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Holiday rentals in Water Island

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Top-rated holiday rentals in Water Island

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Guest favourite
Flat in Southside
4.96 out of 5 average rating, 25 reviews

Ocean Nest East #2

Ocean Nest East is a 2BR/2.5 BA unit is located on a hilltop in Estate Bakkero with dramatic ocean views. It’s comfortable yet modern decor welcomes you. We sleep 4 normally, but have a queen air bed that can be added in our bonus room to sleep max 6. Located near Westin Frenchmans Reef & Bouy Haus Autograph Resorts, perfect for family’s attending a corporate meeting and require a little more space than a traditional hotel can provide. A great location, close to town & nearby Morningstar beach.

Superhost
Flat in Southside
5 out of 5 average rating, 12 reviews

A Private Space by Villa Sunbeam.

A Private Space is a cosy, comfortable and unique Studio located at popular Villa Sunbeam in St. Thomas. It’s peaceful setting with distinctive Harbour Views and near town location offers easy walkable access to dining, attractions and activities in the Havensight area. With a polished new look, this space is perfect for the digital nomad to work and rest or be as active as they desire, with its convenient to town location for the seasoned traveler. Welcome to your “Private Space” in St. Thomas!

Top guest favourite
A spacious living area features high vaulted ceilings with wooden beams. A large dining table accommodates guests, surrounded by cozy seating options. Along one wall, an extensive book library is displayed, complemented by vibrant artworks. Soft rugs enhance the inviting atmosphere of the room.
Villa in Charlotte Amalie
4.99 out of 5 average rating, 129 reviews

Tropical Modern Loft | SoHo Style | Concierge

Single night bookings welcome! A luxe art loft experience in the heart of St. Thomas, this exclusive space in a convenient central location provides a chic home base, with sleek design, concierge options, + creative vibes. Perfect for both adventure and serenity. Ample space to lounge, with a balanced historic/contemporary aesthetic, and near beaches, restaurants, historic landmarks, boutiques, + ferry/airport/transportation. Private gated parking and a cafe and art gallery right downstairs.

Guest favourite
A spacious room features two full size beds with white linens and green decorative accents. A kitchenette with modern appliances, including a refrigerator and oven, is visible in the background. Natural light enters through several windows, creating a bright and airy environment.
Flat in Water Island
4.84 out of 5 average rating, 101 reviews

Villa Isla B: Hotel style 1 bedroom 2-4 guests

Located on Water Island, This place is perfect or couples, friends and families! Located above Limestone Beach, you’ll be close to everything including the famous Honeymoon Beach, home to one of the best beach bars in the USVI: Dinghy’s Beach Bar! You’ll enjoy the sweeping views of St. Thomas, St. John and St. Croix on a private porch, full kitchen and bathroom, private entrance, tranquility of being off the main road, free Wi-Fi, A/C, and two full size beds. Get Cozy, Stay Awhile.

Guest favourite
The night view captures illuminated yachts docked in the harbor, with distant twinkling lights of the hillside reflecting on the water. A pathway and greenery are visible in the foreground, leading to the apartment entrance, while clouds drift across the dark sky.
Flat in Saint Thomas
4.88 out of 5 average rating, 64 reviews

Fair Haven Studio

This stunning island retreat is located at 22 Havensight, just a three-minute drive from Havensight, where you’ll find a variety of dining options. Enjoy breathtaking ocean views and watch cruise ships as they dock. Fair Haven is the perfect destination for your next vacation, offering serene surroundings and unparalleled views. This immaculate studio apartment is for those looking for a relaxing getaway. This apartment creates a welcoming atmosphere from the moment you arrive.

Superhost
The exterior of Omajelan Castle is depicted, showcasing its regal architecture with pointed turrets and large white shutters. A staircase leads to the entrance, framed by lush greenery. The structure features a distinct blue facade, harmonizing with the surrounding natural landscape.
Guest house in Charlotte Amalie West
4.89 out of 5 average rating, 298 reviews

OMAJELAN CASTLE (A)

Welcome to the Omajelan Castle. Set amongst the lush mountain canopy of Santa Maria, on the North Western side of St. Thomas, with a view that is befitting of a king and queen. About 5 minutes from the beach and 15 minutes from downtown, Charlotte Amalie, The Omarjelan Castle's regal architecture is further enhanced by a breathtaking yet tranquil view of the Atlantic ocean. These small yet comfortable efficiencies afford you a unique experience you'll not soon forget

Top guest favourite
A private balcony offers sweeping views of the harbor and surrounding hillsides. The scene captures colorful roofs of traditional Caribbean homes, framed by white architectural details. The sky is bright with scattered clouds, enhancing the vibrant atmosphere of the neighborhood.
Flat in Charlotte Amalie
4.96 out of 5 average rating, 107 reviews

Chateau Belle, Studio in the Heart of Frenchtown

Nestled in the old French village of Carenage/Frenchtown, this modern Chateau Belle apartment has a private balcony, overlooks traditional Caribbean wood homes, with a harbor view. A 5 minute drive from the airport, the apartment is located across the valley from St. Anne's Chapel, with a 1 minute walk to quality restaurants, the fish market and wharf. Easy access to public transportation and a 10 minute walk to downtown shopping. Perfect for guests without a rental car.

Superhost
A pathway is visible leading through lush palm trees to a gated entrance. The horizon displays soft hues of orange and blue as the sun sets in the distance, creating a serene backdrop for the peaceful surroundings.
Flat in Charlotte Amalie West
4.92 out of 5 average rating, 13 reviews

Palm Grove Vacation Rental

Palm Grove is a stunning two-bedroom apartment situated on the West Side of the island, just minutes from Lindbergh Bay and Brewers Bay beach. The Space: With breathtaking views awaiting you, Palm Grove is the ideal spot for your next vacation. This immaculate two-bedroom apartment is one of the island’s top choices for those seeking a peaceful and relaxing retreat. The spacious, well-designed floor plan offers a welcoming atmosphere from the moment you step inside.

Superhost
Home in Charlotte Amalie
5 out of 5 average rating, 4 reviews

The View +pool+panoramic view

Come see St Thomas like you have never seen before! It’s like watching your favorite movie !The Ocean View house overlook the ocean and the busy streets of Charlotte Amalie with large kitchen, large bedrooms ,and a large bathroom and private terrace ,air conditioner in each room as well a ceiling fan.Both bedroom offers of a queen-size bed, flat-screen tv and large spacious floor top ceiling closet. The kitchen features gas range stove, stainless appliances.

Guest favourite
A serene beach scene showcases a calm bay with clear blue waters lapping against the sandy shoreline. Lush green hills are visible in the background, with hints of sailboats and beach umbrellas dotting the landscape under a bright blue sky.
Flat in Water Island
5 out of 5 average rating, 9 reviews

Blue Moon III - 1 BR Suite on Water Island, USVI

Blue Moon III is a cozy one-bedroom, one-bath suite designed and best suited for short stays (2–3 days) or as additional space when booking Blue Moon I or II. Located on the first level, it offers beautiful views of Druif Bay and Honeymoon Beach. The suite includes a mini‑fridge, microwave, and coffee maker—perfect for simple snacks, pre‑packaged meals, or reheating leftovers from one of the local restaurants. A rollaway cot is available for small children.

Top guest favourite
An open studio layout is displayed, featuring a comfortable king-size bed on a handmade platform. Natural light floods through multiple windows, accentuating the vaulted ceiling with exposed beams. A cozy seating area with a blue lounge is positioned near the kitchenette and high-top pub table.
Flat in Charlotte Amalie
5 out of 5 average rating, 105 reviews

The Pelican - A Frenchtown Studio - Hidden Gem

Leave the masses behind and immerse yourself in the Virgin Islands' culture, without sacrificing comfort or luxury. The Tipsy Pelican calls Frenchtown it's home, a small community in a historic fishing village surrounded by a variety of eateries. The studio is immaculately clean and furnished with everything you need in a relaxing private space to unwind, a workspace for business, or as a home base while exploring St. Thomas and the nearby islands.

Guest favourite
Apartment in Charlotte Amalie West
4.89 out of 5 average rating, 47 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.

Popular amenities for Water Island holiday rentals