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 Cruz Bay

4.9 out of 5 average rating, 20 reviews

Cruz Bay Caribbean Retreat -5

Step in to one of St John's, Newest luxury condos. Located in the heart of St John. Minutes from the night life, world class restaurants , and the beaches of Cruz Bay you will find yourself at the center of all that Cruz Bay has to offer. Inside you will be greeted by the luxury that is Dolphin Suites, ranging from the spacious queen Tempurpedic bed, high end kitchen, & rain fall shower. Let our team take the stress out of planning! Contact us today and let us help with all your vacation needs

Guest favorite

Home in Southside

4.93 out of 5 average rating, 112 reviews

Sunset Terrace – Perfect home for your vacation!

Sunset Terrace Villa offers a private and accommodating home for your Caribbean vacation! This fully air-conditioned home offers a private pool, new renovations, furnishing and spectacular views of the water and surrounding islands. Beautiful sunsets are an everyday experience and can be enjoyed inside or from the covered, outdoor patio space. Centrally-located in a safe and scenic neighborhood. Nearest beach is only a 5 minute drive. Concierge service included. Designed by Ashley-Interiors

Guest favorite

Home in St Thomas

4.96 out of 5 average rating, 156 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 favorite

Home in Coral Bay

4.97 out of 5 average rating, 29 reviews

House by the Sea “with back-up power”

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.

Top guest favorite

Home in Cruz Bay

4.98 out of 5 average rating, 50 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 Northside

4.95 out of 5 average rating, 107 reviews

Change Your Perspective at Villa Point of View

Change your perspective at Point of View villa, perched high above the historic town of Charlotte Amalie. Point of View is located within a gated community in Estate Mafolie. We are located mid island with an easy drive into town or to world famous Magens Bay. However, you may never want to leave the property once you see the sweeping harbor view. There are three bedrooms in the main house and separate fourth bedroom with a full kitchen on the lower pool level.

Top guest favorite

Home in Coral Bay

4.99 out of 5 average rating, 106 reviews

Paradisea 2 Bedroom w/ Pool & Backup Solar Power

2 cozy bedrooms, fully equipped kitchen, large decks, pool, solar and backup battery power. Everything you need for a day at the beach: chairs, umbrella, coolers, toys, towels all provided. Close to Coral Bay restaurants and shops. North Shore beaches and hiking trails are only a short drive away. Quiet setting in the hills above Coral Bay. Close to it all with a far away feel. good for couples, solo adventurers, and families with children over the age of 8.

Guest favorite

Home in Cruz Bay

4.89 out of 5 average rating, 44 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) 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 Mount Healthy

4.94 out of 5 average rating, 104 reviews

Kerensa Villa

Stylish, secluded villa with pool and stunning views. Kerensa is close to gorgeous beaches and has panoramic views of the North coast and surrounding islands. You’ll love it because of the beautiful natural setting, the seclusion, the high end equipment and the quirky antiques and decor. It is ideal for romantic couples but can sleep up to 4 with a pull-out sofa-bed if required.

Superhost

Home in Virgin Island

4.79 out of 5 average rating, 239 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 our guests love. You can enjoy the view from the bedroom or from the deck, where you can relax with views of turquoise waters, green hillsides, and the neighboring British Virgin Islands.

Superhost

Home in St. John

4.89 out of 5 average rating, 183 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

Top guest favorite

Home in St. John

5 out of 5 average rating, 28 reviews

Endless View Cottage

Endless View Cottage is a unique flat lot (no stairs) on a prominence that reaches out from the side of Calabash Boom Mtn toward East End, Hurricane Hole, Haul Over, the British Virgin Islands. The home was lovingly built by father and son for our families and for guests who appreciate the spectacular views and the tranquility the location provides.