
House holiday rentals in Chocolate Hole
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Top-rated house rentals in Chocolate Hole
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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
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Mar de Amores great Views, private pool generator
At this villa we offer the best cleaning and sanitization practices . Long term rentals are also welcome. This is a three bedrooms villa which offers the most magnificent 180 degree views of four bays: Rendezvous , Hart , Chocolate Hole and Great Cruz Bay, St Croix and Pillsbury Sound to the west, in St John. All bedrooms are under the same roof; the balcony and the pool are facing the sea. 3 bedrooms - 2 bathrooms, amazing garden and ample space for parking. Ample wifi and very private pool.
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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!
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Panoramic Ocean views and off Grid
Lunazul Villa, 2BR/2.5BA, Solar/Starlink NEW TO AIRBNB!! 180 degree views of Coral Bay, Norman Island, Tortolla, and beyond. Unobstructed views of the sparkling water from every room and heated pool large deck. Both bedrooms with en-suite full baths have comfortable furnishings, each designed to provide a tranquil retreat. You are provided with a clothes washer and dryer, filtered/UV drinking water, and full Solar energy ensuring you will never worry about island power outages.
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Entire villa with beautiful views! Amazing
Overlooking Bolongo beach. Perfect for couples traveling together but want plenty of privacy as well. 1200 sf covered patio to enjoy sunning, relaxing, dinners with family and friends while being soothed by waves and wonderful breezes. Two bedrooms, each with full baths in main house AND two private apartments below each having the same wonderful views! Perfectly located between Red Hook for ferry to St. John and Havensight for shopping. Catch the beautiful sunrises and sunsets.
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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.
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Wild Ginger at Casa Tre Fiori
Wild Ginger at Casa Tre Fiori is located in beautiful, peaceful Fish Bay on St John. Sit and relax over the garden on the large covered deck while listening to the birds and watching the deer. The property enjoys an acre filled with fruit trees and gardens. Enjoy the shared pool and hot tub after a fantastic day of snorkeling and exploring St John’s world famous beaches. Wild Ginger is on the the main level of Casa Tre Fiori. Located approximately 4 miles from Cruz Bay.
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Stone Cottage with a pool and gorgeous view
Sailors Cottage is located on a knoll overlooking Coral Bay with views to the BVIs. We are a 5 minute drive to restaurants in Coral Bay, 20 minutes to the pristine National Park beaches. The pool is private with a spacious pool deck, lounge chairs, comfortable seating and a picnic table for family BBQs. It’s the perfect place for morning coffee, sunset cocktails and star gazing. Or a relaxing day playing in the pool. The bedrooms have A/C for a great nights sleep.
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Welcome to Toti Bella!
Whether you are here for a romantic get-a-way or a family vacation, the numerous pristine beaches with crystal clear water, sunset views, untouched National Park Trail system and the opportunity to immerse yourself into an amazing local community will keep you coming back to Tóti Bella year after year. NOTE: This property is on the island of St. John. You will fly into St. Thomas and take a ferry from St. Thomas to St. John. There is not an airport on St. John.
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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.
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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.
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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
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Popular amenities for Chocolate Hole house rentals
House rentals with a pool

IRIE Tides-Sapphire beachfront!
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3BR/3 BA Pool Villa *Discounted rate thru 10/31*
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Villa Fratelli Garden
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Ocean Kaleidoscope Living
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Caribbean Cottage Near the Sea
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Ylang Ylang - Luxury 2 Suite Villa in Cruz Bay...
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Palladio's View - Private Villa With Pool & AC!
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LaVilla Rental
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Weekly house rentals

Johnny Horn Trail House St. John
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Hoos House
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Just Right Villa St John
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The yellow flamingo
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2 Bed ⭐️ STAR VILLA HOME ⭐️ 5 Min walk to CRUZ BAY
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Folly View by the Sea
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Villa at Chateau Nightwind
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Private Pickleball Court - 5 min walk to Beach
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Private house rentals

A secluded "Walk to Beach" villa
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Eureka Villa -Stunning Views in Paradise 2BR/2.5BA
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Private Ocean & Stargazing views on the Northside
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La Sirena Secluded Villa w/Pool+NEW Solar backup!
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Northside Ocean View Villa • Pool • Near Magens
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Sunnyside Villa (Entire villa-sleeps 10)+generator
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Mission Rest - A True Slice of St. John Paradise
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Vela Vista ~ Stunning 5BR/3BA with Views & Pool!
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Destinations to explore
- Flamenco Beach
- Magens Bay Beach
- Coki Beach
- Cane Garden Beach
- Honeymoon Beach
- Secret Harbor Beach
- Cinnamon Bay Beach
- Virgin Islands National Park
- Cane Bay Beach
- Limetree Beach
- The Baths
- Peter Bay Beach
- Josiah's Bay
- Maho Bay Beach
- Coral World Ocean Park
- Cane Bay
- Paradise Point Tranway
- Brewers Bay Beach
- Lindquist Beach
- Cruz Bay
- Sandy Point Beach
- Point Udall
- Culebrita Beach
- Coki Point Beach





