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House holiday rentals in Chocolate Hole

Find and book unique houses on Airbnb

Top-rated house rentals in Chocolate Hole

Guests agree: these houses are highly rated for location, cleanliness and more.

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Guest favourite
An exterior view of a contemporary house is captured, featuring a private pool and a spacious deck area. Surrounding mountains and turquoise waters of Coral Bay create a picturesque backdrop, while the outdoor dining table and loungers offer options for relaxation.
Home in Coral Bay
4.98 out of 5 average rating, 44 reviews

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

Top guest favourite
A balcony railing frames a sweeping view of the turquoise waters and lush greenery of the surrounding landscape. Palm trees are visible, and distant islands can be seen in the horizon under a clear blue sky.
Home in St Thomas
4.96 out of 5 average rating, 198 reviews

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!

Top guest favourite
Home in Coral Bay
5 out of 5 average rating, 8 reviews

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.

Guest favourite
The image captures an aerial view of the property, highlighting a private infinity pool adjacent to a wooden deck. Two cushioned lounge chairs face the ocean, overlooking rocky shores and calm turquoise waters. Lush greenery surrounds the area, enhancing the tropical environment.
Home in Great Harbour
5 out of 5 average rating, 17 reviews

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!

Top guest favourite
A spacious pool area is highlighted by a refreshing private pool, surrounded by a wooden deck. Two black loungers provide comfortable seating, while colorful inflatables add a playful touch to the clear water. The setting is brightened by large glass doors and subtle outdoor lighting.
Home in East End
4.97 out of 5 average rating, 148 reviews

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.

Superhost
A vibrant sunset is captured over the ocean, showcasing warm hues of orange and yellow against the sky. Silhouettes of palm trees and lush greenery fill the foreground, creating a serene tropical ambiance.
Home in Cruz Bay
5 out of 5 average rating, 8 reviews

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

Top guest favourite
A vibrant rainbow arches over lush, green hills, showcasing the natural beauty of the surrounding landscape. The dense vegetation is highlighted by sunlight, creating a serene atmosphere that complements the tranquility of the setting.
Home in Coral Bay
4.99 out of 5 average rating, 110 reviews

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.

Guest favourite
A balcony railing is prominently displayed, framing a serene view of calm waters and distant islands under a clear blue sky. The sunlight reflects off the water's surface, creating a peaceful atmosphere. Green vegetation can be seen emerging from the water.
Home in Tortola
4.96 out of 5 average rating, 51 reviews

Seaside Townhome, Dock, 2 Bdrm

Escape to your own private paradise at Coconut Tree, a one-of-a-kind vacation with a style all its own. Nestled on the water's edge just 15 minutes from Road Town this idyllic retreat offers breathtaking ocean views and an atmosphere of pure relaxation. Whether you're seeking adventure, romance, or simply a chance to unwind and recharge, Coconut Tree is the perfect destination for your next getaway. Book now and discover the magic!

Guest favourite
A sunlit deck features a private pool surrounded by a wooden railing, offering sweeping views of the ocean and lush hills. Palm trees sway gently in the breeze, completing the serene landscape under a clear blue sky dotted with fluffy white clouds.
Home in Saint Thomas
4.89 out of 5 average rating, 124 reviews

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.

Guest favourite
A serene outdoor area is highlighted by an infinity pool reflecting the vibrant colors of a sunset sky. Two lounge chairs are positioned on a wooden deck, offering views of the ocean and nearby islands. The landscape is bordered by lush greenery.
Home in Mount Healthy
4.93 out of 5 average rating, 114 reviews

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.

Guest favourite
Home in Cruz Bay
4.96 out of 5 average rating, 51 reviews

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.

Guest favourite
A shaded terrace features two woven chairs and a small table, overlooking lush greenery and ocean views. A wooden swing hangs nearby, with a private pool beside it. The horizon displays vibrant hues of sunset, enhancing the serene atmosphere of the space.
Home in Trunk Bay
5 out of 5 average rating, 5 reviews

Nirvana, Serene Stylish, Tropical Oasis

Tucked into 1.1 acres of lush tropical gardens, Nirvana is a serene and stylish retreat in the exclusive Trunk Bay area of Tortola’s north shore. This thoughtfully designed three-bedroom villa blends sleek modern architecture with warm Caribbean charm — the perfect island escape for families or small groups seeking comfort, privacy, and barefoot luxury.

Popular amenities for house rentals in Chocolate Hole