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.

House By The Sea | Idyllic Views, Pool, AC

Huis Aan Zee, “House by the Sea”, offers the perfect Caribbean getaway. Relax in your own private saltwater pool overlooking the turquoise waters of Coral Bay. This modern villa offers breathtaking views of Hurricane Hole and Drake’s Channel, blending seclusion, comfort, and convenience! *Lounge on sun chairs, soak in the pool *Enjoy AC + a fully equipped chef’s kitchen *High-speed Wi-Fi + peaceful work area for remote stays *Located minutes from St. John’s beaches, grocery stores, restaurants

Seascape Villa w/ Private Pool

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

Cruz Bay Ocean View 2 bed/bath!

Spectacular ocean views! Only 5 mins to town! Upper half of house large great room w/ a sofa bed, marble breakfast bar & glass dining table. Large kitchen w/stocked amenities w/ patio deck. The master King bedroom has attached skylight/shower bath. 2nd Queen bedroom has it’s own shower bath combo in hall. The laundry room is central. This listing includes the whole upper floor. There are 3 other listings for this villa and it can all be rented as one villa or separate units. Aug-Oct no pool.

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!

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.

Satori Villa

My place is close to the secluded and private Cocolobo Beach, minutes away from National Park Beaches and the famed Trunk Bay Beach! Family-friendly activities and nightlife are a 10 minutes drive away. You’ll love my place because of the comfy bed, awesome breezes, sunrises and sunsets.... My place is good for couples, solo adventurers, business travelers, and families (with kids). The bedrooms are on the second level with separate access doors each. Private home, pool.

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.

Beach & Water Access, 3 bed, Oceanfront, East End

Escape to the Caribbean and enjoy the ultimate luxury experience at this recently renovated 3 bedroom cottage by the sea. Sunswept Cove is nestled by the water with stunning water views. This modern and elegant cottage is the perfect vacation getaway. Once part of the band, Fleetwood Mac's St. Thomas residence, this iconic property features an open floor plan with floor to ceiling sliding glass doors that invite breathtaking ocean views and natural light.

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!

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.