House vacation rentals in Chocolate Hole

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.

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.

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.

Mission Rest - A True Slice of St. John Paradise

Mission Rest is three bedroom, two bathroom home located on beautiful & unspoiled Mamey Peak. Perfect for those looking to for a private slice of paradise, this home offers stunning views, lovely breezes, and easy access to North Shore beaches. <b>*** KEY FEATURES *** -Three bedroom, two bathroom home -Cooling breezes and awe-inspiring views -Full-sized kitchen -Propane outdoor grill -WiFi -Beach chairs, beach bag, beach cooler with ice packs, & beach towels all provided<b>

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.

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.

Brisas Del Mar | Sunrise Views & SOLAR

New TESLA SOLAR! Brisas del Mar is located on the quiet side of St John overlooking Coral Bay, a 30 minute drive from Cruz Bay. The villa is situated less than a 10 minute drive to groceries, shops, restaurants and bars in Coral Bay. Several beautiful national park beaches are a 15 to 25 minute drive. Enjoy the beautiful sunrise and Caribbean sea breezes from this villa perched 250 feet above Coral Bay on the western hillside.

Brigadoon: RedHook Villa, (sleeps 6) WOW VIEW!

Brigadoon! This recently built villa commands a bird's eye view over “the city” of Red Hook to St. John all the way to the British Virgin Islands. Breezes abound. Enjoy a full kitchen, grill and all the comforts of home. Choose between 6 beaches all within 5 minutes drive. There are 2 king beds, 2 single sofas, and an additional downstairs studio should you need the extra space. Pricing is based on the number of guests.

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.

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.

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.