Default HTG hotel image

Estate Contentment Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Estate Contentment holiday 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, 33, (33 reviews)
"The hospitality was amazing and the view from the rooms were breathtaking"
United States
Elijah
The price is NZ$314
includes taxes & fees
19 Sept - 20 Sept
Windchime Estates
A spacious room with two beds, a sofa, and a wardrobe. The room has wooden flooring and a sloped ceiling with a skylight.

2. Historic Apt in Heart of Christiansted

Historic Apt in Heart of Christiansted
3.5 star property
Christiansted Historic District
9.4 out of 10, 20, (20 reviews)
"Great experience all around! Easy check in and comfortable apartment!"
United States
Cecily
The price is NZ$383
includes taxes & fees
16 Sept - 17 Sept
Historic Apt in Heart of Christiansted
A hand holding a wine glass with a tropical design, set against a beach backdrop with palm trees and a clear sky.

3. Luxury Studio on the Beach with Pool and Hot Tub

Luxury Studio on the Beach with Pool and Hot Tub
Christiansted
8.6 out of 10, 78, (78 reviews)
"The contact with the owner was amazing he would always get back to is quickly. I would love to stay here again when I go back. Loved it"
United States
Christina S.
The price is NZ$429
includes taxes & fees
18 Sept - 19 Sept
Luxury Studio on the Beach with Pool and Hot Tub
An indoor dining area with a chalkboard sign reading "Welcome to FOO CHEZ 340-7138".

4. Town Treasure - King Bed - Walkable - AC

Town Treasure - King Bed - Walkable - AC
Christiansted Historic District
8.8 out of 10, 5, (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 NZ$342
includes taxes & fees
28 Sept - 29 Sept
Town Treasure - King Bed - Walkable - AC
A beach with palm trees, a wooden chair, and a signpost with multiple directions.

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, 1, (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 NZ$548
includes taxes & fees
19 Sept - 20 Sept
The Cottage at Green Cay - Walk to the Beach - King Bed - AC
A swimming pool with blue lounge chairs, palm trees, and a clear sky.

6. 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, 1, (1 review)
"Russ is great!"
United States
Matthew
The price is NZ$840
includes taxes & fees
20 Sept - 21 Sept
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.

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

Moko Jumbie House - "Guesthouse" - Cozy 1-Bedroom
Christiansted Historic District
10.0 out of 10, 18, (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 NZ$340
includes taxes & fees
21 Sept - 22 Sept
Moko Jumbie House - "Guesthouse" - Cozy 1-Bedroom
A kitchen counter with a kettle, a mug with utensils, and a knife block.

8. 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, 2, (2 reviews)
"Didn't stay there but the host was very courteous "
United States
Gary
The price is NZ$458
includes taxes & fees
18 Sept - 19 Sept
Island Life#2 @Bay Garden Live Local. GOOD PRICE!!Clean with Ocean views
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, 21, (21 reviews)
"Perfect for my stay, good neighborhood, host was excellent at communicating, easy access"
United States
Breanna S.
The price is NZ$464
includes taxes & fees
24 Sept - 25 Sept
Your Caribbean home away from home
A well-maintained garden with a central statue, a curved brick pathway, and a large tree.

10. 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, 9, (9 reviews)
"Everything was exceptional! From the location, to the communication, to the room quality. Highly recommend for anyone, unless you are coming when we are! Lol"
United States
Max
The price is NZ$366
includes taxes & fees
20 Sept - 21 Sept
Moko Jumbie House - "Historic Suite" A Modern 1-Bedroom Oasis.
A pool surrounded by tropical plants and palm trees, with a view of the ocean and buildings in the background.

11. 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, 19, (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 NZ$484
includes taxes & fees
18 Sept - 19 Sept
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.

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

Moko Jumbie - "Premier Suite" - Entire Condo
Christiansted Historic District
10.0 out of 10, 3, (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 NZ$408
includes taxes & fees
17 Sept - 18 Sept
Moko Jumbie - "Premier Suite" - Entire Condo
A room with a yellow sofa, a green patterned rug, a potted plant, and a mural on the wall.

13. Treehouse - The Canopy

Treehouse - The Canopy
Christiansted Historic District
10.0 out of 10, 1, (1 review)
"The Canopy at the Treehouse was recently renovated and is very comfortable. 1 and 1/2 bathrooms with a large outside patio just two blocks from the harbor. One of the best VRBO's in Christiansted, five star."
United States
David P.
The price is NZ$460
includes taxes & fees
28 Sept - 29 Sept
Treehouse - The Canopy
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, 14, (14 reviews)
"Everything was neat, all the necessary details to have a wonderful stay."
United States
Monica V.
The price is NZ$486
includes taxes & fees
16 Sept - 17 Sept
Cozy Retreat by Chenay Bay
A room with a large window, a sofa, a small table with a plant, and a patterned rug.

15. Treehouse - The Nest

Treehouse - The Nest
Christiansted Historic District
The price is NZ$379
includes taxes & fees
16 Sept - 17 Sept
Treehouse - The Nest
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, 5, (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 NZ$390
includes taxes & fees
28 Sept - 29 Sept
Moko Jumbie House - Indigo Suite
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, 3, (3 reviews)
"Great home, clean, plenty of towels, host was great to communicate."
United States
Kert S.
The price is NZ$626
includes taxes & fees
23 Sept - 24 Sept
Romey's Villa in Gated Community
A stone wall, a concrete pathway, and a white picket fence.

18. 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, 9, (9 reviews)
"Nice quiet place to stay in a great walking neighborhood. Nice central location."
United States
Anthony B.
The price is NZ$339
includes taxes & fees
17 Sept - 18 Sept
Large & Comfortable 1 Bed/Bath Guest Room on St. Croix
A wooden deck leading to a pool area with a signboard, surrounded by greenery and a clear sky.

19. Lovely 1-bedroom condo with Fresh Water Pool

Lovely 1-bedroom condo with Fresh Water Pool
Christiansted
9.2 out of 10, 16, (16 reviews)
"Clean and excellent stay. Service was above and beyond"
United States
Cole S.
The price is NZ$377
includes taxes & fees
18 Sept - 19 Sept
Lovely 1-bedroom condo with Fresh Water Pool
A room with a green tiled floor, a sofa, a chair, a television mounted on the wall, and a painting.

20. Treehouse - The Observatory

Treehouse - The Observatory
Christiansted Historic District
The price is NZ$393
includes taxes & fees
28 Sept - 29 Sept
Treehouse - The Observatory
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Estate Contentment Hotel Reviews

Palms Resort and Beach

Palms Resort and Beach

10/10 Excellent
"Nice clean room with a small patio with an ocean view. Staff was very friendly."
Cassie 1-night trip
Posted 16 hours ago
Palms Resort and Beach

Find out more about Estate Contentment

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Estate Contentment holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Estate Contentment. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Estate Contentment. Seeing all the best attractions is bound to make you fall in love with Estate Contentment. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Estate Contentment short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Estate Contentment?

Yes, there are holiday rentals close to the most popular sights in Estate Contentment, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Estate Contentment has to offer?

Beachfront. Just a Few Steps to the Sand. Walk to Restaurants. Near Downtown.: This holiday home rental outside of Estate Contentment is located on the beach, and has a balcony, a garden and a BBQ 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 that 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 Little Princess Estate are a couple of picturesque spots to get outside and enjoy nature. St. Croix Government House and Buccaneer Beach are a couple of places you'll find in the wider area.

What’s a holiday rental in Estate Contentment like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Estate Contentment. Holiday rentals offer amenities such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for family gatherings.