Find Hotels with a Pool in Key West Historic District, FL from CA $277

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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, (664 reviews)
  • cleanliness
    Crystal blue waters beckon from private beach paradise with 2 outdoor pools and a luxurious beachside bar.
"The resort also offers many amenities and activities, including a lovely spa where you can fully relax and recharge."
United States
Liudmila
The price is CA $377
CA $516 total
includes taxes & fees
Jun 14 - Jun 15
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, (1,002 reviews)
  • cleanliness
    Float in the outdoor pool with Key West sunset views, poolside loungers, and bar service for luxury.
"Ocean Key was very nice. I feel that some amenities should have been included for the premium cost that was paid. Bottle of water in the room, $8. Leave your car in their lot, $50/day. Mini bar, forget about it. With that being said, I would STILL probably stay here again! Super convenient location and amazing restaurants!"
United States
Joseph
The price is CA $326
CA $473 total
includes taxes & fees
Jun 10 - Jun 11
Ocean Key Resort - A Noble House Resort

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, (1,011 reviews)
  • cleanliness
    Beachfront pool paradise with private loungers and poolside bar service at this Key West resort.
"We visited The Reach Key West early December because of a great package price from Expedia. The Expedia listing said it had an ocean view. We arrived to find our room had a better view of the parking garage than the ocean. However, the accommodating Hilton staff found us a “premium” ocean view the next day. We were upgraded without an extra charge. The view was beautiful. The restaurant food was very good. The bar is large. Location is nicely away from the busy part of town. "
United States
Angelia
The price is CA $306
CA $437 total
includes taxes & fees
Jun 9 - Jun 10
The Reach Key West, Curio Collection by Hilton

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, (1,018 reviews)
"The location of the hotel is very convenience. Close enough to Duval street but not in the middle of night life music and festivities. The staff provided excellent service, and everything was spotless and well maintained. The atmosphere felt both relaxing and luxurious, making it the perfect romantic getaway. They have easy tour reservations at the site. Bike rental has 2 complimentary hrs. Electric charging station on site as well. I look forward to returning soon."
United States
Janette
The price is CA $322
CA $458 total
includes taxes & fees
May 25 - May 26
Hyatt Centric Key West Resort and Spa

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,003 reviews)
"Ocean view, great pool & great staff."
United States
Adam
The price is CA $246
CA $451 total
includes taxes & fees
May 21 - May 22
Southernmost House - Adult Exclusive

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (3,335 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 CA $320
CA $461 total
includes taxes & fees
May 25 - May 26
Southernmost Beach Resort and Guesthouses

Eden House

Eden House
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,000 reviews)
"The tub was great and the cool pool refreshing."
United States
louis
The price is CA $220
CA $277 total
includes taxes & fees
Jun 16 - Jun 17
Eden House

Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,128 reviews)
"Pool was clean and warm"
United States
Troy
The price is CA $395
CA $540 total
includes taxes & fees
May 27 - May 28
Pier House Resort & Spa

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, (1,093 reviews)
"The pool and services there were great!"
United States
Pamela
The price is CA $390
CA $493 total
includes taxes & fees
Jun 11 - Jun 12
Opal Key Resort & Marina, Key West

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,045 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 CA $232
CA $291 total
includes taxes & fees
May 31 - Jun 1
Duval House
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 188 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?
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. Opal Key Resort & Marina, Key West: Hotel steps from Mallory Square. Provides 3 bars, an outdoor pool, and spa services. The Southernmost Inn - Adults Only: Hotel, 1-minute walk from Duval Street. Features daily, 2 outdoor pools, and flat-screen televisions. Hyatt Centric Key West Resort and Spa: Resort, 1-minute walk from Florida Keys Beaches. Offers a full-service spa, a pool, and a snack bar/deli.
How many hotels with pools will I find in Key West Historic District?
Expedia's 188 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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