Southernmost Beach Resort
Resort in Key West FL
7.7
Good
From $299
From $299
Info Categories
Resort with Swimming Pool

Heated Pool    Outdoor Pool  

Heated Pool    Outdoor Pool  

Luxury Resort
Beachfront Resort

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The Gardens Hotel
Hotel in Key West FL
9.6
Excellent
From $265
From $265
Info Categories
Hotel with Swimming Pool

Heated Pool    Outdoor Pool  

Heated Pool    Outdoor Pool  

Luxury Hotel

Dog Friendly Hotel

Dog Play Area  

Dog Play Area  

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Andrews Inn & Garden Cottages
Bed & Breakfast in Key West FL
9.5
Excellent
From $268
From $268
Info Categories
Bed & Breakfast with Swimming Pool

Heated Pool    Outdoor Pool  

Heated Pool    Outdoor Pool  

Luxury Bed & Breakfast

Bed & Breakfast near Nightlife Spots

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Oceans Edge Key West
Resort in Key West FL
8.5
Very Good
From $207
From $207
Info Categories
Resort with Swimming Pool

Heated Pool    Outdoor Pool  

Heated Pool    Outdoor Pool  

Luxury Resort

Resort near Golf Courses

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H2O Suites- Adults Only
Resort in Key West FL
9.5
Excellent
From $384
From $384
Info Categories
Luxury Resort

Resort with Swimming Pool

Heated Pool    Rooftop Pool    Panoramic View Pool    Private Pool    Outdoor Pool  

Heated Pool    Rooftop Pool    Panoramic View Pool    Private Pool    Outdoor Pool  

Resort for Honeymoon

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The Marker Waterfront Resort
Resort in Key West FL
8.8
Excellent
From $292
From $292
Info Categories
Luxury Resort

Resort with Swimming Pool

Heated Pool    Outdoor Pool  

Resort with Parking

EV charging stations  

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Santa Maria Suites Resort
Resort in Key West FL
9.3
Excellent
From $391
From $391
Info Categories
Luxury Resort

Resort with Swimming Pool

Heated Pool    Outdoor Pool  

Heated Pool    Outdoor Pool  

Accessible Resort

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Opal Key Resort & Marina
Resort in Key West FL
8.6
Very Good
From $327
From $327
Info Categories
Luxury Resort

Resort with Swimming Pool

Heated Pool    Outdoor Pool  

Resort near The Beach

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Southernmost House Hotel
Hotel in Key West FL
8.7
Very Good
From $468
From $468
Info Categories
Luxury Hotel

Hotel with Swimming Pool

Heated Pool    Outdoor Pool  

Beachfront Hotel

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The Perry Hotel & Marina Key West
Resort in Key West FL
8.9
Excellent
From $202
From $202
Info Categories
Luxury Resort

Resort with Swimming Pool

Heated Pool    Outdoor Pool  

Heated Pool    Outdoor Pool  

Family Friendly Resort

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Beachside Resort & Residences
Resort in Key West FL
8.0
Very Good
From $215
From $215
Info Categories
Luxury Resort

Resort with Swimming Pool

Heated Pool    Outdoor Pool  

Resort near Golf Courses

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Key West Villas
Villas in Key West FL
9.7
Excellent
From $246
From $246
Info Categories
Luxury Villa

Villa with Swimming Pool

Heated Pool    Outdoor Pool  

Villa with Parking

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Parrot Key Hotel & Villas
Resort in Key West FL
8.4
Very Good
From $211
From $211
Info Categories
Resort with Heated Pool

Luxury Resort

Resort with Swimming Pool

Heated Pool    Outdoor Pool  

Heated Pool    Outdoor Pool  

Resort near Golf Courses

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Key West Harbor Inn - Adults Only
Bed & Breakfast in Key West FL
9.2
Excellent
From $230
From $230
Info Categories
Luxury Bed & Breakfast

Bed & Breakfast with Swimming Pool

Heated Pool    Indoor Pool  

Bed & Breakfast with Free Wi-Fi

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Westwinds Inn
Guest House in Key West FL
8.8
Excellent
From $192
From $192
Info Categories
Guest House with Heated Pool

Luxury Guest House

Guest House with Swimming Pool

Heated Pool    Outdoor Pool  

Romantic Guest House

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9.0
Excellent
From $219
From $219
Info Categories
Luxury Hotel

Hotel with Swimming Pool

Heated Pool    Outdoor Pool  

Boutique-style Hotel

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Rose Lane Villas
Villas in Key West FL
8.5
Very Good
From $258
From $258
Info Categories
Luxury Villa

Villa with Swimming Pool

Heated Pool    Outdoor Pool  

Villa near The Beach

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The Gates Hotel Key West
Hotel in Key West FL
7.4
Good
From $192
From $192
Info Categories
Hotel with Heated Pool

Luxury Hotel

Hotel with Swimming Pool

Heated Pool    Outdoor Pool  

Hotel near The Beach

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Leaward Isle Island Retreat
Vacation Home in Key West FL
7.7
Good
Info Categories
Luxury Vacation Home

Vacation Home with Swimming Pool

Heated Pool  

Vacation Home near The Beach

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Paradise Found Cayo Hueso
Apartment in Key West FL
8.9
Excellent
Info Categories
Luxury Apartment

Apartment with Swimming Pool

Heated Pool    Outdoor Pool  

Apartment near The Beach

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Luxury (30)
  •     Heated Pool (30)
  •     Pool (30)
  •     Outdoor Pool (28)
  •     Private Pool (5)
  •     Panoramic View Pool (1)
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  •     Rooftop Pool (1)
  •     Parking (22)
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  •     Honeymoon (12)
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  •     Health & Safety (1)
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