Holiday rentals in Chocolate Hole

4.99 out of 5 average rating, 158 reviews

Cottage in Central

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

5 out of 5 average rating, 5 reviews

Apartment in Cruz Bay

Westin St.John 1 BR Villa w/ Resort Pool & Beach

Revel in the days exploring and relaxing at The Westin St. John Resort 1 BR Virgin Grand Villa, a premium vacation resort with pristine beaches just a short walk or drive away. After sightseeing along the coastline, snorkeling, swimming and basking in the sun, return to the resort for a pool, on-site restaurants, activity programs and more. You will appreciate key amenities of signature Westin touches, including a full-sized kitchen, a washer/dryer, balcony and picturesque Virgin Islands views.

4.99 out of 5 average rating, 120 reviews

Cottage in Coral Bay

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.

4.87 out of 5 average rating, 129 reviews

Villa in St. Thomas

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.

5 out of 5 average rating, 123 reviews

Villa in 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

5 out of 5 average rating, 106 reviews

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.

4.98 out of 5 average rating, 60 reviews

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.

4.8 out of 5 average rating, 130 reviews

Apartment in Cruz Bay

Sunset Villa Studio Condo at The Hills Saint John

You have to see Sunset Villa for yourself! Sunset Villa is a stunning one bedroom studio with kitchenette, in a gated community, offering resort like amenities with amazing views! You will have access to The Clubhouse bar and restaurant (open seasonally), the game room including a pool and ping pong table and big screen television, sunset terrace, and community pool. Sunset villa has a private entrance and large windows so you can take in the view. You will not be disappointed!

5 out of 5 average rating, 31 reviews

Cottage in Saint John

One bedroom cottage on the water

Take it easy at this unique and tranquil getaway. The property is on the water, and is located in Coral Bay. Brand new, and boasts a king size memory foam bed, custom kitchen with quartz countertops and a two burner Miele stove, full bathroom, air conditioning and deck overlooking a salt pond and coral bay. Vaulted Cyprus ceiling, Kohler faucets, 600 thread count cotton sheets and a 60″ tv, and gas grill. Solar power with batteries and generator for consistent power!

4.98 out of 5 average rating, 50 reviews

Home in Cruz Bay

Caribbean Cottage Near the Sea

Paradise! The cottage is located on Hart Bay, and has an amazing view of the Carribean Sea. You can fall asleep to the sound of waves. You will stay in the upstairs one bedroom apartment with your own private entrance. The owner’s live in the lower level. Private pooI area. It’s an older cottage with an outdoor shower. There are 67 uneven steps down to cottage from parking area. There are steps that lead to a trail and rocky beach. Property has a generator.

4.89 out of 5 average rating, 64 reviews

Sunset Hideaway-1 bedroom, central to Cruz Bay

Kick back and relax in this 1 bedroom hideaway only a 15 min walk/5 min drive to Cruz Bay, with its many restaurants, bars, and live music. This unit comes with a queen bed, air conditioning, and a fully stocked kitchen for cooked meals during your stay. This brand new constructed apartment is uphill on a private road with water views. (4x4 mandatory) There’s a private parking spot on site and full concierge services.

4.89 out of 5 average rating, 44 reviews

Home in Cruz Bay

Hoos House

Welcome! Come enjoy a stay in beautiful St. John. Hoos House is a modest 2 bedroom, 1 bath home (Upper level of a Duplex) fully renovated with amazing south facing views. Overlooking Great Cruz Bay and the Westin Resort below and St. Croix in the distance on clear days. Enjoy the covered patio with seating and dining. Amazing breezes and shade all day long. Close to town and parking available. A/C in the bedrooms.

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Popular amenities for Chocolate Hole holiday rentals

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Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Chocolate Hole

4.92 out of 5 average rating, 26 reviews

Cottage in Cruz Bay

Seabreeze Cottage with private pool

ChrisRating, 5 stars1 week ago

Wonderful stay! Great views with an awesome screened in porch! Close to town yet private on a gated property. Perfect for a couple.

4.9 out of 5 average rating, 50 reviews

Home in Cruz Bay

Sunset Shanti ~ artist’s oasis with sunset view

GabbyRating, 5 stars2 months ago

We thoroughly enjoyed our stay in St. John. Isa was so friendly and welcoming, always offering helpful recommendations and suggestions. She always made sure we had everything we need. Her home is beautiful and was the perfect place to stay on the island. The place was peaceful and her artwork was stunning. We would absolutely come back and stay here again. Thanks Isa!

5 out of 5 average rating, 43 reviews

Villa in St. John

Villa Hermosa - Beautiful with Pool & Ocean Views

DustinRating, 5 stars1 week ago

Villa Hermosa was exactly as we expected it to be from the listing and even more! You can tell Alex had families in mind with the amenities and attention to detail and thoughtful features like the sun screens, towel drying set-up outside, beach equipment, etc. We got to use the fully-loaded gas kitchen twice and it felt like I was a chef while cooking the fish we caught on a local charter. Alex was quick to respond to any questions or requests we had and checked in frequently to see that everything was going good. We would definitely recommend this villa to anyone looking to escape the busier side of St John (it's only a 15 minute drive to town) and a great view of Fish Bay. If we go back to St John, Villa Hermosa will be at the top of our list of places to stay as it was perfect for our family of six! Thanks for the stay, Alex!

4.87 out of 5 average rating, 30 reviews

Apartment in Cruz Bay

Walk 2 Cruz Bay • Renovated • W/D • Battery Backup

TongRating, 5 stars3 days ago

Thank you very much for living in such a classic and unique sea view room. Everything in the room is carefully selected and designed. It is very good-looking, reasonable and comfortable to use. It gave our family a very good experience [strong]

4.97 out of 5 average rating, 78 reviews

Big Ocean View, Minutes From Town

RobinRating, 5 stars3 weeks ago

We absolutely loved our stay here. The location couldn’t have been better: close to town, local markets, and the stunning North Shore beaches but still felt like our own private escape. Mornings with coffee on the balcony and evenings watching the sunset were awesome. The king bed was comfortable, and the whole place had a peaceful, welcoming vibe. The hosts were super kind and helpful, offering great local recommendations. Don’t miss dinner at Morgan’s Mango—it was one of our favorite meals! This spot truly gave us the best of St John. We’re already dreaming about coming back.

5 out of 5 average rating, 19 reviews

Villa in Cruz Bay

Windchime Villa - Gorgeous View & Pool - Sleeps 10

MarkRating, 5 stars1 month ago

Our family had an amazing time at Windchime. The property is beautiful and very private with amazing views that are even better than the photos. It is in a central location that is an easy drive into town and all the amazing beaches. We can’t wait to come back!

4.95 out of 5 average rating, 76 reviews

Cottage in Cruz Bay

Romantic Cottage - Stunning Ocean Views, Hot tub.

tiffanyRating, 5 stars1 month ago

enjoyed every minute at meritage! You barely hear traffic there, just waves and nature.. spectacular views and privacy..I was on the balcony every chance I had just staring off into the distance.. so relaxing! The place was perfect for the two of us. Close enough to cruz bay for dinner etc, but far enough out that it was peaceful and relaxing. They have a bigger house right next store that I was worried would be loud, but honestly barely heard them. We will definitely stay there again on our next visit if available!