Book resorts with pools in Key West

Experience the ultimate family getaway at resorts with pools in Key West

Resorts with pools in Key West offer the perfect blend of relaxation and adventure for families seeking a memorable vacation. With the sun shining and the tropical breeze flowing, these family-friendly properties provide a fantastic setting for quality time together. Kids can splash around in the pool while parents unwind poolside, creating a harmonious atmosphere for everyone. The proximity to beautiful beaches and local attractions adds to the allure, making it easy to explore the vibrant culture of Key West. Whether you're looking for fun-filled days or peaceful evenings, resorts with pools ensure a delightful experience for the entire family.

Our top choices for a great stay

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
The price is CA $304 per night from Sep 4 to Sep 5
CA $304
CA $425 total
Sep 4 - Sep 5
includes taxes & fees
Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach are located nearby.
8.4/10 Very Good! (269 reviews)
Casa Marina Key West, Curio Collection by Hilton
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
The price is CA $401 per night from Sep 2 to Sep 3
CA $401
CA $541 total
Sep 2 - Sep 3
includes taxes & fees
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
9/10 Wonderful! (1,005 reviews)
Pier House Resort & Spa
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
The price is CA $333 per night from Aug 24 to Aug 25
CA $333
CA $458 total
Aug 24 - Aug 25
includes taxes & fees
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Duval Street and South Beach are located nearby.
8.4/10 Very Good! (1,010 reviews)
The Reach Key West, Curio Collection by Hilton
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
The price is CA $178 per night from Aug 17 to Aug 18
CA $178
CA $247 total
Aug 17 - Aug 18
includes taxes & fees
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
7.8/10 Good! (1,002 reviews)
DoubleTree Resort by Hilton Grand Key - Key West
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
The price is CA $307 per night from Aug 13 to Aug 14
CA $307
CA $435 total
Aug 13 - Aug 14
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
8.8/10 Excellent! (1,001 reviews)
Hyatt Centric Key West Resort and Spa
Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort

4 out of 5
The price is CA $412 per night from Aug 25 to Aug 26
CA $412
CA $564 total
Aug 25 - Aug 26
includes taxes & fees
Stay at this 4-star spa resort in Key West. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
9/10 Wonderful! (1,003 reviews)
Ocean Key Resort - A Noble House Resort
Coconut Beach Resort

Coconut Beach Resort

2.5 out of 5
The price is CA $513 per night from Aug 11 to Aug 12
CA $513
CA $578 total
Aug 11 - Aug 12
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Duval Street and South Beach are located nearby.
8.8/10 Excellent! (135 reviews)
Coconut Beach Resort
Santa Maria Suites

Santa Maria Suites

4 out of 5
The price is CA $383 per night from Sep 3 to Sep 4
CA $383
CA $493 total
Sep 3 - Sep 4
includes taxes & fees
Stay at this 4-star resort in Key West. Enjoy free WiFi, 2 outdoor pools, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and South Beach are located nearby.
9.6/10 Exceptional! (1,001 reviews)
Santa Maria Suites
Celebrate New Years Eve in Key West @ Exclusive Hyatt Windward - SLEEPS 6 !

Celebrate New Years Eve in Key West @ Exclusive Hyatt Windward - SLEEPS 6 !

Book a stay at this family-friendly resort in Key West. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Duval Street and Smathers Beach are located nearby.
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Celebrate New Years Eve in Key West @ Exclusive Hyatt Windward - SLEEPS 6 !
Hyatt Vacation Club Windward Pointe Key West. Spectacular Key West Ocean Resort

Hyatt Vacation Club Windward Pointe Key West. Spectacular Key West Ocean Resort

Book a stay at this family-friendly resort in Key West. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Duval Street and Smathers Beach are located nearby.
Get rates
Hyatt Vacation Club Windward Pointe Key West. Spectacular Key West Ocean Resort
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.

Why choose a Resort with a Pool in Key West for Your Family Retreat?

Opting for family resorts with pools in Key West over traditional hotels can significantly enhance your vacation experience. These resorts provide spacious accommodations and a plethora of amenities, including water features and recreational activities tailored for all ages. The convenience of having a pool right at your doorstep allows for spontaneous family fun, whether it's a morning swim or an evening splash under the stars. Additionally, many vacation resorts with water features are designed with children in mind, offering safe environments for them to play and explore. While hotels can be great for a quick stay, resorts with pools deliver a unique combination of relaxation, entertainment, and family bonding opportunities, making them an ideal choice for your Key West adventure.