
Villa holiday rentals in Chocolate Hole
Find and book unique villas on Airbnb
Top-rated villa rentals in Chocolate Hole
Guests agree: these villas are highly rated for location, cleanliness and more.

Maria Bluff Cottage Villa- Ocean Views, 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

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.

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

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.

Midnight Sun-2 bd/1bth Suite w/Island & Water View
Midnight Sun a spacious ocean facing home and a division of " DreamView on The Hill ". This Villa is a beautiful secluded hilltop 2 bed/1 bath villa --offering gated parking, solar lit walkways, screen porch and decks. Inside, discover rustic elegance with Cathedral ceilings, ceiling fans, AC, full kitchen and dining. We utilize self-sustaining solar panels, ensuring a cozy atmosphere, and provide king-size beds. Immerse yourself in the breathtaking views from every room. 3 miles from town.

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.

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

Park View Villa

BlueWater Vista - 4 Bed Pool Villa, Amazing Views

Good Vibes Only Ocean Villa-Views/Pool/Sundeck/Fun

Paradise Villa overlooking stunning White Bay on Jost Van Dyke

4 bed/4 bath. Pool/Beautiful Ocean views. Cruz Bay

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

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

Gorgeous 4 bed villa with pool and amazing views
Luxury villa rentals

Tropical Palm Villa- Ocean Views From All Rooms!

Caribbean Jewels

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

Luxury Villa with Pool, steps from the Beach

Paradise with Exquisite Ocean View

Eclectic Vibes/Epic Views & Seriously Great Pool!

Gorgeous ocean view penthouse! Walk to Cruz Bay!

Pelican Way Villas
Villa rentals with a pool

Villa Royale

Villa - Private Pool!

Fort Recovery resort 2br Superior Beachfront Villa

Modern, Serene, and a view you must see. Modere’

Private Pool Getaway in Smith Bay (Beach Nextdoor)

New Sea Glass Villa

Endless Summer

Mandavilla | Pool/Cruz Bay Views/Starlink
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
- Virgin Islands National Park
- Peter Bay Beach
- Josiah's Bay
- Sugar Beach
- Maho Bay Beach
- Coral World Ocean Park
- Sun Bay Beach
- The Baths
- Cane Bay
- Lindquist Beach
- Paradise Point Tranway
- Point Udall
- Brewers Bay Beach
- Chocolate Hole




