
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.

Sunrise Cottage - Secluded, Romantic, Private
Sunrise cottage is located on the cool & breezy north side of St. Thomas. A relaxing 1 bedroom cottage with a full kitchen & living area. You can soak up the sun on the sundeck or hang out in your private soaking pool, while appreciating the breath taking view during the day & the abundance of stars at night. When venturing out you are 20 mins to Magen’s Bay Beach, 15 mins to Town, 30 mins to Red Hook. Note: The hosts live on property with 2 dogs and this cottage is adult only 18 or older.

Sunset Ocean View Cruz Bay King bed serene quiet
Kiwi Cottage Breathtaking sunsets! Located in a peaceful residential area. Fully equipped one bedroom with a view! Romantic and secluded. Gas stove & King Size bed. Its on the lower floor of the main house, with private entrance. Open the door and you will be "wowed" Watch the cruise ships or yachts. Outside furniture for eating or star gazing. Close to town (2.1 mi) A car is a must! Freshly painted and remodeled. There are 3 stairways to your hideaway. Washer/dryer for easy convenience.

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.

Serenity Villa- Steps from Beach, Family Friendly
Welcome to Serenity Villa, a brand-new, spacious, and inviting beachfront retreat! This luxurious 3-bedroom villa features breathtaking ocean views, high-end furnishings, and all the modern comforts you need for an unforgettable island getaway. With direct beach access, stunning turquoise waters just steps away, and plenty of indoor and outdoor living spaces, Serenity Villa is the perfect place to relax, unwind, and create lasting memories.
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!

Sea-N-Dipity 1 by the Sea @ Sapphire Resort

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

Sail Away II-WOW Beachfront to Paradise Remodeled
Family-friendly house rentals

Seascape Villa with private pool in Cruz bay

Hoos House

The yellow flamingo

The Penthouse suite is a Modern Luxury, sleeps 2

Villa De Vida

Sea Wind Villa

Creekside

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

Jasmine at Casa Tre Fiori

Big Ocean View, Minutes From Town

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

Hillside Hideaway

Into the Mystic Lower Suite with POOL and VIEWS!

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

Stylish & Luminous 2BR-spectacular water views!

Clean, Comfortable and Family Friendly!
Other great holiday rentals near Chocolate Hole

BlueWater Vista - 4 Bed Pool Villa, Amazing Views

Two Bay View: Perfect for a private getaway

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

Artemis
Destinations to explore
- Flat rentals Chocolate Hole
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- Rentals with a patio Chocolate Hole
- Rentals with a washing machine and dryer Chocolate Hole
- Rentals with a kayak Chocolate Hole
- Apartment rentals Chocolate Hole
- Beachfront rentals Chocolate Hole
- Rentals with pools Chocolate Hole
- Fitness-friendly rentals Chocolate Hole
- Hotel rooms Chocolate Hole
- Rentals with a hot tub Chocolate Hole
- Family-friendly rentals Chocolate Hole
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- Waterfront rentals Chocolate Hole
- Rentals with beach access Chocolate Hole
- House rentals Chocolate Hole
- Rentals with a firepit Chocolate Hole
- Resort rentals 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
- Brewers Bay Beach
- Point Udall




