Villa vacation rentals in Chocolate Hole

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Top-rated villa rentals in Chocolate Hole

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Guest favorite

Villa in Cruz Bay

4.97 out of 5 average rating, 29 reviews

Ginger Thomas Villa in Cruz Bay

Amazing views of Cruz Bay and St Thomas, conveniently located near town with access to the ferry, shopping, grocery, and restaurants. Minutes drive to the beautiful north shore beaches. Expansive outdoor living and pool to cool off in the evening after a day at the beach. Beautiful sunsets over the Caribbean toward St Thomas. Ginger Thomas is built on two levels with a king size bedroom and full bathroom on each floor. Ginger Thomas has spectacular unobstructed views of the Caribbean waters and neighboring islands, the town of Cruz Bay and the mountains of St. John. It 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 villa. We suggest renting a vehicle in order to see the island and enjoy town and the beaches. As you arrive at Ginger Thomas, the lush landscaping welcomes you to your home away from home. The main floor living room is furnished with a queen sleeper sofa and two comfortable chairs. The gourmet kitchen has granite countertops and two bar chairs. The main living area leads you through an expansive 18 foot wide sliding pocket door that opens to the large outdoor living space. A portion of the living space is a covered veranda with a comfortable wicker couch, dining table and a Weber gas grill for your convenience while you enjoy the spectacular sunset with boats sailing in the distance across the Caribbean waters. The other portion of the outdoor living space is uncovered and includes chaise lounges in the sun and a beautiful splash pool on the deck. On the lower level, via an exterior staircase, French doors lead you to a suite with A/C and a king size bed. The room has a full bath suite and a mini fridge, TV and DVD player. There is a house generator for any power outages that might occur on island. There is a 50 inch flat screen satellite TV in the living room as well as the lower level. There is also a collection of games and books. The property has many amenities such as WiFi, bluetooth speakers, beach chairs, snorkeling gear, UV water purification system, dishwasher, washer/dryer and A/C in the bedrooms. There is a walking path through the garden around the property.

Top guest favorite

Villa in St. John

4.99 out of 5 average rating, 166 reviews

St John Villa Penthouse Great Ocean Views Full AC

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.

Guest favorite

Villa in St. Thomas

4.83 out of 5 average rating, 252 reviews

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!

Guest favorite

Villa in Cruz Bay

4.86 out of 5 average rating, 84 reviews

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.

Guest favorite

Villa in St. John

5 out of 5 average rating, 5 reviews

Sunset Lover's Dream Home with Pool and Hot Tub

Perched high above the clear water bays of St John, with endless sunset views of the islands beyond, Villa Nanichi awaits you. A perfectly designed pool and spa deck with plenty of sun and shade accents the premium finishes of the interior at this new-to-market villa on St John. 2 luxurious bedrooms w/ en-suite baths and panoramic westerly views make this the ideal hideaway for the guest who loves to watch the breathtaking sunsets painted with vivid pinks and tangerines over the Caribbean Sea.

Guest favorite

Villa in Saint Thomas

4.93 out of 5 average rating, 131 reviews

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.

Guest favorite

Villa in St. Thomas

4.88 out of 5 average rating, 136 reviews

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.

Top guest favorite

Villa in Cruz Bay

5 out of 5 average rating, 127 reviews

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

Guest favorite

Villa in Northside

5 out of 5 average rating, 17 reviews

Private Villa*MagensBay *Ocean front* Private Pool

Del Mar Dos is a luxurious villa for up to four guests, featuring two elegant king suites with en-suite baths, walk-in closets, private terraces, and individual A/C units. The villa includes a spacious great room, three dining areas, and four ocean-facing terraces. Enjoy breathtaking views from every space, including the private pool. Suite One boasts a stunning outdoor double shower framed by palm trees. Experience total privacy and Caribbean luxury—this entire estate is yours to enjoy.

Guest favorite

Villa in Anna's Retreat

4.97 out of 5 average rating, 73 reviews

Good Vibes Only Ocean Villa-Private Pool-Views!

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.

Guest favorite

Villa in Coral Bay

4.89 out of 5 average rating, 85 reviews

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! If you need a Jeep while you are on St John, we rent out our 4 door Jeep Wrangler

Guest favorite

Villa in Cruz Bay

4.96 out of 5 average rating, 25 reviews

Ring in Spring at the Westin St. John!

From the Westin's website: Amid active days exploring St. John's pristine beaches and relaxing days taking in your own piece of paradise at the resort, you'll revel in coming back here. A short walk or drive will take you to some of the most pristine beaches in the world. After hours of exploring the coastline snorkeling, swimming and enjoying life to the fullest, you’ll enjoy the resort’s spectacular quarter-acre pool, restaurants, activity programs and more.