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 $292 per night from Sep 15 to Sep 16
CA $292
CA $421 total
Sep 15 - Sep 16
includes taxes & fees
Book a stay at this 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! (863 reviews)
Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
The price is CA $241 per night from Aug 30 to Aug 31
CA $241
CA $367 total
Aug 30 - Aug 31
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
Opens in a new windowPier 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 $243 per night from Sep 14 to Sep 15
CA $243
CA $367 total
Sep 14 - Sep 15
includes taxes & fees
Book a stay at this 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.
8.6/10 Excellent! (1,014 reviews)
Opens in a new windowThe 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 $157 per night from Sep 1 to Sep 2
CA $157
CA $223 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this 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.
8.4/10 Very good! (1,084 reviews)
Opens in a new windowDoubleTree 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 $274 per night from Sep 7 to Sep 8
CA $274
CA $405 total
Sep 7 - Sep 8
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 helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
9/10 Wonderful! (1,017 reviews)
Opens in a new windowHyatt 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 $294 per night from Sep 9 to Sep 10
CA $294
CA $438 total
Sep 9 - Sep 10
includes taxes & fees
Book a stay at this spa resort in Key West. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
9.2/10 Wonderful! (1,009 reviews)
Opens in a new windowOcean Key Resort - A Noble House Resort
Coconut Beach Resort

Coconut Beach Resort

2.5 out of 5
The price is CA $398 per night from Aug 23 to Aug 24
CA $398
CA $448 total
Aug 23 - Aug 24
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! (219 reviews)
Opens in a new windowCoconut Beach Resort
Santa Maria Suites

Santa Maria Suites

4 out of 5
The price is CA $374 per night from Aug 27 to Aug 28
CA $374
CA $514 total
Aug 27 - Aug 28
includes taxes & fees
Stay at this 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! (1,010 reviews)
Opens in a new windowSanta Maria Suites
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.
10/10 Exceptional! (1 review)
Opens in a new windowHyatt Vacation Club Windward Pointe Key West. Spectacular Key West Ocean Resort
Luxurious top floor, end unit, within premier resort on the Atlantic Ocean.

Luxurious top floor, end unit, within premier resort on the Atlantic Ocean.

Stay at this resort in Key West. Enjoy a fitness center, laundry facilities, and concierge services. Popular attractions Duval Street and Smathers Beach are located nearby.
10/10 Exceptional! (3 reviews)
Opens in a new windowLuxurious top floor, end unit, within premier resort on the Atlantic Ocean.
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.