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  

Romantic Resort
Beachfront Resort

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The Gardens Hotel
Hotel in Key West FL
9.2
Excellent
From $265
From $265
Info Categories
Hotel with Swimming Pool

Heated Pool    Outdoor Pool  

Heated Pool    Outdoor Pool  

Romantic Hotel

Dog Friendly Hotel

Dog Play Area  

Dog Play Area  

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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  

Romantic Resort
Dog Friendly Resort

Dog Play Area  

Dog Play Area  

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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  

Romantic Resort
Beachfront Resort

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8.3
Very Good
From $338
From $338
Info Categories
Resort with Swimming Pool

Outdoor Pool  

Outdoor Pool  

Romantic Resort

Dog 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 Swimming Pool

Heated Pool    Outdoor Pool  

Heated Pool    Outdoor Pool  

Romantic Resort

Luxury Resort

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9.1
Excellent
From $1,225
From $1,225
Info Categories
Resort with Swimming Pool

Heated Pool    Outdoor Pool  

Heated Pool    Outdoor Pool  

Romantic Resort

Luxury Resort

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

Romantic Resort

Luxury Resort

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Heron House
Guest House in Key West FL
8.5
Very Good
From $144
From $144
Info Categories
Romantic Guest House

Guest House with Swimming Pool

Heated Pool    Outdoor Pool  

Guest House for Adults Only

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From $3,460
From $3,460
Info Categories
Romantic Resort

Resort with Swimming Pool

Outdoor Pool  

Beachfront Resort

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8.7
Very Good
From $468
From $468
Info Categories
Romantic Hotel

Hotel with Swimming Pool

Heated Pool    Outdoor Pool  

Beachfront Hotel

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

Pool Lap Lanes    Outdoor Pool  

Pool Lap Lanes    Outdoor Pool  

Romantic Resort

Beachfront 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  

Romantic Resort
Luxury Resort

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8.8
Excellent
From $244
From $244
Info Categories
Resort with Swimming Pool

Outdoor Pool  

Outdoor Pool  

Romantic Resort

Beachfront Resort

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7.5
Good
From $376
From $376
Info Categories
Resort with Swimming Pool

Outdoor Pool  

Outdoor Pool  

Romantic Resort

Luxury Resort

Show more
 
8.6
Very Good
From $332
From $332
Info Categories
Resort with Swimming Pool

Heated Pool    Pool Lap Lanes    Outdoor Pool  

Heated Pool    Pool Lap Lanes    Outdoor Pool  

Romantic Resort

Luxury Resort

Show more
 
8.7
Very Good
From $435
From $435
Info Categories
Resort with Swimming Pool

Outdoor Pool  

Outdoor Pool  

Romantic Resort

Luxury Resort

Show more
 
9.3
Excellent
From $248
From $248
Info Categories
Hotel with Swimming Pool

Outdoor Pool  

Romantic Hotel

Luxury Hotel

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8.0
Very Good
From $394
From $394
Info Categories
Romantic Resort

Resort with Swimming Pool

Outdoor Pool  

Outdoor Pool  

Beachfront Resort

Show more
 
The Marquesa Hotel
Hotel in Key West FL
9.3
Excellent
From $333
From $333
Info Categories
Romantic Hotel

Hotel with Swimming Pool

Outdoor Pool  

Hotel for Honeymoon

Show more
 
*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Romantic (43)
  •     Pool (43)
  •     Outdoor Pool (42)
  •     Heated Pool (23)
  •     Pool Lap Lanes (2)
  •     Panoramic View Pool (1)
  •     Private Pool (1)
  •     Rooftop Pool (1)
  •     Children's Pool (1)
  •     Honeymoon (39)
  •     Luxury (37)
  •     Parking (35)
  •     Beach (31)
  •     4 Star (30)
  •     Gym (30)
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  •     Business (26)
  •     Beachfront (21)
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  •     Dog Friendly (18)
  •     Golf (18)
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  •     Sustainability Journey (14)
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  •     Dog Play Area (2)
  •     Rooms with Jacuzzi / Hot-Tub (2)
  •     Historic (2)
  •     All-Inclusive Packages (1)
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