Estate Chocolate Hole and Great Cruz Bay Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

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

A resort with a central pool, palm trees, and a view of the ocean.

1. The Westin St. John Resort Villas

The Westin St. John Resort Villas
4.5 star property
St. John
8.4 out of 10, Very good, (512 reviews)
"Everything was amazing! It will always be my go to when I come to visit."
United States
Treacy
The price is HK$3,065
HK$3,449 total
includes taxes & fees
22 Nov - 23 Nov
The Westin St. John Resort Villas
A modern balcony with a glass railing overlooking a scenic coastal view during sunset.

2. Luxury Villa w/ Private Pool, Game Room, Outdoor Kitchen, Panoramic Ocean Views

Luxury Villa w/ Private Pool, Game Room, Outdoor Kitchen, Panoramic Ocean Views
Cruz Bay
10.0 out of 10, Exceptional, (1 review)
"Amazing views and a nice place to relax."
United States
Jeremy F.
The price is HK$9,394
HK$17,522 total
includes taxes & fees
29 Nov - 30 Nov
Luxury Villa w/ Private Pool, Game Room, Outdoor Kitchen, Panoramic Ocean Views
A round wooden dining table set for six with wicker chairs, a vase of yellow flowers, and a hanging light fixture.

3. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (41 reviews)
"View was amazing . Unit itself was very unique"
United States
Zach Ezekiel Azurus
The price is HK$1,062
HK$4,401 total
includes taxes & fees
9 Nov - 10 Nov
Villa Island Paradise
A resort with a beach, pool, and lush greenery.

4. Beachfront Villas at Crystal Cove

Beachfront Villas at Crystal Cove
4.0 star property
St. Thomas
9.6 out of 10, Exceptional, (179 reviews)
"We had great 8 days at this property. We are so happy with our stay. We got everything we need for wonderful vacation. Location is excellent, villa very clean and staffed with everything and has a lot of extras."
United States
Olena
The price is HK$1,472
HK$3,972 total
includes taxes & fees
25 Nov - 26 Nov
Beachfront Villas at Crystal Cove
A room with a TV, wicker furniture, and a view of the ocean.

5. Suite St. John at Gallows Point Resort

Suite St. John at Gallows Point Resort
4.0 star property
St. John
8.8 out of 10, Excellent, (106 reviews)
"Friendly staff. Beautiful property."
United States
Sean
The price is HK$3,881
HK$5,760 total
includes taxes & fees
9 Nov - 10 Nov
Suite St. John at Gallows Point Resort
A coastal resort with beachfront villas, a golf course, and lush greenery.

6. 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, (258 reviews)
"We had an amazing time. It's highly recommended"
United States
Camierre
The price is HK$314
HK$2,195 total
includes taxes & fees
14 Nov - 15 Nov
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

7. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (957 reviews)
"All around great place"
United States
Hector
The price is HK$1,702
HK$2,106 total
includes taxes & fees
9 Nov - 10 Nov
Bluebeard's Castle Resort
A balcony with a round table and chairs, a potted plant, and a view of a sunset over a body of water.

8. Sunset Hideaway Suite - Oceanview/central to Cruz Bay

Sunset Hideaway Suite - Oceanview/central to Cruz Bay
St John
9.8 out of 10, Exceptional, (20 reviews)
"Clean and spacious! Great location, proximity to Cruz Bay!"
United States
Laina M.
The price is HK$1,874
HK$3,105 total
includes taxes & fees
15 Nov - 16 Nov
Sunset Hideaway Suite - Oceanview/central to Cruz Bay
A swimming pool with lounge chairs and thatched umbrellas.

9. 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, (203 reviews)
"Great place to stay and peaceful"
United States
Candice D.
The price is HK$314
HK$2,195 total
includes taxes & fees
13 Nov - 14 Nov
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
A bedroom with a bed, a desk, a chair, a ceiling fan, and a balcony with a view.

10. The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (164 reviews)
"Great spot and excellent host"
United States
amanda c.
The price is HK$866
HK$2,091 total
includes taxes & fees
9 Nov - 10 Nov
The Mermaid's Pearl at Sapphire Beach
A poolside area with lounge chairs and tables, a pool, and surrounding greenery.

11. Breathtaking Views from Sapphire Village II

Breathtaking Views from Sapphire Village II
St Thomas
8.8 out of 10, Excellent, (40 reviews)
"The room was beautiful great View locations on point for everything you needed within the area the only downfall I would say was the hill if you're walking and if you have any type of handicap but other than that beautiful place to stay"
United States
Jason
The price is HK$1,235
HK$2,346 total
includes taxes & fees
9 Nov - 10 Nov
Breathtaking Views from Sapphire Village II
A beachfront hotel with multiple buildings, a sandy beach, and rocky shoreline.

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

The Captain and the Mermaid - Adventures in Paradise are waiting!
St Thomas
9.8 out of 10, Exceptional, (246 reviews)
"Great clean and safe place to stay"
United States
angela C.
The price is HK$776
HK$1,790 total
includes taxes & fees
10 Nov - 11 Nov
The Captain and the Mermaid - Adventures in Paradise are waiting!
A clear blue pool surrounded by palm trees and a stone wall.

13. Sapphire Beachside walkout condo E 106

Sapphire Beachside walkout condo E 106
St Thomas
10.0 out of 10, Exceptional, (101 reviews)
"Great location"
United States
Jacqueline
The price is HK$2,117
HK$4,255 total
includes taxes & fees
9 Nov - 10 Nov
Sapphire Beachside walkout condo E 106
A balcony with a table and chairs, overlooking a coastal view with boats and mountains.

14. Grande Bay: Sugar N' Spice: Studio Condo Great Views & Reviews; Newly Renovated

Grande Bay: Sugar N' Spice: Studio Condo Great Views & Reviews; Newly Renovated
St John
10.0 out of 10, Exceptional, (326 reviews)
"The property was close to everything. Perfect spot. People at the front lobby were wonderful. Would most certainly stay there again and recommend."
United States
Bob
The price is HK$2,940
HK$6,210 total
includes taxes & fees
25 Nov - 26 Nov
Grande Bay: Sugar N' Spice: Studio Condo Great Views & Reviews; Newly Renovated
A modern kitchen with a marble countertop, bar seating, and a television.

15. 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
9.8 out of 10, Exceptional, (208 reviews)
"Greetings from St Thomas Capitol of the United States Virgin Islands. 90 Days Residency Required to become a United States Virgin Islands Citizen. USVI 5% IRS Corporate Tax rate on All World-Wide income without City or State Taxes just Open a Headquarters Expedia....."
United States
Kevin
The price is HK$549
HK$2,711 total
includes taxes & fees
22 Nov - 23 Nov
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
A balcony with wicker furniture and a glass table, overlooking a coastal area with palm trees and a clear blue sky.

16. Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees

Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees
St. Thomas
9.8 out of 10, Exceptional, (144 reviews)
"We had an amazing stay, the condo was very clean and close to several beaches and restaurants."
United States
Jessica D.
The price is HK$1,011
HK$2,408 total
includes taxes & fees
9 Nov - 10 Nov
Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees
A pool area with lounge chairs, palm trees, and a view of the ocean.

17. Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312

Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312
St Thomas
9.6 out of 10, Exceptional, (97 reviews)
"Safire Condos and beach are great. Host were amazing, promptly responding to any messages. Short 5 minute walk to one of the best beaches, clean, not crowded, and outstanding food and drink options."
United States
Chamberlain
The price is HK$855
HK$1,981 total
includes taxes & fees
9 Nov - 10 Nov
Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312
A table set with plates, cutlery, and glasses, overlooking a marina with boats and a clear sky.

18. Updated: Luxe Condo steps from Sapphire Beach!

Updated: Luxe Condo steps from Sapphire Beach!
St Thomas
9.6 out of 10, Exceptional, (100 reviews)
"Initially, somewhat tough to locate specific condo within the condo complex. Overall nice property. Very comfortable bed. Very close to Sapphire beach, Lindquist beach, and Red Hook. I would definitely stay again."
United States
Christopher
The price is HK$910
HK$2,048 total
includes taxes & fees
26 Nov - 27 Nov
Updated: Luxe Condo steps from Sapphire Beach!
A marina with multiple boats docked, surrounded by multi-story buildings with balconies.

19. Aahana Studio 4-303S

Aahana Studio 4-303S
Cruz Bay, St. John
10.0 out of 10, Exceptional, (61 reviews)
"Very clean. Great location. Helpful property manager. Great value for the money. Good sunset views. Very convenient to restaurants!"
United States
Charlene Z.
The price is HK$2,548
HK$5,765 total
includes taxes & fees
10 Nov - 11 Nov
Aahana Studio 4-303S
A swimming pool with steps leading into it, a patio area with outdoor furniture, and a view of the outdoors.

20. Luxury Private Pool Villa. Grill. Generator@Sapphire

Luxury Private Pool Villa. Grill. Generator@Sapphire
Red Hook
9.6 out of 10, Exceptional, (19 reviews)
"Had a great stay, will definitely be back!"
United States
Madison C.
The price is HK$1,326
HK$3,367 total
includes taxes & fees
14 Nov - 15 Nov
Luxury Private Pool Villa. Grill. Generator@Sapphire
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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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 holiday rentals in Estate Chocolate Hole and Great Cruz Bay?

Yes, there are holiday rentals close to the most popular sights in Estate Chocolate Hole and Great Cruz Bay, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Estate Chocolate Hole and Great Cruz Bay has to offer?

Private Pool overlooking ocean, large deck on Estate Property. Great Privacy.: This highly rated holiday home rental in Estate Chocolate Hole and Great Cruz Bay is located by the ocean, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games. Some other homes for rent in Estate Chocolate Hole and Great Cruz Bay include Secluded Oceanfront Villa • Pool • Incredible Views • In-House Car Rental and Poi Pu St John - Great Views, Total Privacy & Tesla Solar Backup System.

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

Choose from 54 Expedia holiday rentals in Estate Chocolate Hole and Great Cruz Bay for a memorable holiday.

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. While here, Chocolate Hole Beach and Rendezvous Bay are other places worth a visit.

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

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Estate Chocolate Hole and Great Cruz Bay. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for family trips.