House vacation rentals in Chocolate Hole

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Top-rated house rentals in Chocolate Hole

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Guest favorite

Home in Chocolate Hole

5 out of 5 average rating, 42 reviews

Down Yonder Pool Villa / Full Solar & Battery

Beautiful island memories are made at Down Yonder Pool Villa. Surrounded by lush tropical gardens and conveniently located in Chocolate Hole (less than .5 miles from the Westin resort), this well-appointed, comfortable home features two King suites - one on either side of the huge Great Room. The Great Room and each bedroom enjoys access to the glorious sundeck and 30 foot salt water pool, and every room has the same mesmerizing view of Chocolate Hole Bay and the deep blue Caribbean water beyond. Rates based on four persons occupancy. Additional guest fees apply for more guests up to 6 total. Click "Book Now" for detailed quote.

Superhost

Home in Cruz Bay

4.94 out of 5 average rating, 82 reviews

Cutest studio in town! 5-minute drive to town

Large Studio with small kitchen, outside dining space and ocean views. Can also be booked in conjunction with "Paradise Found" luxury 1-bedroom (1388497) for more space. All units are rented individually. Our cute spacious studio is situated minutes outside of Cruz Bay in a quiet safe residential community. Clean and bright with a small kitchen and private bathroom, it is the perfect springboard for your exploration of our beautiful island. Ocean view and sometimes St Croix views on a clear day

Guest favorite

Home in St Thomas

4.95 out of 5 average rating, 137 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!

Guest favorite

Home in Coral Bay

4.97 out of 5 average rating, 58 reviews

Charming Aerie Cottage

Aerie is a Caribbean style cottage 1.5BR, 1.5 BA nestled on the border of the National Park at the end of a quiet road. This sanctuary is the perfect setting for a tranquil retreat and includes private soaking pool, full kitchen, and views of Coral Bay and St Thomas. An additional guest can comfortably be accommodated in the loft. There is an additional cost for 3rd guest. Centrally located on Ajax Peak Road minutes from North Shore beaches, and between Coral Bay and Cruz Bay.

Guest favorite

Home in Charlotte Amalie West

4.91 out of 5 average rating, 191 reviews

OMAJELAN CASTLE (B)

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 favorite

Home in Cruz Bay

5 out of 5 average rating, 11 reviews

Villa Arcadia

Wake up to breathtaking views framed by azure waters. Enjoy breakfast on the wrap-around terrace before heading to one of the many nearby beaches. In the evening, enjoy a glass of wine and the sunset over St. Thomas as it begins to sparkle. Spend quality time with friends and loved ones in the state-of-the-art kitchen and entertainment space before falling asleep in a quaint paradise. Arcadia is a two-minute drive from the heart of Cruz Bay and its vibrant restaurant scene.

Guest favorite

Home in Coral Bay

5 out of 5 average rating, 13 reviews

House by the Sea

Huis Aan Zee (House by the Sea) has everything a couple or couples could ask for, even your own pool! Huis Aan Zee is a contemporarily furnished island escape with pristine views of Coral Bay, Hurricane Hole, Drake's Channel, the British Virgin Islands and beyond. The salt water pool offers up great ocean views and provides the ultimate experience in relaxation. The home is located just minutes from the best beaches on the island, grocery stores, and local dining options.

Guest favorite

Home in Cruz Bay

4.97 out of 5 average rating, 33 reviews

Caribbean Cottage Near the Sea

Paradise! The cottage is located on Hart Bay, and has an amazing view of the Carribean Sea. You can fall asleep to the sound of waves. You will stay in the upstairs one bedroom apartment with your own private entrance. The owner’s live in the lower level. Private pooI area. It’s an older cottage with an outdoor shower. There are 67 uneven steps down to cottage from parking area. There are steps that lead to a trail and rocky beach. Property has a generator.

Guest favorite

Home in Cruz Bay

4.89 out of 5 average rating, 45 reviews

Sunset Shanti ~ artist’s oasis with sunset view

Best enjoyed by those who love fresh air, this stylish indoor-outdoor gem offers a one-of-a-kind Caribbean getaway. Large open-air living space catches Trade Wind breezes and features an open floor plan to the kitchen and back deck with exquisite view. Two air-conditioned bedrooms, each with a King-sized bed, and a tv in each room allow for rest and relaxation. Views across the Caribbean Sea to St. Thomas from every room!

Guest favorite

Home in Cruz Bay

4.85 out of 5 average rating, 26 reviews

Hoos House

Welcome! Come enjoy a stay in beautiful St. John. Hoos House is a modest 2 bedroom, 1 bath home fully renovated with amazing south facing views. 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

Home in St. John

4.9 out of 5 average rating, 162 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

Guest favorite

Home in Virgin Island

4.78 out of 5 average rating, 218 reviews

Simplicity-affordable with a view

Simplicity is targeted at the down-to-earth traveler who comes to explore nature and simple living. It is a small studio with a kitchen, a bathroom, and a breathtaking view that is loved by our guests you can enjoy from the bedroom or the deck where you can relax with views of turquoise waters, green hillsides, and the neighboring British Virgin Islands.