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
1. The Westin St. John Resort Villas
The Westin St. John Resort VillasSt. 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."
Treacy
The price is CA $546
CA $615 total
includes taxes & fees
Nov 23 - Nov 24
2. Luxury Villa w/ Private Pool, Game Room, Outdoor Kitchen, Panoramic Ocean Views
Luxury Villa w/ Private Pool, Game Room, Outdoor Kitchen, Panoramic Ocean ViewsCruz Bay
10.0 out of 10, Exceptional, (1 review)
"Amazing views and a nice place to relax."
Jeremy F.
The price is CA $1,743
CA $3,208 total
includes taxes & fees
Nov 7 - Nov 8
3. Villa Island Paradise
Villa Island ParadiseSt. John
9.6 out of 10, Exceptional, (41 reviews)
"View was amazing . Unit itself was very unique"
Zach Ezekiel Azurus
The price is CA $163
CA $754 total
includes taxes & fees
Nov 8 - Nov 9
4. Beachfront Villas at Crystal Cove
Beachfront Villas at Crystal CoveSt. Thomas
9.6 out of 10, Exceptional, (178 reviews)
"Excellent value for the price! Leah and Norma were very kind and great with communication. We thoroughly enjoyed our stay. Crystal Cove is located close to everything. Looking forward to our next trip out!"
Dwayne Lynn
The price is CA $263
CA $710 total
includes taxes & fees
Nov 25 - Nov 26
5. Suite St. John at Gallows Point Resort
Suite St. John at Gallows Point ResortSt. John
8.8 out of 10, Excellent, (106 reviews)
"Friendly staff. Beautiful property."
Sean
The price is CA $901
CA $1,274 total
includes taxes & fees
Nov 7 - Nov 8
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"
Camierre
The price is CA $70
CA $329 total
includes taxes & fees
Nov 17 - Nov 18
7. Bluebeard's Castle Resort
Bluebeard's Castle ResortCharlotte Amalie
9.0 out of 10, Wonderful, (936 reviews)
"Staff, Food, everything was great!"
Puthearin
The price is CA $286
CA $354 total
includes taxes & fees
Nov 6 - Nov 7
8. Sunset Hideaway Suite - Oceanview/central to Cruz Bay
Sunset Hideaway Suite - Oceanview/central to Cruz BaySt John
9.8 out of 10, Exceptional, (20 reviews)
"Clean and spacious! Great location, proximity to Cruz Bay!"
Laina M.
The price is CA $334
CA $553 total
includes taxes & fees
Nov 7 - Nov 8
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"
Candice D.
The price is CA $70
CA $329 total
includes taxes & fees
Nov 7 - Nov 8
10. The Mermaid's Pearl at Sapphire Beach
The Mermaid's Pearl at Sapphire BeachSt. Thomas
9.8 out of 10, Exceptional, (164 reviews)
"Great spot and excellent host"
amanda c.
The price is CA $148
CA $365 total
includes taxes & fees
Nov 7 - Nov 8
11. Breathtaking Views from Sapphire Village II
Breathtaking Views from Sapphire Village IISt 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"
Jason
The price is CA $220
CA $418 total
includes taxes & fees
Nov 13 - Nov 14
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, (245 reviews)
"Great clean and safe place to stay"
angela C.
The price is CA $139
CA $320 total
includes taxes & fees
Nov 10 - Nov 11
13. Beach Resort Walk-Out Patio with St. John Views
Beach Resort Walk-Out Patio with St. John ViewsSt Thomas
10.0 out of 10, Exceptional, (101 reviews)
"Great location"
Jacqueline
The price is CA $377
CA $758 total
includes taxes & fees
Nov 7 - Nov 8
14. Grande Bay: Sugar N' Spice: Studio Condo Great Views & Reviews; Newly Renovated
Grande Bay: Sugar N' Spice: Studio Condo Great Views & Reviews; Newly RenovatedSt 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."
Bob
The price is CA $524
CA $1,107 total
includes taxes & fees
Nov 25 - Nov 26
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....."
Kevin
The price is CA $112
CA $422 total
includes taxes & fees
Nov 6 - Nov 7
16. Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees
Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner FeesSt. 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."
Jessica D.
The price is CA $219
CA $479 total
includes taxes & fees
Nov 8 - Nov 9
17. Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312
Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312St 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."
Chamberlain
The price is CA $161
CA $364 total
includes taxes & fees
Nov 8 - Nov 9
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."
Christopher
The price is CA $162
CA $365 total
includes taxes & fees
Nov 26 - Nov 27
19. Aahana Studio 4-303S
Aahana Studio 4-303SCruz 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!"
Charlene Z.
The price is CA $454
CA $1,027 total
includes taxes & fees
Nov 19 - Nov 20
20. Luxury Private Pool Villa. Grill. Generator@Sapphire
Luxury Private Pool Villa. Grill. Generator@SapphireRed Hook
9.6 out of 10, Exceptional, (19 reviews)
"Had a great stay, will definitely be back!"
Madison C.
The price is CA $221
CA $582 total
includes taxes & fees
Nov 6 - Nov 7
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
Cute Cozy Cottage with private entrance and ocean views in prime neighborhood
10/10 Excellent
Find out more about Estate Chocolate Hole and Great Cruz Bay
You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Estate Chocolate Hole and Great Cruz Bay. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.
