Find hotels with pools in Key West Historic District, Key West from $100

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Check availability on Key West Historic District Hotels with a Pool

Tonight
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 10 - Oct 12
Next weekend
Oct 17 - Oct 19

Top Key West Historic District Hotels with a Pool

NYAH Key West - Adults Only
Outdoor spa tub

NYAH Key West - Adults Only

3.0 star property
7.8 out of 10, Good, (1002)
"Staff was excellent! "
$120 nightly
The price is $136
Oct 7 - Oct 8
Total with taxes and fees
NYAH Key West - Adults Only
The Marquesa Hotel
3 outdoor pools

The Marquesa Hotel

3.5 star property
9.8 out of 10, Exceptional, (1002)
"Excellent accommodations! "
$193 nightly
The price is $217
Oct 27 - Oct 28
Total with taxes and fees
The Marquesa Hotel
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
9.2 out of 10, Wonderful, (1008)
"Great location near many attractions. "
$214 nightly
The price is $241
Oct 27 - Oct 28
Total with taxes and fees
Winslow's Bungalows - Key West Historic Inns
Duval House
Courtyard

Duval House

3.0 star property
9.4 out of 10, Exceptional, (1003)
"Very friendly, good breakfasts, clean rooms "
$121 nightly
The price is $133
Oct 7 - Oct 8
Total with taxes and fees
Duval House
Silver Palms Inn
Outdoor pool

Silver Palms Inn

3.5 star property
9.4 out of 10, Exceptional, (1005)
"Boutique hotel with pool and free parking. "
$155 nightly
The price is $174
Oct 9 - Oct 10
Total with taxes and fees
Silver Palms Inn
Heron House Court - Adult Only
Outdoor pool

Heron House Court - Adult Only

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Good location for me.. Stayed here many times"
$141 nightly
The price is $159
Oct 16 - Oct 17
Total with taxes and fees
Heron House Court - Adult Only
Authors of Key West Guest House
Herlihy, Ground Floor, Poolside | Individually decorated, individually furnished, iron/ironing board

Authors of Key West Guest House

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Very nice stay with easy street parking and a nice breakfast. "
$89 nightly
The price is $100
Oct 7 - Oct 8
Total with taxes and fees
Authors of Key West Guest House
Coco Plum Inn
Outdoor pool

Coco Plum Inn

3.0 star property
9.6 out of 10, Exceptional, (454)
"Overall great for couple's stay. "
$179 nightly
The price is $202
Oct 7 - Oct 8
Total with taxes and fees
Coco Plum Inn
The Palms Hotel
Free daily continental breakfast

The Palms Hotel

3.0 star property
8.8 out of 10, Excellent, (1001)
"Great stay, comfortable room and beds, perfect location! "
$143 nightly
The price is $161
Oct 7 - Oct 8
Total with taxes and fees
The Palms Hotel
Almond Tree Inn Hotel - Adults Only
Outdoor pool, pool umbrellas, sun loungers

Almond Tree Inn Hotel - Adults Only

3.5 star property
10.0 out of 10, Exceptional, (1003)
"Great place to stay. "
$122 nightly
The price is $138
Oct 8 - Oct 9
Total with taxes and fees
Almond Tree Inn Hotel - 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.
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Top Key West Historic District Hotel Reviews

Southwinds Motel

Southwinds Motel

10/10 Excellent
"Super fun! Pool was great because it was hot. Onsite bar was very fun!!"
Eric 1-night trip
Posted 23 hours ago
Southwinds Motel

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 139 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 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. The Southernmost Inn - Adults Only: Hotel, 1-minute walk from Duval Street. Provides daily, 2 outdoor pools, and flat-screen televisions. Opal Key Resort & Marina, Key West: Hotel steps from Mallory Square. Features 3 bars, an outdoor pool, and spa services. 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 139 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.

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