Vacation rentals in Chocolate Hole

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Top-rated vacation rentals in Chocolate Hole

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Top guest favorite

The bedroom features a spacious bed with a light-colored blanket, complemented by wooden furniture, including a nightstand and wardrobe. Natural light enters through multiple windows, illuminating the room with a serene ambiance. A rustic decor adds charm, while a pet dog rests on the floor.

Cottage in Central

4.99 out of 5 average rating, 158 reviews

Caribbean Style Cottage

The 500sq. Tortuga Cottage is located in Fish Bay, St. John in the US Virgin Islands. The property is privately owned and adjacent to the National Park. This charming cottage places you within a 5 minute walk to Reef Bay beach and gives you access to many of St. John's greatest hiking trails. By car, we are 3 miles from town (Cruz Bay), where you will find all of your necessities. This is the ideal cottage for a couple or two friends. We have a full kitchen, a king Casper mattress, and much more

Guest favorite

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, 126 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.

Guest favorite

A serene beach scene features soft sand leading to clear turquoise waters. Smooth rocks delineate the shoreline, complemented by lush greenery in the background. A staircase ascends from the sand, providing access to the surrounding vibrant landscape and stunning coastal views.

Villa in Saint Thomas

4.93 out of 5 average rating, 132 reviews

Eau Claire- Magens Bay Affordable Beachfront Villa

Villa Eau Claire is a private gated affordable beachfront home directly on Magens Bay. Walk into the water at roughly half the price of any other waterfront home in the Virgin Islands. The property has 4 private individual villas each with breathtaking views of the bay. The Coral Studio is a 1 Bed/1 Bath villa located on a secluded beach in the world-famous Magens Bay. Guests will find the vibrant nightlife, charming boutiques, and fine dining restaurants just a few minutes away from home.

Top guest favorite

A serene view of Coral Bay at sunset captures the calm water reflecting vibrant hues of orange and yellow. Sailboats are gently anchored in the bay, while lush greenery lines the shoreline, creating a tranquil atmosphere.

Apartment in Coral Bay

4.98 out of 5 average rating, 172 reviews

5*****AFFORDABLE LUXURY STUDIOW/ JEEP RENTAL AVAIL

5 ★★★★★ LUXURY AT AN AFFORDABLE PRICE In Coral Bay- the quiet side of St. John. Deluxe private entry studio w/ A/C, king size bed & kitchenette. AUTOMATIC BACK UP GENERATOR. 5 minutes to restaurants & grocery stores. 220 degree view of the Bay from your covered deck -100 ft. above the Bay. Paved road & driveway. 4WD, Auto., Jeep Wrangler & Liberty for rent. Reserved beach space -East End (15-18 m. Dr.) Room Service Menu Avail. Race, religion, & LGBTQ friendly. NON-SMOKING/NON-VAPING

Guest favorite

A modern kitchen boasts sleek black and white cabinetry, with a large island at its center. Stools are arranged around the island, while large windows offer panoramic views of the mountains and water. Natural light fills the space, enhancing its contemporary design.

Villa in St. Thomas

4.88 out of 5 average rating, 136 reviews

NEW WATERFRONt Villa at Magens Bay, hot tub, Jeep

This new waterfront villa is conveniently located steps away from the Platform beach and 5 min. drive to famous Magens Bay Beach. Enjoy morning coffee watching turtles or Eagle rays flying above the turquoise water right from your balcony. This extraordinary furnishing and modern feel will provide cozy and exceptional vacation for your family and friends. The outdoor space offers great relaxing area overlooking the Caribbean sea. Hot tub brings the resort feel with the privacy you deserve.

Top guest favorite

A coastal view captures the vibrant turquoise waters of the Caribbean Sea meeting rugged rocky shores. Lush green hills rise in the background, bordered by scattered homes and palm trees under a clear blue sky with wispy clouds.

Villa in Cruz Bay

5 out of 5 average rating, 128 reviews

BLUE VIEW VILLA - Bluest View - Brand New...

Blue View is brand new construction! A classic soft modern Caribbean architecture set on a full acre with sweeping views from sunrise over Ram Head peninsula to sunset over St. Thomas. It is a very special property sited with the utmost care to capture Leeward breezes with an unobstructed view to St. Croix 40mi away. Find the perfect amount of sun or shade you desire at any time during the day. Blue View is a separate villa located adjacent to our main Villa and 6 minutes to Cruz Bay

Top guest favorite

A tranquil pool area features a glistening pool surrounded by a tiled deck. Two wooden lounge chairs and several sun loungers are positioned nearby, complemented by a textured stone wall adorned with green plants. The setting invites relaxation in a serene environment.

Apartment in Cruz Bay

5 out of 5 average rating, 111 reviews

Skytop Studio~Next to Hiking Trail~New Pool

Modern 1 bedroom apartment In Fish Bay Skytop with Hillside View of the National Park, fully equipped kitchen, Saatva Loom & Leaf memory foam mattress. The property is right next to the National Park Great Sieben Trail, which connects to several major hiking trails. Cruz Bay, Grocery Stores and restaurants are 12min drive away. Klein Bay a beautiful Private rocky beach great for snorkeling is 4 min drive away. Shared brand new Pool with two other apartments. Shared BBQ by the Pool.

Guest favorite

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.

Apartment in Cruz Bay

4.98 out of 5 average rating, 66 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.

Guest favorite

A spacious living area features a large, light-colored sectional sofa adorned with decorative pillows. A coffee table with a decorative tray displaying starfish is centered in the room. Sliding glass doors offer expansive views of the ocean and islands beyond.

Condo in Cruz Bay

4.94 out of 5 average rating, 111 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 Bistro (open seasonally and located on the property) as well as a 24 hour fitness center and community pool.

Guest favorite

A two-story home is positioned among lush greenery and vibrant red flowers, with a view of the ocean visible in the distance. Balconies extend from each floor, offering outdoor space to enjoy the surrounding natural beauty.

Home in Cruz Bay

4.92 out of 5 average rating, 101 reviews

3 Bdrm w/ Free Car, Generator & View of Rendezvous

"RendeView" includes a concierge with our Property Manager picking you up from the ferry in Cruz Bay. We have AC's in each bedroom, a generator (for the islands regular power outages), and the use of our 2018 AWD Honda Pilot that seats 7. Our home is located 7 minutes from Cruz Bay, past the Westin. Besides the amazing views, our guests love our unique showers that allow you to shower while overlooking the beautiful bay below. We offer access to a private beach below at Klein Bay.

Top guest favorite

A panoramic view of the Caribbean Sea is visible, with vibrant blue waters and gentle waves lapping against the shore. Lush greenery and a solitary palm tree frame the scene, enhancing the natural beauty of Hart Bay under a clear sky with scattered clouds.

Home in Cruz Bay

4.98 out of 5 average rating, 53 reviews

Caribbean Cottage Near the Sea

Paradise! The cottage is located on Hart Bay, and has an amazing view of the Carribean Sea. You can fall asleep to the sound of waves. You will stay in the upstairs one bedroom apartment with your own private entrance. The owner’s live in the lower level. Private pooI area. It’s an older cottage with an outdoor shower. There are 67 uneven steps down to cottage from parking area. There are steps that lead to a trail and rocky beach. Property has a generator.

Top guest favorite

A charming studio home, surrounded by lush greenery, features a welcoming porch with steps leading to the entrance. Stone pathways are lined with various plants, complemented by seating areas designed for relaxation. The building is highlighted by large windows that invite natural light.

Cottage in Cruz Bay

4.98 out of 5 average rating, 88 reviews

Sol~Azul Cozy Studio Cottage w/ Pool & Ocean View

Fully equipped, spacious studio with full kitchen. Beautiful view of the sea and St Thomas in a peaceful neighborhood near Cruz Bay. Easy to navigate roadways with flat driveway and plenty of parking. Enjoy a nice evening on the pool deck to watch the sunset. Conveniently located 10 min from beaches and shopping. Beach Chairs & Towels provided. Laundry on-site. Shared Grill and Pool area w/ the Main Villa on property. Perfect for a couples getaway.