
Holiday houses in Chocolate Hole
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Top-rated holiday rentals in Chocolate Hole
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Caribbean Style Cottage
The 500sq. Tortuga Cottage is located in Fish Bay, St. John in the US Virgin Islands. The property is privately owned and adjacent to the National Park. This charming cottage places you within a 5 minute walk to Reef Bay beach and gives you access to many of St. John's greatest hiking trails. By car, we are 3 miles from town (Cruz Bay), where you will find all of your necessities. This is the ideal cottage for a couple or two friends. We have a full kitchen, a king Casper mattress, and much more

Ocean view studio - close to Cruz Bay - AC
Large Studio with small kitchen, outside dining space and ocean views. Can also be booked in conjunction with "Paradise Found" luxury 1-bedroom (1388497) for more space. All units are rented individually. Our cute spacious studio is situated minutes outside of Cruz Bay in a quiet safe residential community. Clean and bright with a small kitchen and private bathroom, it is the perfect springboard for your exploration of our beautiful island. Ocean view and sometimes St Croix views on a clear day

Orchid at Casa Tre Fiori (Three Flowers House)
Casa Tre Fiori's Orchid is a large, private and peaceful one bedroom apartment with a large deck overlooking the labyrinth garden. There is a fully equipped kitchen and air-conditioned bedroom. Enjoy the sounds of nature from the deck. Walk to some of the National Park hiking trails. Easy 4 miles to town and short drive to North Shore beaches. Fish Bay is adjacent to the National Park on the south shore of the St John. The shared pool and hot tub are located nearby along the Zen Garden path.

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.

Big Ocean View, Minutes From Town
Stunning sunsets and million-dollar views of St. Thomas and surrounding islands! This 600 square foot studio apartment is roomy, comfortable and stylishly decorated. It's in an ideal spot - just a 2-minute drive from town but in a quiet neighborhood. A rental car is recommended but not absolutely necessary for those who are able to walk up long and very steep hills. This apartment is on the lower level of a private home that is currently in the process of being rebuilt after the hurricanes.

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.

"H2Oh What a Beach!" condo: Walk-out Beach Access!
"H2Oh What a Beach!" condo Building A of Sapphire Beach Resort & Marina: ground floor unit with direct access to one of the most beautiful beaches in the Caribbean. Steps away from Sea Salt fine dining restaurant, Sapphire Beach Bar, Paradise Pie pizza, and Beach Buzz coffee shop. A mile from Red Hook featuring many restaurants & island ferries. Great beach, swimming, snorkeling, parasailing, and relaxing right outside your door. Check out our reviews - there's a reason why we're always full!

Sea Horse 1-bedroom apt in Cruz Bay (A-5)
Enjoy the colorful sights and sounds of Cruz Bay, St. John, while being a little removed from the action. Our unit in the Caneel Bay Apartments offers the ideal location. Sea Horse is light and airy, accessed by a short flight of stairs. It consists of a bedroom with a king bed and air-conditioning unit, a bathroom and a well-sized sitting and dining room (with a full-size sleeper sofa) and a fully furnished kitchen. Best of all, there is a furnished terrace with a view overlooking Cruz Bay.

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

Skytop Studio~Next to Hiking Trail~New Pool
Modern 1 bedroom apartment In Fish Bay Skytop with Hillside View of the National Park, fully equipped kitchen, Saatva Loom & Leaf memory foam mattress. The property is right next to the National Park Great Sieben Trail, which connects to several major hiking trails. Cruz Bay, Grocery Stores and restaurants are 12min drive away. Klein Bay a beautiful Private rocky beach great for snorkeling is 4 min drive away. Shared brand new Pool with two other apartments. Shared BBQ by the Pool.

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 Bistro (open seasonally and located on the property) as well as a 24 hour fitness center and community pool.
Popular amenities for Chocolate Hole holiday rentals
Other great holiday rentals in Chocolate Hole

Faith

Sunset Shanti ~ artist’s oasis with sunset view

Flamingo House • MOON • Cozy 1BR • Walk to town

Cruz Bay Ocean View 2 bed/bath!

Wyndham St Thomas Margaritaville- Studio Suite

Pool - Ocean View - Large Deck & Pergola - Private

Conch Villa Vista 2 Bed Condo

2025 Renovated • On Sapphire Beach • King Bed
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
- Saint Croix Holiday rentals
- Aguadilla Holiday rentals
- Basse-Terre Island Holiday rentals
- Tortola Holiday rentals
- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Cane Garden Beach
- Coki Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Secret Harbor Beach
- Peter Bay Beach
- Virgin Islands National Park
- Josiah's Bay
- Maho Bay Beach
- Sugar Beach
- Coral World Ocean Park
- The Baths
- Sun Bay Beach
- Lindquist Beach
- Brewers Bay Beach
- Cane Bay
- Paradise Point Tranway
- Point Udall




