
Villa vacation rentals in Chocolate Hole
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Top-rated villa rentals in Chocolate Hole
Guests agree: these villas are highly rated for location, cleanliness, and more.

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.
ValueFamilyAccuracy
4.9 out of 5 average rating, 142 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! You are right near the Virgin Islands National Park and some of the best beaches in the world
ValueLocationHiking
4.89 out of 5 average rating, 114 reviews
Maria Bluff Cottage | Ocean Views & Pool | BookVI
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
ValueLocationCleanliness
5.0 out of 5 average rating, 12 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.
LocationValueLayout
4.86 out of 5 average rating, 111 reviews
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.
LocationValueParking
4.97 out of 5 average rating, 119 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.
ValueLocationGetting around
4.92 out of 5 average rating, 147 reviews
Honeymoon-Worthy w/ Pvt Pool Walk 2 Sapphire Beach
We fell in love with the island of perpetual summer. There's something special about having your own villa w/ a private pool. We also love the garden shower & the location. Pangea, the restaurant on site is phenomenal. The property is so close to our fave spots. Beautiful Sapphire Beach is in walking distance via a gate at the south end of the property. It boasts the Beach Buzz coffee & bfast spot, a Beach bar & grill w/ live music weekly, Paradise Pie pizza & SeaSalt fine dining restaurants.
FamilyValueGetting around
4.81 out of 5 average rating, 277 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.
LocationValueView
4.89 out of 5 average rating, 174 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.
LocationFamilyLaundry
4.92 out of 5 average rating, 136 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
FamilyValueHospitality
5.0 out of 5 average rating, 148 reviews
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.
LocationFamilySleep quality
5.0 out of 5 average rating, 17 reviews
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.
ValueLocationAccuracy
4.98 out of 5 average rating, 101 reviewsPopular amenities for Chocolate Hole villa rentals
Private villa rentals

Charming 2 Bed 2 Bath Villa with Infinity Pool
LocationValueAccess
4.93 out of 5 average rating, 72 reviews
SunDancer Villa-St John USVI
LocationFamilyHospitality
5.0 out of 5 average rating, 78 reviews
Artemis
LocationWifiOutdoor spaces
5.0 out of 5 average rating, 29 reviews
Villa w/ stunning views & Solar in Chocolate Hole!
LocationFamilyComfort
5.0 out of 5 average rating, 25 reviews
Private Villa*MagensBay *Ocean front* Private Pool
LocationFamilyDecor
5.0 out of 5 average rating, 25 reviews
Luxury Villa with Pool, steps from the Beach
ValueLocationParking
4.78 out of 5 average rating, 46 reviews
Gorgeous ocean view penthouse! Walk to Cruz Bay!
LocationValueCondition
4.94 out of 5 average rating, 33 reviews
IRIE Paradise Sapphire Beach
LocationFamilyBeach
4.93 out of 5 average rating, 41 reviewsLuxury villa rentals

Luxury LongView Villa with Stunning Sea views
LocationValueGrill
4.98 out of 5 average rating, 96 reviews
Gorgeous 4 bed villa with pool and amazing views
FamilyLocationNearby
5.0 out of 5 average rating, 45 reviews
The Pink Flamingo
LocationFamilyCheckout
5.0 out of 5 average rating, 22 reviews
Magical Limeberry House, walk to stunning beaches
LocationValueComfort
5.0 out of 5 average rating, 76 reviews
Water View, 2 King Primary Suites, pool, private
LocationFamilyPool
5.0 out of 5 average rating, 44 reviews
SOLAR! Gorgeous views from every room, Pool, A/C
ValueFamilyGrill
5.0 out of 5 average rating, 45 reviews
Water Cliff Villa
ValueLocationIndoor spaces
4.92 out of 5 average rating, 12 reviews
Villa Catalina, private pool, full generator
ValueFamilyWalkability
4.87 out of 5 average rating, 78 reviewsVilla rentals with a pool

Updated: Gorgeous Villa, Amazing Views + Generator
ValueLocationAccess
4.82 out of 5 average rating, 297 reviews
Romantic Villa with Private Pool - Rave Reviews!
ValueLocationHiking
4.88 out of 5 average rating, 347 reviews
Breezy Deck VIEW Chill Studio, 24hrPower, Pool/Gym
LocationAccuracyComfort
5.0 out of 5 average rating, 71 reviews
Villa View Caribe
FamilyValueOutdoor spaces
4.96 out of 5 average rating, 24 reviews
Edgewater Modern 2bd/2ba-Villas, king Beds
LocationFamilyCheckout
5.0 out of 5 average rating, 16 reviews
Amazing Views, Private Pool, Close To Beaches!!!
LocationFamilyGrill
4.95 out of 5 average rating, 22 reviews
Fort Recovery Oceanfront 2BR Signature Villa
LocationBeachHospitality
5.0 out of 5 average rating, 4 reviews
Escape Ordinary: Villa Calvo
ValueFamilyCheck-in
4.86 out of 5 average rating, 96 reviewsDestinations to explore
- Flamenco Beach
- Magens Bay Beach
- Coki Beach
- Cane Garden Beach
- Secret Harbor Beach
- Cinnamon Bay Beach
- Honeymoon 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
- Paradise Point Tranway
- Brewers Bay Beach
- Lindquist Beach
- Cruz Bay
- Sandy Point Beach
- Point Udall
- Culebrita Beach
- Coki Point Beach





