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$ 415
/night
The excellent 5-star Casa Marina Key West, Curio Collection By Hilton is set in the museum Downtown Key West district about a 5-minute walk from Higgs Beach, it features a lounge bar along with facials, yoga classes, and water sports facilities.
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$ 723
/night
- Stunning ocean views from room balconies
- On-site turtle habitats for unique experiences
- Complimentary bike rentals for local exploration
8.4
Great152152 reviews10
- Oceanfront Pool
- On-site Spa
- Private Balconies
1.6 mi from City Center200 yd from Mallory Square
From
US$ 530
/night
- Luxury dining with stunning ocean views
- Rooms with private balconies and sunsets
- Charming spa offering exotic treatments
8.2
Great570570 reviews10
2.1 mi from City Center900 yd from Kayak Kings Key West
From
US$ 119
/night
Featuring a gym and a swimming pool, the 24 North Hotel Key West is located 10 minutes by car from Fort Zachary Taylor Historic State Park.
Resort
8.2
Great208208 reviews10
- Private Beach
- Outdoor Pool
- Full-Service Spa
1.5 mi from City Center300 yd from Mallory Square
From
US$ 844
/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$ 245
/night
- Four unique pool areas for relaxation
- Luxurious villas with private terraces
- On-site water sports rentals available
8.2
Great361361 reviews10
- Food Truck
- Poolside Cabana
- Live Music
From
US$ 308
/night
- Lively pool atmosphere with live music
- Authentic Cuban food truck dining
- Unique wristband room key access
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
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$ 535
/night
- Heated pool with ocean views
- Hourly shuttle to downtown attractions
- Two complimentary drinks daily
8.4
Great397397 reviews10
- Outdoor Pool
- On-site Dining
- Fitness Center
From
US$ 669
/night
- Historic charm with modern luxury
- Prime location on vibrant Duval Street
- Unique Hemingway-themed accommodations
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
- 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
Resort
- 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
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
8.0
Great417417 reviews10
2.1 mi from City Center600 yd from Kayak Kings Key West
From
US$ 414
/night
Offering a tiki bar onsite, along with a hot tub and an outdoor swimming pool, the upscale Hilton Garden Inn Key West / The Keys Collection boasts a location in an entertainment area.
Hotel
8.4
Great757757 reviews10
- Saltwater Pool
- Bicycle Rentals
- Continental Breakfast
1400 yd from City Center400 yd from Key West Cemetery
From
US$ 558
/night
- Outdoor heated saltwater swimming pool
- Eco-friendly green boutique hotel
- Rooms with private balconies
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
- 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
8.2
Great196196 reviews10
- Private Beach
- On-site Marina
- Rooftop Terrace
2.2 mi from City Center500 yd from Kayak Kings Key West
From
US$ 324
/night
- Private beach with exclusive access
- Luxury Presidential Suite with stunning views
- On-site marina with adventure cruises
- 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
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
Inn
8.4
Great364364 reviews10
- Tiki bar
- Outdoor pool
- Bicycle rentals
1700 yd from City Center600 yd from Key West Cemetery
From
US$ 466
/night
- Complimentary happy hour events daily
- Unique historic charm and character
- Beautiful tropical landscaping throughout
Hotel
- 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
8.4
Great220220 reviews10
- Outdoor Pool
- Hot Tub
- Bike Hire
2.3 mi from City Center500 yd from Kayak Kings Key West
From
US$ 359
/night
- Fully equipped suites with private balcony
- Outdoor pool with hot tub amenities
- On-site activities: snorkeling and fishing
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
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
8.2
Great248248 reviews10
- Bungalow Bar
- Continental Breakfast
- Private Pools
1600 yd from City Center300 yd from Key West Cemetery
From
US$ 406
/night
- Three inviting pools with unique atmospheres
- Charming bungalow-style accommodations
- Live music and vibrant entertainment options
- 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
8.4
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
8.0
Great291291 reviews10
- Outdoor Pool
- Bicycle Rentals
- Luggage Storage
From
US$ 336
/night
- Charming historic inn ambiance
- Complimentary bakery breakfast vouchers
- Bicycle rentals for 1 cent each
Hotel
8.2
Great446446 reviews10
- Heated Pool
- Bicycle Rentals
- BBQ Area
1100 yd from City Center600 yd from Key West Cemetery
From
US$ 250
/night
- Heated pool with pool bar
- Complimentary continental breakfast offered
- Bicycles available for rent
8.2
Great659659 reviews10
- Private parking
- Heated pool
- Tropical gardens
1.1 mi from City Center200 yd from Ernest Hemingway House
From
US$ 309
/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 Center200 yd from Red Barn Theatre
From
US$ 175
/night
- Four unique swimming pools
- Restored Victorian and Conch architecture
- Eclectic, living design property
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
8.4
Great167167 reviews10
- Heated Pool
- Tropical Garden
- Outdoor Seating
From
US$ 461
/night
- Complimentary bike rentals for exploration
- Charming cottage-style accommodations
- Pet-friendly policy for furry friends
8.4
Great158158 reviews10
- Outdoor pool
- Bicycle rentals
- Concierge services
1500 yd from City Center300 yd from Key West Cemetery
From
US$ 139
/night
- Victorian mansion with island-inspired charm
- Outdoor swimming pool open year-round
- Bicycle rentals to explore Key West
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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