Family-friendly holiday rentals in Water Island

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Top-rated family-friendly rentals in Water Island

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Superhost

Cottage in Charlotte Amalie

4.81 out of 5 average rating, 36 reviews

Island Life in Frenchtown, Centrally Located

We welcome you to the most authentic ISLAND LIFE that we hope you will fall in love with. Being on a hill, enjoy balmy breezes when you open your windows while also letting the charm of Frenchtown in. Wake up to church bells ringing on a Sunday morning; spy the seaplane landing in the bay; enjoy dinner on the patio with supplied amenities for cooking; walk to bars, restaurants & downtown shopping; take a $1 Safari bus to the beach; pack lightly knowing that we have thought of everything for you!

Guest favourite

Apartment in Southside

4.94 out of 5 average rating, 35 reviews

Ocean Nest West #4

Ocean Nest West offers a 1BR/1BA unit perfect for that project manager or digital nomad or simply for romantic getaway for 2. Comfortably furnished and ready for occupancy, the bedroom has a queen bed and the living, dining, & kitchen areas are all open plan. Stainless steel appliances complement the carefully appointed kitchen. A closeted stacking washer/dryer helps keeps you ready for next activity. Located in Estate Bakkero and with easy access town and Red hook just 10 minutes drive away.

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.

Top Guest favourite

Villa in Charlotte Amalie

4.99 out of 5 average rating, 89 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.

Top Guest favourite

Home in Southside

5 out of 5 average rating, 16 reviews

Villa Sunbeam. Rejuvenate & Relax w/ Ocean views.

Villa Sunbeam is located just outside the Havensight Area within walking distance to dining, attractions, & activities. This peaceful setting offers exceptional harbor views. With a polished new look, this carefully appointed, yet comfortable space, is perfect for remote working or a leisure getaway. Prince Rupert’s Cove, a beach, that is only a 2 minute walk down from the villa. Need more space for family or friends? A Private Space & Klarissas’s by the Sea are located just downstairs.

Guest favourite

Cottage in Water Island

4.97 out of 5 average rating, 60 reviews

Blue Moon I - 2 BR Villa on Water Island, USVI

Perched above Druif Bay and Honeymoon Beach on picturesque Water Island, Blue Moon I is a charming two-bedroom, one-bath villa. The upper-level, open-air layout offers breathtaking panoramic views of the sea with sailboats and neighboring islands like St. Thomas, Hassel Island, and Culebra. For sunseekers, beach lovers, and snorkeling enthusiasts, Honeymoon Beach is just a stone's throw away. Blue Moon I delivers comfort and affordability, a perfect choice for a memorable island getaway.

Superhost

Apartment in Water Island

4.85 out of 5 average rating, 78 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.

Superhost

Guesthouse in Charlotte Amalie West

4.9 out of 5 average rating, 277 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

Guest favourite

Apartment in Charlotte Amalie

4.97 out of 5 average rating, 94 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

Apartment in Charlotte Amalie

4.88 out of 5 average rating, 24 reviews

Charming Suite in Frenchtown Village

Nestled atop the beautiful hills of historic Frenchtown in St. Thomas Virgin Islands are the suites of Larimar View. Larimar View is conveniently situated in the heart of the capital city of Charlotte Amalie in a small, safe community. Within walking distance of shopping, dining, site-seeing attractions, and night life. These scenic suites boasts breathtaking scenes of downtown Charlotte Amalie, its stunning harbor, Crown Bay Dock, and the lovely Waterfront.

Top Guest favourite

Apartment in Charlotte Amalie

5 out of 5 average rating, 98 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.

Superhost

Condo 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.