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Estate Contentment 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 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
$163 nightly
The price is $183
Oct 1 - Oct 2
Total with taxes and fees
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 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.
$222 nightly
The price is $236
Oct 5 - Oct 6
Total with taxes and fees
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.
$263 nightly
The price is $277
Oct 1 - Oct 2
Total with taxes and fees
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
$185 nightly
The price is $197
Oct 5 - Oct 6
Total with taxes and fees
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)
"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.
$208 nightly
The price is $219
Oct 20 - Oct 21
Total with taxes and fees
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.
$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 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.
$284 nightly
The price is $284
Oct 1 - Oct 2
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.

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
$225 nightly
The price is $253
Oct 1 - Oct 2
Total with taxes and fees
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
$287 nightly
The price is $303
Oct 1 - Oct 2
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.

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
$427 nightly
The price is $481
Oct 1 - Oct 2
Total with taxes and fees
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.
$215 nightly
The price is $229
Oct 1 - Oct 2
Total with taxes and fees
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.
$268 nightly
The price is $282
Oct 1 - Oct 2
Total with taxes and fees
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.
$315 nightly
The price is $331
Oct 6 - Oct 7
Total with taxes and fees
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
$215 nightly
The price is $229
Oct 1 - Oct 2
Total with taxes and fees
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.
$357 nightly
The price is $374
Oct 1 - Oct 2
Total with taxes and fees
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.
$333 nightly
The price is $351
Oct 1 - Oct 2
Total with taxes and fees
"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
$209 nightly
The price is $222
Oct 15 - Oct 16
Total with taxes and fees
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.
$198 nightly
The price is $198
Oct 1 - Oct 2
Total with taxes and fees
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 14 hours ago
Carina Bay All Inclusive Resort & Casino - Adults Only

Find out more about Estate Contentment

Everything you need to know about Estate Contentment 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 Contentment 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 Contentment vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Estate Contentment vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Estate Contentment. 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 Contentment 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 Contentment rentals

At Expedia, we put the best Estate Contentment 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 Contentment 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 Contentment 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 Contentment. 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

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.