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House holiday rentals in Chocolate Hole

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Top-rated house rentals in Chocolate Hole

Guests agree: These houses are highly rated for location, cleanliness and more.

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Top Guest favourite
A private pool area is surrounded by loungers and shaded by large umbrellas. The pool features clear waters and is bordered by a brick patio. Lush greenery and the home's exterior can be seen in the background, illustrating a tranquil, tropical environment.
Home in Northside
5 out of 5 average rating, 46 reviews

The Caribbean Farmhouse/Ocean Views, Solar Power

Welcome to your St. Thomas Northside retreat! This tropical side of the island offers breathtaking views of the world-famous Magens Bay. Located 5 minutes to Hull Bay & 10 minutes to Magens Bay. Enjoy privacy surrounded by lush landscaping. Solar power & generator on property to never lose power! The outdoor space features a private pool and backyard. Spend evenings watching stunning sunsets with breathtaking views, this property is perfect for unforgettable vacations with family or friends!

Top Guest favourite
A private saltwater pool surrounded by a spacious deck offers stunning views of the turquoise waters and lush hills. Beach lounge chairs are present for relaxation, accompanied by vibrant potted plants, enhancing the serene outdoor space.
Home in Coral Bay
5 out of 5 average rating, 21 reviews

Seascape Villa w/ Private Pool & Spectacular Views

Discover the ultimate tropical retreat at this exclusive 3-bedroom, 3-bathroom villa, perched high above the pristine waters of St. John’s East End. Indulge in luxury accommodations complete with a fully equipped kitchen, spacious indoor & outdoor living areas, and both SOLAR power & backup generator Step out to a private saltwater pool, where you can bask in the Caribbean sun while enjoying the tranquility of this serene hideaway all just minutes from local restaurants, shops and 3 markets

Guest favourite
The villa is nestled into the hillside, showcasing a multi-level deck with a sparkling pool and a hot tub. Surrounding greenery enhances the tropical setting, while solar panels reflect commitment to sustainability. The architecture features a blend of outdoor and indoor spaces under a partly cloudy sky.
Home in Coral Bay
4.97 out of 5 average rating, 30 reviews

Palladio's View - Private Villa With Pool & AC!

Escape to a tropical oasis at Palladio's View, a stunning villa perched above St. John's East End. This enchanting 3-bedroom, 2.5-bath retreat is the ultimate getaway, offering three luxurious king-sized beds, a private hot tub, and a sparkling pool. With breathtaking views of the turquoise waters below, every corner of this home invites you to unwind and embrace paradise. This home is also equipped with a new HVAC system, which is adds an extra bit of comfort in this tropic environment!

Top Guest favourite
A balcony railing frames a sweeping view of the turquoise waters and lush greenery of the surrounding landscape. Palm trees are visible, and distant islands can be seen in the horizon under a clear blue sky.
Home in St Thomas
4.97 out of 5 average rating, 200 reviews

2BR/2BA AMAZING MagensBay View! SerenityNorthstar⭐️

Solar-Powered Luxurious 2BR w/breathtaking views of Magen’s Bay. Serenity Northstar is located in the Northside area of St. Thomas near Sibs, Mafolie Hotel, and Mountaintop. Full Air conditioning. Rent a car and live like a local. Short drive to famous Magens Bay Beach; Less than 10 min from shopping, dining, bars, etc. Includes SmartTVs with Netflix etc. 2 rms w/ King beds. Queen sofa-bed also included. 1 Rollaway cot. Sleeps up to 6ppl. Laundry. Private Parking. Patio. Killer views!

Top Guest favourite
Home in Coral Bay
5 out of 5 average rating, 10 reviews

Panoramic Ocean views and off Grid

Lunazul Villa, 2BR/2.5BA, Solar/Starlink NEW TO AIRBNB!! 180 degree views of Coral Bay, Norman Island, Tortolla, and beyond. Unobstructed views of the sparkling water from every room and heated pool large deck. Both bedrooms with en-suite full baths have comfortable furnishings, each designed to provide a tranquil retreat. You are provided with a clothes washer and dryer, filtered/UV drinking water, and full Solar energy ensuring you will never worry about island power outages.

Top Guest favourite
An outdoor infinity pool is shown with tranquil waters extending towards the Caribbean Sea. Lush greenery and palm trees surround the area, with views of the coastline and sailboats on the horizon. The sky is partly cloudy, enhancing the serene atmosphere of the setting.
Home in Southside
5 out of 5 average rating, 103 reviews

Entire villa with beautiful views! Amazing

Overlooking Bolongo beach. Perfect for couples traveling together but want plenty of privacy as well. 1200 sf covered patio to enjoy sunning, relaxing, dinners with family and friends while being soothed by waves and wonderful breezes. Two bedrooms, each with full baths in main house AND two private apartments below each having the same wonderful views! Perfectly located between Red Hook for ferry to St. John and Havensight for shopping. Catch the beautiful sunrises and sunsets.

Top Guest favourite
A vibrant view features a palm tree and blooming bougainvillea, reflecting lush tropical greenery. The orange-roofed structure blends harmoniously with the landscape, overlooking the stunning blue waters and distant islands under a clear sky with scattered clouds.
Home in Cruz Bay
4.93 out of 5 average rating, 122 reviews

3 Bdrm w/ Free Car, Generator & View of Rendezvous

"RendeView" includes a concierge with our Property Manager picking you up from the ferry in Cruz Bay. We have AC's in each bedroom, a generator (for the islands regular power outages), and the use of our 2018 AWD Honda Pilot that seats 7. Our home is located 7 minutes from Cruz Bay, past the Westin. Besides the amazing views, our guests love our unique showers that allow you to shower while overlooking the beautiful bay below. We offer access to a private beach below at Klein Bay.

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, 155 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.

Top Guest favourite
A dining table with glass top is set with tableware, positioned on a deck overlooking lush hills and the Caribbean Sea. The panoramic view captures the serene landscape, with soft clouds floating in a bright blue sky.
Home in Cruz Bay
4.95 out of 5 average rating, 22 reviews

Eureka Villa -Stunning Views in Paradise 2BR/2.5BA

Eureka! is a spacious, newly remodeled 2-bedroom 2.5 bath hillside villa with two 40ft decks overlooking Rendezvous Bay & Great Cruz Bay and amazing sunsets. “The location was perfect and the views from the house were breathtaking.” - Janie, 2023 ✔ Stunning views ✔ Modern design ✔ Large deck ✔ High speed internet ✔ Prime location ✔ Yoga mats ✔ Board games ✔ Hammock ✔ Guitar ✔ Echo speaker ✔ Snorkeling gear ✔ Beach chairs & coolers And so much more!

Guest favourite
A spacious living area features a large, light-colored sectional sofa and a wooden coffee table. A flat-screen TV is mounted on the wall, and large glass doors open to a deck with scenic views of the bay and surrounding landscape.
Home in Cruz Bay
4.88 out of 5 average rating, 78 reviews

Hoos House

Welcome! Come enjoy a stay in beautiful St. John. Hoos House is a modest 2 bedroom, 1 bath home (Upper level of a Duplex) with amazing south facing views. NOW WITH SOLAR AND BATTERY BACKUP! Overlooking Great Cruz Bay and the Westin Resort below and St. Croix in the distance on clear days. Enjoy the covered patio with seating and dining. Amazing breezes and shade all day long. Close to town and parking available. A/C in the bedrooms.

Superhost
A sunlit deck features a private pool surrounded by a wooden railing, offering sweeping views of the ocean and lush hills. Palm trees sway gently in the breeze, completing the serene landscape under a clear blue sky dotted with fluffy white clouds.
Home in Saint Thomas
4.88 out of 5 average rating, 125 reviews

Villa Beso Del Sol - Three Bedroom Cozy Oasis

Villa Beso Del Sol is a three bedroom, three bath beach oasis nestled into the hills above the historic town of Charlotte Amalie. We are located in estate Solberg, once you arrive you may not want to leave, the pool is partially covered so you have the option of soaking in the shade or soaking in ALL the sun. Morning coffee or afternoon cocktails, the outdoor pool area is where you'll want to be your entire vacation.

Superhost
An expansive outdoor deck offers panoramic views of Coral Bay and the surrounding islands. Multiple lounge chairs and tables are arranged for relaxation, with potted plants adding subtle greenery. The bright sky and sparkling water enhance the serene atmosphere of this elevated retreat.
Home in St. John
4.87 out of 5 average rating, 207 reviews

Nyabinghi

Perched high on Ajax Peak, Nyabinghi Cottage is a peaceful retreat overlooking Coral Bay, St. John and the British Virgin Islands. The standalone cottage features breathtaking views, convenience to Coral Bay, Cruz Bay, and nearby beaches, and all of the amenities to ensure a relaxing getaway. Requested bookings within 48 hours must be approved before finalized

Popular amenities for Chocolate Hole house rentals