
- Restored Victorian and Conch architecture
- Four outdoor pools for relaxation
- Unique cottages with southern-style porches
Resort
8.4
Great518518 reviews10
- Outdoor Pool
- Fitness Center
- Event Space
From
US$ 302
/night
- Beachfront access across from Smathers Beach
- On-site dining with American-Caribbean cuisine
- Flexible event spaces for business meetings
Motel
8.2
Great660660 reviews10
- Heated pool
- Close access
- Bicycle rental
1.5 km from City Centre200 m from Key West Butterfly and Nature Conservatory
From
US$ 168
/night
- Central heated outdoor pool
- Nearby attractions and restaurants
- Accommodating guest services available
Inn
8.2
Great591591 reviews10
- Tropical garden
- Swimming pool
- Pet-friendly
1.8 km from City Centre200 m from Duval Street
From
US$ 205
/night
- Charming tropical garden ambiance
- Adult-only for peaceful stays
- Well-kept rooms and facilities
8.2
Great658658 reviews10
- Private Parking
- Tropical Gardens
- Outdoor Pool
1.8 km from City Centre200 m from Ernest Hemingway House
From
US$ 534
/night
- Two relaxing pools in tropical gardens
- Outdoor breakfast served by the pool
- Charming vintage design throughout property
8.2
Great268268 reviews10
- Fish cleaning tables
- BBQ grills
- Outdoor swimming pool
700 m from City Centre1000 m from Key West Cemetery
From
US$ 159
/night
- Spectacular waterfront views of Garrison Bight
- Houseboat accommodations for a unique stay
- Access to sportfishing and diving activities
Motel
8.2
Great12071207 reviews10
- Rooftop deck
- Swimming pool
- Bicycle rentals
1.2 km from City Centre300 m from Dog Beach
From
US$ 109
/night
- Rooftop deck for sunbathing and stargazing
- 30-room motel in Art Deco style
- Swimming pool with spacious sunbathing area
Bed & Breakfast
8.4
Great199199 reviews10
- Continental Breakfast
- Cocktail Hour
- Garden Terrace
2.2 km from City Centre200 m from Jackson Square
From
US$ 199
/night
- Adults-only environment for tranquility
- Daily cocktail hour for relaxation
- Charming garden and terrace space
Hotel
8.2
Great446446 reviews10
- Pool Bar
- Barbeque Area
- Bicycle Rentals
1000 m from City Centre600 m from Key West Cemetery
From
US$ 161
/night
- Heated outdoor swimming pool
- Daily continental breakfast served poolside
- Pet-friendly rooms available
Guest house
8.4
Great674674 reviews10
- Outdoor pools
- Massage services
- Private balconies
1.7 km from City Centre600 m from Key West Cemetery
From
US$ 210
/night
- Two sparkling outdoor pools
- On-site massage services available
- Complimentary continental breakfast offered
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