Hotels with Pool & Resorts in Key West from AU$169

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Best Key West Hotels with Pool

Havana Cabana at Key West

4.0 star property
New Town
8.8 out of 10, Excellent, (1727)
"Pretty much everything you could hope for out of a resort. Staff was great, amenities were nice, the room was clean. We loved out stay"
United States
alec lawrence
The price is AU$302
includes taxes & fees
8 Dec - 9 Dec
Havana Cabana at Key West

The Laureate Key West

3.5 star property
New Town
9.0 out of 10, Wonderful, (1000)
"Our favorite place to stay in Key West!"
United States
Kevin
The price is AU$315
includes taxes & fees
7 Dec - 8 Dec
The Laureate Key West

Sugar Loaf Lodge

2.5 star property
Summerland Key
8.2 out of 10, Very good, (1008)
"Tiki hit closed, wish I had known Staff very nice, rooms fine"
United States
James
The price is AU$169
includes taxes & fees
4 Dec - 5 Dec
Sugar Loaf Lodge

Blue Flamingo Resort Key West

4.0 star property
New Town
8.0 out of 10, Very good, (1744)
"Loved staying here and would again next time we are in Key West!!"
Canada
David
The price is AU$290
includes taxes & fees
9 Dec - 10 Dec
Blue Flamingo Resort Key West

The Perry Hotel & Marina Key West

4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1165)
"Will be staying here every single time we visit! "
United States
Rebecca
The price is AU$1,139
includes taxes & fees
2 Jan - 3 Jan 2026
The Perry Hotel & Marina Key West

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
Key West
8.0 out of 10, Very good, (1033)
"Very very nice stay! "
United States
Chloe
The price is AU$264
includes taxes & fees
15 Dec - 16 Dec
DoubleTree Resort by Hilton Grand Key - Key West

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
New Town
8.0 out of 10, Very good, (1138)
" Dry friendly and good breakfast and excellent value for money "
United States
Meenakshi
The price is AU$245
includes taxes & fees
14 Dec - 15 Dec
Hilton Garden Inn Key West / The Keys Collection

Silver Palms Inn

3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1019)
"quiet and clean place for vacation. "
United States
Bao Quoc
The price is AU$286
includes taxes & fees
9 Dec - 10 Dec
Silver Palms Inn

Beachside Resort & Residences

3.5 star property
Key West
8.6 out of 10, Excellent, (1736)
"Great location with great bars and restaurants. "
United States
Pam
The price is AU$341
includes taxes & fees
16 Dec - 17 Dec
Beachside Resort & Residences

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1743)
"Clean room..nice restaurant..friendly staff, convenient shuttle to and from downtown Key West. Well kept property !"
United States
Gary
The price is AU$332
includes taxes & fees
4 Dec - 5 Dec
Oceans Edge Key West Resort, Hotel & Marina
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

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 297 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?
Blue Flamingo Resort Key West: Hotel located near Smathers Beach. Features 2 restaurants, 2 outdoor swimming pools and 2 pool bars. Parrot Key Hotel & Villas: Hotel located near Duval Street. Offers 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. Provides complimentary high-speed (wired) Internet access, a pool and a beach shuttle. The Perry Hotel & Marina Key West: Hotel located near Smathers Beach. Features 2 restaurants, 2 outdoor swimming pools and 2 pool bars. Southernmost Beach Resort and Guesthouses: Hotel steps from Southernmost Point. Offers 2 pool bars, 3 outdoor swimming pools and a full-service spa.
How many hotels with pools will I find in Key West?
Expedia's 297 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.