Find Hotels with a Pool in Key West Historic District, FL from CA $262

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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

Exterior

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.
"Wonderful pool."
United States
Sheila Renee
The price is CA $377
CA $516 total
includes taxes & fees
Jun 14 - Jun 15
Casa Marina Key West, Curio Collection by Hilton
Outdoor pool, free cabanas, sun loungers

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, (1,001 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 CA $326
CA $473 total
includes taxes & fees
Jun 10 - Jun 11
Ocean Key Resort - A Noble House Resort
View from room

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.
"Beach access and a beautiful pool."
United States
Jayne
The price is CA $326
CA $459 total
includes taxes & fees
Jun 15 - Jun 16
The Reach Key West, Curio Collection by Hilton
Exterior

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, (1,019 reviews)
"Friendly staff, clean rooms, good pool and hot tub."
United States
Elizabeth
The price is CA $311
CA $445 total
includes taxes & fees
May 25 - May 26
Hyatt Centric Key West Resort and Spa
Exterior

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
3 outdoor pools, pool umbrellas, sun loungers

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (3,342 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 $305
CA $443 total
includes taxes & fees
Jun 7 - Jun 8
Southernmost Beach Resort and Guesthouses
Outdoor pool, pool umbrellas, sun loungers

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 $208
CA $262 total
includes taxes & fees
Jun 17 - Jun 18
Eden House
Outdoor pool, pool umbrellas, sun loungers

Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,129 reviews)
"Pool was clean and warm"
United States
Troy
The price is CA $395
CA $540 total
includes taxes & fees
May 31 - Jun 1
Pier House Resort & Spa
View from room

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, (1,094 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
Courtyard

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,047 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 $219
CA $275 total
includes taxes & fees
May 26 - May 27
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.
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Choose what matters most at hotels with a pool in Key West Historic District

Breakfast included
4 stars

Top Key West Historic District Hotel Reviews

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

8/10 Good
"Best part of this hotel was the location. My husband was fishing this trip and it was a 2 minute walk to the boat. Beds were comfortable and I slept well. The amenities that you pay a resort fee of $54 a night were meh. My husband did go to the pool one day but none of the other offerings were interesting. We had friends that stayed as well and they paid an additional $44 a day for parking. We got breakfast every morning and that was good but the best part was our server Nelson. Always a smile and by the second morning I didn’t even need to ask for coffee, he just had it ready. The rooms were fine and they were clean. Bring your own shampoo and conditioner. What they provide is not great. Location was the best part of our stay."
Risa 6-night trip
Posted 1 hour ago
The Marker Key West Harbor Resort

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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