Hotels with Pool in Key West Historic District, FL

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  2. Hotels with Pool
  3.  USA
  4.  Florida
  5.  Key West
  6.  Key West Historic District
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Explore 243 Hotels with Pool in Key West Historic District from $242

Curry House - Room 1
Curry House - Room 1
Hotel
Key West, FL, USA
0.2k from Key West Historic District center

B&bs, Accommodations, Pools, Inns, Lodgings, Vacation rentals, Places to stay, Beach rentals

6.4

Good

8 reviews

$528
Average price / night
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Key West Villas
Key West Villas
Hotel
512 Angela St, Key West, FL, 33040, United States
0.3k from Key West Historic District center

AC, Bar, Breakfast Included, Housekeeping, Internet, Laundry, Microwave, Outdoor Space, Parking Available

9.8

Exceptional

257 reviews

$392
Average price / night
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Curry House - Rooms 3 & 4
Curry House - Rooms 3 & 4
Hotel
Key West, FL, USA
0.2k from Key West Historic District center

B&bs, Accommodations, Pools, Inns, Lodgings, Places to stay

6.0

Review score

2 reviews

$881
Average price / night
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Paradise Inn Key West - Adults Only
Paradise Inn Key West - Adults Only
Hotel
819 Simonton Street, Key West, FL, 33040, United States
0.3k from Key West Historic District center

AC, Breakfast Included, Free Parking, Hot Tub, Microwave, Outdoor Space, Parking Available, Pool, TV

9.2

Superb

1006 reviews

$290
Average price / night
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Curry House - Room 5
Curry House - Room 5
Hotel
Key West, FL, USA
0.2k from Key West Historic District center

B&bs, Accommodations, Pools, Inns, Lodgings, Places to stay

6.8

Good

6 reviews

$553
Average price / night
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Island City House Hotel
Island City House Hotel
Hotel
411 William Street, Key West, FL, 33040, United States
0.3k from Key West Historic District center

AC, Housekeeping, Internet, Kitchen, Laundry, Microwave, Outdoor Space, Pool, TV

9.6

Exceptional

1000 reviews

$349
Average price / night
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Curry House - Pool, King Bed & Balcony! Room 7
Curry House - Pool, King Bed & Balcony! Room 7
Hotel
Key West, FL, USA
0.2k from Key West Historic District center

B&bs, Accommodations, Pools, Inns, Lodgings, Places to stay

7.2

Good

6 reviews

$411
Average price / night
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Ella's Cottages - Key West Historic Inns
Ella's Cottages - Key West Historic Inns
Hotel
811 Simonton Street, Key West, FL, 33040, United States
0.3k from Key West Historic District center

AC, Breakfast Included, Heater, Housekeeping, Internet, Microwave, No Smoking, Outdoor Space, Parking Available

9.4

Superb

457 reviews

$498
Average price / night
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Curry House- 3rd Floor, King Bed, & Balcony Room 8
Curry House- 3rd Floor, King Bed, & Balcony Room 8
Hotel
Key West, FL, USA
0.2k from Key West Historic District center

B&bs, Cheap, Accommodations, Pools, Inns, Lodgings, Places to stay

8.1

Very Good

7 reviews

$557
Average price / night
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Winslow's Bungalows - Key West Historic Inns
Winslow's Bungalows - Key West Historic Inns
Hotel
725 Truman Avenue, Key West, FL, 33040, United States
0.4k from Key West Historic District center

AC, Bar, Breakfast Included, Crib, Free Parking, Heater, Housekeeping, Internet, Microwave

9.2

Superb

1237 reviews

$431
Average price / night
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Duval Inn - Key West
Duval Inn - Key West
Hotel
Key West Historic District, Key West, Florida, USA
0.3k from Key West Historic District center

Accommodations, Pools, Motels, Parking, Romantic, Lodgings, Places to stay

8.1

Very Good

902 reviews

$460
Average price / night
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Silver Palms Inn
Silver Palms Inn
Hotel
830 Truman Ave, Key West, FL, 33040, United States
0.4k from Key West Historic District center

AC, Breakfast Included, Elevator, Frontdesk 24 Hour, Housekeeping, Internet, Microwave, No Smoking, Pool

9.4

Superb

1020 reviews

$335
Average price / night
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Pegasus International Hotel
Pegasus International Hotel
Hotel
501 Southard Street, Key West, FL, 33040, United States
0.4k from Key West Historic District center

AC, Breakfast Included, Elevator, Free Parking, Hot Tub, Internet, Microwave, No Smoking, Outdoor Space

8.2

Very Good

1003 reviews

$401
Average price / night
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Island City House
Island City House
Hotel
Key West, FL, USA
0.3k from Key West Historic District center

Accommodations, Pools, Romantic, 3-star, Lodgings, Places to stay, Self-catering, Accessible hotels

9.0

Fabulous

704 reviews

$1531
Average price / night
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Paradise Inn - Adult Exclusive
Paradise Inn - Adult Exclusive
Hotel
Key West, FL, USA
0.3k from Key West Historic District center

B&bs, Accommodations, Pools, Parking, Inns, Romantic, 3-star, Lodgings, Hot tubs

8.4

Very Good

715 reviews

$270
Average price / night
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The Gardens Hotel
The Gardens Hotel
Hotel
Key West Historic District, Key West, Florida, USA
0.3k from Key West Historic District center

Accommodations, Pools, Parking, Romantic, 4-star, Lodgings, Places to stay, Accessible hotels

9.7

Exceptional

141 reviews

$1074
Average price / night
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Truman Hotel
Truman Hotel
Hotel
Key West, FL, USA
0.4k from Key West Historic District center

Accommodations, Pools, Parking, Romantic, Boutique, 3-star, Lodgings, Places to stay, Family

8.9

Fabulous

3248 reviews

$244
Average price / night
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La Pensione Inn - Adult Exclusive
La Pensione Inn - Adult Exclusive
Hotel
Key West Historic District, Key West, Florida, USA
0.4k from Key West Historic District center

Accommodations, Pools, Parking, Romantic, 3-star, Lodgings, Vacation rentals, Places to stay, Accessible hotels

8.7

Fabulous

644 reviews

$511
Average price / night
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The Mermaid & The Alligator
The Mermaid & The Alligator
Hotel
Key West, FL, USA
0.4k from Key West Historic District center

Accommodations, Pools, Lodgings, Hot tubs, Places to stay

9.3

Superb

148 reviews

$2197
Average price / night
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La Concha Key West, Autograph Collection
La Concha Key West, Autograph Collection
Resort
Key West, FL, USA
0.5k from Key West Historic District center

Accommodations, Pools, Resorts, Parking, Romantic, 4-star, Lodgings, Places to stay, Accessible hotels

8.3

Very Good

54 reviews

$306
Average price / night
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Wicker Guesthouse
Wicker Guesthouse
Hotel
Key West, FL, USA
0.5k from Key West Historic District center

B&bs, Accommodations, Pools, Parking, Inns, Romantic, Pet-friendly, 3-star, Lodgings

8.0

Good

2911 reviews

$242
Average price / night
Check Availability

Pro Tip for Travelers:
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Key West Historic District Hotels with Pool on the Map

Frequently Asked Questions

Hotels with pools in Key West Historic District may offer indoor, outdoor, rooftop, or heated pools. Some properties also feature family-friendly or infinity pool options.

You can find 243 hotels with pools in Key West Historic District, with prices starting from around $242 per night, making them accessible for various budgets.

Availability depends on the property and climate. Indoor or heated pools are often open year-round, while outdoor pools may be seasonal.

Yes, many properties also provide features like Pool, Guest Services, and Balcony/Terrace alongside pool access.

Yes, you can refine your search based on pool type, guest ratings, amenities, and pricing to find the best match for your stay.