Holiday rentals with a pool in Water Island

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Top-rated rentals with a pool in Water Island

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Guest favourite

Flat in Charlotte Amalie

5 out of 5 average rating, 7 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.

Superhost

Villa in Water Island

5 out of 5 average rating, 5 reviews

Seagrape Villa on Water Island

Windswept 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.

Apartment in Red Hook

Peaceful Paradise Ocean Front 2 BD / 3 Bath

Indulge in the ultimate Caribbean getaway in this stunning 2-bedroom, 3-bathroom condo at the prestigious Elysian Beach Resort in beautiful St. Thomas! Imagine waking up to breathtaking turquoise water views and the gentle sounds of the ocean breeze. This beautifully appointed condo offers the perfect blend of luxury, comfort, and convenience, making it an ideal retreat for families, couples, or friends seeking an unforgettable island experience. Step Inside Your Tropical Oasis: - Spacious a

Home in Southside

4.91 out of 5 average rating, 33 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

Apartment in Southside

5 out of 5 average rating, 4 reviews

Marriotts Frenchman's Cove 2BD

Welcome to Marriott's Frenchman's Cove on the tropical island of St. Thomas. A serene hideaway tucked among the hillside villages that frame aquamarine waters, the resort is a vacation sanctuary where the entire family can rejuvenate and relax. Marriott's Frenchman's Cove serves as a tranquil mountainside village overlooking the brilliant blue waters of Pacquereau Bay, offering a serene vacation experience. The colorful architecture pays homage to the resort's old-world European history.

Superhost

Apartment in Southside

Marriott Frenchman's Cove- Beautiful Two Bedroom

Reservations are available in weekly (7 night) increments with arrivals and departures on Fridays, Saturdays, and Sundays only. Frenchman’s Cove is perfectly situated on a secluded beach with amazing views of Pacquereau Bay and the St. Thomas harbor. Located on 13.3 acres next to Frenchman's Reef & Morning Star Marriott Beach Resort, this beautiful U.S. Virgin Islands retreat reflects the Danish and British architectural influences of the nearby historic town of Charlotte Amalie.

Apartment in Southside

4.95 out of 5 average rating, 22 reviews

Marriott's Frenchman's Cove- 2 Bedroom 2 bath

Set on a beach along Pacquereau Bay on the Caribbean coast, this upscale resort is 3.7 km from historic Fort Christian and 4.2 km from Gallery St. Thomas. The stately 2 villas with carved wood furnishings provide free Wi-Fi, and flat-screen TVs with DVD players. All include balconies and kitchens, plus dining areas, and living rooms with pull-out sofas. The resort has a poolside restaurant/bar, as well as a cafe and a convenience store. Other amenities include an infinity pool.

Superhost

Apartment in Southside

5 out of 5 average rating, 5 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.

Flat in Southside

New place to stay

Two-Bedroom Villa April 4-11, 2026

Luxury Two-Bedroom Villa Sleeping capacity: 8 Approx. sq. footage: 1179 Your comfortable, lavishly appointed villa is designed to provide ample room and comforts for your whole family. Your beautiful two-bedroom two-bath villa is equipped with a full-size kitchen, washer/dryer, high-speed internet access, and cable/satellite service on a large flat-screen television with DVD player. Accommodations • Bedroom 1: 1 King bed • Bedroom 2: 2 Queen beds • Pull-out sofa bed

Superhost

Villa in Southside

5 out of 5 average rating, 4 reviews

Christmas Week at Marriott's Frenchman's Cove!

Spend Christmas in style! From the Marriott's website: "Tucked along a picturesque hillside overlooking the calm azure waters of Pacquereau Bay...this luxurious resort is reminiscent of a quaint village surrounded by a secluded beach with amazing views of the Bay and St. Thomas harbor. Like the nearby historic town of Charlotte Amalie, the overall design reflects the Danish and British architectural influences set amidst a colorful tropical landscape."

Superhost

Apartment in Charlotte Amalie West

4.88 out of 5 average rating, 41 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.

Guest favourite

Villa in Southside

4.82 out of 5 average rating, 28 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!