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

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Key West Historic District Hotels with a Pool

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

Silver Palms Inn
Outdoor pool

Silver Palms Inn

3.5 star property
9.2 out of 10, Wonderful, (1007)
"Great location, beautiful pool area, nice updated rooms. Housekeeping was dependable and front desk staff were helpful. Will definitely stay here again."
The price is SAR 1,212
SAR 1,616 total
includes taxes & fees
31 Mar - 1 Apr
Silver Palms Inn
The Southernmost Inn - Adults Only
Building design

The Southernmost Inn - Adults Only

3.0 star property
8.2 out of 10, Very Good, (1028)
"Love the inn. The grounds and the pool area are lovely. The staff is happy and friendly. Charming!!!"
The price is SAR 1,414
SAR 1,760 total
includes taxes & fees
16 Mar - 17 Mar
The Southernmost Inn - Adults Only
Pier House Resort & Spa
Outdoor pool, pool umbrellas, sun loungers

Pier House Resort & Spa

4.0 star property
9.0 out of 10, Wonderful, (1016)
"Location was great. Employees were very good and answered all our questions/concerns"
The price is SAR 2,322
SAR 2,848 total
includes taxes & fees
6 Mar - 7 Mar
Pier House Resort & Spa
The Cabana Inn Key West - Adults Only
Exterior

The Cabana Inn Key West - Adults Only

3.0 star property
8.8 out of 10, Excellent, (1005)
"I love the cabana style rooms very private. Staff was friendly and helpful even carried out two ton suitcases to the room fur us. I would definitely stay there again."
The price is SAR 1,985
SAR 2,402 total
includes taxes & fees
11 Mar - 12 Mar
The Cabana Inn Key West - Adults Only
Winslow's Bungalows - Key West Historic Inns
3 outdoor pools, open 7:00 AM to 10:00 PM, sun loungers

Winslow's Bungalows - Key West Historic Inns

4.0 star property
9.0 out of 10, Wonderful, (1008)
"Quiet, quaint, convenient historical property near Old Cayo Oueste. Would stay again."
The price is SAR 1,836
SAR 2,222 total
includes taxes & fees
31 Mar - 1 Apr
Winslow's Bungalows - Key West Historic Inns
The Marker Key West Harbor Resort
3 outdoor pools, pool umbrellas, sun loungers

The Marker Key West Harbor Resort

4.0 star property
9.0 out of 10, Wonderful, (1003)
"Loved the hotel and the st"
The price is SAR 1,202
SAR 1,580 total
includes taxes & fees
31 Mar - 1 Apr
The Marker Key West Harbor Resort
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, (1008)
"Fantastic with 1 issue, The cable tv is atrocious."
The price is SAR 2,772
SAR 3,371 total
includes taxes & fees
3 Apr - 4 Apr
Ocean Key Resort - A Noble House Resort
La Concha Key West, Autograph Collection
Outdoor pool, sun loungers

La Concha Key West, Autograph Collection

4.0 star property
8.6 out of 10, Excellent, (71)
"Great Hotel! Staff is all super friendly and accommodating."
The price is SAR 1,279
SAR 1,551 total
includes taxes & fees
31 Mar - 1 Apr
La Concha Key West, Autograph Collection
NYAH Key West - Adults Only
Outdoor spa tub

NYAH Key West - Adults Only

3.0 star property
7.6 out of 10, Good, (1012)
"Wonderful experience. Beautiful room and courtyard area. Great coffee. "
The price is SAR 934
SAR 1,219 total
includes taxes & fees
6 Mar - 7 Mar
NYAH Key West - 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, (530)
"Beautiful property close to downtown. Staff was excellent. The cleanliness of the property was outstanding. "
The price is SAR 2,246
SAR 2,696 total
includes taxes & fees
30 Mar - 31 Mar
H2O Suites - Adults Only
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.
Don't see what you're looking for?
See all available properties in Key West Historic District

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 130 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. 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. Winslow’s Bungalows - Key West Historic Inns: Hotel, 5-minute walk from Duval Street. Features daily, 3 outdoor pools, and complimentary wireless internet access. Hyatt Centric Key West Resort and Spa: Resort, 3-minute walk from Duval Street. 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 130 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.