Places to stay near Chocolate Hole

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Top-rated holiday rentals near Chocolate Hole

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Guest favourite
An outdoor dining table is set with teal napkins and plates overlooking a sweeping view of Coral Bay and surrounding islands. The table is surrounded by wooden chairs, and lush mountains and clouds create a vibrant backdrop.
Villa in St. John
4.98 out of 5 average rating, 180 reviews

Penthouse Oceanview Oasis Full AC Coral Bay Views

Wake up to panoramic Caribbean views in this elevated Penthouse Oceanview Oasis in Coral Bay. With an expansive private deck facing east over trade winds, sunlit interiors, and full AC throughout, this is the perfect escape for couples or honeymooners seeking serenity, spectacular sunrises, easy access to beaches, snorkeling, and top Coral Bay dining. Every detail — from the king-size bed overlooking the sparkling water to the BBQ grill at sunset - is designed for relaxation and lasting memories

Guest favourite
A spacious master bedroom is featured, with large windows framing a stunning sunset over the Caribbean Sea. A freestanding bathtub is positioned near the window, allowing for scenic views. Light wooden beams enhance the open feel, while a white dresser offers additional storage.
Villa in Cruz Bay
4.85 out of 5 average rating, 101 reviews

Sunset View Private Home-Cruz Bay

The Love Palace as named by its original owner for his love of the Island, This 3 bedroom (2 bedroom plus small bunk room) / 2 bath vacation rental in Cruz Bay is perfect for couples, friends or family looking for a comfortable stay on St. John. Wake up to the breathtaking view of the Caribbean Sea and neighboring island of St. Thomas. The Villa is nestled in the lush tropical beauty of St.John with plenty of shade and outdoor patios. You will be surrounded with banana mango and Tamarind trees.

Top guest favourite
Guest house in Cruz Bay
5 out of 5 average rating, 21 reviews

Oceanfront Clifftop Escape Guest Suite

Maridadi Clifftop is perched atop Boatman Point, offering sweeping, south-facing views, and is located just under a 10-minute drive (2 miles) from Cruz Bay. The clifftop boasts a stunning outdoor terrace perched just above the crashing waves, surrounded by lush tropical vegetation. Inside, a modern, air-conditioned unit features a king-size bed, smart TV, ceiling fan, his and hers nightstands, a walk-in closet, a full bathroom, and a living area, creating the perfect romantic Caribbean escape.

Guest favourite
Home in Cruz Bay
5 out of 5 average rating, 9 reviews

Peaceful Island Getaway w/ Pool & Tropical Charm

Sol-Azul Tropical Island Escape~ This peaceful and stylish retreat is full of Caribbean charm and made for relaxation. *A sparkling pool surrounded by lush tropical landscaping *Spacious covered porch for morning coffee or entertaining *Bright, airy interiors w/ island-inspired decor *Just minutes from town, restaurants, and gorgeous beaches Whether you're here to unwind by the pool, explore island flavors, or soak up the sun on sandy shores, this home is the perfect base for your vacation!

Top guest favourite
An outdoor patio features tiled stones surrounding a small salt-system plunge pool. Two lounge chairs with cushions are positioned nearby, while lush green banana plants fill the background. A beige umbrella provides shade, and the sky is bright with scattered clouds.
Cottage in Coral Bay
4.99 out of 5 average rating, 141 reviews

Sweet Spice: A Nifty Little Cottage. With A Pool!

This very small 1 BR cottage lives BIG with a screened porch, SOLAR POWER, valley views, ac, dishwasher, outdoor fitness, and plunge pool. With a clean modern vibe, Sweet Spice is more laidback getaway than luxury villa. It’s an ideal HQ for 2 active STJ adventurers - but with a few extra amenities! Located off the beaten path on the quiet side of STJ, it feels secluded but is only a 5 minute drive to the shops of Coral Bay. Note: road is rough and requires a 4WD and there are LOTS of stairs.

Top guest favourite
A bright living area features large windows that frame scenic mountain views. A light-colored sofa and two armchairs surround a wooden coffee table, complemented by a natural stone accent wall. Decorative plants add a touch of greenery, while a television is mounted on the wall.
Flat in Cruz Bay
5 out of 5 average rating, 108 reviews

Esperance~Pool~New~National Park

Spacious freshly built 2 Bedroom, 2 bathroom luxury apartment with fully equipped Kitchen and washer/dryer. Both Rooms have a memory foam mattress from Loom and Leaf. One king bedroom with en-suite bathroom, the second bedroom has a queen bed with a bathroom right across the room. Conveniently located 10min drive from Cruzbay's world class dining, shopping, grocery markets, and entrance to the North Shore Beaches. 4ft deep, shared new Pool with 2 other Apartments. shared BBQ by the Pool.

Top guest favourite
A spacious living area features high vaulted ceilings with wooden beams. A large dining table accommodates guests, surrounded by cozy seating options. Along one wall, an extensive book library is displayed, complemented by vibrant artworks. Soft rugs enhance the inviting atmosphere of the room.
Villa in Charlotte Amalie
4.99 out of 5 average rating, 126 reviews

Tropical Modern Loft | SoHo Style | Concierge

Single night bookings welcome! A luxe art loft experience in the heart of St. Thomas, this exclusive space in a convenient central location provides a chic home base, with sleek design, concierge options, + creative vibes. Perfect for both adventure and serenity. Ample space to lounge, with a balanced historic/contemporary aesthetic, and near beaches, restaurants, historic landmarks, boutiques, + ferry/airport/transportation. Private gated parking and a cafe and art gallery right downstairs.

Top guest favourite
A modern living area features a comfortable seating arrangement with a dark sectional sofa and light accent chairs. Natural light filters through large windows, highlighting the room's stylish decor, including a unique chandelier and a tasteful area rug, all with views of the harbor.
Flat in Charlotte Amalie
4.96 out of 5 average rating, 130 reviews

Stylish & Luminous 2BR-spectacular water views!

Welcome to a newly renovated 1,800 sq foot 2 bedroom located in the heart of historic Charlotte Amalie! Our space is perfect for travelers who wish to experience the beauty of the US Virgin Island. Each room is oversized, with tall ceilings, and boasts stunning panoramic views of the Caribbean that are sure to take your breath away. The space is as stylish as it is comfortable, with modern furnishings and luxurious touches throughout, yet contextually appropriate for the historic setting.

Top guest favourite
A sheltered patio space features woven lounge chairs and potted plants, providing a tranquil view of the surrounding greenery and water. A ceiling fan enhances airflow, while the gravel flooring adds textural interest. Sunlight filters through, creating gentle patterns on the ground.
Flat in Cruz Bay
4.99 out of 5 average rating, 83 reviews

Turtle’s Nest : Caribbean Studio Retreat

Turtle's Nest is a thoughtfully designed waterfront studio that offers the perfect escape. Nestled along an ocean fed pond, this enchanting retreat is a haven for tranquility. The open layout seamlessly blends the living, dining, and sleeping areas, creating an inviting ambiance. Stylish and modern furnishings complement the units, evoking a sense of relaxation and peacefulness. Property has solar panels and Tesla powerwalls ensuring there are no interruptions in energy supply.

Top guest favourite
Apartment in Cruz Bay
4.94 out of 5 average rating, 129 reviews

Rockroom One Bedroom Condo at The Hills Saint John

"The Rockroom" is a one bedroom apartment located within The Hills Saint John. This large space with amazing views of Cruz Bay and St Thomas features a large bedroom with King bed, two full baths, a large living area and a full kitchen. There is also a large private patio with a gas grill and patio furniture. Guests staying at Rockroom will also have access to The Clubhouse Bar (open seasonally and located on the property) as well as a 24 hour fitness center and community pool.

Superhost
Aerial view of Seawind showcases the interconnected buildings elevated above lush greenery. The structure features multiple decks and spacious patios, surrounded by tropical vegetation, with a clear blue sky above.
Home in Cruz Bay
4.75 out of 5 average rating, 24 reviews

Sea Wind Villa

*DISCOUNT JEEP RENTAL AVAILABLE Chocolate Hole hillside, with south-southwest views of Chocolate Hole and Hart Bay. Just a 5 min drive to Cruz Bay's restaurants, groceries, and nightlife. The interconnected buildings feature decks, walkways, and inviting patios All rooms, except the guest (loft) bedroom, are on the first level. You will find the kitchen, great room, dining area and loft bedroom in the great house There is also a pull out-couch! 2 master bedrooms with full bath

Guest favourite
A spacious bedroom features a wooden bed frame with a neatly made white duvet. Large windows offer natural light, complemented by light-colored curtains. An artwork adorns the wall above the bed, while a floor lamp stands near the window, enhancing the room's serene atmosphere.
Home in Cruz Bay
4.92 out of 5 average rating, 59 reviews

Sunset Shanti ~ artist’s oasis with sunset view

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!

Popular amenities for holiday rentals near Chocolate Hole