Find hotels with pools in Downtown Key West, Key West from $173

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Check availability on Downtown Key West Hotels with a Pool

Our top choices for Downtown Key West hotels with a pool

Courtyard
Duval House

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1006)
"I loved this place the location was absolutely perfect "
United States
Frank
$157 nightly
The price is $173
Dec 15 - Dec 16
Total with taxes and fees
Duval House
Exterior
Heron House - Adult Only

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (1135)
"Loved the setup of the hotel and great location! "
United States
Rachel
$169 nightly
The price is $190
Dec 14 - Dec 15
Total with taxes and fees
Heron House - Adult Only
Outdoor pool
Tropical Inn

Tropical Inn

Tropical Inn
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (363)
"The place was excellent and the service amazing "
United States
Janae
$196 nightly
The price is $218
Dec 15 - Dec 16
Total with taxes and fees
Tropical Inn
Street view
Pegasus International Hotel

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very Good, (1002)
"Wonderful place to stay right in the heart of Key West. The pool and deck area are nice and cozy for a relaxing time. "
United States
Daniel
$183 nightly
The price is $206
Dec 15 - Dec 16
Total with taxes and fees
Pegasus International Hotel
Outdoor pool, pool umbrellas, sun loungers
Almond Tree Inn Hotel - Adults Only

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, (1000)
"Very nice & peaceful with a wonderful staff. Our second time staying here"
United States
Sandra
$226 nightly
The price is $254
Dec 16 - Dec 17
Total with taxes and fees
Almond Tree Inn Hotel - Adults Only
Outdoor pool, pool umbrellas, sun loungers
Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
3.5 star property
Old Town Key West
9.2 out of 10, Wonderful, (1002)
"Cozy place right near everything "
United States
Joseph
$239 nightly
The price is $269
Dec 15 - Dec 16
Total with taxes and fees
Paradise Inn Key West - Adults Only
Exterior
The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1002)
"Rooms are clean, staff was friendly and pool was refreshing. "
United States
Wendy
$165 nightly
The price is $186
Dec 18 - Dec 19
Total with taxes and fees
The Cabana Inn Key West - Adults Only
Poolside bar
Duval Inn

Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.6 out of 10, Excellent, (716)
"Property was clean and perfect location."
United States
Tracy
$178 nightly
The price is $201
Dec 18 - Dec 19
Total with taxes and fees
Duval Inn
Paris | Garden view
Andrews Inn & Garden Cottages

Andrews Inn & Garden Cottages

Andrews Inn & Garden Cottages
3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (265)
"Easy to access and a peaceful place. I’ll definitely come back."
United States
Jessica
$266 nightly
The price is $300
Dec 14 - Dec 15
Total with taxes and fees
Andrews Inn & Garden Cottages
Outdoor pool
Coco Plum Inn

Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (464)
"It was a lovely day at the Cocoa plum inn. The location was perfect and the grounds were cleanz, staffl was great!"
United States
Diane
$179 nightly
The price is $201
Dec 16 - Dec 17
Total with taxes and fees
Coco Plum Inn
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 Downtown Key West Hotel Reviews

The Gardens Hotel

The Gardens Hotel

10/10 Excellent
"Everything was as it should be for 4 star property "
Richard 5-night trip
Posted 22 hours ago
The Gardens Hotel

Frequently asked questions

What's it like visiting Downtown Key West?
If lounging by a pool is your idea of the perfect getaway, you might want to think about Downtown Key West, which has 6 places to stay with pools. During your visit, you can explore attractions like Duval Street, and then unwind poolside at one of the accommodations in Downtown Key West that travelers like for their pools.
What are some hotels with pools in Downtown Key West?
Wicker Guesthouse: Guesthouse steps from Ernest Hemingway Home and Museum. Features free self parking, an outdoor pool, and complimentary wireless internet access. Almond Tree Inn Hotel - Adults Only: Hotel steps from Ernest Hemingway Home and Museum. Offers daily, an outdoor pool, and complimentary wireless internet access. Andrews Inn & Garden Cottages: B&B steps from Ernest Hemingway Home and Museum. Features daily, an outdoor pool, and complimentary bicycles.
How many pool hotels are there in Downtown Key West?
Expedia has 6 hotels in Downtown Key West for your poolside break.
What is there to see and do in Downtown Key West?
Explore places like Duval Street while you're in Downtown Key West. Make a point to visit attractions like South Beach and Florida Keys Eco - Discovery Center.

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