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  

Beachfront Resort

Luxury Resort

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The Gardens Hotel
Hotel in Key West FL
9.3
Excellent
From $265
From $265
Info Categories
Hotel with Swimming Pool

Heated Pool    Outdoor Pool  

Heated Pool    Outdoor Pool  

Dog Friendly Hotel

Dog Play Area  

Dog Play Area  

Hotel where Extra Health & Safety Measures Have Been Taken

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Suite Dreams Inn by the Beach
Bed & Breakfast in Key West FL
6.0
Rated
From $219
From $219
Info Categories
Bed & Breakfast with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Heated Pool    Private Pool    Outdoor Pool  

Dog Friendly Bed & Breakfast

Dog Play Area  

Dog Play Area  

Bed & Breakfast near The Beach

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Parmer's Resort
Resort in Little Torch Key FL
8.6
Very Good
From $144
From $144
Info Categories
Resort with Swimming Pool

Heated Pool    Outdoor Pool  

Heated Pool    Outdoor Pool  

Beachfront Resort

Resort near The Beach

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Bahia Bay Resort
Hotel in Key Largo FL
8.6
Very Good
Info Categories
Hotel with Swimming Pool

Heated Pool    Outdoor Pool  

Heated Pool    Outdoor Pool  

Hotel near The Beach
Hotel for Honeymoon
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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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Casa Morada
Resort in Islamorada FL
9.2
Excellent
From $304
From $304
Info Categories
Resort with Swimming Pool

Outdoor Pool  

Outdoor Pool  

Dog Friendly Resort

Dog Play Area  

Dog Play Area  

Resort where Extra Health & Safety Measures Have Been Taken

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The Laureate Key West
Hotel in Key West FL
8.8
Excellent
From $209
From $209
Info Categories
Hotel with Outdoor Pool

Hotel with Swimming Pool

Heated Pool    Outdoor Pool  

Heated Pool    Outdoor Pool  

Dog Friendly Hotel

Hotel near Golf Courses

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Pines & Palms Resort
Resort in Islamorada FL
9.2
Excellent
From $198
From $198
Info Categories
Resort with Swimming Pool

Heated Pool    Outdoor Pool  

Heated Pool    Outdoor Pool  

Beachfront Resort

Family Friendly Resort

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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 Outdoor Pool

Resort with Swimming Pool

Heated Pool    Outdoor Pool  

Heated Pool    Outdoor Pool  

Luxury Resort

Resort near Golf Courses

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8.2
Very Good
From $338
From $338
Info Categories
Resort with Swimming Pool

Outdoor Pool  

Outdoor Pool  

Dog Friendly Resort

Beachfront Resort

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Family Retreat
Vacation Home in Summerland Key FL
Info Categories
Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Dog Friendly Vacation Home

Vacation Home with Free Wi-Fi

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Coconut Cay Resort
Resort in Marathon FL
8.3
Very Good
From $123
From $123
Info Categories
Resort with Outdoor Pool

Resort with Swimming Pool

Outdoor Pool  

Outdoor Pool  

Family Friendly Resort

Dog Friendly Resort

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Cheeca Lodge & Spa
Resort in Islamorada FL
8.6
Very Good
From $229
From $229
Info Categories
Resort with Outdoor Pool

Resort with Swimming Pool

Pool Lap Lanes    Outdoor Pool  

Pool Lap Lanes    Outdoor Pool  

Beachfront Resort

Luxury Resort

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Amara Cay Resort
Hotel in Islamorada FL
8.0
Very Good
From $238
From $238
Info Categories
Hotel with Swimming Pool

Heated Pool    Outdoor Pool  

Heated Pool    Outdoor Pool  

Beachfront Hotel

Hotel near The Beach

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

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  

Luxury Resort

Resort for Honeymoon

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8.8
Excellent
From $292
From $292
Info Categories
Resort with Swimming Pool

Heated Pool    Outdoor Pool  

Resort with Parking

EV charging stations  

Luxury Resort

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Santa Maria Suites Resort
Resort in Key West FL
9.2
Excellent
From $391
From $391
Info Categories
Resort with Outdoor Pool

Resort with Swimming Pool

Heated Pool    Outdoor Pool  

Heated Pool    Outdoor Pool  

Accessible Resort

Luxury Resort

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Hawks Cay Resort
Resort in Marathon FL
7.5
Good
From $297
From $297
Info Categories
Resort with Swimming Pool

Children's Pool    Outdoor Pool  

Children's Pool    Outdoor Pool  

Luxury Resort

Beachfront Resort

Show more
 
8.7
Very Good
From $260
From $260
Info Categories
Resort with Swimming Pool

Heated Pool    Outdoor Pool  

Heated Pool    Outdoor Pool  

Beachfront Resort

Resort near The Beach

Show more
 
*Additional taxes or fees may apply. Please check the final price before completing your booking.
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