
House vacation rentals in Chocolate Hole
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Top-rated house rentals in Chocolate Hole
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Seaside Retreat-Pool and Infinity Sunrise Views
Thalassa St. John is a private villa in St. John that offers a tranquil escape with 2 soothing king bedrooms and 2.5 bathrooms featuring breathtaking ocean views of the east side of St. John and the British Virgin Islands. Enjoy watching the sailboats travel across Fris Bay from the pool deck with a refreshing cold drink. Each room is equipped for your comfort with premium cooling bedding, AC units, a hair dryer, and WiFi to ensure a phenomenal stay. The couch is a queen size sofa bed. Generator

Folly View by the Sea
Located on the "quiet side of the island", this fabulous 1 bedroom home is a dream with loads of deck space and breathtaking views of the ocean. Upstairs: living/kitchen, full bath (+outdoor shower!). Downstairs: Bedroom with king Tempur-Pedic bed and spacious ensuite bathroom/ shower. Upstairs living room also offers additional space with a cozy sofa bed. Parking, bedroom A/C, Starlink WiFi, battery backup, laundry, and all a mile from Salt Pond beach. 4 wheel drive is HIGHLY recommended.

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 & Spectacular Views
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

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!

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.

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.

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.

Searenity Villa in Cruz bay
Searenity Villa offers a private pool, outdoor sun deck, covered patio with BBQ grill, lush landscape, amazing view of mountain , surrounding cays and Caribbean blue water. The two bedroom suites come with mini split AC , smart TV for streaming for each bedroom, separate sitting area with queen sleeper sofas for additional guests or office if you have to work remotely. AN ENTIRE HOUSE GENERATOR BACK UP FOR POWER OUTAGES for your comfort without an interruption

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.

Sunset Shanti · Artist's Retreat · Sunset Views
Best enjoyed by those who love fresh air, this stylish indoor-outdoor gem offers a one-of-a-kind Caribbean getaway. Large open-air living space catches Trade Wind breezes and features an open floor plan to the kitchen and back deck with exquisite view. Two air-conditioned bedrooms, each with a King-sized bed, and a tv in each room allow for rest and relaxation. Views across the Caribbean Sea to St. Thomas from every room!

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.
Popular amenities for Chocolate Hole house rentals
House rentals with a pool

IRIE Tides-Sapphire beachfront!

Flannagan's Peak Cozy 1 Bdrm Home-New Pool!

3BR/3 BA LUX Pool Villa*Cruz Bay*Auto Generator

The yellow flamingo

La Sirena Secluded Villa w/Pool+NEW Solar backup!

Disconnect & Reset Here | Pool + Generator

Stone Cottage with a pool and gorgeous view

VIewtiful: Virgin Islands Views
Weekly house rentals

Johnny Horn Trail House St. John

A secluded "Walk to Beach" villa

Hoos House

Island Retreat - Generator/Ocean View/Heated Pool

Just Right Villa St John

2 Bed ⭐️ STAR VILLA HOME ⭐️ 5 Min walk to CRUZ BAY

Pond Bay Paradise Villa Ocean Views Beach and Kaya

Mission Rest - A True Slice of St. John Paradise
Private house rentals

Sea Cottage

Seaside Lux: Steps to the sand a true oasis!

Private Ocean & Stargazing views on the Northside

St John Brand new 2 bedroom stunner

Dolphin Suites - Ocean View

Sunnyside Villa (Upstairs only-sleeps 6)+generator

Someday Soon has arrived! 2 bedroom large pool!

Amazing waterfront condo, walkable to the Ritz!
Destinations to explore
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- Flamenco Beach
- Magens Bay Beach
- Honeymoon Beach
- Coki Beach
- Cane Garden Beach
- Secret Harbor Beach
- Cinnamon Bay Beach
- Virgin Islands National Park
- Cane Bay Beach
- Limetree Beach
- The Baths
- Peter Bay Beach
- Sun Bay Beach
- Maho Bay Beach
- Josiah's Bay
- Cane Bay
- Coral World Ocean Park
- Paradise Point Tranway
- Cruz Bay
- Brewers Bay Beach
- Lindquist Beach
- Point Udall
- Sandy Point Beach
- Coki Point Beach





