Chocolate Hole vacation rentals

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Top-rated vacation rentals in Chocolate Hole

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Guest favorite

Cottage in Central, U.S. Virgin Islands

4.99 out of 5 average rating, 133 reviews

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

Mar 7 – 14

G$65,843 GYD per night

Guest favorite

Villa in St. John, U.S. Virgin Islands

5.0 out of 5 average rating, 125 reviews

Coral Bay Penthouse Gorgeous Tropical Island Views

Picturesque TRADEWINDS TERRACE is a penthouse sitting directly above Coral Bay's restaurants, bars, shops, and grocery/convenience stores. This uniquely designed round villa sits in a tropical setting on a hillside overlooking water and islands, providing a panoramic view for miles around. Conveniently located on a fully paved road (Rt. 108) immediately accessible to the main road (Rt. 10/Centerline) leading to St John island’s beaches & Virgin Islands National Park. EASY & free parking on site.

Feb 13 – 20

G$83,282 GYD per night

Guest favorite

Condo in East End

4.88 out of 5 average rating, 120 reviews

Couples Getaway: 1Bed 1Bath Condo in Red Hook

We host multiple units in the same building, both 1 and 2 bedroom units. Be sure to click our profile picture (JBH Rentals) to view our other listings. Please feel free to send an inquiry if you have trouble viewing. For repeat guest, we honor a 20% discount towards any unit we host. We are located in the Heart of Red Hook, within walking distance of the market, banks, ferries, restaurants, entertainment & much more! The beach is a 2 minute drive away! Unit is fully furnished with incredible vi

Oct 20 – 27

G$21,294 GYD per night

Guest favorite

Condo in East End, U.S. Virgin Islands

4.93 out of 5 average rating, 135 reviews

St. Thomas USVI, Waterfront Condo, Affordable

Beautiful Waterfront Condo, in gorgeous St. Thomas, U.S. Virgin Islands, overlooking Red Hook and uninhabited islands. All 32 condos were recently renovated as of 2020. Renovations are now complete on all units, and includes new exterior, new windows, doors, glass sliding doors all to building code. Inside the condo recent updates include a new kitchen, new stove, new ceiling fans, new bathroom vanity, new furniture. Air Conditioning a split level 24k unit works great and pumps cold A/C.

Nov 1 – 8

G$26,863 GYD per night

Guest favorite

Condo in Sapphire Beach

4.97 out of 5 average rating, 153 reviews

Salt Life at Sapphire Beach/East End

Salt Life condo is located within Sapphire Village, at beautiful Sapphire Beach, close to Red Hook, and Coral World. You’ll love Salt Life condo because of the 1 minute walk to Sapphire Beach, the views, the ambiance, and a 2 minute drive to Red Hook. Salt Life condo is good for couples, solo adventurers, and business travelers. Are your dates in Salt Life already booked? Check out our other condo called Beachtime! at Sapphire Beach, also in the Dominica building, and listed on Air BnB.

Sep 13 – 20

G$35,931 GYD per night

Guest favorite

Tiny home in St. John, U.S. Virgin Islands

4.92 out of 5 average rating, 159 reviews

Bogie's Villa, Tektite, Island Tiny Living

Large views directly across Pillsbury Sound over Thatch Cay to St. Thomas from your very own tiny living space. Situated on the pool deck this small space is ideal for a couple or single looking to get away from it all (including heavy packing), and get out exploring. Tektite provides everything you need for meals at home, a shared pool, laundry on site, and solar with battery backup. Beach towels, a small cooler and camp chairs are supplied for your beach days. *Updated with A/C and T/V*

Oct 20 – 27

G$38,750 GYD per night

Guest favorite

Guesthouse in Coral Bay, U.S. Virgin Islands

4.96 out of 5 average rating, 141 reviews

Ocean Blue Cottage

Update: New mattress as of Fall 2022! Ocean Blue Cottage located in Upper Carolina, 400' above sea level, overlooking Coral Bay harbor, Bordeaux Mt, Carolina valley and a peek of the Caribbean Sea. 23 steps down from the road, it has a bedroom 9'x12', dining/kitchen area 6'x10', bathroom 3'x10', private outdoor shower 4'x5', deck 8'x4' with grill, furniture, umbrella. Pricing is $150 night. There’s also an $90 cleaning fee per reservation. 5 min drive to restaurants, 10 min to beaches.

Jan 6 – 13

G$36,064 GYD per night

Superhost

Apartment in Cruz Bay, U.S. Virgin Islands

4.89 out of 5 average rating, 114 reviews

Centrally located Cruz Bay Modern Luxury Apt.

Conveniently situated only five minutes away from the heart of Cruz Bay city. This cozy apartment is located on the first floor of the building. Eight minute walk to ferry terminal, shops, restaurants. Laundry facility directly across the street. Two minute walking distance to nearby coffee shops. Three minute walk to grocery stores - Star Fish Market and Dolphin Market. Car Rental agency adjoining the property and others nearby. Five minute walk to tennis court behind of the property.

Jul 12 – 19

G$34,147 GYD per night

Guest favorite

Apartment in Fish Bay

4.94 out of 5 average rating, 155 reviews

Jasmine at Casa Tre Fiori

Jasmine at Casa Tre Fiori is located in the peaceful neighborhood of Fish Bay on beautiful St John. An adorable cozy private one bedroom apartment with a kitchenette, which includes a refrigerator, microwave, two burner stove. Wifi. Dish TV. AC in Bedroom with King bed. Living area AC. Private patio. Shared pool. This is a no smoking property. Adjacent rentals can be added for larger groups. See Orchid at Casa Tre Fiori, Wild Ginger at Casa Tre Fiori and Cactus Flower Cottage.

Mar 5 – 12

G$40,296 GYD per night

Superhost

Cottage in Coral Bay, U.S. Virgin Islands

4.97 out of 5 average rating, 188 reviews

Little Spice: A Modern Tiny Cottage in Coral Bay

Come stay in your very own private tiny cottage in Coral Bay, on the quiet side of St. John! Little Spice is the perfect base camp for an active and adventurous couple interested in exploring the island. While the space is small, it definitely packs a BIG punch including a kitchenette, a/c, wifi, queen bed, full bath, valley views, and a completely private outside lounging space with a grill. And for the beach? Beach chairs, noodle floats and a cooler . What are you waiting for?!

Nov 26 – Dec 3

G$39,761 GYD per night

Guest favorite

Apartment in Cruz Bay, U.S. Virgin Islands

5.0 out of 5 average rating, 102 reviews

Sieben Apartment * Pool* next to Hiking trails

Spacious Luxury 2 Bedroom, 2 bathroom apartment with fully equipped kitchen and washer/dryer. Both rooms have memory foam mattresses from Loom & Leaf. The master bedroom has 1 King bed with private bathroom, and the second bedroom can be set up as 2 Twin beds or 1 King bed. 10 min drive from Cruzbay, Restaurants and grocery Stores. Shared brand new Pool (4ft deep) with two other apartments. Shared BBQ by the Pool.

Oct 5 – 12

G$71,974 GYD per night

Guest favorite

Condo in East End

4.86 out of 5 average rating, 225 reviews

Sunrise Sapphire West-A Building-NEW AC-

NEWLY RENOVATED-Cozy studio located steps away from Sapphire Beach! A Building best location! Enjoy the refreshing breeze and stunning views from screened in patio. Brand New AC. Free wifi with large smart TV, no cable. New stainless steel appliances with gas stove. New floor and queen size daybed. Best beach proximity at Sapphire West!

Aug 14 – 21

G$29,977 GYD per night