Holiday rentals in Water Island

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Top-rated holiday rentals in Water Island

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Guest favourite
A serene ocean view is presented from a patio, featuring soft waves gently lapping at a sandy beach. Lush greenery and lounge chairs are visible on the shore, while a palm tree sways in the foreground under a bright blue sky with scattered clouds.
Guest suite in Southside
4.94 out of 5 average rating, 148 reviews

(Upper Level) Peaceful Getaway in Frenchman Bay

Indulge in the serenity of our Rock City retreat, where breathtaking ocean views meet refined comfort. Enjoy the patio, WiFi, AC, and eco-friendly solar energy. Ideally situated for families and travelers alike, our haven is close to Morningstar Beach, Westin conferences, and Havensight shopping. For added convenience, rent an SUV or utilize taxi services. Click on our Group Villa listing which offers ample space for up to 15 guests. For a seamless stay, review listing details and house rules.

Guest favourite
A spacious living area features a vaulted wooden ceiling and large windows allowing natural light. Two light-colored sofas and a wooden coffee table are positioned on tiled flooring. In the background, a dining space is visible through sliding glass doors leading to an outdoor area.
Apartment in St Thomas
4.83 out of 5 average rating, 167 reviews

SunnySide Villa! 2BR/3BA in Margaritaville resort

Walk to the beach from Sunny Side Villa @Pineapple Village! Pineapple Village sits inside the Margaritaville Resort! It has its own pool area, beach access, and access to hotel restaurants cafe and bars on site. Safe secure location. Taxis available for a ride to grocery stores, Red Hook for dinner, St. John Ferry, local beaches, or airport. It’s great for any vacation. The 2-Bedroom Villa can hold up to 4 people in beds, and has 2 large sofas. It has 2 master bedrooms and 3 full Baths.

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, 132 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
A private infinity pool is situated on a terrace, overlooking lush greenery and a panoramic ocean view. A vibrant rainbow arcs across the horizon, while gentle waves suggest a tranquil atmosphere. The pool's edge blends seamlessly with the surrounding landscape.
Guest house in Saint Thomas
5 out of 5 average rating, 111 reviews

Sunrise Cottage - Secluded, Romantic, Private

Sunrise cottage is located on the cool & breezy north side of St. Thomas. A relaxing 1 bedroom cottage with a full kitchen & living area. You can soak up the sun on the sundeck or hang out in your private soaking pool, while appreciating the breath taking view during the day & the abundance of stars at night. When venturing out you are 20 mins to Magen’s Bay Beach, 15 mins to Town, 30 mins to Red Hook. Note: The hosts live on property with 2 dogs and this cottage is adult only 18 or older.

Guest favourite
Villa in St. Thomas
4.87 out of 5 average rating, 159 reviews

NEW WATERFRONt Villa at Magens Bay, hot tub, Jeep

This new waterfront villa is conveniently located steps away from the Platform beach and 5 min. drive to famous Magens Bay Beach. Enjoy morning coffee watching turtles or Eagle rays flying above the turquoise water right from your balcony. This extraordinary furnishing and modern feel will provide cozy and exceptional vacation for your family and friends. The outdoor space offers great relaxing area overlooking the Caribbean sea. Hot tub brings the resort feel with the privacy you deserve.

Guest favourite
A serene beach stretches along the shoreline, featuring soft golden sand and calm, clear waters. Small boats can be seen anchored in the distance, with lush green hills and a clear blue sky above, creating a tranquil coastal setting suitable for relaxation.
Guest suite in Water Island
4.86 out of 5 average rating, 51 reviews

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

Perched above Druif Bay and Honeymoon Beach on picturesque Water Island, Blue Moon II is a charming one-bedroom, one-bath villa with small kitchen. This 1st level suite offers breathtaking panoramic views of the sea with sailboats and neighboring islands like St. Thomas, Hassel, and Culebra. For sunseekers, beach lovers, and snorkeling enthusiasts, Honeymoon Beach is just a stone's throw away. Blue Moon II delivers comfort and affordability, a perfect choice for a memorable island getaway.

Top guest favourite
A modern living area features a comfortable seating arrangement with a dark sectional sofa and light accent chairs. Natural light filters through large windows, highlighting the room's stylish decor, including a unique chandelier and a tasteful area rug, all with views of the harbor.
Flat in Charlotte Amalie
4.96 out of 5 average rating, 135 reviews

Stylish & Luminous 2BR-spectacular water views!

Welcome to a newly renovated 1,800 sq foot 2 bedroom located in the heart of historic Charlotte Amalie! Our space is perfect for travelers who wish to experience the beauty of the US Virgin Island. Each room is oversized, with tall ceilings, and boasts stunning panoramic views of the Caribbean that are sure to take your breath away. The space is as stylish as it is comfortable, with modern furnishings and luxurious touches throughout, yet contextually appropriate for the historic setting.

Top guest favourite
A spacious outdoor patio is featured with a dining table and colorful chairs, offering unobstructed ocean views. Large sliding glass doors lead to the living area, allowing natural light to fill the space. A gentle breeze and serene scenery are prominent.
Apartment in Northside
4.99 out of 5 average rating, 158 reviews

OceanView! Condo near Magen’s Bay - Pool/Generator

Welcome to your retreat with panoramic ocean views located in Mahogany Run, 5 mins from Magen's Bay Beach. Enjoy spectacular views of the ocean from every room of the condo. This bright and airy condo is equipped with a plush king-size bed, a fully equipped kitchen, and a bathroom featuring a walk-in shower. Spend the days at one of the island's beaches, snorkeling, hanging out by the pool, or exploring downtown Charlotte Amalie! We HIGHLY recommend renting a car to get around the island

Guest favourite
A scenic patio area features two lounge chairs positioned to face the ocean, surrounded by tropical plants in bright yellow pots. The view includes a vibrant turquoise bay and distant hills under a blue sky with scattered clouds.
Villa in Northside
4.9 out of 5 average rating, 116 reviews

Sailfish Villa Beachfront Magens Bay St. Thomas!

Private beachfront villa on world-famous Magens Bay Beach! Sailfish Villa is a 5BR/4.5BA oceanfront property with direct beach access. This listing features a 1BR/1BA beachfront cottage that sleeps up to 4 guests. Enjoy swimming with sea turtles, snorkeling, and kayaking just steps below the villa. Amenities include an outdoor shower, clear kayak, paddle boards, and stairs to the water. Located in the private neighborhood of Peterborg, just a short shoreline stroll to Magens Bay Beach.

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.

Top guest favourite
The image captures an aerial view of the property, highlighting a private infinity pool adjacent to a wooden deck. Two cushioned lounge chairs face the ocean, overlooking rocky shores and calm turquoise waters. Lush greenery surrounds the area, enhancing the tropical environment.
Home in Great Harbour
5 out of 5 average rating, 15 reviews

Tranquil Desires, Villa

Indulge in ultimate tropical bliss at our modern villa. Our sanctuary boasts a sleek interior, a private infinity pool, and breath-taking sunset views stretching across Tortola, and the US Virgin Islands. Perfect for couples or small groups, complete with his-and-her robes and slippers for your comfort. Unwind our cushioned outdoor chairs. Beaches, harbour walks, and adventure are just steps away from your doorstep. Make every moment unforgettable in your luxury island escape!

Top guest favourite
A spacious pool area is highlighted by a refreshing private pool, surrounded by a wooden deck. Two black loungers provide comfortable seating, while colorful inflatables add a playful touch to the clear water. The setting is brightened by large glass doors and subtle outdoor lighting.
Home in East End
4.97 out of 5 average rating, 137 reviews

Private Pool in Paradise! Ocean View Steps 2 Beach

Come enjoy the island life at this tranquil villa with private pool...only steps from the beach! Cooler, snorkeling gear, and beach chairs INCLUDED! The entire home has been remodeled. The pool has been fully updated as well as the deck area, which includes brand new furniture and high-end loungers. A new gas grill has also been added for your outdoor grilling pleasure. Stream all your favorites with our strong Wi-Fi. Upscale restaurant, Pangea, is just steps away. Free parking.

Popular amenities for Water Island holiday rentals