Estate Chocolate Hole and Great Cruz Bay Vacation Rentals

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Our top choices for Estate Chocolate Hole and Great Cruz Bay vacation rentals

Flamboyan on the Bay Resort and Villas

Flamboyan on the Bay Resort and Villas
3.5 star property
St. Thomas
8.6 out of 10, Excellent, (817 reviews)
"location nice pool "
United States
Gary
The price is ¥22,694
¥27,799 total
includes taxes & fees
Feb 7 - Feb 8
Flamboyan on the Bay Resort and Villas

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
8.0 out of 10, Very Good, (11 reviews)
"We appreciated the beach chairs and cooler available for our use."
United States
Amber
The price is ¥14,035
¥98,742 total
includes taxes & fees
Jan 20 - Jan 21
Villa Island Paradise

Renovated Amazing Waterfront Escape: Balcony, Paradise At A Great Price!

Renovated Amazing Waterfront Escape: Balcony, Paradise At A Great Price!
Saint Thomas, USVI
8.8 out of 10, Excellent, (43 reviews)
"This property was perfectly simple and provided all you could need for an island vacation. Beautifully renovated, clean, and great location. We didn’t spend much time in the condo, but when we did, our needs were accommodated well. Would recommend to others looking for a nice, quiet place to vacation."
United States
Kimberly
The price is ¥12,665
¥51,229 total
includes taxes & fees
Jan 20 - Jan 21
Renovated Amazing Waterfront Escape: Balcony, Paradise At A Great Price!

Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
St Thomas
9.6 out of 10, Exceptional, (148 reviews)
"Nice location and amenities "
United States
My F.
The price is ¥9,515
¥43,533 total
includes taxes & fees
Jan 29 - Jan 30
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
St. Thomas
9.4 out of 10, Exceptional, (223 reviews)
"Clean, quiet, convenient location. Perfect stay!!!"
United States
Glenda
The price is ¥11,068
¥41,229 total
includes taxes & fees
Feb 10 - Feb 11
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Salty Loft 1 King Loft Bed

Salty Loft 1 King Loft Bed
East End
10.0 out of 10, Exceptional, (4 reviews)
"Went all over the island centrally located to many attractions"
United States
BILL H.
The price is ¥20,397
¥34,806 total
includes taxes & fees
Jan 29 - Jan 30
Salty Loft 1 King Loft Bed

Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
St. Thomas
9.6 out of 10, Exceptional, (181 reviews)
"This room was absolutely perfect for my stay in St Thomas. It had everything I needed and was convenient to all the places I had to visit during my stay. A short walk to the beach, plenty of very good on site restaurants, nice pools, incredible views every day. As far as the room the bed was comfortable. It had a nice big TV, small kitchen with big frig, blender and Pod Coffee maker. I liked that they even supplied snorkeling gear, coolers, beach chairs, sunscreen lotion, bug spray, aloe and...
United States
Paul
The price is ¥11,068
¥40,913 total
includes taxes & fees
Feb 1 - Feb 2
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

Cozy Island Studio-5 Mins to Cruz Bay & Beaches

Cozy Island Studio-5 Mins to Cruz Bay & Beaches
St John
9.6 out of 10, Exceptional, (66 reviews)
"Loved our stay, close to town and beaches, great view and quiet neighborhood."
United States
Barbara
The price is ¥26,888
¥44,281 total
includes taxes & fees
Jan 19 - Jan 20
Cozy Island Studio-5 Mins to Cruz Bay & Beaches

Beachfront Villas at Crystal Cove

Beachfront Villas at Crystal Cove
4.0 star property
St. Thomas
9.6 out of 10, Exceptional, (150 reviews)
"Second time there. Just an over all beautiful property. "
United States
Erik
Beachfront Villas at Crystal Cove

Breathtaking Views from Sapphire Village

Breathtaking Views from Sapphire Village
ST THOMAS
9.6 out of 10, Exceptional, (92 reviews)
"We loved staying in Saphirre Vilage. Lots to do and the area is beautiful. Very convent to catch the ferry to St John as well"
United States
Jason D.
The price is ¥21,410
¥44,545 total
includes taxes & fees
Jan 18 - Jan 19
Breathtaking Views from Sapphire Village

Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307

Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307
St Thomas
9.6 out of 10, Exceptional, (119 reviews)
"Arrived to find a clean unit with an astonishing view. Proximity to Sapphire Beach and nearby dining was very convenient, and grocery stores and the St John ferry were close enough for affordable taxi trips. "
United States
Trevor
The price is ¥18,184
¥41,171 total
includes taxes & fees
Jan 20 - Jan 21
Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307

Paradise near Limetree Beach

Paradise near Limetree Beach
St Thomas
9.6 out of 10, Exceptional, (13 reviews)
"This stay was very nice, the view was amazing,"
United States
Brandon r.
The price is ¥19,923
¥40,953 total
includes taxes & fees
Jan 27 - Jan 28
Paradise near Limetree Beach

Caribbean Escape just steps from Sapphire Beach!

Caribbean Escape just steps from Sapphire Beach!
St Thomas
9.8 out of 10, Exceptional, (82 reviews)
"Very clean unitGood restaurant on siteOcean view with boat dockShort walk to the beach"
United States
Ade Gabriel S.
The price is ¥25,141
¥51,923 total
includes taxes & fees
Feb 3 - Feb 4
Caribbean Escape just steps from Sapphire Beach!

Eagles Nest Near the Beach

Eagles Nest Near the Beach
St Thomas
9.4 out of 10, Exceptional, (23 reviews)
"Great spot, great host. Albert was super helpful "
United States
McRae W.
The price is ¥16,365
¥36,762 total
includes taxes & fees
Jan 27 - Jan 28
Eagles Nest Near the Beach

Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝

Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝
St Thomas
10.0 out of 10, Exceptional, (41 reviews)
"Clean home, accurate check-in instructions, splendid view!"
United States
Jeffrey
The price is ¥20,239
¥39,055 total
includes taxes & fees
Jan 26 - Jan 27
Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝

Amazing villa steps from the pool with incredible views & FREE WiFi

Amazing villa steps from the pool with incredible views & FREE WiFi
Nazareth
9.6 out of 10, Exceptional, (95 reviews)
"Relaxing time, beautiful views!"
United States
Andy W.
The price is ¥23,630
¥60,723 total
includes taxes & fees
Jan 26 - Jan 27
Amazing villa steps from the pool with incredible views & FREE WiFi

The Captain and the Mermaid - Adventures in Paradise are waiting!

The Captain and the Mermaid - Adventures in Paradise are waiting!
St Thomas
9.6 out of 10, Exceptional, (209 reviews)
"Very nice and clean property. We would definitely stay again. "
United States
Bob S.
The price is ¥33,205
¥60,283 total
includes taxes & fees
Feb 10 - Feb 11
The Captain and the Mermaid - Adventures in Paradise are waiting!

Shibui Cove

Shibui Cove
2.0 star property
St. Thomas
10.0 out of 10, Exceptional, (1 review)
"I had a great stay here. The view was absolutely stunning. Being up on the side of the mountain was great. Very private but less than 5 min away from town. I will definitely stay again. "
United States
Adam R
The price is ¥29,885
¥60,327 total
includes taxes & fees
Jan 31 - Feb 1
Shibui Cove

Lameshur Cottage's Guest House

Lameshur Cottage's Guest House
St John
10.0 out of 10, Exceptional, (135 reviews)
"Absolutely would stay here again. We had zero issues with our stay. "
United States
Mark P.
The price is ¥37,824
¥66,181 total
includes taxes & fees
Jan 25 - Jan 26
Lameshur Cottage's Guest House

Lameshur Bay Glamping Site with AC

Lameshur Bay Glamping Site with AC
St John
10.0 out of 10, Exceptional, (25 reviews)
"The location is amazing, the space was clean, and the kitchen area, shower, and snorkeling/beach gear were much appreciated!"
United States
Ann
The price is ¥25,141
¥42,041 total
includes taxes & fees
Feb 9 - Feb 10
Lameshur Bay Glamping Site with AC
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Estate Chocolate Hole and Great Cruz Bay Hotel Reviews

Find out more about Estate Chocolate Hole and Great Cruz Bay

Search for holiday rentals in Estate Chocolate Hole and Great Cruz Bay on Expedia! You can easily find your home rentals, villas, holiday apartments in Estate Chocolate Hole and Great Cruz Bay using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Estate Chocolate Hole and Great Cruz Bay?

Yes, we have vacation rentals near well known points of interest in Estate Chocolate Hole and Great Cruz Bay, or you can go with a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Estate Chocolate Hole and Great Cruz Bay?

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!: This highly rated vacation home rental in Estate Chocolate Hole and Great Cruz Bay is located on the beach and has a balcony, a private yard, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware.

How many vacation rentals are there in Estate Chocolate Hole and Great Cruz Bay?

Choose from 46 Expedia vacation rentals in Estate Chocolate Hole and Great Cruz Bay for a memorable vacation.

What can I see and do in Estate Chocolate Hole and Great Cruz Bay?

Chocolate Hole and Great Cruz Bay are a couple of lovely local spots to get outside and enjoy nature. Trunk Bay and Virgin Islands National Park are other popular places to visit in the area.

What are vacation rentals like in Estate Chocolate Hole and Great Cruz Bay?

A vacation rental is a private property where you can stay for several days or longer in Estate Chocolate Hole and Great Cruz Bay. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a small group gathering.