A beach with white sand, turquoise water, and palm trees under a clear blue sky.

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Canaan holiday rentals

A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

1. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (920 reviews)
"Property was very clean and a beautiful place to stay."
United States
Freo
The price is ฿4,673
฿5,783 total
includes taxes & fees
24 Nov - 25 Nov
Bluebeard's Castle Resort
A beachfront hotel with multiple colorful buildings, a sandy beach, and rows of sun loungers with umbrellas.

2. Marriott's Frenchman's Cove

Marriott's Frenchman's Cove
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (207 reviews)
"The property is well maintained and comfortable. Our family enjoyed the private beach and the pool. The one on-site restaurant serves a variety of good food."
United States
Cathryn
The price is ฿22,250
฿25,032 total
includes taxes & fees
29 Oct - 30 Oct
Marriott's Frenchman's Cove
A resort with a central pool, palm trees, and a view of the ocean.

3. The Westin St. John Resort Villas

The Westin St. John Resort Villas
4.5 star property
St. John
8.4 out of 10, Very good, (510 reviews)
"Everything was amazing! It will always be my go to when I come to visit."
United States
Treacy
The price is ฿13,202
฿14,852 total
includes taxes & fees
8 Nov - 9 Nov
The Westin St. John Resort Villas
A round wooden dining table set for six with wicker chairs, a vase of yellow flowers, and a hanging light fixture.

4. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (41 reviews)
"View was amazing . Unit itself was very unique"
United States
Zach Ezekiel Azurus
The price is ฿4,641
฿19,038 total
includes taxes & fees
31 Oct - 1 Nov
Villa Island Paradise
A room with a TV, wicker furniture, and a view of the ocean.

5. Suite St. John at Gallows Point Resort

Suite St. John at Gallows Point Resort
4.0 star property
St. John
8.8 out of 10, Excellent, (106 reviews)
"Friendly staff. Beautiful property."
United States
Sean
The price is ฿21,778
฿30,790 total
includes taxes & fees
27 Oct - 28 Oct
Suite St. John at Gallows Point Resort
A bedroom with a bed, a nightstand, a lamp, and a view through a door.

6. Aqua

Aqua
3.0 star property
St. Thomas
9.4 out of 10, Exceptional, (8 reviews)
"Comfortable and beautiful area"
United States
Paola
The price is ฿7,567
฿13,576 total
includes taxes & fees
1 Nov - 2 Nov
Aqua
A living room with a sofa, chairs, a lamp, and a painting on the wall.

7. The Landmark Apartment

The Landmark Apartment
2.5 star property
St. Thomas
8.6 out of 10, Excellent, (18 reviews)
"Wonderful place to stay and Ali the cab driver was also amazing "
United States
Eileen
The price is ฿10,365
฿16,725 total
includes taxes & fees
20 Nov - 21 Nov
The Landmark Apartment
A balcony with a view of a coastal town, a table, and a chair.

8. Little Indigo Apartments

Little Indigo Apartments
3.5 star property
St. Thomas
7.8 out of 10, Good, (30 reviews)
"The apartment had an amazing view. It was clean and well prepared prior to our arrival. I look forward to our next visit."
United States
Lynda
The price is ฿5,743
฿10,484 total
includes taxes & fees
27 Oct - 28 Oct
Little Indigo Apartments
A bedroom with a bed, a chair, a nightstand, a lamp, and a window with blinds.

9. The Cottage at Villa Indigo

The Cottage at Villa Indigo
3.0 star property
St. Thomas
8.8 out of 10, Excellent, (15 reviews)
"We got a true dose of the life experience on the island staying here. The entire experience was MAGICAL!!!! Me and my family will most definitely staying again when we come back "
United States
Oronde
The price is ฿8,478
฿14,712 total
includes taxes & fees
31 Oct - 1 Nov
The Cottage at Villa Indigo
A balcony with two wicker chairs and a small round table, surrounded by a white railing, overlooking a lush green landscape with hills in the background.

10. Villa Indigo 1BR in Private Gated Estate

Villa Indigo 1BR in Private Gated Estate
3.5 star property
St. Thomas
8.8 out of 10, Excellent, (33 reviews)
"Excellent place"
United States
Trent
The price is ฿7,357
฿12,480 total
includes taxes & fees
2 Nov - 3 Nov
Villa Indigo 1BR in Private Gated Estate
A balcony with a table and chairs, overlooking a scenic view of the sea and hills.

11. Shibui Cove

Shibui Cove
2.0 star property
St. Thomas
7.6 out of 10, Good, (7 reviews)
"I like this hotel location , design of hotel, view from window, and comfortable inside. Some other near pool women destroyed my car of scratches because do not like when I parked near their car. However, very quant and clean hotel. Only what I did not like : no people for help in hotel , all was online ."
United States
Tetyana L
The price is ฿2,596
฿8,277 total
includes taxes & fees
3 Nov - 4 Nov
Shibui Cove
A room with two wicker chairs with blue cushions, a small table with a vase, and a door with a keyhole.

12. The Perch at Hawk Hill

The Perch at Hawk Hill
2.0 star property
St. Thomas
The price is ฿5,812
฿11,603 total
includes taxes & fees
27 Oct - 28 Oct
The Perch at Hawk Hill
A spacious living area with a sofa, dining table, and chairs, overlooking a scenic ocean view.

13. The Breeze

The Breeze
2.0 star property
ST Thomas
The price is ฿4,441
฿25,255 total
includes taxes & fees
27 Oct - 28 Oct
The Breeze
A stone wall patio with a round table and four chairs, surrounded by potted plants and flowering shrubs.

14. Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.2 out of 10, Very good, (21 reviews)
"Outstanding view from the villa"
United States
Thomas
The price is ฿26,437
฿35,440 total
includes taxes & fees
27 Oct - 28 Oct
Peter Bay Gatehouse
A swimming pool with lounge chairs and a view of the ocean.

15. St Thomas Cliffside Villa With Pool & Hot Tub!

St Thomas Cliffside Villa With Pool & Hot Tub!
3.5 star property
St. Thomas
The price is ฿21,609
฿38,250 total
includes taxes & fees
30 Oct - 31 Oct
St Thomas Cliffside Villa With Pool & Hot Tub!
A swimming pool with a view of the sea, surrounded by palm trees and a white fence.

16. Oceanview Retreat at Point Pleasant, Virgin Island

Oceanview Retreat at Point Pleasant, Virgin Island
3.0 star property
St. Thomas
The price is ฿4,187
฿13,499 total
includes taxes & fees
1 Nov - 2 Nov
Oceanview Retreat at Point Pleasant, Virgin Island
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 Canaan Hotel Reviews

Windward Passage Hotel

Windward Passage Hotel

8/10 Good
"Adecuate"
Rolando 2-night trip
Posted 1 hour ago
Windward Passage Hotel

Find out more about Canaan

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

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Look no further and take a look at our great range of rental properties in Canaan!

Frequently asked questions

Are there holiday rentals in Canaan?

Yes, there are holiday rentals close to the most popular sights in Canaan, or you can select a more secluded option if you're looking for a relaxing stay. Canaan is known for its beaches and bars. Make sure you have time to check out the parks and restaurants during your trip.

What can I see and do in Canaan?

Magens Bay Beach and Magens Bay are a couple of lovely local spots to get outside and enjoy nature. Magens Bay Park and Sapphire Beach are a couple of places you'll find in the wider area.

What are holiday rentals like in Canaan?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Canaan. Holiday rentals provide amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for family trips.