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Estate Jacks Bay Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Estate Jacks Bay vacation rentals

A coastal landscape with a beach, lush green hills, and a clear blue sky.

1. Windchime Estates

Windchime Estates
3.0 star property
Christiansted
9.0 out of 10, Wonderful, (34 reviews)
"amazing view, the interior looks better in person, and alot of local spots around."
United States
Alexis daniel
$163 nightly
The price is $183
Oct 4 - Oct 5
Total with taxes and fees
Windchime Estates
A beach with clear blue water, a sandy shore, and a distant island.

2. The Cottage at Green Cay - Walk to the Beach - King Bed - AC

The Cottage at Green Cay - Walk to the Beach - King Bed - AC
Gallows Bay
10.0 out of 10, Exceptional, (1 review)
"Everything was clean and comfortable. The beach that was walking distance was quite nice to hang out at. Our hosts were attentive and responsive. The area was quiet, scenic and a easy drive to restaurants and other beaches."
United States
Patricia F.
$306 nightly
The price is $325
Oct 6 - Oct 7
Total with taxes and fees
The Cottage at Green Cay - Walk to the Beach - King Bed - AC
A wooden deck with lounge chairs and a pool.

3. Cozy Retreat by Chenay Bay

Cozy Retreat by Chenay Bay
Chenay Bay
9.6 out of 10, Exceptional, (14 reviews)
"Everything was neat, all the necessary details to have a wonderful stay."
United States
Monica V.
$268 nightly
The price is $282
Oct 4 - Oct 5
Total with taxes and fees
Cozy Retreat by Chenay Bay
A pool area with lounge chairs, a small table, and a pathway leading to a building with illuminated windows.

4. Your Caribbean home away from home

Your Caribbean home away from home
Christiansted
9.4 out of 10, Exceptional, (21 reviews)
"Perfect for my stay, good neighborhood, host was excellent at communicating, easy access"
United States
Breanna S.
$284 nightly
The price is $284
Oct 4 - Oct 5
Total with taxes and fees
Your Caribbean home away from home
A spacious room with two beds, a sofa, and a wardrobe. The room has wooden flooring and a sloped ceiling with a skylight.

5. Historic Apt in Heart of Christiansted

Historic Apt in Heart of Christiansted
3.5 star property
Christiansted Historic District
9.4 out of 10, Exceptional, (20 reviews)
"Great experience all around! Easy check in and comfortable apartment!"
United States
Cecily
$225 nightly
The price is $253
Oct 4 - Oct 5
Total with taxes and fees
Historic Apt in Heart of Christiansted
A statuary garden with a house featuring a grand staircase, a well-maintained lawn, and a clear sky.

6. Moko Jumbie - "Premier Suite" - Entire Condo

Moko Jumbie - "Premier Suite" - Entire Condo
Christiansted Historic District
10.0 out of 10, Exceptional, (3 reviews)
"We loved the accessability to all favoite places to visit when we stay in st. Croix. For more than 20 years and counting now."
United States
ROBERT A.
$222 nightly
The price is $236
Oct 5 - Oct 6
Total with taxes and fees
Moko Jumbie - "Premier Suite" - Entire Condo
An indoor dining area with a bar, wooden beams, and a chalkboard sign.

7. Town Treasure - King Bed - Walkable - AC

Town Treasure - King Bed - Walkable - AC
Christiansted Historic District
8.8 out of 10, Excellent, (5 reviews)
"I have tears in my eyes writing this because we’re on the sea plane leaving st croix. I had the greatest time ever and it was mainly thanks to our stay. The accommodations were more than I ever would have expected… And we have stayed thousands of places.this was one of my favorite experiences of my life and I owe a great huge thanks to the host for all that she did for us. Thank you so much."
United States
Kate M.
$201 nightly
The price is $210
Oct 17 - Oct 18
Total with taxes and fees
Town Treasure - King Bed - Walkable - AC
A modern kitchen with wooden cabinets, a dining area with a table and chairs, a grey sofa with patterned cushions, and a window providing natural light.

8. Romey's Villa in Gated Community

Romey's Villa in Gated Community
Christiansted
9.4 out of 10, Exceptional, (3 reviews)
"Great home, clean, plenty of towels, host was great to communicate."
United States
Kert S.
$357 nightly
The price is $374
Oct 4 - Oct 5
Total with taxes and fees
Romey's Villa in Gated Community
A well-maintained garden with a statue, a curved pathway, and a two-story building with a balcony.

9. Moko Jumbie House - "Guesthouse" - Cozy 1-Bedroom

Moko Jumbie House - "Guesthouse" - Cozy 1-Bedroom
Christiansted Historic District
10.0 out of 10, Exceptional, (18 reviews)
"The room and entire complex were so clean and beautiful. Host was super accommodating and very responsive. We walked to downtown Christiansted all of the time, usually in about 10 minutes. Lots to do there but VI Heil was a great way to explore further away. Highly recommend this property."
United States
Max
$185 nightly
The price is $197
Oct 5 - Oct 6
Total with taxes and fees
Moko Jumbie House - "Guesthouse" - Cozy 1-Bedroom
A kitchen counter with a kettle, a mug with utensils, and a knife block.

10. Island Life#2 @Bay Garden Live Local. GOOD PRICE!!Clean with Ocean views

Island Life#2 @Bay Garden Live Local. GOOD PRICE!!Clean with Ocean views
Christiansted
10.0 out of 10, Exceptional, (2 reviews)
"Didn't stay there but the host was very courteous "
United States
Gary
$287 nightly
The price is $303
Oct 4 - Oct 5
Total with taxes and fees
Island Life#2 @Bay Garden Live Local. GOOD PRICE!!Clean with Ocean views
A swimming pool with blue lounge chairs, palm trees, and a clear sky.

11. Caribbean View Style 1 Bedroom Condo by RedAwning

Caribbean View Style 1 Bedroom Condo by RedAwning
3.0 star property
Christiansted
10.0 out of 10, Exceptional, (1 review)
"Russ is great!"
United States
Matthew
$428 nightly
The price is $482
Oct 7 - Oct 8
Total with taxes and fees
Caribbean View Style 1 Bedroom Condo by RedAwning
A balcony with a view of the ocean and a distant island.

12. "Spectacular Ocean Views" at Calypso Castillo!

"Spectacular Ocean Views" at Calypso Castillo!
Sion Farm
10.0 out of 10, Exceptional, (6 reviews)
"Their property was very nice and clean and loved the area where it was located at"
United States
Stephen M T.
$322 nightly
The price is $340
Nov 1 - Nov 2
Total with taxes and fees
"Spectacular Ocean Views" at Calypso Castillo!
A balcony with a tiled floor, wicker furniture, and a table with chairs.

13. Lookout Point @ Coakley Bay

Lookout Point @ Coakley Bay
Christiansted
7.4 out of 10, Good, (3 reviews)
"This condo is perfectly situated on the east end and has stunning a stunning view. Sitting on the porch to watch the sunsets was lovely. Communication was quick and very helpful! We will be back"
United States
Erin P.
$348 nightly
The price is $367
Oct 4 - Oct 5
Total with taxes and fees
Lookout Point @ Coakley Bay
A beach with clear blue water and a sandy shore.

14. Beautiful 2-bd condo w/ views walking distance to beach in amazing Christiansted

Beautiful 2-bd condo w/ views walking distance to beach in amazing Christiansted
Teagues Bay
9.8 out of 10, Exceptional, (6 reviews)
"Location, host responses, plenty of amenities. Great visit. Will do it again. "
United States
Brian N.
$536 nightly
The price is $556
Oct 4 - Oct 5
Total with taxes and fees
Beautiful 2-bd condo w/ views walking distance to beach in amazing Christiansted
A wooden deck leading to a pool area with a signboard, surrounded by greenery and a clear sky.

15. Lovely 1-bedroom condo with Fresh Water Pool

Lovely 1-bedroom condo with Fresh Water Pool
Christiansted
9.2 out of 10, Wonderful, (16 reviews)
"Clean and excellent stay. Service was above and beyond"
United States
Cole S.
$220 nightly
The price is $220
Oct 4 - Oct 5
Total with taxes and fees
Lovely 1-bedroom condo with Fresh Water Pool
A well-maintained garden with a statue, a curved pathway, and a two-story building with a balcony.

16. Moko Jumbie House - Indigo Suite

Moko Jumbie House - Indigo Suite
Christiansted Historic District
8.0 out of 10, Very good, (5 reviews)
"Great place in a great location. Just a couple of blocks from the boardwalk. Ample off-street parking. Very spacious and clean. Nice balcony area to sit and enjoy an evening drink or your morning coffee. Would recommend and would definitely stay again! "
United States
Amanda M.
$215 nightly
The price is $229
Oct 6 - Oct 7
Total with taxes and fees
Moko Jumbie House - Indigo Suite
A well-maintained garden with a central statue, a curved brick pathway, and a large tree.

17. Moko Jumbie House - "Historic Suite" A Modern 1-Bedroom Oasis.

Moko Jumbie House - "Historic Suite" A Modern 1-Bedroom Oasis.
Christiansted Historic District
9.4 out of 10, Exceptional, (9 reviews)
"Very close to town and very clean."
United States
Nicholas C.
$202 nightly
The price is $214
Oct 4 - Oct 5
Total with taxes and fees
Moko Jumbie House - "Historic Suite" A Modern 1-Bedroom Oasis.
A small room with a sliding glass door leading to a garden, a wooden table, and a bench.

18. Buck Island Views on North Shore: Windsors Rest

Buck Island Views on North Shore: Windsors Rest
Northcentral
9.6 out of 10, Exceptional, (10 reviews)
"beautiful location and great people"
United States
Tom M.
$155 nightly
The price is $164
Oct 8 - Oct 9
Total with taxes and fees
Buck Island Views on North Shore: Windsors Rest
A cozy room with a yellow sofa, a wooden door with intricate carvings, and a stone wall.

19. Treehouse - The Observatory

Treehouse - The Observatory
Christiansted Historic District
$215 nightly
The price is $229
Oct 4 - Oct 5
Total with taxes and fees
Treehouse - The Observatory
A spacious living room with a sofa and a dining area in the background. A kitchen with wooden cabinets and a refrigerator is visible.

20. Luxury 2 bedroom home next to Buccaneer Resort

Luxury 2 bedroom home next to Buccaneer Resort
St Croix
8.8 out of 10, Excellent, (3 reviews)
"Excellent place, I would stay again please fix the water pressure only complain slow water pressure."
United States
Racquel F.
$457 nightly
The price is $480
Oct 21 - Oct 22
Total with taxes and fees
Luxury 2 bedroom home next to Buccaneer Resort
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 Jacks Bay Hotel Reviews

Carina Bay All Inclusive Resort & Casino - Adults Only

Carina Bay All Inclusive Resort & Casino - Adults Only

10/10 Excellent
"Nice and quiet facility"
Amos 5-night trip
Posted 3 days ago
Carina Bay All Inclusive Resort & Casino - Adults Only

Find out more about Estate Jacks Bay

Everything you need to know about Estate Jacks Bay vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Estate Jacks Bay vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Estate Jacks Bay vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Estate Jacks Bay vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Estate Jacks Bay. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Estate Jacks Bay in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $183 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Estate Jacks Bay rentals

At Expedia, we put the best Estate Jacks Bay vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Estate Jacks Bay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Estate Jacks Bay vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Estate Jacks Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Estate Jacks Bay?

Yes, we give you a choice of vacation rentals close to the most popular local attractions in Estate Jacks Bay, or you can choose a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Estate Jacks Bay?

Sugar Apple Bed & Breakfast: This vacation home rental outside Estate Jacks Bay is located near the airport and has an outdoor pool, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities like a microwave and an electric kettle can make your vacation run smoothly. Make the most of the garden in this rental home to help you unwind.

What’s there to see and do in Estate Jacks Bay?

While you're exploring the area, Isaacs Bay Beach and St. Croix Point Udall are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Grape Tree Beach and Divi Carina Bay Casino.

What’s a vacation rental in Estate Jacks Bay like?

Vacation rentals are privately owned properties you can book for short or long periods in Estate Jacks Bay. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for family gatherings.