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

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Key West Historic District Hotels with a Pool

Next weekend
In two weeks

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, (585 reviews)
  • cleanliness
    Crystal blue waters beckon from private beach paradise with 2 outdoor pools and a luxurious beachside bar.
The price is NT$15,459
NT$19,546 total
includes taxes & fees
Apr 5 - Apr 6
Casa Marina Key West, Curio Collection by Hilton

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Escape to a sun-soaked paradise with a peaceful outdoor pool, just steps from Duval Street and Hemingway's historic home.
The price is NT$6,103
NT$7,995 total
includes taxes & fees
Mar 26 - Mar 27
Heron House Court - Adult Only

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, (142 reviews)
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,006 reviews)
  • cleanliness
    Soothing heated pool in the heart of Key West creates an inviting oasis amid tropical gardens at this bed and breakfast.
The price is NT$9,225
NT$11,064 total
includes taxes & fees
Mar 22 - Mar 23
Duval House

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (322 reviews)
  • cleanliness
    Tropical poolside sanctuary just steps from Duval Street offers a heated outdoor pool surrounded by lush gardens and privacy.
The price is NT$8,823
NT$10,918 total
includes taxes & fees
Mar 29 - Mar 30
Douglas House - Adults Only

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, (1,000 reviews)
The price is NT$13,693
NT$17,631 total
includes taxes & fees
Apr 12 - Apr 13
Hyatt Centric Key West Resort and Spa

Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (499 reviews)
The price is NT$10,686
NT$12,022 total
includes taxes & fees
Mar 29 - Mar 30
Coco Plum Inn

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, (1,000 reviews)
  • cleanliness
    Float in the outdoor pool with Key West sunset views, poolside loungers, and bar service for luxury.
The price is NT$14,352
NT$18,624 total
includes taxes & fees
Apr 12 - Apr 13
Ocean Key Resort - A Noble House Resort
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 166 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 and Guesthouses: Hotel steps from South Beach. Features 2 pool bars, 3 outdoor pools, and a full-service spa. The Reach Key West, Curio Collection by Hilton: Resort steps from South Beach. Offers a private beach, an outdoor pool, and a full-service spa. Winslow's Bungalows - Key West Historic Inns: Hotel, 5-minute walk from Duval Street. Provides daily, 3 outdoor pools, and complimentary wireless internet access. Hyatt Centric Key West Resort and Spa: Resort, 3-minute walk from Duval Street. Features a full-service spa, a pool, and a snack bar/deli. Opal Key Resort & Marina, Key West: Hotel steps from Mallory Square. Offers 3 bars, an outdoor pool, and spa services.
How many hotels with pools will I find in Key West Historic District?
Expedia's 166 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 Key West Butterfly and Nature Conservatory and South Beach showcase the area's natural beauty. Key West Historic District appeals to visitors with its bar scene and great live music scene.

Explore a world of travel with Expedia