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Canaan Vacation Rentals

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Our top choices for Canaan vacation rentals

View from property
Suite St. John at Gallows Point Resort

Aparthotel in St. John

4.0 star property
8.6 out of 10, Excellent, (95)
"Amazing property and helpful staff. "
United States
Joseph
$827 nightly
The price is $908
Dec 11 - Dec 12
Total with taxes and fees
Suite St. John at Gallows Point Resort
Exterior
Marriott's Frenchman's Cove

Condo resort in St. Thomas

4.0 star property
9.0 out of 10, Wonderful, (187)
"the view was amazing… the room was perfect and very clean! Highly recommend! "
United States
Ron
$859 nightly
The price is $966
Dec 11 - Dec 12
Total with taxes and fees
Marriott's Frenchman's Cove
Exterior
Villa Island Paradise

Villa in St. John

4.0 star property
9.6 out of 10, Exceptional, (5)
"Loved beautiful view. Everything close by"
United States
Vickie
$660 nightly
The price is $735
Dec 11 - Dec 12
Total with taxes and fees
Villa Island Paradise
Terrace/patio
Shibui Cove

Apartment in St. Thomas

2.0 star property
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
$341 nightly
The price is $382
Dec 11 - Dec 12
Total with taxes and fees
Shibui Cove
Interior
The Cottage at Villa Indigo

Vacation Home in St. Thomas

3.0 star property
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
$411 nightly
The price is $444
Dec 11 - Dec 12
Total with taxes and fees
The Cottage at Villa Indigo
Aerial view
Beachfront Villas at Crystal Cove

Apartment in St. Thomas

4.0 star property
9.6 out of 10, Exceptional, (148)
"Second time there. Just an over all beautiful property. "
United States
Erik
$929 nightly
The price is $1,026
Jan 2 - Jan 3, 2026
Total with taxes and fees
Beachfront Villas at Crystal Cove
Honeymoon Suite, 1 Bedroom | Living area | 45-inch TV with satellite channels, DVD player
Peter Bay Gatehouse

Apartment in Maho Bay Quarter

4.0 star property
8.4 out of 10, Very Good, (19)
"Staying at the gate house was wonderful. Walk to beach was a little longer than expected because of the sharp incline. Very nice place to stay!! "
United States
jonathan
$880 nightly
The price is $990
Dec 11 - Dec 12
Total with taxes and fees
Peter Bay Gatehouse
Terrace/patio
The Breeze St Thomas

Aparthotel in St. Thomas

2.0 star property
$452 nightly
The price is $505
Dec 15 - Dec 16
Total with taxes and fees
The Breeze St Thomas
Property entrance
The Landmark Apartment

Aparthotel in St. Thomas

2.5 star property
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
$368 nightly
The price is $396
Dec 13 - Dec 14
Total with taxes and fees
The Landmark Apartment
Exterior
Bettyes Villa

Villa in Charlotte Amalie

4.0 star property
$1,370 nightly
The price is $1,532
Dec 11 - Dec 12
Total with taxes and fees
Bettyes Villa
Deluxe Apartment, 1 Queen Bed with Sofa bed, Harbor View, Slope side, Apt#2 | Private kitchen | Full-size fridge, microwave, oven, stovetop
Little Indigo Apartments

Apartment in St. Thomas

3.5 star property
8.4 out of 10, Very Good, (22)
"Amazing views, very nice people"
United States
Ramie
$312 nightly
The price is $336
Dec 23 - Dec 24
Total with taxes and fees
Little Indigo Apartments
Deluxe Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop
Villa Indigo 1BR in Private Gated Estate

Apartment in St. Thomas

3.5 star property
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
$313 nightly
The price is $337
Jan 2 - Jan 3, 2026
Total with taxes and fees
Villa Indigo 1BR in Private Gated Estate
Cottage | 1 bedroom, iron/ironing board, free WiFi
Cottage at West 7 Palms

Cottage in St. Thomas

2.0 star property
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

Olga's Fancy

Olga's Fancy

10/10 Excellent
"Friendliest and most hospitable owners, ice cold air conditioning, and totally safe, quiet, and peaceful atmosphere."
Michael 1-night trip
Posted 1 day ago
Olga's Fancy

Find out more about Canaan

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

Canaan vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Canaan. 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 Canaan 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 $316 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 Canaan rentals

At Expedia, we put the best Canaan 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 Canaan 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 Canaan 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 Canaan. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Canaan?

Yes, there are vacation rentals near the most popular sights in Canaan, or you can go with a 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 vacation rentals that Canaan has to offer?

The Cottage at Villa Indigo: You might want to consider this Canaan vacation home rental for your stay. It is located in the mountains and offers a private yard, 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 larger area, you’ll find popular places like Sapphire Beach and Trunk Bay.

What are vacation rentals like in Canaan?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Canaan. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for families.