Romantic hotels in Key West
Find the Top Romantic hotels in Key West – 30+ Quality Options from Leading Providers
1-38 out of 38 hotels
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8.0
Great284284 reviews10
From
US$ 297
/night
Boasting an American restaurant along with windsurfing, kayaking, and jet skiing, the smoke-free Casa Marina Key West, Curio Collection By Hilton is set in the Downtown Key West district, around 20 minutes' stroll from Nancy Forrester's Secret Garden.
8.4
Great363363 reviews10
From
US$ 182
/night
- Beachfront access to Smathers Beach
- Lagoon-style pool with cabanas
- Tin Cup Chalice Bar & Chill dining
8.2
Great248248 reviews10
- Jala Spa
- Shor Restaurant
- Floating Deck
1.5 mi from City Center400 yd from Mallory Square
From
US$ 255
/night
- Stunning ocean views from room balconies
- On-site turtle habitats for unique experiences
- Complimentary bike rentals for local exploration
8.2
Great570570 reviews10
2.1 mi from City Center900 yd from Kayak Kings Key West
From
US$ 119
/night
The 4-star upscale Blue Flamingo Resort with a sun deck, a sunbathing terrace, and various recreational opportunities offers a setting a 7-minute walk from Key West Tropical Forest and Botanical Garden.
8.4
Great152152 reviews10
- Oceanfront Pool
- On-site Spa
- Private Balconies
1.6 mi from City Center200 yd from Mallory Square
From
US$ 369
/night
- Luxury dining with stunning ocean views
- Rooms with private balconies and sunsets
- Charming spa offering exotic treatments
8.2
Great361361 reviews10
- Food Truck
- Poolside Cabana
- Live Music
From
US$ 143
/night
- Lively pool atmosphere with live music
- Authentic Cuban food truck dining
- Unique wristband room key access
Resort
8.2
Great208208 reviews10
- Private Beach
- Outdoor Pool
- Full-Service Spa
1.5 mi from City Center300 yd from Mallory Square
From
US$ 319
/night
- Private beach with cocktail service
- Unique dining with waterfront views
- Full-service spa with exclusive treatments
Resort
8.4
Great577577 reviews10
- Tropical Gardens
- Adults-Only Pool
- On-site Dining
1700 yd from City Center1.0 mi from Smathers Beach
From
US$ 147
/night
- Four unique pool areas for relaxation
- Luxurious villas with private terraces
- On-site water sports rentals available
Resort
8.4
Great518518 reviews10
- Lagoon Pool
- Beach Access
- Fitness Center
From
US$ 302
/night
- Adjacent to Smathers Beach
- Lagoon-style pool with cabanas
- Pet-friendly with special amenities
8.4
Great397397 reviews10
- Outdoor Pool
- On-site Dining
- Fitness Center
From
US$ 224
/night
- Historic charm with modern luxury
- Prime location on vibrant Duval Street
- Unique Hemingway-themed accommodations
Hotel
8.4
Great824824 reviews10
- Heated Pool
- Tiki Bar
- Concierge Service
2.1 mi from City Center1800 yd from Kayak Kings Key West
From
US$ 130
/night
- Heated pool with ocean views
- Hourly shuttle to downtown attractions
- Two complimentary drinks daily
8.4
Great355355 reviews10
- Heated Pool
- Private Cottages
- Wine Reception
1.0 mi from City Center300 yd from Fury Water Adventures Key West
From
US$ 152
/night
- Exclusive adults-only atmosphere
- Complimentary evening wine and cheese hour
- Beautifully landscaped gardens
8.4
Great302302 reviews10
- Tiki Bar
- Outdoor Pool
- Observation Boardwalk
1.2 mi from City Center1.1 mi from Smathers Beach
From
US$ 184
/night
- Complimentary downtown shuttle service
- On-site Tiki bar with tropical cocktails
- Scenic boardwalk for leisurely strolls
Resort
8.4
Great109109 reviews10
- Private Plunge
- Rooftop Pool
- Fitness Center
1700 yd from City Center200 yd from Duval Street
From
US$ 299
/night
- Luxurious suites with private plunge pools
- Stunning rooftop pool and bar
- Complimentary welcome and happy hour drinks
8.2
Great196196 reviews10
- Private Beach
- On-site Marina
- Rooftop Terrace
2.2 mi from City Center500 yd from Kayak Kings Key West
From
US$ 318
/night
- Private beach with exclusive access
- Luxury Presidential Suite with stunning views
- On-site marina with adventure cruises
8.2
Great169169 reviews10
- Infinity Pool
- Private Beach
- Full Kitchens
2.0 mi from City Center1.1 mi from Kayak Kings Key West
From
US$ 250
/night
- Infinity pool with ocean views
- Full kitchens in every unit
- Private beach access for guests
8.0
Great417417 reviews10
2.1 mi from City Center600 yd from Kayak Kings Key West
From
US$ 87
/night
Boasting a swimming pool, newly built Hilton Garden Inn Key West / The Keys Collection is around a 25-minute stroll from State Harbor.
8.4
Great757757 reviews10
- Saltwater Pool
- Bicycle Rentals
- Continental Breakfast
1400 yd from City Center400 yd from Key West Cemetery
From
US$ 169
/night
- Outdoor heated saltwater swimming pool
- Eco-friendly green boutique hotel
- Rooms with private balconies
Resort
8.2
Great937937 reviews10
- Saltwater Pool
- Bicycle Rentals
- Outdoor Dining
1.2 mi from City Center1.2 mi from Smathers Beach
From
US$ 123
/night
- Unique wildlife interactions for families
- Free shuttle service to downtown attractions
- On-site fresh seafood restaurant option
Hotel
8.6
Great167167 reviews10
- Private Cottages
- Two Pools
- Live Music
1.1 mi from City Center200 yd from Fury Water Adventures Key West
From
US$ 309
/night
- Unique self-serve wine room experience
- Private cottages with home-like atmosphere
- Tranquil gardens with live music events
8.2
Great248248 reviews10
- Bungalow Bar
- Continental Breakfast
- Private Pools
1600 yd from City Center300 yd from Key West Cemetery
From
US$ 139
/night
- Three inviting pools with unique atmospheres
- Charming bungalow-style accommodations
- Live music and vibrant entertainment options
8.4
Great442442 reviews10
- Heated Pools
- Wine Bar
- Outdoor Patio
1800 yd from City Center200 yd from Duval Street
From
US$ 109
/night
- Adults-only atmosphere for peaceful retreats
- Wine and cheese happy hour every evening
- Two heated pools for year-round enjoyment
8.4
Great220220 reviews10
- Outdoor Pool
- Hot Tub
- Bike Hire
2.3 mi from City Center500 yd from Kayak Kings Key West
From
US$ 356
/night
- Fully equipped suites with private balcony
- Outdoor pool with hot tub amenities
- On-site activities: snorkeling and fishing
Inn
8.4
Great364364 reviews10
- Tiki bar
- Outdoor pool
- Bicycle rentals
1700 yd from City Center600 yd from Key West Cemetery
From
US$ 235
/night
- Complimentary happy hour events daily
- Unique historic charm and character
- Beautiful tropical landscaping throughout
Resort
8.4
Great265265 reviews10
- Saltwater Pools
- Full Kitchens
- Concierge Service
1700 yd from City Center300 yd from Key West Butterfly and Nature Conservatory
From
US$ 190
/night
- Saltwater pools surrounded by lush gardens
- Full kitchens for meal preparation convenience
- Complimentary daily happy hour with wine
8.4
Great333333 reviews10
- Outdoor Pool
- Poolside Bar
- Hemingway Suite
From
US$ 159
/night
- Steps from Hemingway House and lighthouse
- Island-chic poolside bar with mojitos
- Hemingway Suite for wedding gatherings
8.6
Great116116 reviews10
- Heated Pool
- Koi Pond
- Daily Happy Hour
1.1 mi from City Center300 yd from Ernest Hemingway House
From
US$ 201
/night
- Daily happy hour with complimentary snacks
- Serene tropical gardens and koi pond
- Effective air conditioning in each room
Hotel
8.4
Great244244 reviews10
- Outdoor Pool
- Garden Area
- Bicycle Rentals
From
US$ 145
/night
- Beautiful lush gardens and koi ponds
- Historic architecture with Victorian charm
- On-site Essera Spa massage services
Hotel
8.4
Great662662 reviews10
- Inner Courtyard
- Wine Social
- Outdoor Breakfast
1800 yd from City Center400 yd from Ernest Hemingway House
From
US$ 224
/night
- Complimentary local pastries at breakfast
- Complimentary evening wine social hour
- Spacious inner courtyard for relaxation
8.2
Great591591 reviews10
- Saltwater Pool
- Tropical Garden
- Private Balconies
1.1 mi from City Center300 yd from Duval Street
From
US$ 205
/night
- Charming tropical gardens for relaxation
- Delightfully dog-friendly accommodations
- Newly renovated Superior King Suites
8.0
Great291291 reviews10
- Outdoor Pool
- Bicycle Rentals
- Luggage Storage
From
US$ 108
/night
- Charming historic inn ambiance
- Complimentary bakery breakfast vouchers
- Bicycle rentals for 1 cent each
8.2
Great659659 reviews10
- Private parking
- Heated pool
- Tropical gardens
1.1 mi from City Center200 yd from Ernest Hemingway House
From
US$ 164
/night
- Charming outdoor breakfast by the pool
- Multiple pools for guests' relaxation
- Historic cottages with private entries
8.2
Great208208 reviews10
- Outdoor Pools
- Bicycle Rentals
- Concierge Service
1.3 mi from City Center400 yd from San Carlos Institute Casa Cuba
From
US$ 175
/night
- Four unique swimming pools
- Restored Victorian and Conch architecture
- Eclectic, living design property
Hotel
8.2
Great446446 reviews10
- Heated Pool
- Bicycle Rentals
- BBQ Area
1100 yd from City Center600 yd from Key West Cemetery
From
US$ 147
/night
- Heated pool with pool bar
- Complimentary continental breakfast offered
- Bicycles available for rent
8.4
Great167167 reviews10
- Heated Pool
- Tropical Garden
- Outdoor Seating
From
US$ 164
/night
- Complimentary bike rentals for exploration
- Charming cottage-style accommodations
- Pet-friendly policy for furry friends
8.4
Great229229 reviews10
- Lagoon Pool
- Hot Tub
- Cabanas
1.3 mi from City Center100 yd from Jackson Square
From
US$ 289
/night
- Adult-exclusive tranquil environment
- Daily wine and cheese happy hour
- Lush courtyard oasis for relaxation
8.2
Great155155 reviews10
- Heated Pool
- Spa Services
- Bicycle Rentals
1.1 mi from City Center100 yd from Ernest Hemingway House
From
US$ 130
/night
- Charming adults-only atmosphere
- Historic Conch-style structure
- Complimentary Champagne mimosas
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