Hotels with Pool in Historic Seaport, FL

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  2. Hotels with Pool
  3.  USA
  4.  Florida
  5.  Key West
  6.  Historic Seaport
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Explore 243 Hotels with Pool in Historic Seaport from $285

Ridley House - Key West Historic Inns
Ridley House - Key West Historic Inns
Hotel
Key West, FL, USA
0.1k from Historic Seaport center

B&bs, Cheap, Accommodations, Pools, Inns, Pet-friendly, 3-star, Lodgings, Places to stay

8.8

Fabulous

215 reviews

$377
Average price / night
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Island Hideaway with Three Pools and Easy Access to Watersports Rentals
Island Hideaway with Three Pools and Easy Access to Watersports Rentals
Hotel
Key West, FL, 33040, United States
0.1k from Historic Seaport center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

New to Booking
$409
Average price / night
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Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & Cottages
Hotel
Key West, FL, USA
0.2k from Historic Seaport center

B&bs, Accommodations, Pools, Parking, Inns, Romantic, 4-star, Lodgings, Places to stay

9.1

Superb

1048 reviews

$2290
Average price / night
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Classic 2 Queen Room at Marker Key West Harbor - Minutes from the Ocean
Classic 2 Queen Room at Marker Key West Harbor - Minutes from the Ocean
Hotel
Key West, FL, 33040, United States
0.1k from Historic Seaport center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

10.0

Exceptional

2 reviews

$409
Average price / night
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Blue Room at the Grand Maloney
Blue Room at the Grand Maloney
Hotel
Key West, FL, USA
0.2k from Historic Seaport center

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

9.3

Superb

3 reviews

$403
Average price / night
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Tropical Key West Retreat with 3 Swimming Pools, Steps from Dining & Shops
Tropical Key West Retreat with 3 Swimming Pools, Steps from Dining & Shops
Hotel
Key West, FL, 33040, United States
0.1k from Historic Seaport center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

New to Booking
$817
Average price / night
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Yellow Room at Grand Maloney
Yellow Room at Grand Maloney
Hotel
Key West, FL, USA
0.2k from Historic Seaport center

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

5.0

Review score

1 reviews

$551
Average price / night
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Marker Key West Harbor, 2 Classic 2 Queens, 3 Onsite Pools & Pets are Welcome
Marker Key West Harbor, 2 Classic 2 Queens, 3 Onsite Pools & Pets are Welcome
Hotel
Key West, FL, 33040, United States
0.1k from Historic Seaport center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

8.0

Good

1 reviews

$817
Average price / night
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Green Room at the Grand Maloney
Green Room at the Grand Maloney
Hotel
Key West, FL, USA
0.2k from Historic Seaport center

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

8.5

Very Good

4 reviews

$429
Average price / night
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Relaxing Key West Getaway with 3 Onsite Swimming Pools, Minutes to Beaches
Relaxing Key West Getaway with 3 Onsite Swimming Pools, Minutes to Beaches
Hotel
Key West, FL, 33040, United States
0.1k from Historic Seaport center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

New to Booking
$1222
Average price / night
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Carriage House at Grand Maloney
Carriage House at Grand Maloney
Hotel
Key West, FL, USA
0.2k from Historic Seaport center

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

New to Booking
$403
Average price / night
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3 Classic 2 Queen Rooms at Marker Key West Harbor - Pet-friendly Property
3 Classic 2 Queen Rooms at Marker Key West Harbor - Pet-friendly Property
Hotel
Key West, FL, 33040, United States
0.1k from Historic Seaport center

AC, Balcony, Elevator, Fitness Equipment, Free Parking, Heater, Internet, No Smoking, Pool

New to Booking
$1222
Average price / night
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Bunk Room at the Grand Maloney
Bunk Room at the Grand Maloney
Hotel
Key West, FL, USA
0.2k from Historic Seaport center

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

9.7

Exceptional

3 reviews

$402
Average price / night
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Creme Brulee Suite
Creme Brulee Suite
Hotel
Key West, FL, USA
0.2k from Historic Seaport center

B&bs, Accommodations, Pools, Parking, Inns, Pet-friendly, Lodgings, Vacation rentals, Places to stay

8.1

Very Good

22 reviews

$607
Average price / night
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Honey Bun Hideaway
Honey Bun Hideaway
Hotel
Key West, FL, USA
0.2k from Historic Seaport center

B&bs, Cheap, Accommodations, Pools, Inns, Pet-friendly, Lodgings, Vacation rentals, Places to stay

7.0

Good

1 reviews

$621
Average price / night
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Key Lime Cottage
Key Lime Cottage
Hotel
Key West, FL, USA
0.2k from Historic Seaport center

B&bs, Accommodations, Pools, Parking, Inns, Cottages, Pet-friendly, Lodgings, Vacation rentals

4.0

Review score

1 reviews

$638
Average price / night
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Sugar Pie Suite
Sugar Pie Suite
Hotel
Key West, FL, USA
0.2k from Historic Seaport center

B&bs, Accommodations, Pools, Inns, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family

3.5

Review score

2 reviews

$621
Average price / night
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Red Room at the Grand Maloney
Red Room at the Grand Maloney
Hotel
Key West, FL, USA
0.2k from Historic Seaport center

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

8.5

Very Good

2 reviews

$285
Average price / night
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Classic King Balcony at the James House
Classic King Balcony at the James House
Hotel
Key West, FL, USA
0.3k from Historic Seaport center

B&bs, Accommodations, Pools, Inns, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family

8.7

Fabulous

9 reviews

$469
Average price / night
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The Key West Hotel
The Key West Hotel
Hotel
Key West, FL, USA
0.3k from Historic Seaport center

Cheap, Accommodations, Pools, Pet-friendly, 3-star, Lodgings, Places to stay, Family

10.0

Exceptional

1 reviews

$420
Average price / night
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Island City House
Island City House
Hotel
Key West, FL, USA
0.3k from Historic Seaport 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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Pro Tip for Travelers:
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Historic Seaport Hotels with Pool on the Map

Frequently Asked Questions

Hotels with pools in Historic Seaport 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 Historic Seaport, with prices starting from around $285 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, Security/Safety, and Internet 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.