Villa holiday rentals in Chocolate Hole

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Top-rated villa rentals in Chocolate Hole

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Guest favourite
A refreshing pool is visible with azure water shaded by surrounding greenery. The pool, framed by a vibrant blue tile border, offers views of the calm waters and lush hills in the background, enhancing a connection with the natural landscape.
Villa in Cruz Bay
4.91 out of 5 average rating, 22 reviews

EdgeWater Villas/king bed; 10min easy walk to town

New Waterfront Studio Villa, great location to walk into town. Free Parking, Pool, 1 King, 1 Bath, Kitchen, Dining/Living, Open Floor Plan. Brand new listing offers- High Speed Internet, 55" Smart TV &Alexa-music, AC, Ceiling fan, Tile Floors, remote led dimmer switches, Dual Shower Heads, Defog Bath Mirror; Spacious Bath Vanity. Centralized to all Cruz Bay has to offer, this location is easy walking to businesses, National park, & beaches. For your beach outing beach towels, chair & cooler

Top guest favourite
Villa in St. John
4.99 out of 5 average rating, 176 reviews

Penthouse Great Views Full AC Coral Bay St John VI

Picturesque TRADEWINDS TERRACE is a penthouse sitting directly above Coral Bay's restaurants, bars, shops, and grocery/convenience stores. This uniquely designed round villa sits in a tropical setting on a hillside overlooking water and islands, providing a panoramic view for miles around. Conveniently located on a fully paved road (Rt. 108) immediately accessible to the main road (Rt. 10/Centerline) leading to St John island’s beaches & Virgin Islands National Park. EASY & free parking on site.

Top guest favourite
A spacious deck offers stunning views of the ocean and surrounding islands during sunset. Comfortable seating is arranged for relaxation, with palm trees swaying gently in the breeze. The vibrant colors of the sky create a serene atmosphere perfect for unwinding.
Villa in St. Thomas
5 out of 5 average rating, 51 reviews

WOW Views! King Bd Studio w/Deck, AC,Pool,Gym,WIFI

Take a deep breath & enjoy EPIC views in our Spacious Comfortable Studio Cottage that command GRAND VIEWS. Count the many shades of BLUE & neighboring islands that circle the massive deck overlooking SPRING BAY. The salty ocean breeze, fluttering butterflies, swaying palms & majestic falcons will keep you mesmerized for hours. Or if you're adventurous, get lost star gazing at night w/ a nightcap & dose off in a hammock. Perfect Spot to UNWIND. Pool, Outdoor gym, on-site laundry, back up power.

Guest favourite
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
4.92 out of 5 average rating, 138 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.

Guest favourite
Villa in St. Thomas
4.86 out of 5 average rating, 148 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.

Guest favourite
A panoramic view reveals vibrant turquoise waters and several nearby islands, bordered by lush greenery. The sky is partially filled with fluffy clouds, and the distant shoreline features contrasting structures amidst the natural landscape.
Villa in St. Thomas
4.82 out of 5 average rating, 266 reviews

Amazing Villa in Paradise: Views of 9 Islands

You will love this villa's amazing views, and perfect location on the East End of St Thomas. This villa has all new furniture, a gorgeous kitchen, remodeled bath, high end sheets and towels, beach towels, beach chairs, snorkel gear, a 42" TV, great WiFi and so much more. You are 50 steps from the pool and one of our on-site restaurants, plus 5 mins to 4 of the best beaches on island. I'll provide details on all the beaches, restaurants, bars, stores and more. You will absolutely love it!

Guest favourite
A scenic patio area features two lounge chairs positioned to face the ocean, surrounded by tropical plants in bright yellow pots. The view includes a vibrant turquoise bay and distant hills under a blue sky with scattered clouds.
Villa in Northside
4.9 out of 5 average rating, 103 reviews

Sailfish Villa Beachfront Magens Bay St. Thomas!

Private beachfront villa on world-famous Magens Bay Beach! Sailfish Villa is a 5BR/4.5BA oceanfront property with direct beach access. This listing features a 1BR/1BA beachfront cottage that sleeps up to 4 guests. Enjoy swimming with sea turtles, snorkeling, and kayaking just steps below the villa. Amenities include an outdoor shower, clear kayak, paddle boards, and stairs to the water. Located in the private neighborhood of Peterborg, just a short shoreline stroll to Magens Bay Beach.

Top guest favourite
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, 139 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 favourite
A spacious living area features large glass sliding doors that open to a private terrace. Comfortable seating is arranged with neutral-toned cushions. Natural light flows through sheer curtains, highlighting the wooden flooring and a stylish area rug. A television is mounted on the wall opposite.
Villa in Cruz Bay
5 out of 5 average rating, 16 reviews

Artemis

Wake up to breathtaking views framed by azure waters. Enjoy breakfast on the wrap-around terrace before heading to one of the many nearby beaches. In the evening, enjoy a glass of wine and the sunset over St. Thomas as it begins to sparkle. Spend quality time with friends and loved ones in the state-of-the-art kitchen and entertainment space before falling asleep in a quaint paradise. Artemis is a two-minute drive from the heart of Cruz Bay and its vibrant restaurant scene.

Top guest favourite
A private pool is framed by a wooden deck, featuring lounge chairs and Adirondack chairs strategically placed for relaxation. Expansive views of the surrounding hills and azure sea are visible, with a canopy of clouds above enhancing the tranquil atmosphere.
Villa in Coral Bay
5 out of 5 average rating, 36 reviews

SOLAR! Gorgeous views from every room, Pool, A/C

House Aceso was newly listed on the rental market at the very end of 2022 after five full months of renovations, upgrades, and new furniture/appliances shipped in. Come spend some time unwinding and relaxing while soaking in the incredible views. Located on the quiet side of the island in Coral Bay, our home is nestled among the natural beauty of St. John—home to wild goats, sheep, and donkeys! Grocery stores, restaurants, bars, and beaches are all a short drive away.

Guest favourite
Aerial view captures the resort's layout alongside a serene bay, with clear blue waters and anchored boats. Lush palm trees frame a central pool area, enhancing the landscape and guiding the eye towards the sandy beach and distant hills under a partly cloudy sky.
Villa in Cruz Bay
4.96 out of 5 average rating, 25 reviews

Ring in Spring at the Westin St. John!

From the Westin's website: Amid active days exploring St. John's pristine beaches and relaxing days taking in your own piece of paradise at the resort, you'll revel in coming back here. A short walk or drive will take you to some of the most pristine beaches in the world. After hours of exploring the coastline snorkeling, swimming and enjoying life to the fullest, you’ll enjoy the resort’s spectacular quarter-acre pool, restaurants, activity programs and more.

Top guest favourite
An inviting infinity pool is surrounded by tropical greenery, offering serene views of the landscape. Spacious stone steps lead to the pool edge, where loungers are positioned nearby. The sky above is dotted with fluffy clouds, enhancing the sense of tranquility in this outdoor retreat.
Villa in Cruz Bay
4.93 out of 5 average rating, 56 reviews

Charming 2 Bed 2 Bath Villa with Infinity Pool

Welcome to Perelandra Villa, a 2-bedroom, 2-bath haven, featuring its own secluded infinity pool. Set amid vibrant greenery punctuated by vivid, aromatic blooms, this residence promises a serene ambiance for all guests. From the elevated deck to the invigorating pool, indulge in mesmerizing views of azure seas and Cruz Bay. Come dusk, capture the allure of the sunset, painting vivid Caribbean hues across the sky.

Popular amenities for villa rentals in Chocolate Hole