Find Hotels with an Outdoor Pool in Key West, FL

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Top Key West Hotels with an Outdoor Pool

H2O Suites - Adults Only

H2O Suites - Adults Only

3.5 out of 5
1212 Simonton Street, Key West, FL
The price is $359 per night from Sep 27 to Sep 27
4.9/5Exceptional! (329 reviews)
"Great location! Pool and bar on rooftop are amazing! Our bartender, Hamza, was the Best!!"

Reviewed on Sep 20, 2021

H2O Suites - Adults Only
Silver Palms Inn

Silver Palms Inn

3.5 out of 5
830 Truman Ave, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $179 per night from Sep 28 to Sep 28
4.6/5Wonderful! (988 reviews)
"Not that far if a walk to downtown"

Reviewed on Sep 23, 2021

Silver Palms Inn
Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort

4 out of 5
Zero Duval St., Key West, FL
Fully refundableReserve now, pay when you stay
The price is $609 per night from Sep 27 to Sep 27
4.6/5Wonderful! (997 reviews)
"We had a great Key West experience! The staff and restaurant are excellent and the facility is older but clean and sanitized. Unfortunately the spa cancelled our appointments and we had to go across the street to another resort to get massages. And for an expensive resort, our room was a bit uncomfortable ..."

Reviewed on Sep 22, 2021

Ocean Key Resort - A Noble House Resort
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The Southernmost House Hotel - Adults Only

The Southernmost House Hotel - Adults Only

3 out of 5
1400 Duval Street, Key West, FL
The price is $278 per night from Sep 27 to Sep 27
4.5/5Wonderful! (939 reviews)
"Property has lots of fascinating history. It is old, so don’t expect a shiny new modern place, she’s definitely worn. But the architecture was gorgeous."

Reviewed on Sep 18, 2021

The Southernmost House Hotel - Adults Only
Kimpton Winslow's Bungalows, an IHG Hotel

Kimpton Winslow's Bungalows, an IHG Hotel

4 out of 5
725 Truman Avenue, Key West, FL
The price is $229 per night from Sep 28 to Sep 28
4.5/5Wonderful! (186 reviews)
"We really enjoyed our stay at Kimpton Winslow Bungalows. The resort was quiet and relaxing but close to everything we wanted to see while in Key West. Would definitely stay here again."

Reviewed on Sep 2, 2021

Kimpton Winslow's Bungalows, an IHG Hotel
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $506 per night from Sep 27 to Sep 27
4.5/5Wonderful! (981 reviews)
"The only negative we experienced is the unpublicized fact there were no on site dining opportunities Monday or Tuesday in the evening."

Reviewed on Sep 24, 2021

Pier House Resort & Spa
The Cabana Inn Key West-Adults Only

The Cabana Inn Key West-Adults Only

3 out of 5
413 Applerouth Lane, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $199 per night from Sep 27 to Sep 27
4.4/5Wonderful! (995 reviews)
"This was my first time visiting Key West. This property is walking distance from Duvall Street and provides a quiet sanctuary. The staff and maintenance teams are part of the package in sharing their smiles, knowledge of the Keys and providing the amenities to make your stay as comfortable as possible. ..."

Reviewed on Sep 16, 2021

The Cabana Inn Key West-Adults Only
Heron House - Adult Only

Heron House - Adult Only

3.5 out of 5
512 Simonton St, Key West, FL
The price is $159 per night from Sep 27 to Sep 27
4.4/5Excellent! (972 reviews)
"It has a very quiet and enjoyable atmosphere."

Reviewed on Sep 21, 2021

Heron House - Adult Only
Fairfield Inn & Suites Key West at The Keys Collection

Fairfield Inn & Suites Key West at The Keys Collection

3.5 out of 5
3852 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $139 per night from Sep 29 to Sep 29
4.3/5Excellent! (977 reviews)
"Nice very clean staff very friendly and helpful"

Reviewed on Sep 7, 2021

Fairfield Inn & Suites Key West at The Keys Collection
Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $159 per night from Sep 30 to Sep 30
4.3/5Excellent! (1,309 reviews)
"Clean , centric to everything, clean. Nice property"

Reviewed on Sep 18, 2021

Hampton Inn Key West FL
Southernmost Beach Resort

Southernmost Beach Resort

4 out of 5
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $377 per night from Sep 29 to Sep 29
4.1/5Very Good! (2,414 reviews)
"Staff was excellent! Room was very clean and modern. Bed was very comfortable. Pools, dining, and bars were great! The only negative was lack of hot water in the shower. Luke warm but I am one of those people who enjoys a hot shower. This was a minor negative consider all the the other positives. ..."

Reviewed on Sep 19, 2021

Southernmost Beach Resort
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $164 per night from Sep 27 to Sep 27
4.1/5Very Good! (987 reviews)
"Nice"

Reviewed on Sep 19, 2021

DoubleTree Resort by Hilton Grand Key - Key West
The Southernmost Inn-Adults Only

The Southernmost Inn-Adults Only

3 out of 5
525 United Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $129 per night from Sep 27 to Sep 27
4/5Very Good! (992 reviews)
"Rooms did not have dresser or vanity or chairs."

Reviewed on Sep 20, 2021

The Southernmost Inn-Adults Only
Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West

3 out of 5
2400 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $161 per night from Oct 3 to Oct 3
4/5Very Good! (1,021 reviews)
"Overall stay was fine staff was awesome, however the shower had mold and mildew inside shower floor by door. So it didn’t feel so clean."

Reviewed on Sep 12, 2021

Fairfield Inn and Suites by Marriott Key West
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $405 per night from Sep 27 to Sep 27
4/5Very Good! (208 reviews)
"Love this place , very clean , nice friendly staff"

Reviewed on Sep 20, 2021

The Reach Key West, Curio Collection by Hilton
The Gates Hotel Key West

The Gates Hotel Key West

4 out of 5
3824 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $144 per night from Sep 27 to Sep 27
4/5Very Good! (1,085 reviews)
"Awesome."

Reviewed on Sep 22, 2021

The Gates Hotel Key West
Crowne Plaza Key West-La Concha

Crowne Plaza Key West-La Concha

4 out of 5
430 Duval St, Key West, FL
Fully refundable
The price is $239 per night from Oct 3 to Oct 3
3.9/5Very Good! (1,293 reviews)
"Staff and cleanliness of the hotel was great! The pool area was the only thing I could see that needs an upgrade."

Reviewed on Sep 25, 2021

Crowne Plaza Key West-La Concha
Hilton Garden Inn Key West,The Keys Collection

Hilton Garden Inn Key West,The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $138 per night from Sep 27 to Sep 27
3.9/5Very Good! (981 reviews)
"Very convenient, nice pool/hot tub area. The bartender at the pool bar was very accommodating. Would love to stay again."

Reviewed on Sep 18, 2021

Hilton Garden Inn Key West,The Keys Collection
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd, Key West, FL
The price is $134 per night from Sep 27 to Sep 27
3.9/5Good! (1,859 reviews)
"Breakfast was nice, lots of variety. Grounds were scenic, beautiful views of the bay!"

Reviewed on Sep 20, 2021

Ibis Bay Beach Resort
24 North Hotel Key West

24 North Hotel Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $152 per night from Sep 27 to Sep 27
3.9/5Good! (1,612 reviews)
"Loved the pool and front desk was very friendly and helpful. housekeeping not so friendly ( not all) rooms are very clean and up to date .room to room are quite but ocean view room I could hear the road traffic .beds are very comfortable and great pillows."

Reviewed on Sep 18, 2021

24 North Hotel Key West
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Pocket Guide: Hotels with an Outdoor Pool in Key West

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Recent reviews of Key West hotels

    Crowne Plaza Key West-La Concha
    Expedia Verified Review
    5 / 5 Excellent
    Staff and cleanliness of the hotel was great! The pool area was the only thing I could see that needs an upgrade.
    A verified traveler from Smithers stayed at Crowne Plaza Key West-La Concha
    Posted 14 hours ago
    Crowne Plaza Key West-La Concha
    NYAH Key West-Adults Only
    Expedia Verified Review
    5 / 5 Excellent
    The only thing I didn’t like was there was easy for outsiders to come in and the man was sick with the virus
    A verified traveler stayed at NYAH Key West-Adults Only
    Posted 1 day ago
    NYAH Key West-Adults Only
    Oceans Edge Key West Resort, Hotel & Marina
    Expedia Verified Review
    5 / 5 Excellent
    Hotel very clean n safe. Staffs are very helpful n friendly especially the front desk manager Ms Claudia and the driver Mr Kelvin are amazing 👍👍👍
    A verified traveler stayed at Oceans Edge Key West Resort, Hotel & Marina
    Posted 1 day ago
    Oceans Edge Key West Resort, Hotel & Marina
    Casa Marina Key West, A Waldorf Astoria Resort
    Expedia Verified Review
    5 / 5 Excellent
    Friendly staff, great location,
    A verified traveler from Miami stayed at Casa Marina Key West, A Waldorf Astoria Resort
    Posted 2 days ago
    Casa Marina Key West, A Waldorf Astoria Resort
    The Gates Hotel Key West
    Expedia Verified Review
    5 / 5 Excellent
    Awesome.
    A verified traveler stayed at The Gates Hotel Key West
    Posted 4 days ago
    The Gates Hotel Key West
    Southernmost Beach Resort
    Expedia Verified Review
    5 / 5 Excellent
    Staff was excellent! Room was very clean and modern. Bed was very comfortable. Pools, dining, and bars were great! The only negative was lack of hot water in the shower. Luke warm but I am one of those people who enjoys a hot shower. This was a minor negative consider all the the other positives. I would highly recommend this resort!
    A verified traveler stayed at Southernmost Beach Resort
    Posted 7 days ago
    Southernmost Beach Resort
    Hilton Garden Inn Key West,The Keys Collection
    Expedia Verified Review
    5 / 5 Excellent
    Very convenient, nice pool/hot tub area. The bartender at the pool bar was very accommodating. Would love to stay again.
    A verified traveler stayed at Hilton Garden Inn Key West,The Keys Collection
    Posted 8 days ago
    Hilton Garden Inn Key West,The Keys Collection
    Hampton Inn Key West FL
    Expedia Verified Review
    5 / 5 Excellent
    Clean , centric to everything, clean. Nice property
    A verified traveler stayed at Hampton Inn Key West FL
    Posted 8 days ago
    Hampton Inn Key West FL
    24 North Hotel Key West
    Expedia Verified Review
    5 / 5 Excellent
    Loved the pool and front desk was very friendly and helpful. housekeeping not so friendly ( not all) rooms are very clean and up to date .room to room are quite but ocean view room I could hear the road traffic .beds are very comfortable and great pillows.
    A verified traveler stayed at 24 North Hotel Key West
    Posted 8 days ago
    24 North Hotel Key West

Travelers Loved These Hotels with an Outdoor Pool

    Eden House

    3.5 out of 5
    1015 Fleming St, Key West, FL
    Endorsed by 174 travelers

    Duval House

    3 out of 5
    815 Duval St, Key West, FL
    Endorsed by 66 travelers

    Paradise Inn Key West-Adults Only

    3.5 out of 5
    819 Simonton Street, Key West, FL
    Endorsed by 146 travelers

    The Perry Hotel & Marina Key West

    4 out of 5
    7001 Shrimp Road, Key West, FL
    Endorsed by 19 travelers

    Heron House Court - Adult Only

    3 out of 5
    412 Frances St, Key West, FL
    Endorsed by 122 travelers

    Orchid Key Inn

    3.5 out of 5
    1004 Duval St, Key West, FL
    Endorsed by 102 travelers

    Santa Maria Suites

    4 out of 5
    1401 Simonton St, Key West, FL
    Endorsed by 192 travelers

    Kimpton Fitch Lodge, an IHG Hotel

    3.5 out of 5
    1030 Eaton St, Key West, FL
    Endorsed by 151 travelers

    Parrot Key Hotel & Villas

    4 out of 5
    2801 N Roosevelt Blvd, Key West, FL
    Endorsed by 215 travelers

    The Marker Key West Harbor Resort

    4 out of 5
    200 William Street, Key West, FL
    Endorsed by 77 travelers