
Villa holiday rentals in Chocolate Hole
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Top-rated villa rentals in Chocolate Hole
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Periwinkle Cottage in Coral Bay w/Pool, and Views🏝
Periwinkle Cottage of Coral Bay is a perfect rendition of a traditional West Indian cottage with modern amenities. 🌴 Ceiling fans, large screened in porch and open air porch areas. Located at the end of a private road, Periwinkle has a Million Dollar view of Coral Bay! Located only minutes from grocery stores, shopping & dining in Coral Bay. This cottage offers privacy & sits on over a half acre lot! You are right near the Virgin Islands National Park and some of the best beaches in the world
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Sailfish Villa Beachfront Magens Bay St. Thomas!
Private beachfront villa on world-famous Magens Bay Beach! 5BR/4.5BA oceanfront property with direct beach access. 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. Property is equipped with a Generator.
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Maria Bluff Cottage | 2BR | Pool | Generator
This newer two-story cottage features ocean views, a private pool, and an exquisite kitchen. Ideal for a couple, small group, or family, it offers easy access from its private driveway. The cottage includes a full kitchen, living room, laundry area, coral stone deck, outdoor dining, plunge pool, and two bedrooms with en-suite bathrooms. Multiple zones of air conditioning ensure comfort for everyone in the group. This Villa has a generator that will automatically kick on if the power goes out so
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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.
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Couples Retreat w/Panoramic 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.
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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.
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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.
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Sunset Terrace | Epic Views, Pool, & Family Fun!
Sunset Terrace offers panoramic views of the Caribbean Sea and surrounding islands from nearly every room. This fully air-conditioned villa features a private saltwater pool, four en-suite bedrooms, and spacious living and dining areas. . Relax on the covered patio, grill outdoors, or lounge poolside. Just a 5-minute drive to beaches, restaurants, and shopping. Perfect for families or groups, with kid-friendly amenities, backup generator, and concierge support for a seamless St. Thomas stay.
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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
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Bordo Mare: Oceanfront, Heated Salt Pool, 100% A/C
Bordo Mare offers breathtaking oceanfront views, 2 king bedrooms with private baths, a private heated saltwater pool, A/C in every room, backup generator, internal staircase (no "pod" bedrooms), 3-stage UV filtration system for bottled water quality throughout the villa, and accordion doors that blend indoor and outdoor living spaces. Located in the prestigious Maria Bluff neighborhood that is an easy 8 minute drive from downtown Cruz Bay & 15 minutes to St; John's world famous beaches.
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Good Vibes Only Ocean Villa-Views/Pool/Sundeck/Fun
Gorgeous Caribbean paradise w/ a salt water pool. Sleeping for 10 including 3 private bedrooms w/ensuite bathrooms. Sprawling living & fully stocked kitchen. Additional Queen sleepers in living & master + 1/2 bath. Enjoy stunning ocean views w/ direct line of site over to White Bay in the BVI, Tortola, Hans Lollik & Mandahl Beach/Salt Pond. The villa is equipped w/multiple patio areas & stunning pool w/ soothing trade-winds that blow through the property for comfortable outdoor living.
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Villa w/ stunning views & Solar in Chocolate Hole!
This rental is the entire villa (5 bedrooms/sleeps 10 comfortably) This property has 2 beautifully appointed areas; giving you your own space yet giving you the opportunity to be together! The large sweeping porch with endless beautiful views will take your breath away! Come as adults only groups or bring the family! Lots of parking on a nice flat driveway! Check out the awesome outdoor shower! Make some memories at this unique & family-friendly place. Solar with battery back up!
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Popular amenities for Chocolate Hole villa rentals
Private villa rentals

Private Oceanfront Villa for Two in St. John, USVI
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Gorgeous 4 bed villa with pool and amazing views
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Just Peachy - Pool Villa + Bronco + WE’RE SOLAR!
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Stunning Limeberry Villa, a designer's dream.
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Luxury LongView Villa with Stunning Sea views
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BIG SKY VILLA: sunset view; pool ;backup power
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Artemis
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Gorgeous ocean view penthouse! Walk to Cruz Bay!
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Luxury villa rentals

The Pink Flamingo
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DreamView On The Hill-3bd/2bth-Island & Water View
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4 bed/4 bath. Pool/Beautiful Ocean views. Cruz Bay
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The Tile House
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Water View, 2 King Primary Suites, pool, private
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Frenchman's View Villa 2 BD/2.5 BA w/ Pool
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Amazing Views, Private Pool, Close To Beaches!!!
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Caribbean Jewels ~ Pool & Backup Power!
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Villa rentals with a pool

Honeymoon-Worthy w/ Pvt Pool Walk 2 Sapphire Beach
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Romantic Villa with Private Pool - Rave Reviews!
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IRIE Paradise Sapphire Beach
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Escape Ordinary: Villa Calvo
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Fort Recovery Oceanfront 2BR Signature Villa
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Park View Villa
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Breezy Deck VIEW Chill Studio, 24hrPower, Pool/Gym
LocationLong stayCleanliness

Healing Sea Glass Oasis
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Destinations to explore
- Flamenco Beach
- Magens Bay Beach
- Coki Beach
- Cane Garden Beach
- Secret Harbor Beach
- Honeymoon Beach
- Cinnamon Bay Beach
- Virgin Islands National Park
- Cane Bay Beach
- Limetree Beach
- The Baths
- Peter Bay Beach
- Josiah's Bay
- Coral World Ocean Park
- Maho Bay Beach
- Cane Bay
- Brewers Bay Beach
- Paradise Point Tranway
- Cruz Bay
- Lindquist Beach
- Sandy Point Beach
- Point Udall
- Culebrita Beach
- Coki Point Beach





