A two-story house with green shutters and a wooden balcony.

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

This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

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

A swimming pool with a mural of a dolphin and a butterfly, surrounded by lounge chairs and palm trees.

1. Duval House

Duval House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,101 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$3,151
NT$4,229 total
includes taxes & fees
Sep 27 - Sep 28
Duval House
A swimming pool with water splashing, surrounded by palm trees and a building in the background.

2. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,043 reviews)
  • cleanliness
    Pristine waters in the outdoor pool offer relaxation after exploring Key West's vibrant attractions.
The price is NT$2,549
NT$5,016 total
includes taxes & fees
Sep 23 - Sep 24
Silver Palms Inn & Historic Homes
A pool area with lounge chairs and a table, surrounded by palm trees.

3. Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,001 reviews)
The price is NT$5,108
NT$5,746 total
includes taxes & fees
Sep 27 - Sep 28
Orchid Key Inn - Adults Only
A swimming pool with lounge chairs, surrounded by palm trees and greenery.

4. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
3.5 star property
Old Town Key West
10.0 out of 10, Exceptional, (1,006 reviews)
The price is NT$5,334
NT$6,001 total
includes taxes & fees
Sep 27 - Sep 28
Almond Tree Inn Hotel - Adults Only
A poolside area with lounge chairs and a clear blue pool surrounded by lush tropical vegetation.

5. Westwinds Inn

Westwinds Inn
3.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (1,003 reviews)
The price is NT$4,774
NT$5,370 total
includes taxes & fees
Oct 6 - Oct 7
Westwinds Inn
A pool area with lounge chairs and candles, surrounded by palm trees and a building in the background.

6. Tropical Inn

Tropical Inn
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (434 reviews)
The price is NT$3,070
NT$4,249 total
includes taxes & fees
Sep 27 - Sep 28
Tropical Inn
A poolside area with lounge chairs, a staircase leading to a balcony, and a pool.

7. The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
3.0 star property
Old Town Key West
8.4 out of 10, Very good, (1,445 reviews)
  • cleanliness
    Dive into azure bliss at this Key West adults-only retreat with two pristine pools, hot tub sanctuary, and poolside loungers.
The price is NT$2,261
NT$3,972 total
includes taxes & fees
Sep 23 - Sep 24
The Southernmost Inn - Adults Only
A wooden deck with lush greenery and a pool area.

8. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (532 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$3,247
NT$4,018 total
includes taxes & fees
Sep 24 - Sep 25
Douglas House - Adults Only
A pool area with lounge chairs and umbrellas, surrounded by buildings with balconies and a clear blue sky.

9. Eden House

Eden House
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,002 reviews)
The price is NT$3,987
NT$5,024 total
includes taxes & fees
Sep 28 - Sep 29
Eden House
A resort with a swimming pool, lounge chairs, umbrellas, and palm trees.

10. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,015 reviews)
  • cleanliness
    Splash into bliss at this harbor resort offering three pools, a poolside bar, and daily live entertainment.
The price is NT$6,003
NT$8,754 total
includes taxes & fees
Sep 28 - Sep 29
The Marker Key West Harbor 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.
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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

Duval House

Duval House

10/10 Excellent
"Loved the chilled pool!"
Alicia 4-night trip
Posted 4 hours ago
Duval House

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 146 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?
The Reach Key West, Curio Collection by Hilton: Resort steps from South Beach. Features 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. Offers complimentary wireless internet access, 3 outdoor pools, and LED televisions. Opal Key Resort & Marina, Key West: Hotel steps from Mallory Square. Provides 3 bars, an outdoor pool, and spa services. La Concha Key West, Autograph Collection: Hotel, 1-minute walk from Duval Street. Features 3 restaurants, an outdoor pool, and 2 bars. 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 146 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 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.

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