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

4.96 out of 5 average rating, 47 reviews

Alexandra Cottage in Cruz Bay

<div class="html-container">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. As you arrive at Alexandra cottage, the lush Caribbean landscaping welcomes you to your home away from home. The private stairway leads to this beautiful hidden cottage. The bedroom is designed to capture the beauty St John has to offer with large glass windows where one can wake up and gaze toward St Thomas and the beautiful views. There is also a sliding glass door that leads from the bedroom onto the side deck. A brand new addition with a washing machine and clothes dryer was completed in October 2022. Alexandra cottage has 1000 square feet of living space with Carrera white marble flooring. The cottage has an open floor plan with a fully equipped kitchen, including a refrigerator, microwave, blender, coffee maker, cook top and toaster. The living room area features a comfortable love seat, chair, Smart TV, and a dining table with bar stool chairs. The bathroom is spacious with a white ceramic bowl sink and a walk in, large blue tiled shower. The deck surrounding one side of the cottage features a sitting area with a Weber grill, a bistro set table and chairs for outdoor dining. There is also a patio off the back of the cottage where one can relax after a day at the beach on the two chaise lounges. Sit back and admire the beautiful sunset and the lights twinkling across the Caribbean waters. The cottage has a generator for any power outages that might occur on island. The cottage is fully air conditioned and has ceiling fans throughout. Taxis/Cabs will provide transportation if needed for the short ride to Cruz Bay. However, we suggest renting a vehicle in order to see the island and enjoy town and the beaches. Some guests do walk to town and back but it is not for everyone </div>

Top guest favorite

Villa in Cruz Bay

5 out of 5 average rating, 19 reviews

EdgeWater Villas/sleeps 2-4; 10min walk to town

New Waterfront Studio Villa, great location to walk into town. Free Parking, Pool, 1 King, +2Twin Beds, 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.

Top guest favorite

Villa in St. John

4.99 out of 5 average rating, 164 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

4.82 out of 5 average rating, 250 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!

Superhost

Villa in Cruz Bay

4.85 out of 5 average rating, 82 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 Saint Thomas

4.93 out of 5 average rating, 130 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

4.87 out of 5 average rating, 135 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.

Guest favorite

Villa in Coral Bay

4.93 out of 5 average rating, 124 reviews

Heaven's Gate - Off Grid Ocean View Villa

This Mediterranean style, four bedroom luxury villa sits at the top of a mountainside overlooking St. John’s pristine Hurricane Hole, designated a Virgin Islands Coral Reef Monument in 2001. Heaven’s Gate is a serene and very private hilltop vacation villa. Each of the four handsomely furnished bedroom suites includes its own private bath, three with outside showers, and each suite has access to outside terraces. Please review the House Rules prior to booking. Compliance is mandatory.

Superhost

Villa in St. John

4.96 out of 5 average rating, 28 reviews

Barefoot Life - NO SHOES NEEDED

Barefoot Life Villa has recently completed an extensive renovation (2019 and 2021) that has created a warm and relaxed atmosphere that compliments its name. New to the market, this villa is in the exclusive gated community of the Virgin Grand Estates with easy access to Cruz Bay. The villa design allows guests the ultimate in privacy with three separate king bedroom suites, with private baths, a modern bunk room for guests/children and an outside seating area to enjoy the amazing views.

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 Coral Bay

4.89 out of 5 average rating, 84 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 Coral Bay

5 out of 5 average rating, 33 reviews

Gorgeous views from every room, Pool, A/C

House Aceso was newly listed on the rental market at the very end of 2022 after five full months of renovations, upgrades, and new furniture/appliances shipped in. Come spend some time unwinding and relaxing while soaking in the incredible views. Located on the quiet side of the island in Coral Bay, our home is nestled among the natural beauty of St. John—home to wild goats, sheep, and donkeys! Grocery stores, restaurants, bars, and beaches are all a short drive away.