Photo by Traveling Mama

Canaan Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • 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

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Canaan vacation rentals

View from property
Suite St. John at Gallows Point Resort

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 ￥124,473
￥169,742 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Suite St. John at Gallows Point Resort
Beach nearby
Lameshur Cottage's Guest House

Lameshur Cottage's Guest House

Lameshur Cottage's Guest House
St John
10.0 out of 10, Exceptional, (134)
"Absolutely would stay here again. We had zero issues with our stay. "
United States
Mark P.
The price is ￥41,491
￥70,477 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Lameshur Cottage's Guest House
Exterior
Marriott's Frenchman's Cove

Marriott's Frenchman's Cove

Marriott's Frenchman's Cove
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (189)
"the view was amazing… the room was perfect and very clean! Highly recommend! "
United States
Ron
The price is ￥159,545
￥179,488 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Marriott's Frenchman's Cove
Beach nearby
Family Glamping Site with AC

Family Glamping Site with AC

Family Glamping Site with AC
St John
10.0 out of 10, Exceptional, (30)
"Overall great property only semi complaint which is more needy than anything is the tent will get a bit stuffy and hot when the fans die. "
United States
Will C.
The price is ￥25,223
￥44,660 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Family Glamping Site with AC
Aerial view
Beachfront Villas at Crystal Cove

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
Exterior
Villa Island Paradise

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 ￥25,208
￥122,714 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Villa Island Paradise
On the beach, sun loungers, beach towels
Amazing St. John Paradise most comfortable and convenient accommodations

Amazing St. John Paradise most comfortable and convenient accommodations

Amazing St. John Paradise most comfortable and convenient accommodations
St John
10.0 out of 10, Exceptional, (83)
"Awesome place!! Would definitely stay again. Had everything we needed and more. "
United States
Faith B.
The price is ￥62,628
￥148,859 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Amazing St. John Paradise most comfortable and convenient accommodations
Exterior
Luxury condo. Beach, pool, gym, yacht club! Back up generator!

Luxury condo. Beach, pool, gym, yacht club! Back up generator!

Luxury condo. Beach, pool, gym, yacht club! Back up generator!
St Thomas
9.6 out of 10, Exceptional, (25)
"We only stayed one night before transferring to STJ. The unit is clean and quiet. We appreciated the convenient location near RedHook and Secret Harbor (Dinner/morning snorkel). I would recommend this rental."
United States
Kevin S.
The price is ￥52,842
￥96,212 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Luxury condo. Beach, pool, gym, yacht club! Back up generator!
Terrace/patio
Serene Beach Condo- One Bedroom w/ Balcony

Serene Beach Condo- One Bedroom w/ Balcony

Serene Beach Condo- One Bedroom w/ Balcony
Smith Bay
9.2 out of 10, Wonderful, (16)
"We stayed one night before boarding our boat for Scouts Sea Base. It was the perfect location for us. "
United States
Robert F.
The price is ￥37,037
￥68,440 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Serene Beach Condo- One Bedroom w/ Balcony
Aerial view
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
St. Thomas
9.4 out of 10, Exceptional, (223)
"Clean, quiet, convenient location. Perfect stay!!!"
United States
Glenda
The price is ￥3,131
￥30,922 total
includes taxes & fees
Dec 30 - Dec 31
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
Interior
Cozy stay, next to lookout and 10 minutes for Magens Bay Beach

Cozy stay, next to lookout and 10 minutes for Magens Bay Beach

Cozy stay, next to lookout and 10 minutes for Magens Bay Beach
St. Thomas
9.0 out of 10, Wonderful, (11)
"The view on the property was amazing, it was spacious and clean!"
United States
Vincent S.
The price is ￥23,486
￥62,629 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Cozy stay, next to lookout and 10 minutes for Magens Bay Beach
On the beach, sun loungers, beach towels
Sapphire Beachfront Renovated Villa 1200 SF! - Free Wi-Fi

Sapphire Beachfront Renovated Villa 1200 SF! - Free Wi-Fi

Sapphire Beachfront Renovated Villa 1200 SF! - Free Wi-Fi
St Thomas
9.8 out of 10, Exceptional, (74)
"Great view wonderful condo"
Germany
Thomas H.
The price is ￥39,925
￥78,422 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Sapphire Beachfront Renovated Villa 1200 SF! - Free Wi-Fi
Outdoor dining
Cozy Island Studio-5 Mins to Cruz Bay & Beaches

Cozy Island Studio-5 Mins to Cruz Bay & Beaches

Cozy Island Studio-5 Mins to Cruz Bay & Beaches
St John
9.6 out of 10, Exceptional, (65)
"Loved our stay, close to town and beaches, great view and quiet neighborhood."
United States
Barbara
The price is ￥28,026
￥44,622 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Cozy Island Studio-5 Mins to Cruz Bay & Beaches
Pool
Stunning St. Thomas Condo for Your Tropical Escape

Stunning St. Thomas Condo for Your Tropical Escape

Stunning St. Thomas Condo for Your Tropical Escape
St. Thomas
9.6 out of 10, Exceptional, (26)
"Great condo, and very responsive owner. Would definitely recommend!"
United States
Garrett G.
The price is ￥42,274
￥112,868 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Stunning St. Thomas Condo for Your Tropical Escape
Smart TV
Spacious 1bedroom with pool, garden views, and AC -1 mile from Cruz Bay

Spacious 1bedroom with pool, garden views, and AC -1 mile from Cruz Bay

Spacious 1bedroom with pool, garden views, and AC -1 mile from Cruz Bay
2.0 star property
Cruz Bay
9.4 out of 10, Exceptional, (9)
"Very clean, great location, loved it all. "
United States
Sarah K.
The price is ￥26,460
￥52,451 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Spacious 1bedroom with pool, garden views, and AC -1 mile from Cruz Bay
Pool
Pool View, St Thomas

Pool View, St Thomas

Pool View, St Thomas
Nazareth
9.0 out of 10, Wonderful, (38)
"everything was awesome and convenient "
United States
Sebastien
The price is ￥104,824
￥190,870 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Pool View, St Thomas
On the beach, sun loungers, beach towels
The Captain and the Mermaid - Adventures in Paradise are waiting!

The Captain and the Mermaid - Adventures in Paradise are waiting!

The Captain and the Mermaid - Adventures in Paradise are waiting!
St Thomas
9.6 out of 10, Exceptional, (208)
"Great location and amazing views."
United States
Jewel W.
The price is ￥25,364
￥49,828 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Captain and the Mermaid - Adventures in Paradise are waiting!
Beach nearby, sun loungers, beach towels
Lameshur Bay Glamping Site with AC

Lameshur Bay Glamping Site with AC

Lameshur Bay Glamping Site with AC
St John
10.0 out of 10, Exceptional, (24)
"The location is amazing, the space was clean, and the kitchen area, shower, and snorkeling/beach gear were much appreciated!"
United States
Ann
The price is ￥22,405
￥37,732 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Lameshur Bay Glamping Site with AC
Marina
St John Inn Boutique Hotel Suite

St John Inn Boutique Hotel Suite

St John Inn Boutique Hotel Suite
Cruz Bay
10.0 out of 10, Exceptional, (14)
"We had a fantastic stay. The property went above and beyond to make sure we had everything we needed for a great visit to St John. "
United States
Katie
The price is ￥53,234
￥76,172 total
includes taxes & fees
Dec 31 - Jan 1, 2026
St John Inn Boutique Hotel Suite
Pool
Silver Palm at Palm Terrace

Silver Palm at Palm Terrace

Silver Palm at Palm Terrace
Cruz Bay
10.0 out of 10, Exceptional, (6)
"Loved our stay! The condo is great and the location can’t be beat! Easy walk to downtown Cruz Bay "
United States
Kelsi W.
The price is ￥133,476
￥245,198 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Silver Palm at Palm Terrace
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 Canaan Hotel Reviews

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

10/10 Excellent
"Clean room. Very friendly and helpful staff. Everything was on site. I love the coffee shop."
Kimberly 4-night trip
Posted 2 days ago
The Westin St. Thomas Beach Resort & Spa

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
  • Use the map to find apartments and other holiday homes in the Canaan neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Canaan while they last

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

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.