
Places to stay near Chocolate Hole
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Top-rated holiday rentals near Chocolate Hole
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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

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.

Oceanfront Clifftop Escape Guest Suite
Maridadi Clifftop is perched atop Boatman Point, offering sweeping, south-facing views, and is located just under a 10-minute drive (2 miles) from Cruz Bay. The clifftop boasts a stunning outdoor terrace perched just above the crashing waves, surrounded by lush tropical vegetation. Inside, a modern, air-conditioned unit features a king-size bed, smart TV, ceiling fan, his and hers nightstands, a walk-in closet, a full bathroom, and a living area, creating the perfect romantic Caribbean escape.

Peaceful Island Getaway w/ Pool & Tropical Charm
Sol-Azul Tropical Island Escape~ This peaceful and stylish retreat is full of Caribbean charm and made for relaxation. *A sparkling pool surrounded by lush tropical landscaping *Spacious covered porch for morning coffee or entertaining *Bright, airy interiors w/ island-inspired decor *Just minutes from town, restaurants, and gorgeous beaches Whether you're here to unwind by the pool, explore island flavors, or soak up the sun on sandy shores, this home is the perfect base for your vacation!

Sweet Spice: A Nifty Little Cottage. With A Pool!
This very small 1 BR cottage lives BIG with a screened porch, SOLAR POWER, valley views, ac, dishwasher, outdoor fitness, and plunge pool. With a clean modern vibe, Sweet Spice is more laidback getaway than luxury villa. It’s an ideal HQ for 2 active STJ adventurers - but with a few extra amenities! Located off the beaten path on the quiet side of STJ, it feels secluded but is only a 5 minute drive to the shops of Coral Bay. Note: road is rough and requires a 4WD and there are LOTS of stairs.

Esperance~Pool~New~National Park
Spacious freshly built 2 Bedroom, 2 bathroom luxury apartment with fully equipped Kitchen and washer/dryer. Both Rooms have a memory foam mattress from Loom and Leaf. One king bedroom with en-suite bathroom, the second bedroom has a queen bed with a bathroom right across the room. Conveniently located 10min drive from Cruzbay's world class dining, shopping, grocery markets, and entrance to the North Shore Beaches. 4ft deep, shared new Pool with 2 other Apartments. shared BBQ by the Pool.

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.

Stylish & Luminous 2BR-spectacular water views!
Welcome to a newly renovated 1,800 sq foot 2 bedroom located in the heart of historic Charlotte Amalie! Our space is perfect for travelers who wish to experience the beauty of the US Virgin Island. Each room is oversized, with tall ceilings, and boasts stunning panoramic views of the Caribbean that are sure to take your breath away. The space is as stylish as it is comfortable, with modern furnishings and luxurious touches throughout, yet contextually appropriate for the historic setting.

Turtle’s Nest : Caribbean Studio Retreat
Turtle's Nest is a thoughtfully designed waterfront studio that offers the perfect escape. Nestled along an ocean fed pond, this enchanting retreat is a haven for tranquility. The open layout seamlessly blends the living, dining, and sleeping areas, creating an inviting ambiance. Stylish and modern furnishings complement the units, evoking a sense of relaxation and peacefulness. Property has solar panels and Tesla powerwalls ensuring there are no interruptions in energy supply.

Rockroom One Bedroom Condo at The Hills Saint John
"The Rockroom" is a one bedroom apartment located within The Hills Saint John. This large space with amazing views of Cruz Bay and St Thomas features a large bedroom with King bed, two full baths, a large living area and a full kitchen. There is also a large private patio with a gas grill and patio furniture. Guests staying at Rockroom will also have access to The Clubhouse Bar (open seasonally and located on the property) as well as a 24 hour fitness center and community pool.

Sea Wind Villa
*DISCOUNT JEEP RENTAL AVAILABLE Chocolate Hole hillside, with south-southwest views of Chocolate Hole and Hart Bay. Just a 5 min drive to Cruz Bay's restaurants, groceries, and nightlife. The interconnected buildings feature decks, walkways, and inviting patios All rooms, except the guest (loft) bedroom, are on the first level. You will find the kitchen, great room, dining area and loft bedroom in the great house There is also a pull out-couch! 2 master bedrooms with full bath

Sunset Shanti ~ artist’s oasis with sunset view
Best enjoyed by those who love fresh air, this stylish indoor-outdoor gem offers a one-of-a-kind Caribbean getaway. Large open-air living space catches Trade Wind breezes and features an open floor plan to the kitchen and back deck with exquisite view. Two air-conditioned bedrooms, each with a King-sized bed, and a tv in each room allow for rest and relaxation. Views across the Caribbean Sea to St. Thomas from every room!
Popular amenities for holiday rentals near Chocolate Hole
Apartment rentals with wifi

Charming Beach Condo w/ Balcony- 2 Pools and Beach

BEST REVIEWS on the East End - HANDS DOWN!

Sunrise Sapphire West-A Building-NEW AC-

Cold? Book Now! Caribbean Sunshine! Amazing Views!

"H2Oh What a Beach!" condo: Walk-out Beach Access!

OceanView! Condo near Magen’s Bay - Pool/Generator

Sail Away II-WOW Beachfront to Paradise Remodeled

Luxury 1/1 Oceanfront @ Sapphire Beach Resort
Family-friendly house rentals

Seascape Villa with private pool in Cruz bay

Hoos House

The yellow flamingo

Villa De Vida

Tranquil Desires, Villa

Pond Bay Paradise Villa Ocean Views Beach and Kaya

Creekside

Ylang Ylang - Luxury 2 Suite Villa in Cruz Bay...
Apartment rentals with air conditioning

Sea Urchin 1-bedroom apt in Cruz Bay (A-3)

Big Ocean View, Minutes From Town

5*****AFFORDABLE LUXURY STUDIOW/ JEEP RENTAL AVAIL

Hillside Hideaway

Into the Mystic Lower Suite with POOL and VIEWS!

Sunset Ocean View Cruz Bay King bed serene quiet

CORALBAYVIEW 2BD, FL KITCH, W/D, RENTAL JEEP AVL.

Sweet Escape! 45' deck with valley views
Other great holiday rentals near Chocolate Hole

BlueWater Vista - 4 Bed Pool Villa, Amazing Views

Two Bay View: Perfect for a private getaway

Milk Moon Cottage

Hilltop Paradise Vacation Package with Jeep

Romantic Cottage - Stunning Ocean Views, Hot tub.

NEW Spacious 3 bed villa w/t Pool & Ocean View

Panoramic Ocean views and off Grid

Caribbean Cottage Near the Sea
Destinations to explore
- Rentals with a washing machine and dryer Chocolate Hole
- Rentals with a kayak Chocolate Hole
- House rentals Chocolate Hole
- Flat rentals Chocolate Hole
- Rentals with outdoor seating Chocolate Hole
- Pet-friendly rentals Chocolate Hole
- Beachfront rentals Chocolate Hole
- Rentals with pools Chocolate Hole
- Resort rentals Chocolate Hole
- Fitness-friendly rentals Chocolate Hole
- Villa rentals Chocolate Hole
- Rentals with a patio Chocolate Hole
- Family-friendly rentals Chocolate Hole
- Apartment rentals Chocolate Hole
- Hotel rooms Chocolate Hole
- Rentals with beach access Chocolate Hole
- Rentals with a hot tub Chocolate Hole
- Waterfront rentals Chocolate Hole
- Rentals with a firepit Chocolate Hole
- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Coki Beach
- Cane Garden Beach
- Secret Harbor Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- Virgin Islands National Park
- Josiah's Bay
- Sugar Beach
- Maho Bay Beach
- Sun Bay Beach
- Coral World Ocean Park
- The Baths
- Lindquist Beach
- Cane Bay
- Paradise Point Tranway
- Point Udall
- Brewers Bay Beach




