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

1. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,039 reviews)
  • cleanliness
    Pristine waters in the outdoor pool offer relaxation after exploring Key West's vibrant attractions.
The price is NT$2,578
NT$5,081 total
includes taxes & fees
Aug 20 - Aug 21
Silver Palms Inn & Historic Homes

2. Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,071 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$3,812
NT$4,983 total
includes taxes & fees
Aug 20 - Aug 21
Duval House

3. 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, (1,008 reviews)
  • cleanliness
    Splash into bliss at this harbor resort offering three pools, a poolside bar, and daily live entertainment.
The price is NT$5,427
NT$8,151 total
includes taxes & fees
Sep 1 - Sep 2
The Marker Key West Harbor Resort

4. Tranquility Guest House

Tranquility Guest House
2.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (12 reviews)
The price is NT$2,053
NT$5,180 total
includes taxes & fees
Aug 30 - Aug 31
Tranquility Guest House

5. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (3,482 reviews)
  • cleanliness
    Dive into a serene escape at this beachfront resort with 3 outdoor pools, poolside bars, and tranquil ocean views.
The price is NT$4,457
NT$7,376 total
includes taxes & fees
Sep 1 - Sep 2
Southernmost Beach Resort and Guesthouses

6. Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,178 reviews)
  • cleanliness
    Dive into a rejuvenating outdoor pool sanctuary nestled within lush garden surroundings for a serene Key West getaway.
The price is NT$3,842
NT$5,400 total
includes taxes & fees
Aug 9 - Aug 10
Heron House - Adult Only

7. Eden House

Eden House
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,009 reviews)
The price is NT$4,182
NT$5,270 total
includes taxes & fees
Aug 24 - Aug 25
Eden House

8. Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very Good, (1,004 reviews)
  • cleanliness
    Dive into aquatic bliss at this Art Deco hotel with a rooftop pool offering prime people-watching in the heart of Key West.
The price is NT$3,521
NT$5,596 total
includes taxes & fees
Aug 9 - Aug 10
Pegasus International Hotel

9. 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, (153 reviews)
The price is NT$3,169
NT$4,785 total
includes taxes & fees
Aug 10 - Aug 11
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

10. 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, (1,009 reviews)
  • cleanliness
    Beachfront pool paradise with private loungers and poolside bar service at this Key West resort.
The price is NT$5,052
NT$7,864 total
includes taxes & fees
Sep 3 - Sep 4
The Reach Key West, Curio Collection by Hilton
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 186 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. Hyatt Centric Key West Resort and Spa: Resort, 1-minute walk from Florida Keys Beaches. Provides a full-service spa, a pool, and a snack bar/deli. Winslow's Bungalows - Key West Historic Inns: Hotel, 5-minute walk from Duval Street. Features complimentary wireless internet access, 3 outdoor pools, and LED televisions. 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 186 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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