Key West Family Hotels

Compare Key West family hotels with pools, free shuttles, and beach access. Check rates and book now for the best deals.

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1-40 out of 40
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  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
7.6
Very good686 total reviews
our site & Booking.com
Private BeachSpa al MaréOceanfront Pools
  • Largest private beach in Key West
  • Historic 1920s architecture and charm
  • Adults-only oceanfront pool
FromUS$ 297 /nightSelect
8.4
Great2139 total reviews
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2.1 mi from City Center851 yd from Kayak Kings Key West
Rum RowFood TruckShuttle Service
  • Two poolside bars with live music
  • Complimentary shuttle to Old Town
  • On-site food truck dining
FromUS$ 118 /nightSelect
8.1
Great1030 total reviews
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Lagoon PoolAirport ShuttleDog Amenities
  • Steps from Smathers Beach
  • Daily poolside smoothies and crafts
  • Pet-friendly with dog amenities
FromUS$ 182 /nightSelect
8.4
Great755 total reviews
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1.5 mi from City Center387 yd from Mallory Square
Jala SpaWaterfront PoolBike Rentals
  • Waterfront sunset views
  • Full-service Jala Spa
  • Complimentary bike rentals
FromUS$ 255 /nightSelect
7.9
Very good17 total reviews
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1.3 mi from City Center284 yd from San Carlos Institute Casa Cuba
Year-Round PoolIsland BarPet Friendly
  • Island-inspired small plates at bar
  • Stylish decor with leather armchairs
  • Year-round outdoor pool with loungers
FromUS$ 974 /nightSelect
8.4
Great695 total reviews
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1.5 mi from City Center213 yd from Mallory Square
Private BeachFull-Service SpaHistoric Bar
  • Private white sand beach
  • Full-service spa
  • Historic Chart Room bar
FromUS$ 319 /nightSelect
8.3
Great3510 total reviews
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1614 yd from City Center1.0 mi from Smathers Beach
Four PoolsShuttle ServiceValet Parking
  • Forbes Best Family Hotel
  • Four distinct pool areas
  • Eco-friendly toiletries
FromUS$ 147 /nightSelect
7.2
Very good433 total reviews
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1649 yd from City Center290 yd from Key West Butterfly and Nature Conservatory
Private BeachFour MarlinsWater Sports
  • Only natural sand beach in Key West
  • Award-winning Key lime pie on-site
  • Complimentary beach popsicle service
FromUS$ 170 /nightSelect
8.2
Great846 total reviews
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2.0 mi from City Center1007 yd from Kayak Kings Key West
Outdoor PoolTiki BarBike Rental
  • Complimentary shuttle to downtown
  • Warm cookies at check-in
  • Iguanas roam pool area
FromUS$ 172 /nightSelect
8.2
Great570 total reviews
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Pool ClubRooftop TerracePerla Restaurant
  • Hemingway Suite with private rooftop terrace
  • Historic Hotel of America landmark
  • Cuban-inspired dining with mojito tasting
FromUS$ 224 /nightSelect
7.8
Very good2298 total reviews
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2.2 mi from City Center499 yd from Kayak Kings Key West
Private BeachHeated PoolWater Shuttle
  • Private beach with Gulf views
  • Complimentary champagne upon arrival
  • Free shuttle to downtown Key West
FromUS$ 188 /nightSelect
8.5
Great1498 total reviews
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1533 yd from City Center300 yd from Key West Cemetery
Outdoor PoolsPoolside BarLive Music
  • Three outdoor swimming pools
  • Bungalow-style historic accommodations
  • Chef-curated breakfast included
FromUS$ 139 /nightSelect
8.1
Great669 total reviews
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1.2 mi from City Center1.1 mi from Smathers Beach
Tiki BarPrivate BeachFree Shuttle
  • Free shuttle to downtown Key West
  • Tiki bar with poolside cocktails
  • Private beach with kayak launch
FromUS$ 184 /nightSelect
9.1
Perfect3109 total reviews
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997 yd from City Center1647 yd from Smathers Beach
Private BeachOutdoor PoolHot Tub
  • Private beach sunset views
  • Wristband key system
  • Complimentary pool smoothies
FromUS$ 297 /nightSelect
8.8
Great3991 total reviews
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1370 yd from City Center308 yd from Key West Cemetery
Saltwater PoolBicycle RentalTesla Charging
  • Eco-certified by Florida Green
  • Outdoor heated saltwater pool
  • Tesla charging stations available
FromUS$ 159 /nightSelect
9.0
Perfect1066 total reviews
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2.0 mi from City Center1.1 mi from Kayak Kings Key West
Infinity PoolPrivate BeachFull Kitchens
  • Beatles-themed bar and grill
  • Private beach for guests only
  • Full kitchens in every suite
FromUS$ 250 /nightSelect
9.0
Perfect602 total reviews
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2.3 mi from City Center472 yd from Kayak Kings Key West
Private BeachFull KitchenLagoon Pool
  • Private beach for resort guests
  • Full kitchens in every suite
  • Zero-entry lagoon-shaped pool
FromUS$ 359 /nightSelect
8.8
Great4858 total reviews
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1682 yd from City Center170 yd from Key West Butterfly and Nature Conservatory
Heated PoolContinental BreakfastBicycle Rental
  • Steps from southernmost point
  • Complimentary trolley tickets
  • Heated outdoor pool
FromUS$ 143 /nightSelect
8.0
Great135 total reviews
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1.4 mi from City Center488 yd from Mallory Square
Private BeachHeated PoolSky Deck
  • Private beach with marina views
  • Lively Tiki bar with sunset views
  • Fishing directly from the marina
FromUS$ 285 /nightSelect
9.2
Perfect895 total reviews
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1654 yd from City Center253 yd from Key West Butterfly and Nature Conservatory
Saltwater PoolsFull KitchensBike Rentals
  • All suites with full kitchens
  • Two saltwater pools in gardens
  • Complimentary happy hour with wine
FromUS$ 190 /nightSelect
8.8
Great890 total reviews
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1638 yd from City Center537 yd from Key West Cemetery
Heated PoolSpaTiki Bar
  • Daily complimentary happy hour
  • Oldest historic hotel in Key West
  • 24-hour pool and jacuzzi access
FromUS$ 235 /nightSelect
7.7
Very good2260 total reviews
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1.2 mi from City Center1.2 mi from Smathers Beach
Private BeachSaltwater PoolWater Sports
  • Wildlife feedings with macaws & sharks
  • On-site jet ski and kayak rentals
  • Free hourly shuttle to Duval St
FromUS$ 123 /nightSelect
8.3
Great211 total reviews
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1.6 mi from City Center324 yd from Mallory Square
Outdoor PoolSpa CenterKitchenettes
  • Suites with kitchenettes and sunset views
  • Staff-led marine life presentations
  • Secluded location near Duval Street
FromUS$ 326 /nightSelect
8.9
Great4074 total reviews
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1703 yd from City Center357 yd from Ernest Hemingway House
Courtyard PoolSun LoungersWine Social
  • Complimentary evening wine social
  • Courtyard pool with waterfall
  • Poolside breakfast with French pastries
FromUS$ 224 /nightSelect
9.4
Perfect417 total reviews
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1.1 mi from City Center160 yd from Ernest Hemingway House
Pool BarBike RentalsTesla Charging
  • Adults-only oasis on Duval Street
  • Complimentary daily happy hour
  • Free bike rentals for exploration
FromUS$ 156 /nightSelect
9.0
Perfect997 total reviews
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Heated PoolBike RentalSpa
  • Historic 1912 property with 3 buildings
  • Resident cat Bert delights guests
  • Lush tropical gardens with koi pond
FromUS$ 145 /nightSelect
The Artist HouseBed & Breakfast
9.4
Perfect372 total reviews
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1.3 mi from City Center259 yd from San Carlos Institute Casa Cuba
Hot TubBicycle RentalCourtyard Garden
  • Historic Victorian architecture in Key West
  • Exclusive access to Secret Garden
  • Social happy hour with complimentary drinks
FromUS$ 125 /nightSelect
8.7
Great404 total reviews
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Heated PoolBike RentalsGarden Courtyard
  • Complimentary afternoon tea
  • Free bike rentals
  • Private cottage patios
FromUS$ 164 /nightSelect
9.5
Perfect413 total reviews
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1.1 mi from City Center203 yd from Ernest Hemingway House
Pool BarHot TubBicycle Rental
  • Adults-only tropical retreat
  • Complimentary happy hour daily
  • Tropical pool with koi pond
FromUS$ 201 /nightSelect
8.1
Great3446 total reviews
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1.1 mi from City Center115 yd from Ernest Hemingway House
Heated PoolPrivate ParkingBicycle Rental
  • Private parking on-site
  • Each room with private entrance
  • Outdoor breakfast by heated pool
FromUS$ 164 /nightSelect
7.6
Very good1453 total reviews
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1041 yd from City Center1559 yd from Smathers Beach
Tiki BarShuttle ServiceOutdoor Pool
  • Free shuttle to downtown
  • Outdoor pool with tiki bar
  • Breakfast served poolside daily
FromUS$ 149 /nightSelect
9.3
Perfect1384 total reviews
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1.1 mi from City Center104 yd from Key West Butterfly and Nature Conservatory
Heated PoolGarden BarBike Rental
  • No resort fees on island
  • Free daily drink voucher
  • Historic Victorian architecture
FromUS$ 253 /nightSelect
8.5
Great2814 total reviews
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1081 yd from City Center548 yd from Key West Cemetery
Heated PoolBike RentalGolf Course
  • Victorian architecture with character
  • Dog-friendly rooms up to 75 pounds
  • Complimentary bike rentals included
FromUS$ 147 /nightSelect
8.3
Great326 total reviews
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2.1 mi from City Center440 yd from Kayak Kings Key West
Boat SlipsFull KitchensSaltwater Pool
  • Marina with boat slips for guests
  • Fully-equipped kitchens in all units
  • Interactive marina bar with games
FromUS$ 204 /nightSelect
8.8
Great942 total reviews
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1.2 mi from City Center274 yd from San Carlos Institute Casa Cuba
Whirlpool SpaOn-Site MassageBike Rentals
  • Private entrances and outdoor spaces
  • Three pools and whirlpool spa
  • Welcome gifts and bike rentals
FromUS$ 299 /nightSelect
The Grand GuesthouseBed & Breakfast
8.5
Great1088 total reviews
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1123 yd from City Center566 yd from Key West Cemetery
Free ParkingBicycle RentalsContinental Breakfast
  • Adults-only literary-themed B&B
  • Eco-friendly with complimentary bike rentals
  • Free on-site parking available
FromUS$ 168 /nightSelect
9.0
Perfect1240 total reviews
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1.0 mi from City Center261 yd from Fury Water Adventures Key West
Outdoor PoolBicycle RentalBarbecue
  • Steps from Duval Street
  • Free on-site parking included
  • Historic cottages with kitchens
FromUS$ 219 /nightSelect
Kona Kai OasisBed & Breakfast
7.2
Very good222 total reviews
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1546 yd from City Center315 yd from Dog Beach
Dipping PoolBicycle HirePicnic Area
  • Dipping pool with deck
  • Tropical garden oasis
  • Pet-friendly guest house
FromUS$ 199 /nightSelect
8.2
Great76 total reviews
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1.4 mi from City Center397 yd from Mallory Square
Outdoor PoolLive MusicWater Sports
  • Live music performances nightly
  • On-site water sport rentals
  • Outdoor pool with garden
FromUS$ 227 /nightSelect
8.8
Great1099 total reviews
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1138 yd from City Center571 yd from Key West Cemetery
Outdoor PoolPicnic AreaContinental Breakfast
  • Tropical garden plunge pool
  • Outdoor picnic area available
  • Quiet neighborhood guesthouse
FromUS$ 134 /nightSelect

Key West family hotels offer a mix of outdoor pools, complimentary breakfast, and free airport shuttles to ease travel with kids. Many properties are near Smathers Beach or within walking distance of Duval Street's restaurants and shops. Budgets vary from moderate to upscale, with resort fees common. For convenience, consider Old Town locations for walkability or quieter areas like the North Roosevelt Boulevard corridor where several hotels provide shuttle service to downtown.

Top-rated options include Hampton Inn Key West (guest score 85) featuring a heated pool with ocean views and free buffet breakfast. Hyatt Centric Key West Resort & Spa (score 84) sits on the waterfront steps from Duval Street, with a spa and two restaurants. DoubleTree by Hilton Grand Key Resort offers a complimentary shuttle to Old Town and a poolside tiki bar. Blue Flamingo Resort (score 83) boasts multiple pools, an on-site Starbucks, and a lively poolside social club. For beachfront stays, Casa Marina Key West and The Reach Key West provide private beach access and multiple pools. Parrot Key Hotel & Villas (score 83) offers four swimming pools and kayaking activities. Book early during peak season for best availability.