
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.

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 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.

Amazing Villa in Paradise: Views of 9 Islands
Take advantage of our great rates at one of the 10 BEST places to stay on St Thomas. I personally promise you will love it! Incredible views over 9 islands from everywhere! 50 steps from the pool. This villa has all new furniture, gorgeous new kitchen, remodeled bath, high end sheets and towels, beach towels, beach chairs, snorkel gear, a 42" TV, free WiFi and so much more. I provide a robust info packet with all the best beaches, restaurants, bars, grocery store and more. You will LOVE it!

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.

Elysium Villa-Natural Surroundings, Ocean Views, P
A beautiful example of Caribbean architecture, Elysium Villa is a private island sanctuary on the south shore in quiet Fish Bay. Elysium features stunning ocean views, swaying palm trees, gentle breezes and stellar night skies. Just a short drive from Cruz Bay and pristine National Park Beaches, Elysium is the quintessential vacation paradise for honeymooners, couples or small families. Enjoy picturesque ocean views from the coral stone sun deck surrounding the exceptionally private pool.

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.

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.

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, 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.

Villa Hermosa - Beautiful with Pool & Ocean Views
Villa Hermosa is a luxury masonry constructed home located on the hillside overlooking Fish Bay on St. John, USVI. The villa has 3 bedrooms and 3.5 bathrooms. Villa Hermosa provides spacious living areas with beautiful finishes, stonework and craftsmanship. Villa Hermosa is fully equipped for your family and friend vacation on St. John. The villa provides all your basic amenities and supplies to ensure you are prepared for an enjoyable and comfortable stay.

Villa Solare -sunsets, private pool
Upon entering the Villa property, you experience the natural Caribbean artistry of stone & shell archways, brick courtyard and tropical gardens. The Villa features a Main house with two Master Suites and a Guest Cottage with 2 additional suites plus a third room with kitchenette, sleeper sofa and full bath. PRICING IS FOR DOUBLE OCCUPANCY, if there is only one person in a room, they will be charged as two. HOLIDAY Pricing is for Full house 1 to 10 people.
Popular amenities for Chocolate Hole villa rentals
Private villa rentals

Caribbean Jewels

Villa - Private Pool!

Luxury Villa with Pool, steps from the Beach

Paradise with Exquisite Ocean View

Good Vibes Only Ocean Villa-Private Pool-Views!

Just Peachy - Pool Villa + Bronco + WE’RE SOLAR!

Tropical Modern Loft | SoHo Style | Concierge

Eureka! Stunning Views in Paradise! 3BR, 3.5BA
Luxury villa rentals

Tropical Palm Villa- Ocean Views From All Rooms!

Paradiso Ocean View

BVI Village - dreamy Mediterranean hilltop villa

Magical Limeberry House, walk to stunning beaches

The Ampersand Sky Villa: Iconic, Artful Luxury

Beautiful 4 bed villa above the surf of Apple Bay

Modern BVI Villa near Cane Garden Bay Beach

Mandavilla - SuperHost/Generator/Starlink/LoveCity
Villa rentals with a pool

Coconut Breeze, Mesmerizing Views, Generator

Luxury Oceanfront, Heated Salt Pool, 100% A/C more

Seagrape Villa on Water Island

Villa Paradis-Amazing Views-Amazing Pool! Sleeps 8

Villa View Caribe

Magens Bay - dining - POOL - Incredible views

Villa Almondeen- Peaceful 2bedroom villa with pool

Fort Recovery resort 1br Superior Beachfront Villa
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 Thomas Holiday rentals
- St. Croix Holiday rentals
- Basse-Terre Island Holiday rentals
- Tortola Holiday rentals
- Le Gosier Holiday rentals
- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Mosquito Bay Beach
- Cane Garden Beach
- Coki Beach
- Oppenheimer Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- Pelican Cove Beach
- Gibney Beach
- Josiah's Bay
- Secret Harbor Beach
- Caneel Bay Beach
- Maho Bay Beach
- Playa Sun Bay
- Virgin Islands National Park
- Trunk Beach
- Buccaneer Beach
- Pineapple Beach
- Sandy Point Beach
- Mandahl Bay Beach