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Search Holiday Rentals in Canaan

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Our top choices for Canaan holiday rentals

Suite St. John at Gallows Point Resort

Suite St. John at Gallows Point Resort
4.0 star property
St. John
8.6 out of 10, Excellent, (95)
"Amazing property and helpful staff. "
United States
Joseph
The price is ฿24,729
฿33,723 total
includes taxes & fees
11 Jan - 12 Jan 2026
Suite St. John at Gallows Point Resort

Marriott's Frenchman's Cove

Marriott's Frenchman's Cove
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (187)
"the view was amazing… the room was perfect and very clean! Highly recommend! "
United States
Ron
The price is ฿31,697
฿35,659 total
includes taxes & fees
4 Jan - 5 Jan 2026
Marriott's Frenchman's Cove

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.2 out of 10, Wonderful, (7)
"Very safe and secure place! Also very clean! Just uphill from cruz bay "
United States
Tyler
The price is ฿4,261
฿22,733 total
includes taxes & fees
25 Dec - 26 Dec
Villa Island Paradise

Beachfront Villas at Crystal Cove

Beachfront Villas at Crystal Cove
4.0 star property
St. Thomas
9.6 out of 10, Exceptional, (150)
"Second time there. Just an over all beautiful property. "
United States
Erik
Beachfront Villas at Crystal Cove

Crystal Cove Beachfront Pool Tennis

Crystal Cove Beachfront Pool Tennis
3.0 star property
St. Thomas
8.0 out of 10, Very good, (12)
"Room was great. Beach was very good"
United States
Jeff
The price is ฿7,143
฿14,660 total
includes taxes & fees
8 Jan - 9 Jan 2026
Crystal Cove Beachfront Pool Tennis

Flamboyan on the Bay Resort and Villas

Flamboyan on the Bay Resort and Villas
3.5 star property
St. Thomas
8.6 out of 10, Excellent, (807)
"location nice pool "
United States
Gary
The price is ฿5,571
฿6,825 total
includes taxes & fees
2 Jan - 3 Jan 2026
Flamboyan on the Bay Resort and Villas

Shibui Cove

Shibui Cove
2.0 star property
St. Thomas
10.0 out of 10, Exceptional, (1)
"I had a great stay here. The view was absolutely stunning. Being up on the side of the mountain was great. Very private but less than 5 min away from town. I will definitely stay again. "
United States
Adam R
The price is ฿5,879
฿11,868 total
includes taxes & fees
1 Jan - 2 Jan 2026
Shibui Cove

Little Indigo Apartments

Little Indigo Apartments
3.5 star property
St. Thomas
8.4 out of 10, Very good, (22)
"Amazing views, very nice people"
United States
Ramie
The price is ฿5,991
฿10,450 total
includes taxes & fees
25 Dec - 26 Dec
Little Indigo Apartments

The Cottage at Villa Indigo

The Cottage at Villa Indigo
3.0 star property
St. Thomas
8.8 out of 10, Excellent, (15)
"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 ฿8,091
฿13,799 total
includes taxes & fees
13 Jan - 14 Jan 2026
The Cottage at Villa Indigo

The Breeze St Thomas

The Breeze St Thomas
2.0 star property
St. Thomas
The price is ฿9,021
฿15,716 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Breeze St Thomas

Villa Indigo 1BR in Private Gated Estate

Villa Indigo 1BR in Private Gated Estate
3.5 star property
St. Thomas
9.0 out of 10, Wonderful, (26)
"It was great, clean apartment and definitely recommend going again or booking in the future."
United States
John
The price is ฿6,022
฿10,487 total
includes taxes & fees
14 Jan - 15 Jan 2026
Villa Indigo 1BR in Private Gated Estate

Bettyes Villa

Bettyes Villa
4.0 star property
Charlotte Amalie
The price is ฿22,396
฿47,654 total
includes taxes & fees
19 Jan - 20 Jan 2026
Bettyes Villa

The Landmark Apartment

The Landmark Apartment
2.5 star property
St. Thomas
8.8 out of 10, Excellent, (15)
"I loved the historic nature of the building. It had an interesting layout, but it was very spacious and clean, and had a wonderful location for walking around downtown and seeing the sights."
United States
Mercy
The price is ฿7,282
฿12,858 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Landmark Apartment

Cottage at West 7 Palms

Cottage at West 7 Palms
2.0 star property
St. Thomas
Cottage at West 7 Palms
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

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:

  • View our selection of featured holiday rentals in Canaan
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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 are some of the best holiday rentals that Canaan has to offer?

The Cottage at Villa Indigo: This holiday home rental outside Canaan is located in the mountains, and offers a private garden, Netflix and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave.

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. In the wider area, you’ll find popular places such as Sapphire Beach and Trunk Bay.

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.