Search Hotels with Pool in Key West

  • 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 Pool

Our top choices for Key West hotels with a pool

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,345 reviews)
  • cleanliness
    Splash into paradise at four tropical pools with poolside dining and coastal shuttles.
The price is 4.928.564 ₫
7.055.909 ₫ total
includes taxes & fees
4 May - 5 May
Parrot Key Hotel & Villas

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,145 reviews)
  • cleanliness
    Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
The price is 4.728.461 ₫
7.838.189 ₫ total
includes taxes & fees
11 May - 12 May
Beachside Resort & Residences

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, (1,007 reviews)
  • cleanliness
    Splash into vibrant Key West relaxation with 24-hour access to a pristine pool and hot tub sanctuary.
The price is 4.006.010 ₫
5.691.708 ₫ total
includes taxes & fees
21 Apr - 22 Apr
The Cabana Inn Key West - Adults Only

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,814 reviews)
  • cleanliness
    Float in serene waters at this sun-soaked poolside paradise with direct beach access and friendly round-the-clock service.
The price is 7.242.950 ₫
9.830.132 ₫ total
includes taxes & fees
13 May - 14 May
Margaritaville Beach House Key West

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
9.0 out of 10, Wonderful, (1,749 reviews)
  • cleanliness
    Poolside paradise awaits with hot tub, dining, and bar service at this vibrant Key West oasis.
The price is 4.717.608 ₫
7.068.003 ₫ total
includes taxes & fees
10 May - 11 May
Havana Cabana at Key West

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very good, (614 reviews)
  • cleanliness
    Crystal blue waters beckon from private beach paradise with 2 outdoor pools and a luxurious beachside bar.
The price is 8.219.826 ₫
11.025.120 ₫ total
includes taxes & fees
3 May - 4 May
Casa Marina Key West, Curio Collection by Hilton

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.2 out of 10, Very good, (1,022 reviews)
  • cleanliness
    Splash into tropical paradise at this resort's cabana-lined pool with views and poolside cocktails.
The price is 6.056.423 ₫
7.702.549 ₫ total
includes taxes & fees
10 May - 11 May
DoubleTree Resort by Hilton Grand Key - Key West

Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (768 reviews)
The price is 5.784.299 ₫
7.840.698 ₫ total
includes taxes & fees
19 Apr - 20 Apr
Duval Inn

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.2 out of 10, Very good, (2,087 reviews)
  • cleanliness
    Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
The price is 4.717.136 ₫
6.788.290 ₫ total
includes taxes & fees
20 Apr - 21 Apr
Blue Flamingo Resort Key West

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,009 reviews)
  • cleanliness
    Beachfront pool paradise with private loungers and poolside bar service at this Key West resort.
The price is 7.172.364 ₫
9.846.725 ₫ total
includes taxes & fees
3 May - 4 May
The Reach Key West, Curio Collection by Hilton
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.

Choose what matters most at hotels with a pool in Key West

Hotels with pools and free breakfast in Key West

Hotels with pools and hot tubs in Key West

4-star hotels with pools in Key West

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 318 places to stay with pools. During your trip, you can explore attractions such as Duval Street and Florida Keys Beaches, and then take it easy poolside at one of the accommodation options in Key West that guests like for their pools.
How many hotels with pools will I find in Key West?
Expedia's 318 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 and Florida Keys Beaches 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.