Hotels with Swimming Pool in Key West, Florida

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check availability on Key West Hotels with Swimming Pool

This weekend
Next weekend

Top Key West Hotels with Swimming Pool

The Laureate Key West

3.5 star property
9.0 out of 10, Wonderful, (1002)
"This is our second time staying there. We love the hotel. It close to everything and have a great view "
The price is P9,201
P11,980 total
includes taxes & fees
Oct 9 - Oct 10
The Laureate Key West

Silver Palms Inn

3.5 star property
9.4 out of 10, Exceptional, (1006)
"Boutique hotel with pool and free parking. "
The price is P5,156
P9,708 total
includes taxes & fees
Oct 8 - Oct 9
Silver Palms Inn

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
9.6 out of 10, Exceptional, (1005)
"Gorgeous resort! Very clean and conveniently located. "
The price is P12,724
P16,919 total
includes taxes & fees
Oct 14 - Oct 15
Hyatt Vacation Club at Windward Pointe, Key West

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1724)
"Great hotel"
The price is P7,465
P11,737 total
includes taxes & fees
Oct 8 - Oct 9
Oceans Edge Key West Resort, Hotel & Marina

Margaritaville Beach House Key West

4.0 star property
8.8 out of 10, Excellent, (1767)
"Great place to stay"
The price is P10,359
P15,286 total
includes taxes & fees
Oct 20 - Oct 21
Margaritaville Beach House Key West

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1109)
"Beautiful place!"
The price is P9,682
P14,283 total
includes taxes & fees
Oct 26 - Oct 27
The Perry Hotel & Marina Key West

Beachside Resort & Residences

3.5 star property
8.6 out of 10, Excellent, (1580)
"Enjoyed our stay"
The price is P5,677
P9,316 total
includes taxes & fees
Oct 8 - Oct 9
Beachside Resort & Residences

The Marquesa Hotel

3.5 star property
9.8 out of 10, Exceptional, (1002)
"Excellent accommodations! "
The price is P8,287
P12,578 total
includes taxes & fees
Oct 27 - Oct 28
The Marquesa Hotel

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1241)
"Nice hotel with a great free shuttle into town"
The price is P10,359
P11,654 total
includes taxes & fees
Oct 8 - Oct 9
Hampton Inn Key West FL

Duval House

3.0 star property
9.4 out of 10, Exceptional, (1004)
"Very friendly, good breakfasts, clean rooms "
The price is P6,308
P8,341 total
includes taxes & fees
Oct 8 - Oct 9
Duval House
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.

Top Key West Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What's it like visiting Key West?
If taking it easy by the pool is your idea of a great getaway, you might want to think about Key West, which has 273 places to stay with pools. While you're here, you can explore attractions like Duval Street, and then relax and unwind poolside at one of the accommodations in Key West that travelers like for their pools.
What are some hotels with pools in Key West?
Parrot Key Hotel & Villas: Hotel located near Duval Street. Features a beach shuttle, 4 outdoor pools, and complimentary wireless internet access. DoubleTree Resort by Hilton Grand Key - Key West: Resort located near Smathers Beach. Offers complimentary wired internet access, a pool, and a beach shuttle. Southernmost Beach Resort and Guesthouses: Hotel steps from South Beach. Provides 2 pool bars, 3 outdoor pools, and a full-service spa. Hilton Garden Inn Key West / The Keys Collection: Hotel located near Smathers Beach. Features 2 restaurants, a pool, and complimentary wired internet access. 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.
How many hotels with pools are there in Key West?
Expedia's 273 hotels in Key West give you a great choice for your poolside getaway.
What is there to see and do in Key West?
Explore places like Duval Street while you're in Key West. The picturesque setting of Audubon House and Tropical Gardens and Key West Butterfly and Nature Conservatory showcase the area's natural beauty. Key West appeals to visitors with its beautiful ocean views, great live music scene, and bar scene.
When is the best time to book a hotel with a pool in Key West?
Taking into account the local weather in Key West is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Key West is 38 inches.