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Estate Contentment Vacation Rentals

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Check prices for these dates

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

Our top choices for Estate Contentment 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
The price is AED 225
AED 671 total
includes taxes & fees
2 Oct - 3 Oct
Windchime Estates
A house with a staircase leading to a door, surrounded by greenery and a clear sky.

2. Sugar Apple Bed & Breakfast

Sugar Apple Bed & Breakfast
3.5 star property
Christiansted Historic District
9.2 out of 10, Wonderful, (81 reviews)
"Clean room, nice bathroom, comfortable bed"
United States
DEBORAH
Sugar Apple Bed & Breakfast
A pool surrounded by tropical plants and palm trees, with a view of the ocean and buildings in the background.

3. The Island Life Condo@ Long Reef with Separate Bedroom + True Ocean View

The Island Life Condo@ Long Reef with Separate Bedroom + True Ocean View
Christiansted Historic District
9.6 out of 10, Exceptional, (19 reviews)
"Omesha and Irma were very helpful and accommodating, especially because we needed to book our reservation at the last minute"
United States
Michael J.
The price is AED 918
AED 1,668 total
includes taxes & fees
1 Nov - 2 Nov
The Island Life Condo@ Long Reef with Separate Bedroom + True Ocean View
A statuary garden with a house featuring a grand staircase, a well-maintained lawn, and a clear sky.

4. 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.
The price is AED 446
AED 867 total
includes taxes & fees
5 Oct - 6 Oct
Moko Jumbie - "Premier Suite" - Entire Condo
A beach with clear blue water, a sandy shore, and a distant island.

5. 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.
The price is AED 536
AED 1,193 total
includes taxes & fees
6 Oct - 7 Oct
The Cottage at Green Cay - Walk to the Beach - King Bed - AC
A well-maintained garden with a statue, a curved pathway, and a two-story building with a balcony.

6. 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
The price is AED 364
AED 723 total
includes taxes & fees
5 Oct - 6 Oct
Moko Jumbie House - "Guesthouse" - Cozy 1-Bedroom
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)
The price is AED 309
AED 803 total
includes taxes & fees
20 Oct - 21 Oct
Town Treasure - King Bed - Walkable - AC
A well-maintained garden with a central statue, a curved brick pathway, and a large tree.

8. 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.
The price is AED 380
AED 786 total
includes taxes & fees
4 Oct - 5 Oct
Moko Jumbie House - "Historic Suite" A Modern 1-Bedroom Oasis.
A pool area with lounge chairs, a small table, and a pathway leading to a building with illuminated windows.

9. 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.
The price is AED 367
AED 1,046 total
includes taxes & fees
2 Oct - 3 Oct
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.

10. 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
The price is AED 826
AED 930 total
includes taxes & fees
2 Oct - 3 Oct
Historic Apt in Heart of Christiansted
A kitchen counter with a kettle, a mug with utensils, and a knife block.

11. 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
The price is AED 474
AED 1,121 total
includes taxes & fees
2 Oct - 3 Oct
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.

12. 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
The price is AED 344
AED 1,795 total
includes taxes & fees
2 Oct - 3 Oct
Caribbean View Style 1 Bedroom Condo by RedAwning
A well-maintained garden with a statue, a curved pathway, and a two-story building with a balcony.

13. 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.
The price is AED 422
AED 840 total
includes taxes & fees
5 Oct - 6 Oct
Moko Jumbie House - Indigo Suite
A wooden deck with lounge chairs and a pool.

14. 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.
The price is AED 413
AED 1,045 total
includes taxes & fees
2 Oct - 3 Oct
Cozy Retreat by Chenay Bay
Two striped beach chairs facing the ocean with a cooler between them.

15. King Bed + Pool - Renovated St. Croix Condo

King Bed + Pool - Renovated St. Croix Condo
Christiansted
10.0 out of 10, Exceptional, (8 reviews)
"Excellent place! Newly updated, clean, great amenities. AC works well, very comfortable. Great mid-island location. Would recommend and would definitely stay here again!"
United States
Megan N.
The price is AED 473
AED 1,215 total
includes taxes & fees
6 Oct - 7 Oct
King Bed + Pool - Renovated St. Croix Condo
A cozy room with a yellow sofa, a wooden door with intricate carvings, and a stone wall.

16. Treehouse - The Observatory

Treehouse - The Observatory
Christiansted Historic District
The price is AED 422
AED 846 total
includes taxes & fees
2 Oct - 3 Oct
Treehouse - The Observatory
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.

17. 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.
The price is AED 516
AED 1,374 total
includes taxes & fees
4 Oct - 5 Oct
Romey's Villa in Gated Community
A balcony with a view of the ocean and a distant island.

18. "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.
The price is AED 514
AED 1,247 total
includes taxes & fees
1 Nov - 2 Nov
"Spectacular Ocean Views" at Calypso Castillo!
A patio with a round table and chairs, an umbrella, and a view of a garden through a window.

19. Treehouse - The Nest

Treehouse - The Nest
Christiansted Historic District
The price is AED 367
AED 814 total
includes taxes & fees
15 Oct - 16 Oct
Treehouse - The Nest
A stone wall, a concrete pathway, and a white picket fence.

20. Large & Comfortable 1 Bed/Bath Guest Room on St. Croix

Large & Comfortable 1 Bed/Bath Guest Room on St. Croix
Christiansted
8.0 out of 10, Very good, (9 reviews)
"Nice quiet place to stay in a great walking neighborhood. Nice central location."
United States
Anthony B.
The price is AED 367
AED 727 total
includes taxes & fees
4 Oct - 5 Oct
Large & Comfortable 1 Bed/Bath Guest Room on St. Croix
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 Contentment 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 1 day ago
Carina Bay All Inclusive Resort & Casino - Adults Only

Frequently asked questions

Are there vacation rentals in Estate Contentment?

Yes, we offer vacation rentals close to well known local attractions in Estate Contentment, or you can choose a secluded option if you're looking for a relaxing stay.

What's the top vacation rental that Estate Contentment has to offer?

Beachfront. Just a Few Steps to the Sand. Walk to Restaurants. Near Downtown.: This vacation home rental outside of Estate Contentment is located on the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What’s there to see and do in Estate Contentment?

While you're exploring the area, Sugar Beach and Shoys Beach are a couple of picturesque spots to get outside and enjoy nature. St. Croix Government House and Buccaneer Golf Course are a couple of places you'll find in the larger area.

What’s a vacation rental in Estate Contentment like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Estate Contentment. Vacation rentals feature extras such as patios, hot tubs, and fire pits so your stay will be comfortable. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family gatherings.