Key West Hotels with Swimming Pool

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
    Sign in

    Be picky

    Search almost a million properties worldwide

Check availability on Key West Hotels with Swimming Pools

Tonight
7 Oct - 8 Oct
Tomorrow
8 Oct - 9 Oct
This weekend
10 Oct - 12 Oct
Next weekend
17 Oct - 19 Oct

Top Key West Hotels with Swimming Pools

The Laureate Key West
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

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 RM669
RM871 total
includes taxes & fees
12 Oct - 13 Oct
The Laureate Key West
Silver Palms Inn
Outdoor pool

Silver Palms Inn

3.5 star property
9.4 out of 10, Exceptional, (1006)
"Boutique hotel with pool and free parking. "
The price is RM375
RM706 total
includes taxes & fees
14 Oct - 15 Oct
Silver Palms Inn
Hyatt Vacation Club at Windward Pointe, Key West
Outdoor pool

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 RM925
RM1,231 total
includes taxes & fees
14 Oct - 15 Oct
Hyatt Vacation Club at Windward Pointe, Key West
Oceans Edge Key West Resort, Hotel & Marina
Exterior

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1724)
"Great hotel"
The price is RM540
RM851 total
includes taxes & fees
12 Oct - 13 Oct
Oceans Edge Key West Resort, Hotel & Marina
Margaritaville Beach House Key West
Outdoor pool

Margaritaville Beach House Key West

4.0 star property
8.8 out of 10, Excellent, (1767)
"Great place to stay"
The price is RM753
RM1,112 total
includes taxes & fees
20 Oct - 21 Oct
Margaritaville Beach House Key West
The Perry Hotel & Marina Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, pool loungers

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1109)
"Beautiful place!"
The price is RM699
RM1,032 total
includes taxes & fees
26 Oct - 27 Oct
The Perry Hotel & Marina Key West
Beachside Resort & Residences
Outdoor pool, pool umbrellas, pool loungers

Beachside Resort & Residences

3.5 star property
8.6 out of 10, Excellent, (1582)
"Enjoyed our stay"
The price is RM414
RM679 total
includes taxes & fees
8 Oct - 9 Oct
Beachside Resort & Residences
The Marquesa Hotel
3 outdoor pools

The Marquesa Hotel

3.5 star property
9.8 out of 10, Exceptional, (1002)
"Excellent accommodations! "
The price is RM603
RM915 total
includes taxes & fees
27 Oct - 28 Oct
The Marquesa Hotel
Hampton Inn Key West FL
Outdoor pool, pool umbrellas, pool loungers

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 RM753
RM848 total
includes taxes & fees
8 Oct - 9 Oct
Hampton Inn Key West FL
Duval House
Courtyard

Duval House

3.0 star property
9.4 out of 10, Exceptional, (1004)
"Very friendly, good breakfasts, clean rooms "
The price is RM460
RM608 total
includes taxes & fees
8 Oct - 9 Oct
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.
View all properties

Top Key West Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"I loved the variety of restaurants and the location. It was perfect for my daughter and I, we will be back! Thank you 🤗"
SHELLY RENEE 4-night trip
Posted 5 days ago
Southernmost Beach Resort and Guesthouses

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 relaxing by the pool is your idea of the perfect getaway, you might want to think about Key West, which has 273 places to stay with pools. During your trip, you can explore attractions such as Duval Street, and then take it easy poolside at one of the accommodation options in Key West that travellers 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 swimming pools and complimentary wireless Internet access. DoubleTree Resort by Hilton Grand Key - Key West: Resort located near Smathers Beach. Offers complimentary high-speed (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 swimming 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 high-speed (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 will I find 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 such as 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 the local weather in Key West into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Key West is 956 mm.