
House holiday rentals in Chocolate Hole
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Top-rated house rentals in Chocolate Hole
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The yellow flamingo
Our Caribbean vacation property in St. John is the perfect destination for your next tropical getaway. There are stunning views of the Caribbean Sea, St. Thomas, Great St. James, and Little St. James make for a truly unforgettable experience. This is 1 of 3 units and sits below another unit. The lower house unit is a 1 bedroom and also has a sleeper sofa. You can unwind and soak up the sun on our pool deck that features a breathtaking saltwater pool and plenty of seating for family and friends.

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

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 Johnson's 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.

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.

Tranquil Desires, Villa
Indulge in ultimate tropical bliss at our modern villa. Our sanctuary boasts a sleek interior, a private infinity pool, and breath-taking sunset views stretching across Tortola, and the US Virgin Islands. Perfect for couples or small groups, complete with his-and-her robes and slippers for your comfort. Unwind our cushioned outdoor chairs. Beaches, harbour walks, and adventure are just steps away from your doorstep. Make every moment unforgettable in your luxury island escape!

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

Kerensa Villa
Stylish, secluded villa with pool and stunning views. Kerensa is close to gorgeous beaches and has panoramic views of the North coast and surrounding islands. You’ll love it because of the beautiful natural setting, the seclusion, the high end equipment and the quirky antiques and decor. It is ideal for romantic couples but can sleep up to 4 with a pull-out sofa-bed if required.

Amazing Ocean View with a spectacular location!
With our excellent location close to 2 great beaches and the bars/restaurants, shopping, and grocery stores in Redhook will make your vacation go smoothly. We are 5 minute drive from Redhook on the east end of St Thomas. We are on the $1 Safari route as well. Linquist Beach and Sapphire Beach are both about a 3 minute drive away.
Popular amenities for house rentals in Chocolate Hole
House rentals with a pool

2 King BR LUX Pool villa Cruz Bay Generator

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

Pool - Ocean View - Large Deck & Pergola - Private

Disconnect & Reset Here | Pool + Generator

Stone Cottage with a pool and gorgeous view

Luxury Villa with Pool, Privacy, Sunsets

Someday Soon has arrived! 2 bedroom large pool!

Caribbean Cottage Near the Sea
Weekly house rentals

A secluded "Walk to Beach" villa

Johnny Horn Trail House St. John

Hoos House

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

Dolphin Suites - Ocean View

Welcome to Toti Bella!

Amazing waterfront condo, walkable to the Ritz!

Peaceful Island Getaway w/ Pool & Tropical Charm
Private house rentals

Island Retreat - Generator/Ocean View/Heated Pool

Just Right Villa St John

Palm Shade Escape –Annas Retreat (Lower Level)

Tortola, Turpentine House, pool+sunset+aircon

IRIE Tides-Sapphire beachfront!

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

Sunnyside Villa (Upstairs only-sleeps 6)+generator

Mission Rest - A True Slice of St. John Paradise
Destinations to explore
- 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
- Josiah's Bay
- Maho Bay Beach
- Cane Bay
- Coral World Ocean Park
- Paradise Point Tranway
- Cruz Bay
- Lindquist Beach
- Brewers Bay Beach
- Point Udall
- Sandy Point Beach
- Coki Point Beach





