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Featured Lesser Antilles Family Hotels

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe St. Thomas St. Thomas
Fully refundableReserve now, pay when you stay
Book a stay at this luxury resort in St. Thomas. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean ...
The Westin St. Thomas Beach Resort & Spa
Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

4 out of 5
115 Welfare Road Simpson Bay
Book a stay at this beach aparthotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
Hilton Vacation Club Royal Palm St. Maarten
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
Simpson Bay Resort, Marina & Spa
Sugar Bay Resort and Spa

Sugar Bay Resort and Spa

4.5 out of 5
6500 Estate Smith Bay St. Thomas St. Thomas
Book a stay at this luxury hotel in St. Thomas. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Sapphire Beach and Trunk Bay are located ...
Sugar Bay Resort and Spa
St. James's Club Antigua - All Inclusive

St. James's Club Antigua - All Inclusive

4 out of 5
Mamora Bay Mamora Bay Antigua
Book a stay at this beach property in Mamora Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
St. James's Club Antigua - All Inclusive
The Buccaneer Beach & Golf Resort

The Buccaneer Beach & Golf Resort

4 out of 5
Estate Shoys Christiansted St. Croix
Fully refundableReserve now, pay when you stay
Book a stay at this beach hotel in Christiansted. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
The Buccaneer Beach & Golf Resort
Sea Gate Hotel

Sea Gate Hotel

2.5 out of 5
Route 989 Km .04 Vieques
Book a stay at this family-friendly hotel in Vieques. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean ...
Sea Gate Hotel
Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
Veterans Drive Charlotte Amali St. Thomas St. Thomas
Fully refundableReserve now, pay when you stay
Stay at this hotel in St. Thomas. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Windward Passage Hotel
Jolly Beach Antigua - All-inclusive

Jolly Beach Antigua - All-inclusive

3 out of 5
Bolans Village, St. Mary's Jolly Harbour Antigua
Book a stay at this beach property in Jolly Harbour. Enjoy free parking, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful ...
Jolly Beach Antigua - All-inclusive
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Billy Folly Road No. 37A Simpson Bay
Fully refundableReserve now, pay when you stay
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
The Villas at Simpson Bay Resort
Bolongo Bay Beach Resort

Bolongo Bay Beach Resort

3 out of 5
7150 Bolongo St. Thomas St. Thomas
Book a stay at this beach resort in St. Thomas. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
Bolongo Bay Beach Resort
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road Lowlands
Book a stay at this beach property in Lowlands. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
Sonesta Maho Beach All Inclusive Resort Casino & Spa
See all 14,782 properties in Lesser Antilles
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.

Hotels with Pools in Lesser Antilles

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe St. Thomas St. Thomas
Book a stay at this luxury resort in St. Thomas. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,007 reviews)
Swim up bar was fun, the view was amazing. Roan was amazing getting our car for us as well as Lea. Loved them. My only suggestion would be to have the bar open a little earlier.

Reviewed on Nov 14, 2025

The Westin St. Thomas Beach Resort & Spa
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37 Simpson Bay
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (1,476 reviews)
Nice resort clean close to the water nice staff

Reviewed on Nov 20, 2025

Simpson Bay Resort, Marina & Spa
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,348 reviews)
Everything was perfect!

Reviewed on Nov 20, 2025

Hilton Vacation Club Flamingo Beach St. Maarten
See all 14,782 properties in Lesser Antilles
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.

Hotels With Connecting Rooms in Lesser Antilles

Antigua Village Beach Resort

Antigua Village Beach Resort

3 out of 5
Dickenson Bay St. John's Antigua
Book a stay at this beach aparthotel in St. John's. Enjoy free parking, a beach locale, and an airport shuttle (surcharge). Our guests praise the helpful staff ...
Antigua Village Beach Resort
Antigua Superyacht Marina & Resort

Antigua Superyacht Marina & Resort

3 out of 5
Antigua Yacht Club Marina Falmouth Harbour Antigua
Book a stay at this family-friendly hotel in Falmouth Harbour. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. ...
Antigua Superyacht Marina & Resort
The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort

3 out of 5
6 Billy Folly Road Simpson Bay
Book a stay at this beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
The Atrium Beach Resort and Spa, an Ascend Collection Resort
See all 14,782 properties in Lesser Antilles
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.