House vacation rentals in Chocolate Hole

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

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!

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.

Windchime-Gorgeous View, Pool, Generator-Sleeps 10

The name says it all. Windchime Villa is perched high on the mountains of St. John, with panoramic views to the east. Newly renovated, Windchime Villa offers a unique blend of privacy and seclusion and is just 7 minutes to the shops, restaurants, and town of Cruz Bay. The home features extensive outdoor areas, a large refreshing pool, and a versatile bedroom configuration that would work for multiple couples or families. Forget your worries in this spacious and serene villa.

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.

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. There is no AC, I live upstairs in my apartment with my sons, and there is no generator.

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.

House by the Sea “with back-up power”

Huis Aan Zee (“House by the Sea”) has everything a couple—or two—could ask for, including your own private saltwater pool. This modern island escape offers pristine views of Coral Bay, Hurricane Hole, Drake’s Channel, and the British Virgin Islands. Located minutes from the island’s best beaches, grocery stores, and local dining, it’s the perfect blend of seclusion, comfort, and convenience.

Pool - Ocean View - Large Deck & Pergola - Private

POOL and expanded deck with pergola and exterior dining area. Direct view of the ocean of Hart Bay from the pool and deck. A wonderful open floor plan that is perfect for entertaining, and a downright glorious screened sitting area . The two bedroom suites are private and tastefully appointed with all updated showers and fixtures. Kitchen and all furnishings are new.