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 $429 per night from May 25 to May 26
CA $429
CA $575 total
May 25 - May 26
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! (640 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 $393 per night from May 27 to May 28
CA $393
CA $537 total
May 27 - May 28
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 $304 per night from May 20 to May 21
CA $304
CA $435 total
May 20 - May 21
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! (1,010 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 $228 per night from Jun 8 to Jun 9
CA $228
CA $303 total
Jun 8 - Jun 9
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! (1,018 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 $320 per night from May 25 to May 26
CA $320
CA $455 total
May 25 - May 26
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! (1,006 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 $382 per night from May 31 to Jun 1
CA $382
CA $536 total
May 31 - Jun 1
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! (1,003 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 $532 per night from May 26 to May 27
CA $532
CA $598 total
May 26 - May 27
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! (187 reviews)
Opens in a new windowCoconut Beach Resort
Santa Maria Suites

Santa Maria Suites

4 out of 5
The price is CA $463 per night from Jun 7 to Jun 8
CA $463
CA $613 total
Jun 7 - Jun 8
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! (1,002 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)
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Opens in a new windowHyatt Vacation Club Windward Pointe Key West. Spectacular Key West Ocean Resort
3 blocks from waterfront and 1 block off Duval in heart of Old Town Key West

3 blocks from waterfront and 1 block off Duval in heart of Old Town Key West

Stay at this resort in Key West. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Duval Street and Mallory Square are located nearby.
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Opens in a new window3 blocks from waterfront and 1 block off Duval in heart of Old Town 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.

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.