
Villa holiday rentals in Chocolate Hole
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Top-rated villa rentals in Chocolate Hole
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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

IRIE Paradise Sapphire Beach
IRIE Paradise sits on the beach giving you easy access to the beautiful turquoise water. It sits directly behind the 2 level pool & is only steps from the marina! This unit is a 2 story villa with a balcony on each floor. Downstairs is the living/kitchen area with a queen sleeper sofa, full bath and amazing views! Upstairs you’ll find the master suite with the same beautiful views! There’s a King bed and queen sleeper sofa upstairs as well as another full bathroom. There’s no better place to be

Joy of Life Villa: Couples Retreat with Best Views
"The view is even better than the pictures". Joy of Life Villa is close to world-class beaches, night-life, wildlife and the good life! Enjoy the trade wind breezes or A/C throughout the villa. Fast WiFi, plus a desk, to work comfortably from home. We are a green villa and fully solar, with plenty of power and no outages, common at other villas. Solid masonry home, Italian tile. Excellent drinking water as rain is UV filtered. Kayaks & paddle boards included at Hansen beach! ALL are welcome.

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.

Stunning Limeberry Villa, a designer's dream.
This fabulous villa is set high up in the prestigious Belmont Estate in the West End of Tortola British Virgin Islands. Like its smaller sister Limeberry House, it is a designer's dream with bright colors, Mexican tile, sun and moon sinks that wake you up even if you have been partying late at Bomba’s Shack!! The West Indian style 4 bedroom, 4 bath Villa nestles into the contours of the land, with bedrooms set in separate cottages maintaining maximum privacy. All bedrooms are air-conditioned.

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.

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.

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.

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.

Villa Romance
With uncrowded sugar-white sand beaches, crystal-clear aquamarine waters, and soaring coconut palm trees, Chocolate Hole St. John is a dream getaway beyond your wildest imagination. Beachcombing for seashells and sea glass, snorkeling with fish between coral reefs, and hiking through scenic trails are just some of the many possibilities of the island. Nestled between Rendezvous Bay and Cruz Bay, the island neighborhood of Chocolate Hole is home to an array of magnificent villas.

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.

Mornin' Glory
Mornin’ Glory sits on a hillside overlooking tranquil Coral Bay and out towards East End. Conveniently located a few paces beyond the center of Coral Bay, Mornin’ Glory guests can easily enjoy restaurants and shops nearby while still enjoying the peace and quiet of a private villa. Enjoy sweeping views of the Caribbean waters and cool breeze from the broad front porch. The same incredible view can be enjoyed from every room in the house, including the master shower.
Popular amenities for villa rentals in Chocolate Hole
Private villa rentals

Park View Villa

Memory Daze

BlueWater Vista - 4 Bed Pool Villa, Amazing Views

Elysium Villa-Secluded Ocean View with a Pool!

Paradise with Exquisite Ocean View

Villa View Caribe

Gorgeous ocean view penthouse! Walk to Cruz Bay!

Frenchman's View Villa 2 BD/2.5 BA w/ Pool
Luxury villa rentals

Tropical Palm Villa- Ocean Views From All Rooms!

Coconut Breeze, Mesmerizing Views, Gen., Full A/C

Luxury Villa with Pool, steps from the Beach

Eclectic Vibes/Epic Views & Seriously Great Pool!

Pelican Way Villas

Villa Morning Glory - Private Pool - Amazing Views

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

The Ampersand Sky Villa: Iconic, Artful Luxury
Villa rentals with a pool

The Salty Turtle - Brand New Villa

Villa - Private Pool!

Fort Recovery resort 2br Superior Beachfront Villa

Bordo Mare: Oceanfront, Heated Salt Pool, 100% A/C

Private Pool Getaway in Smith Bay (Beach Nextdoor)

Endless Summer

Honeymoon-Worthy w/ Pvt Pool Walk 2 Sapphire Beach

Beautiful Mahogany Run Villa - Ocean view, Private
Destinations to explore
- Punta Cana Holiday rentals
- San Juan Holiday rentals
- Bayahibe Holiday rentals
- La Romana Holiday rentals
- Carolina Holiday rentals
- Culebra Holiday rentals
- Sainte-Anne Holiday rentals
- Saint Thomas Holiday rentals
- Saint Croix Holiday rentals
- Little Saint James Holiday rentals
- Aguadilla Holiday rentals
- Basse-Terre Island Holiday rentals
- Flamenco Beach
- Limetree Beach
- Honeymoon Beach
- Magens Bay Beach
- Coki Beach
- Cane Garden Beach
- Secret Harbor Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- Virgin Islands National Park
- Josiah's Bay
- Sugar Beach
- Maho Bay Beach
- Sun Bay Beach
- Coral World Ocean Park
- The Baths
- Lindquist Beach
- Cane Bay
- Paradise Point Tranway
- Brewers Bay Beach
- Point Udall
- Chocolate Hole




