Hotels with Pool in Waterfront Playhouse, FL

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  2. Hotels with Pool
  3.  USA
  4.  Florida
  5.  Key West
  6.  Waterfront Playhouse
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Explore 243 Hotels with Pool in Waterfront Playhouse from $256

Ocean Key Resort & Spa, a Noble House Resort
Ocean Key Resort & Spa, a Noble House Resort
Resort
Key West, FL, USA
0.1k from Waterfront Playhouse center

Accommodations, Pools, Resorts, Parking, Spa, Romantic, 4-star, Lodgings, Jacuzzis

8.7

Fabulous

116 reviews

$578
Average price / night
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Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House Resort
Resort
Zero Duval St., Key West, FL, 33040, United States
0.1k from Waterfront Playhouse center

AC, Balcony, Bar, Breakfast Available, Business Services, Crib, Elevator, Fitness Equipment, Frontdesk 24 Hour

9.2

Superb

1002 reviews

$592
Average price / night
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Pier House Resort & Spa
Pier House Resort & Spa
Resort
Key West, FL, USA
0.2k from Waterfront Playhouse center

Accommodations, Pools, Resorts, Parking, Spa, Romantic, Pet-friendly, 4-star, Lodgings

8.3

Very Good

664 reviews

$534
Average price / night
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Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key West
Hotel
245 Front Street, Key West, FL, 33040, United States
0.1k from Waterfront Playhouse center

AC, Bar, Breakfast Available, Business Services, Elevator, Fitness Equipment, Frontdesk 24 Hour, Hot Tub, Laundry

9.2

Superb

1081 reviews

$431
Average price / night
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Opal Key Resort & Marina
Opal Key Resort & Marina
Resort
Key West, FL, USA
0.2k from Waterfront Playhouse center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, 4-star, Lodgings, Hot tubs

8.6

Fabulous

1178 reviews

$716
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 Waterfront Playhouse 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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Chic Beachfront Stays - Enjoy Ocean Views & Private Sand in Key West
Chic Beachfront Stays - Enjoy Ocean Views & Private Sand in Key West
Hotel
Key West, FL, 33040, United States
0.2k from Waterfront Playhouse center

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

New to Booking
$1293
Average price / night
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Hyatt Centric Key West Resort & Spa
Hyatt Centric Key West Resort & Spa
Resort
Key West, FL, USA
0.3k from Waterfront Playhouse center

Accommodations, Pools, Resorts, Parking, Spa, Romantic, Pet-friendly, 4-star, Lodgings

8.2

Very Good

545 reviews

$387
Average price / night
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Oceanfront King, Pier House, Stunning Ocean Views, Plush King Bed, Duval Locale
Oceanfront King, Pier House, Stunning Ocean Views, Plush King Bed, Duval Locale
Hotel
Key West, FL, 33040, United States
0.2k from Waterfront Playhouse center

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

New to Booking
$1298
Average price / night
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King Suite at Curry Mansion with Heated Pool!
King Suite at Curry Mansion with Heated Pool!
Hotel
Key West, FL, USA
0.3k from Waterfront Playhouse center

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

8.2

Very Good

35 reviews

$273
Average price / night
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Deluxe King with Balcony - at James House with Parking!
Deluxe King with Balcony - at James House with Parking!
Hotel
Key West, FL, USA
0.3k from Waterfront Playhouse center

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

6.4

Good

17 reviews

$276
Average price / night
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Classic Queen - Curry Mansion with Heated Pool
Classic Queen - Curry Mansion with Heated Pool
Hotel
Key West, FL, USA
0.3k from Waterfront Playhouse center

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

5.0

Review score

2 reviews

$256
Average price / night
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Deluxe King - Curry Mansion with Pool!
Deluxe King - Curry Mansion with Pool!
Hotel
Key West, FL, USA
0.3k from Waterfront Playhouse center

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

4.7

Review score

4 reviews

$269
Average price / night
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Deluxe Queen at the Curry Mansion - Parking & Heated Pool!
Deluxe Queen at the Curry Mansion - Parking & Heated Pool!
Hotel
Key West, FL, USA
0.3k from Waterfront Playhouse center

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

7.2

Good

8 reviews

$288
Average price / night
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Classic King with Balcony at Curry Mansion
Classic King with Balcony at Curry Mansion
Hotel
Key West, FL, USA
0.3k from Waterfront Playhouse center

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

5.3

Review score

3 reviews

$276
Average price / night
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King Suite Balcony - at James House
King Suite Balcony - at James House
Hotel
Key West, FL, USA
0.3k from Waterfront Playhouse center

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

7.6

Good

49 reviews

$264
Average price / night
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Classic King- Curry Mansion with Heated Pool!
Classic King- Curry Mansion with Heated Pool!
Hotel
Key West, FL, USA
0.3k from Waterfront Playhouse center

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

4.0

Review score

2 reviews

$346
Average price / night
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The Key West Hotel
The Key West Hotel
Hotel
Key West, FL, USA
0.4k from Waterfront Playhouse 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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Galleon Resort and Marina
Galleon Resort and Marina
Resort
Waterfront Playhouse, Key West, Florida, USA
0.4k from Waterfront Playhouse center

Accommodations, Pools, Resorts, Parking, 3-star, Lodgings, Beach, Jacuzzis, Places to stay

7.1

Good

111 reviews

$603
Average price / night
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Ridley House - Key West Historic Inns
Ridley House - Key West Historic Inns
Hotel
Key West, FL, USA
0.4k from Waterfront Playhouse 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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Blue Room at the Grand Maloney
Blue Room at the Grand Maloney
Hotel
Key West, FL, USA
0.4k from Waterfront Playhouse center

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

9.3

Superb

3 reviews

$403
Average price / night
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Pro Tip for Travelers:
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Where to stay in Waterfront Playhouse? Best neighborhoods & areas

Waterfront Playhouse Hotels with Pool on the Map

Frequently Asked Questions

Hotels with pools in Waterfront Playhouse 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 Waterfront Playhouse, with prices starting from around $256 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, View, and Security/Safety 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.