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 $735 per night from Mar 6 to Mar 7
CA $735
CA $920 total
Mar 6 - Mar 7
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 Southernmost Point are located nearby.
8.4/10 Very Good! (563 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 $845 per night from Apr 5 to Apr 6
CA $845
CA $1,042 total
Apr 5 - Apr 6
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.
9/10 Wonderful! (1,052 reviews)
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 $713 per night from Mar 22 to Mar 23
CA $713
CA $894 total
Mar 22 - Mar 23
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! (1,007 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 $438 per night from Apr 5 to Apr 6
CA $438
CA $539 total
Apr 5 - Apr 6
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.
8.2/10 Very Good! (1,007 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 $486 per night from Apr 5 to Apr 6
CA $486
CA $642 total
Apr 5 - Apr 6
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! (1,002 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 $904 per night from Apr 5 to Apr 6
CA $904
CA $1,122 total
Apr 5 - Apr 6
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! (1,004 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 $641 per night from Mar 15 to Mar 16
CA $641
CA $722 total
Mar 15 - Mar 16
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.
9/10 Wonderful! (160 reviews)
Opens in a new windowCoconut Beach Resort
Santa Maria Suites

Santa Maria Suites

4 out of 5
The price is CA $1,065 per night from Mar 11 to Mar 12
CA $1,065
CA $1,291 total
Mar 11 - Mar 12
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! (1,001 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.