Hotels with Pool in Observation Tower, FL

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

Classic King Balcony at the James House
Classic King Balcony at the James House
Hotel
Key West, FL, USA
0.1k from Observation Tower center

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

8.7

Fabulous

9 reviews

$469
Average price / night
Check Availability
The Saint Hotel Key West, Autograph Collection, Adult Only
The Saint Hotel Key West, Autograph Collection, Adult Only
Hotel
417 Eaton Street, Key West, FL, 33040, United States
0.1k from Observation Tower center

AC, Bar, Breakfast Available, Business Services, Elevator, Frontdesk 24 Hour, Housekeeping, Internet, Laundry

9.0

Fabulous

357 reviews

$381
Average price / night
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The Key West Hotel
The Key West Hotel
Hotel
Key West, FL, USA
0.1k from Observation Tower 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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2 Sunset Harbor Resort, Pool, Hot Tub, In Town!
2 Sunset Harbor Resort, Pool, Hot Tub, In Town!
Resort
Key West, FL, 33040, United States
0.2k from Observation Tower center

AC, Balcony, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

New to Booking
$2137
Average price / night
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2 Sunset Harbor Resort Key West, Hot Tub, Pool!
2 Sunset Harbor Resort Key West, Hot Tub, Pool!
Resort
Key West, FL, 33040, United States
0.2k from Observation Tower center

AC, Balcony, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

New to Booking
$2025
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
0.1k from Observation Tower 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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2 Sunset Harbor Resort Key West Florida
2 Sunset Harbor Resort Key West Florida
Resort
Key West, FL, 33040, United States
0.2k from Observation Tower center

AC, Balcony, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

New to Booking
$11248
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
0.1k from Observation Tower 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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Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key West
Hotel
245 Front Street, Key West, FL, 33040, United States
0.2k from Observation Tower 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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Classic Queen - Curry Mansion with Heated Pool
Classic Queen - Curry Mansion with Heated Pool
Hotel
Key West, FL, USA
0.1k from Observation Tower 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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Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & Cottages
Hotel
320 Simonton St, Key West, FL, 33040, United States
0.2k from Observation Tower center

AC, Breakfast Included, Frontdesk 24 Hour, Housekeeping, Internet, Laundry, No Smoking, Outdoor Space, Parking Available

9.8

Exceptional

927 reviews

$365
Average price / night
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Deluxe King - Curry Mansion with Pool!
Deluxe King - Curry Mansion with Pool!
Hotel
Key West, FL, USA
0.1k from Observation Tower 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
0.1k from Observation Tower 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
0.1k from Observation Tower 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
0.1k from Observation Tower 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
0.1k from Observation Tower 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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La Concha Key West, Autograph Collection
La Concha Key West, Autograph Collection
Resort
Key West, FL, USA
0.2k from Observation Tower 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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Opal Key Resort & Marina
Opal Key Resort & Marina
Resort
Key West, FL, USA
0.2k from Observation Tower 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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Ridley House - Key West Historic Inns
Ridley House - Key West Historic Inns
Hotel
Key West, FL, USA
0.2k from Observation Tower 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
0.2k from Observation Tower center

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

9.3

Superb

3 reviews

$403
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 Observation Tower center

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

5.0

Review score

1 reviews

$551
Average price / night
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Pro Tip for Travelers:
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Where to stay in Observation Tower? Best neighborhoods & areas

Observation Tower Hotels with Pool on the Map

Frequently Asked Questions

Hotels with pools in Observation Tower 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 Observation Tower, 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.