Find Hotels with a Pool in Key West Historic District, FL

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Check availability on Key West Historic District Hotels with a Pool

Our top choices for Key West Historic District hotels with a pool

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (641 reviews)
  • cleanliness
    Crystal blue waters beckon from private beach paradise with 2 outdoor pools and a luxurious beachside bar.
"Wonderful pool."
United States
Sheila Renee
The price is NT$9,865
NT$13,219 total
includes taxes & fees
May 25 - May 26
Casa Marina Key West, Curio Collection by Hilton

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Float in the outdoor pool with Key West sunset views, poolside loungers, and bar service for luxury.
"The pool was very comfortable"
United States
Michael
The price is NT$8,786
NT$12,323 total
includes taxes & fees
May 25 - May 26
Ocean Key Resort - A Noble House Resort

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,008 reviews)
"Friendly staff, clean rooms, good pool and hot tub."
United States
Elizabeth
The price is NT$7,352
NT$10,462 total
includes taxes & fees
May 25 - May 26
Hyatt Centric Key West Resort and Spa

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,012 reviews)
  • cleanliness
    Beachfront pool paradise with private loungers and poolside bar service at this Key West resort.
"Beach access and a beautiful pool."
United States
Jayne
The price is NT$6,237
NT$9,138 total
includes taxes & fees
May 25 - May 26
The Reach Key West, Curio Collection by Hilton

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,034 reviews)
  • cleanliness
    Soothing heated pool in the heart of Key West creates an inviting oasis amid tropical gardens at this bed and breakfast.
"the pool was just the perfect spot for recovering from the previous night's festivities!"
United States
Lisa
The price is NT$4,995
NT$6,295 total
includes taxes & fees
May 12 - May 13
Duval House

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,102 reviews)
"The pool and services there were great!"
United States
Pamela
The price is NT$8,765
NT$11,098 total
includes taxes & fees
May 20 - May 21
Opal Key Resort & Marina, Key West

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (382 reviews)
  • cleanliness
    Tropical poolside sanctuary just steps from Duval Street offers a heated outdoor pool surrounded by lush gardens and privacy.
"Coffee in the morning, near the pool, perfect for adults."
United States
Jim
The price is NT$5,633
NT$6,971 total
includes taxes & fees
Jun 2 - Jun 3
Douglas House - Adults Only

Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (525 reviews)
"The small swimming pool in the center courtyard is very lovely."
China
Dong
The price is NT$8,308
NT$9,347 total
includes taxes & fees
May 11 - May 12
Coco Plum Inn

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (3,293 reviews)
  • cleanliness
    Dive into a serene escape at this beachfront resort with 3 outdoor pools, poolside bars, and tranquil ocean views.
"We enjoyed the beach and pools."
United States
Janine
The price is NT$8,454
NT$11,809 total
includes taxes & fees
May 25 - May 26
Southernmost Beach Resort and Guesthouses

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (143 reviews)
"The morning breakfast and afternoon happy hour at the pool were both great for meeting the other guests and making everything relaxed and social."
United States
Jacob
The price is NT$5,627
NT$7,588 total
includes taxes & fees
May 11 - May 12
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Choose what matters most at hotels with a pool in Key West Historic District

Top Key West Historic District Hotel Reviews

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 187 places to stay with pools. While you're visiting, you can explore attractions like Duval Street and Florida Keys Beaches, and then relax poolside at one of the accommodations in Key West Historic District that guests like for their pools.
What are some accommodations with pools in Key West Historic District?
Hyatt Centric Key West Resort and Spa: Resort, 1-minute walk from Florida Keys Beaches. Features a full-service spa, a pool, and a snack bar/deli. La Concha Key West, Autograph Collection: Hotel, 1-minute walk from Duval Street. Offers 3 restaurants, an outdoor pool, and 2 bars. Amsterdam's Curry Mansion Inn: Guesthouse, 1-minute walk from Duval Street. Provides cabanas (surcharge), an outdoor pool, and sun loungers.
How many hotels with pools will I find in Key West Historic District?
Expedia's 187 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 and Florida Keys Beaches 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.

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