Find hotels with pools in Key West Historic District, Key West from $107

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Pick from 60 Key West Historic District Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

Almond Tree Inn Hotel - Adults Only
Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0 out of 10, Exceptional, (1006)
"What a treat! We had a wonderful stay at Almond Tree Inn. The staff attentiveness was unparalleled. location was great as well. Would definitely recommend and will stay again."
The price is $441
$496 total
includes taxes & fees
Jun 9 - Jun 10
Almond Tree Inn Hotel - Adults Only
H2O Suites - Adults Only
Deluxe Suite, 1 King Bed, Private Pool | View from room
H2O Suites - Adults Only
3.5 star property
9.8 out of 10, Exceptional, (482)
"We will definitely be back to this hotel. Amazing staff, service and little attention to details. Special thanks to Angie at the bar, your were so sweet and made our afternoon at the pool enjoyable. "
The price is $399
$494 total
includes taxes & fees
Jun 2 - Jun 3
H2O Suites - Adults Only
Orchid Key Inn - Adults Only
Exterior
Orchid Key Inn - Adults Only
3.5 star property
9.8 out of 10, Exceptional, (1003)
"This property is on Duval Street but is still very quiet. Close to everything and the entire staff is phenomenal. It’s adults only which makes it even better. Property doesn’t have a lot of rooms so it never feels over crowded. Would definitely stay here again. "
The price is $331
$372 total
includes taxes & fees
Jun 4 - Jun 5
Orchid Key Inn - Adults Only
The Marquesa Hotel
Exterior
The Marquesa Hotel
3.5 star property
9.8 out of 10, Exceptional, (869)
"We would definitely stay here again. Lovely and quiet yet only a block from Duval St. Wonderful staff and comfortable bed!"
The price is $349
$438 total
includes taxes & fees
Jun 3 - Jun 4
The Marquesa Hotel
Island City House Hotel
Arch House Garden View Studio w/ Balcony | Hypo-allergenic bedding, individually furnished, iron/ironing board
Island City House Hotel
3.0 star property
9.6 out of 10, Exceptional, (1001)
"Excellent location, friendly staff and beautiful gardens!"
The price is $225
$254 total
includes taxes & fees
Jun 4 - Jun 5
Island City House Hotel
The Gardens Hotel
Gazebo
The Gardens Hotel
4.0 star property
9.6 out of 10, Exceptional, (919)
"Everything was fantastic! It was our first stay at The Gardens, but it will definitely not be our last! Every aspect was done to perfection. We enjoyed the fabulous location, the decor and ambiance of the hotel and grounds, the pool, the wine bar and of course the thoughtful, and gracious staff! It was very easy to just relax and have fun - just what we wanted from our long weekend away. "
The price is $227
$255 total
includes taxes & fees
Jun 4 - Jun 5
The Gardens Hotel
Duval House
View from property
Duval House
3.0 star property
9.4 out of 10, Exceptional, (1003)
"Wonderful location, staff were very helpful and friendly, good breakfast, pool is nice, peaceful garden area for lounging, would highly recommend, will be back. "
The price is $139
$178 total
includes taxes & fees
Jun 3 - Jun 4
Duval House
Silver Palms Inn
Outdoor pool
Silver Palms Inn
3.5 star property
9.2 out of 10, Wonderful, (1017)
"C’était parfait ! Beau séjour! Hôtel bien situé, service impeccable! Piscine agréable! Nous y reviendrons!"
The price is $143
$217 total
includes taxes & fees
Jun 9 - Jun 10
Silver Palms Inn
Ocean Key Resort - A Noble House Resort
Outdoor pool, sun loungers
Ocean Key Resort - A Noble House Resort
4.0 star property
9.2 out of 10, Wonderful, (1003)
"Wonderful place - cant wait to go back"
The price is $329
$433 total
includes taxes & fees
Jun 16 - Jun 17
Ocean Key Resort - A Noble House Resort
Paradise Inn Key West - Adults Only
Cottage, 2 Bedrooms (Royal Poinciana) | Terrace/patio
Paradise Inn Key West - Adults Only
3.5 star property
9.2 out of 10, Wonderful, (1001)
"BEAUTIFUL ROOM"
The price is $189
$258 total
includes taxes & fees
Jun 3 - Jun 4
Paradise Inn Key West - Adults Only
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Key West Historic District Hotels with a Pool information

 

Hotels with a Pool in Key West Historic District

60

Highest price
$399
Cheapest price
$107
Number of guest reviews
9,410
Total number of hotels in Key West Historic District
1,734

 

Frequently asked questions

What's it like visiting Key West Historic District?
If lounging next to a pool is your idea of the perfect getaway, you may want to consider Key West Historic District, which offers 216 places to stay with pools. While you’re visiting, you can explore attractions like Duval Street, and then relax poolside at one of the accommodations in Key West Historic District that travelers like for their pools.
What are some accommodations with pools in Key West Historic District?
Southernmost Beach Resort: Hotel steps from South Beach. Features 2 pool bars, 3 outdoor pools, and a full-service spa. Winslow’s Bungalows - Key West Historic Inns: Hotel, 5-minute walk from Duval Street. Offers daily, 3 outdoor pools, and complimentary wireless internet access. Opal Key Resort & Marina, Key West: Hotel steps from Mallory Square. Provides 3 bars, an outdoor pool, and spa services. The Reach Key West, Curio Collection by Hilton: Hotel steps from South Beach. Features a private beach, an outdoor pool, and a full-service spa. Lighthouse Hotel - Key West Historic Inns: Hotel steps from Ernest Hemingway Home and Museum. Offers daily, an outdoor pool, and complimentary wireless internet access.
How many hotels with pools will I find in Key West Historic District?
Expedia’s 216 hotels in Key West Historic District give you a great choice for your poolside getaway.
What is there to see and do in Key West Historic District?
Explore places like Duval Street while you’re in Key West Historic District. The picturesque setting of Audubon House and Tropical Gardens and Key West Butterfly and Nature Conservatory showcase the area’s natural beauty. Key West Historic District appeals to visitors with its bar scene and great live music scene.

Recent reviews of Key West Historic District hotels
Expedia verified reviews

Silver Palms Inn

Silver Palms Inn

5/5 Excellent
"C’était parfait ! Beau séjour! Hôtel bien situé, service impeccable! Piscine agréable! Nous y reviendrons!"
A verified traveler stayed at Silver Palms Inn
Posted 23 hours ago
Silver Palms Inn