Vacation rentals with a pool in Water Island

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Water Island

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 2 pages

Apartment in Charlotte Amalie

5 out of 5 average rating, 4 reviews

Tropical Studio | Ocean Views | Pool | Bar | 244

Escape to paradise in this luxurious 1BR/1BA studio at Bluebeards Castle, with all the amenities you could want in the tropics! Safely perch above Frederiksberg Point, and minutes away from Yacht Haven, where the rich and famous (i.e. Jeff Bezos) stash yachts to replenish between islands. With a modern kitchenette, full refrigerator (with ice maker), oceans and city view balcony, resort pool, bar and restaurants, this luxury getaway is the ideal home base to experience St. Thomas like a local.

Guest favourite

Villa in Saint Thomas

4.86 out of 5 average rating, 7 reviews

Hibiscus Villa on Water Island

Seabreeze Villa is a semi-attached condo situated on peaceful Water Island, USVI. This oceanfront property boasts two bedrooms, two bathrooms, and a beautiful cliffside setting. It offers an excellent opportunity for those who want to relax and escape civilization's hustle and bustle. You can enjoy breathtaking sunrises and sunsets from each balcony. Take a dip in the shared pool or take a short golf cart ride to Honeymoon Beach (golf cart included). Additional space is available upon request.

Guest favourite

Villa in Water Island

4.92 out of 5 average rating, 37 reviews

5 Star LUXE VACAY Designer Villa 38’POOL w BEACH!

LUX 3,000 sq. ft. BIG PRIVATE VILLA, HUGE POOL & only a 3 min walk to the BEACH! Want one of the finest beach homes in the Caribbean with all new furnishings? Our rates for six (6) are unbeatable!🥂🥂🥂 Our ‘bedrooms’ are VERY LARGE individual private suites with mahogany & coral en-suite bathrooms! Nothing compares to ‘Happy Hour in the comfort of a chic, newly furnished designer beach house, a huge 38’ infinity pool with a 60’ long gorgeous veranda—just steps from gorgeous Honeymoon Beach

Home in Southside

4.93 out of 5 average rating, 30 reviews

Vista Amalie - 3 BR House / Pool w/ Harbor Views

Vista Amalie offers photo worthy views of the Charlotte Amalie harbor from the master and second bedrooms, living room, pool deck, and the lanai. Sunsets of the harbor cannot be missed. The house is open concept while the bedrooms offer separation and privacy. All 3 bedrooms have private in-suite full bathrooms. Multiple sliding doors connect the indoor and outdoor living spaces. The house is fully air conditioned and supported with a whole house generator for when the power goes out.

Superhost

Condo in Southside

5 out of 5 average rating, 3 reviews

Marriott's Frenchman's Cove-St Thomas!

Come experience the relaxed nature of the Virgin Islands. This St. Thomas Resort has everything you would want on your next family vacation. The kids can enjoy the pool with the waterslide, daily planned activities for all ages, the game room, the billiards, and loads of water sports activities at the private beach. Adults will find convenience in the on-site gift shop, Marketplace, restaurant & bar, fitness room, and activities for the whole family right at your fingertips.

Guest favourite

Condo in Charlotte Amalie

4.91 out of 5 average rating, 79 reviews

Studio @ Bluebeards Castle, St. Thomas, USVI!

This renovated studio at Bluebeard's Castle Villas III is perfect for couples seeking an affordable and romantic getaway. Relax by the pool, enjoy tropical cocktails at the pool bar, or dine at two prestigious on-site restaurants. The resort features tennis courts, an exercise facility, a poolside spa, Wi-Fi, and parking. With garden or residential views, you'll be just moments from the stunning turquoise waters of the Caribbean Sea, ideal for a peaceful and memorable stay.

Superhost

Condo in Charlotte Amalie West

4.85 out of 5 average rating, 34 reviews

Mid-Century: Caribbean Style

Welcome to Shibusa (渋さ) at Shibui (渋い): A mid-century, Japanese pagoda residence in St. Thomas. Shibui was originally built in the 1960s as an award-winning luxury Japanese style resort: A colony of Japanese cottages, and a place for travellers to St. Thomas to enjoy a high-design experience. Now Shibui has transformed into a unique gated community of 26 historically preserved cottages—each with their own unique layout and view across the island.

Superhost

Villa in Southside

4.79 out of 5 average rating, 19 reviews

Gorgeous Pool Villa w/ Ocean view! 3 BD/3.5 BA

NEW LISTING! Breathtaking sunset and ocean views from this gorgeous villa nestled among the trees in paradise. A generous living space with oversized sectional effortlessly flows into the outdoor patio and pool area. 2 fully air-conditioned bedrooms and 2.5 baths on the main level and a lower level 1BD/1BA make up this versatile space! Minutes to Havensight, Yacht Haven Grande, Charlotte Amalie, and a variety of shops and restaurants!