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Estate Contentment Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

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, (36 reviews)
"Beautiful view!"
United States
Jennifer Brooke
$163 nightly
The price is $183
Nov 17 - Nov 18
Total with taxes and fees
Windchime Estates
A living room with a blue sofa, a wooden coffee table, a white TV stand, and a balcony with a view.

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.
$299 nightly
The price is $319
Nov 24 - Nov 25
Total with taxes and fees
The Cottage at Green Cay - Walk to the Beach - King Bed - AC
A swimming pool with blue lounge chairs and palm trees in the background.

3. 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.
$274 nightly
The price is $274
Nov 16 - Nov 17
Total with taxes and fees
Your Caribbean home away from home
An indoor dining area with a bar, wooden beams, and a chalkboard sign.

4. 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.
$185 nightly
The price is $194
Nov 18 - Nov 19
Total with taxes and fees
Town Treasure - King Bed - Walkable - AC
A well-maintained garden with a statue, a curved pathway, and a two-story building with a balcony.

5. 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
$177 nightly
The price is $189
Nov 16 - Nov 17
Total with taxes and fees
Moko Jumbie House - "Guesthouse" - Cozy 1-Bedroom
A beach with clear turquoise water and white sand, surrounded by hills.

6. Luxury Beachfront Condo with Pool and Hot Tub

Luxury Beachfront Condo with Pool and Hot Tub
Christiansted
9.2 out of 10, Wonderful, (37 reviews)
"Very nice accommodations, and the host is amazing!"
United States
Tim W.
$264 nightly
The price is $295
Dec 10 - Dec 11
Total with taxes and fees
Luxury Beachfront Condo with Pool and Hot Tub
A white building with a blue roof, surrounded by lush greenery and vibrant purple flowers.

7. Private & Cozy 1 Bed/1 Bath Apartment

Private & Cozy 1 Bed/1 Bath Apartment
Christiansted
9.8 out of 10, Exceptional, (7 reviews)
"When I arrived the owner came out and showed me exactly where to go. The apartment was small but just what I needed. It was clean, smelled nice, and I appreciate the nice touch of having gentle music and scenery on the TV monitor. Great stay. A couple of unexpected, but friendly dogs were nearby, eager for a pat on the head. All good!"
United States
Sean D.
$226 nightly
The price is $226
Nov 16 - Nov 17
Total with taxes and fees
Private & Cozy 1 Bed/1 Bath Apartment
A beach with two lounge chairs and a thatched umbrella.

8. 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.
$358 nightly
The price is $418
Nov 16 - Nov 17
Total with taxes and fees
Beachfront Studio Condo @Club St Croix
A view from a balcony overlooking a hilly landscape during sunset.

9. 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.
$147 nightly
The price is $156
Nov 17 - Nov 18
Total with taxes and fees
Buck Island Views on North Shore: Windsors Rest
A spacious living area with a dining table, chairs, a sofa, and a cabinet. There are large windows with a view of the outdoors.

10. 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.
$177 nightly
The price is $188
Nov 16 - Nov 17
Total with taxes and fees
Best Buck Island Views on North Shore: The View
A spacious indoor area with a high ceiling, large windows, and a wooden floor.

11. 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)
"Excellent location "
United States
Brian G
$221 nightly
The price is $248
Dec 16 - Dec 17
Total with taxes and fees
Historic Apt in Heart of Christiansted
A clear blue pool with a wooden deck, white gazebos, and palm trees in the background.

12. Cozy Retreat by Chenay Bay

Cozy Retreat by Chenay Bay
Chenay Bay
9.6 out of 10, Exceptional, (14 reviews)
"Great place. Super clean. Had everything we needed. Would definitely recommend for families."
United States
Julie G.
Cozy Retreat by Chenay Bay
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.

13. 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.
$332 nightly
The price is $349
Nov 16 - Nov 17
Total with taxes and fees
Romey's Villa in Gated Community
A swimming pool with blue lounge chairs, palm trees, and a clear sky.

14. 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
$458 nightly
The price is $516
Nov 16 - Nov 17
Total with taxes and fees
Caribbean View Style 1 Bedroom Condo by RedAwning
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.
$210 nightly
The price is $210
Nov 16 - Nov 17
Total with taxes and fees
Lovely 1-bedroom condo with Fresh Water Pool
A beach with waves at sunset, rocky formations, and a clear sky.

16. 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 extended our stay by 2 nights and needed a place to stay. The Mermaid worked out fine for us (could use a new mattress) and the view was amazing! The owner was great and very easy to work with and replied to us right away. We did not enjoy the ride to get up there, but we were warned about it in the description. You do need an SUV to travel up there. Thanks for the stay!"
United States
Carol B.
$163 nightly
The price is $173
Nov 16 - Nov 17
Total with taxes and fees
Buck Island Views on North Shore: The Mermaid
A statuary garden with a house featuring a grand staircase, a well-maintained lawn, and a clear sky.

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

Moko Jumbie - "Premier Suite" - Entire Condo
Christiansted Historic District
10.0 out of 10, Exceptional, (3 reviews)
"All good"
United States
ROBERT A.
$224 nightly
The price is $240
Nov 21 - Nov 22
Total with taxes and fees
Moko Jumbie - "Premier Suite" - Entire Condo
A well-maintained garden with a central statue, a curved brick pathway, and a large tree.

18. 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.
$193 nightly
The price is $205
Nov 22 - Nov 23
Total with taxes and fees
Moko Jumbie House - "Historic Suite" A Modern 1-Bedroom Oasis.
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.
$305 nightly
The price is $322
Nov 17 - Nov 18
Total with taxes and fees
"Spectacular Ocean Views" at Calypso Castillo!
A spacious living area with a dining table, chairs, a sofa, and a cabinet. There are large windows with a view of the outdoors.

20. Buck Island Views on North Shore: Mermaid & View

Buck Island Views on North Shore: Mermaid & View
Christiansted
$294 nightly
The price is $309
Nov 16 - Nov 17
Total with taxes and fees
Buck Island Views on North Shore: Mermaid & View
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

Hotel Caravelle St. Croix

Hotel Caravelle St. Croix

10/10 Excellent
"I highly recommend staying at Caravelle. The staff were helpful and accommodating, the room was clean, the pool was refreshing and the location, right on the boardwalk was fantastic! The Rum Runner restaurant just off the lobby served excellent food, which was unexpectedly superior quality for the casual fun beachy atmosphere. I highly recommend staying at Caravelle and I will definitely return again."
Annette 7-night trip
Posted 6 hours ago
Hotel Caravelle St. Croix

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.