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Estate Contentment Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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 ￥9,689
￥28,866 total
includes taxes & fees
Oct 12 - Oct 13
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.
The price is ￥17,054
￥44,063 total
includes taxes & fees
Oct 12 - Oct 13
The Cottage at Green Cay - Walk to the Beach - King Bed - AC
A small room with a green wall, a window, a round table, and two chairs.

3. Quiet and cozy 2-bedroom house

Quiet and cozy 2-bedroom house
Downtown Frederiksted
The price is ￥15,791
￥23,687 total
includes taxes & fees
Oct 12 - Oct 13
Quiet and cozy 2-bedroom house
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.
The price is ￥15,491
￥44,546 total
includes taxes & fees
Oct 11 - Oct 12
Your Caribbean home away from home
A small room with a sliding glass door leading to a garden, a wooden table, and a bench.

5. 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.
The price is ￥11,864
￥26,002 total
includes taxes & fees
Oct 9 - Oct 10
Buck Island Views on North Shore: Windsors Rest
A beach with waves at sunset, rocky formations, and a clear sky.

6. Buck Island Views on North Shore: The Mermaid

Buck Island Views on North Shore: The Mermaid
Northcentral
9.2 out of 10, Wonderful, (5 reviews)
"We enjoyed the beautiful views and breezes on the property. We wanted to get a feel for what it would be like to live on the island and it was perfect for our needs!"
United States
Amy L.
The price is ￥12,475
￥28,247 total
includes taxes & fees
Oct 10 - Oct 11
Buck Island Views on North Shore: The Mermaid
A swimming pool with blue lounge chairs, palm trees, and a clear sky.

7. 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 ￥14,621
￥76,992 total
includes taxes & fees
Oct 11 - Oct 12
Caribbean View Style 1 Bedroom Condo by RedAwning
A wooden deck with lounge chairs and a pool.

8. 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 ￥17,795
￥44,695 total
includes taxes & fees
Oct 9 - Oct 10
Cozy Retreat by Chenay Bay
An indoor dining area with a bar, wooden beams, and a chalkboard sign.

9. 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.
The price is ￥11,597
￥32,470 total
includes taxes & fees
Oct 19 - Oct 20
Town Treasure - King Bed - Walkable - AC
A stone wall, a concrete pathway, and a white picket fence.

10. 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 ￥15,791
￥31,424 total
includes taxes & fees
Oct 12 - Oct 13
Large & Comfortable 1 Bed/Bath Guest Room on St. Croix
A statuary garden with a house featuring a grand staircase, a well-maintained lawn, and a clear sky.

11. 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 ￥19,186
￥37,595 total
includes taxes & fees
Oct 12 - Oct 13
Moko Jumbie - "Premier Suite" - Entire Condo
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.

12. 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 ￥22,202
￥59,087 total
includes taxes & fees
Oct 8 - Oct 9
Romey's Villa in Gated Community
A living room with a wooden entertainment center, a glass coffee table, and a sofa.

13. Best Buck Island Views on North Shore: The View

Best Buck Island Views on North Shore: The View
Northcentral
8.2 out of 10, Very good, (13 reviews)
"Beautiful location, property and the owner was a great wealth of information so very friendly! Would love to visit again!"
United States
Lori C.
The price is ￥13,264
￥30,871 total
includes taxes & fees
Oct 8 - Oct 9
Best Buck Island Views on North Shore: The View
A well-maintained garden with a statue, a curved pathway, and a two-story building with a balcony.

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

Moko Jumbie House - "Guesthouse" - Cozy 1-Bedroom
Christiansted Historic District
10.0 out of 10, Exceptional, (19 reviews)
"Clean, AC, friendly and responsive staff."
United States
Philip
The price is ￥15,633
￥31,089 total
includes taxes & fees
Oct 19 - Oct 20
Moko Jumbie House - "Guesthouse" - Cozy 1-Bedroom
A beach with thatched umbrellas and lounge chairs, palm trees, and a sunset view.

15. Beachfront Studio Condo @Club St Croix

Beachfront Studio Condo @Club St Croix
St Croix
10.0 out of 10, Exceptional, (1 review)
"This place had everything!! I could of just packed clothes because the rest was there! Listing was just as pictured- simply beautiful. I had to reach out to the property manager for something-not only was it VERY late at night, but he responded within 2 minutes!! I definitely recommend staying with Jason at any of his properties. I look forward to future rentals!! "
United States
BETHANY M.
The price is ￥20,563
￥73,692 total
includes taxes & fees
Oct 26 - Oct 27
Beachfront Studio Condo @Club St Croix
A wooden deck leading to a pool area with a signboard, surrounded by greenery and a clear sky.

16. 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.
The price is ￥17,370
￥34,740 total
includes taxes & fees
Oct 8 - Oct 9
Lovely 1-bedroom condo with Fresh Water Pool
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.
The price is ￥16,372
￥33,838 total
includes taxes & fees
Oct 18 - Oct 19
Moko Jumbie House - "Historic Suite" A Modern 1-Bedroom Oasis.
A spacious room with two beds, a sofa, and a wardrobe. The room has wooden flooring and a sloped ceiling with a skylight.

18. 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 ￥35,530
￥39,971 total
includes taxes & fees
Oct 9 - Oct 10
Historic Apt in Heart of Christiansted
A balcony with a view of the ocean and a distant island.

19. "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 ￥22,145
￥54,493 total
includes taxes & fees
Nov 2 - Nov 3
"Spectacular Ocean Views" at Calypso Castillo!
A well-maintained garden with a statue, a curved pathway, and a two-story building with a balcony.

20. 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 ￥18,160
￥36,130 total
includes taxes & fees
Oct 15 - Oct 16
Moko Jumbie House - Indigo Suite
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

Tamarind Reef Resort Spa & Marina

Tamarind Reef Resort Spa & Marina

8/10 Good
"For the price it’s great. Not much to do on site. The beach was ok. The onsite bar and grill was good. Hotel is just old but they are trying to keep it up to par."
Joe 12-night trip
Posted 9 hours ago
Tamarind Reef Resort Spa & Marina

Find out more about Estate Contentment

Search for holiday rentals in Estate Contentment on Expedia! You can easily find your home rentals, villas, holiday apartments in Estate Contentment using one of the methods below:

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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.