
Villa holiday rentals in Chocolate Hole
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Top-rated villa rentals in Chocolate Hole
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The Tile House
Enjoy breathtaking sunsets views over the turquoise Caribbean waters and the surrounding cays from our newly renovated two bedroom villa with indoor plunge pool. Our ocean view villa is richly appointed with modern furnishings and appliances, designed with comfort and convenience in mind. Watch the ferries, sailboats and cruise ships sail by as you enjoy the breathtaking island sunsets over Cruz Bay, St. John. The Tile House is solar powered with Tesla battery backup and reliable high speed internet to ensure your island experience is uninterrupted. Take a refreshing dip in the indoor plunge pool after a hot day at the beach. Book your St. John vacation today! What Makes Our Villa Unique? You are within a 5 minute drive (10min walk) of supermarket, pharmacy, gas station, post office, dining, and entertainment. Patio overlooking Cruz Bay, Pillsbury Sound and sunsets over St. Thomas One King and One Queen Bed Indoor plunge pool Private Parking Driveway Private Entrance Dedicated work desk and high speed internet Fully equip kitchen with side by side fridge, commercial stove, appliances including coffee maker and toaster, cookware, table settings, towels, and soap Washer/ Dryer (supplies included) Great room with smart TV set up for your use Curated high-end and hand-crafted décor and furnishing Mini Fridge - available for stock of local beverages (found only on the island) upon request Beach towels and gear provided Notes Rent a 4x4 vehicle to get up and down our island hillside road. It is possible to make the walk though we highly encourage renting a 4x4 vehicle for your stay. No sedans. $250 Cleaning and Prep fee per stay Owners reside on lower premise of property. Your privacy and enjoyment of our rental villa is our highest priority. If any issues arise during your stay, property management will be available to address expeditiously.

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

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.

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.

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!

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.

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

Alexandra Cottage in Cruz Bay
Alexandra Cottage - Studio with amazing views! Alexandra Cottage offers a romantic getaway with spectacular, unobstructed and breathtaking views of the Caribbean and surrounding islands. This cottage is located on Pocket Money Lane, a private cul-de-sac. The town of Cruz Bay and the ferry dock are .4 miles from the cottage. The cottage has a King size bed, is fully air conditioned, has Starlink Wi-Fi , which is extremely high-speed and always available, and an automatic generator.

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.
Popular amenities for villa rentals in Chocolate Hole
Private villa rentals

Stunning Limeberry Villa, a designer's dream.

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Endless Summer

The Ampersand Sky Villa: Iconic, Artful Luxury
Luxury villa rentals

Caribbean Jewels

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Villa Almondeen- Peaceful 2bedroom villa with pool

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

BVI Village – bohemian villa at Smuggler’s Cove

Gorgeous 4 bed villa with pool and amazing views
Villa rentals with a pool

Park View Villa

The Salty Turtle - Brand New Villa

Villa Royale

Eclectic Vibes/Epic Views & Seriously Great Pool!

Villa View Caribe

Fort Recovery Resort 1 Bedroom Deluxe Villa Suite

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Sopra Mare: Oceanfront, Heated Salt Pool, 100% A/C
Destinations to explore
- Punta Cana Holiday rentals
- San Juan Holiday rentals
- La Romana Holiday rentals
- Bayahibe Holiday rentals
- Carolina Holiday rentals
- Sainte-Anne Holiday rentals
- Culebra Holiday rentals
- Saint Croix Holiday rentals
- Saint Thomas Holiday rentals
- Aguadilla Holiday rentals
- Basse-Terre Island Holiday rentals
- Tortola Holiday rentals
- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Cane Garden Beach
- Coki Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Secret Harbor Beach
- Peter Bay Beach
- Virgin Islands National Park
- Josiah's Bay
- Maho Bay Beach
- Sugar Beach
- Coral World Ocean Park
- The Baths
- Sun Bay Beach
- Lindquist Beach
- Cane Bay
- Paradise Point Tranway
- Brewers Bay Beach
- Point Udall




