Canaan Vacation Rentals

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Our top choices for Canaan vacation rentals

Lameshur Cottage's Guest House

Lameshur Cottage's Guest House
St John
10.0 out of 10, Exceptional, (140 reviews)
"Best place for a vacation, great view from the cottage.Great host and thank you very much Bill for the Christmas gift."
United States
Suresh Kumar B.
The price is CA $296
CA $532 total
includes taxes & fees
Jun 6 - Jun 7
Lameshur Cottage's Guest House

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, (879 reviews)
"I had a wonderful stay. The property was clean, comfortable, and exactly as described in the listing. The area was peaceful and quiet, making it a very relaxing experience. Overall, this was a great experience, and I would definitely stay here again and recommend it to others looking for a comfortable and enjoyable place to stay."
United States
Donnet
The price is CA $121
CA $149 total
includes taxes & fees
May 30 - May 31
Flamboyan on the Bay Resort and Villas

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.2 out of 10, Wonderful, (31 reviews)
"Beautiful location with stunning views and a peaceful atmosphere. The room was clean and comfortable, and the staff was friendly and helpful throughout the stay. Great option for a relaxing getaway in St. John."
United States
Quoc Phong Eric
The price is CA $92
CA $792 total
includes taxes & fees
May 18 - May 19
Villa Island Paradise

Salt Pond Bay Glamping Site With AC

Salt Pond Bay Glamping Site With AC
St John
10.0 out of 10, Exceptional, (8 reviews)
"rooms are new and very clean. host was present when we arrived and lives on site. nice shared kitchen area with fridge, sink, grill, dishs etc."
United States
Jim H.
The price is CA $184
CA $328 total
includes taxes & fees
May 18 - May 19
Salt Pond Bay Glamping Site With AC

Lameshur Bay Glamping Site with AC

Lameshur Bay Glamping Site with AC
St John
9.8 out of 10, Exceptional, (30 reviews)
"Really enjoyed our stay. We felt well taken care of and loved the location!"
United States
John
The price is CA $184
CA $328 total
includes taxes & fees
May 18 - May 19
Lameshur Bay Glamping Site with AC

Family Glamping Site with AC

Family Glamping Site with AC
St John
10.0 out of 10, Exceptional, (34 reviews)
"Thoughtful to have bug swatters, dart boards, honor system drinks/snacks, sunscreen/bug spray. Couches/chairs/hammocks decks were great and Frisbee golf hole/discs!"
United States
Kelly
The price is CA $287
CA $483 total
includes taxes & fees
May 18 - May 19
Family Glamping Site with AC

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, (240 reviews)
"Very nice, eclectic one bedroom condo. Super clean with everything you could possibly want. Host is amazingly helpful and attentive! Fabulous experience!"
United States
Dustin
The price is CA $55
CA $305 total
includes taxes & fees
May 19 - May 20
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Studio Double @ WorldMark Elysian Beach Resort

Studio Double @ WorldMark Elysian Beach Resort
St Thomas
9.6 out of 10, Exceptional, (4 reviews)
"Facilities were nice and check in easy. We enjoyed our stay."
United States
Joe L.
The price is CA $253
CA $638 total
includes taxes & fees
May 18 - May 19
Studio Double @ WorldMark Elysian Beach Resort

Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
St Thomas
9.6 out of 10, Exceptional, (161 reviews)
"Great stay"
United States
Mauricio R.
The price is CA $96
CA $397 total
includes taxes & fees
May 27 - May 28
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (39 reviews)
"Clean, comfortable and conveniently located to beach, ferry and restaurants."
United States
Deborah
The price is CA $191
CA $384 total
includes taxes & fees
May 31 - Jun 1
Sophisticated Beach Condo-Ocean View-Sapphire

The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (153 reviews)
"The condo was very nice and clean with a great view & lots of beach gear. Everything worked except the pool nearest to us was closed."
United States
Suzanne
The price is CA $170
CA $390 total
includes taxes & fees
May 18 - May 19
The Mermaid's Pearl at Sapphire Beach

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

The Captain and the Mermaid - Adventures in Paradise are waiting!
St Thomas
9.8 out of 10, Exceptional, (226 reviews)
"Host was great! Super responsive and accommodating to our early check in needs. "
United States
Susanne M.
The price is CA $186
CA $393 total
includes taxes & fees
May 31 - Jun 1
The Captain and the Mermaid - Adventures in Paradise are waiting!

Luxury Beachside Escape with Private Pool and Generator!

Luxury Beachside Escape with Private Pool and Generator!
St Thomas
9.4 out of 10, Exceptional, (36 reviews)
"Great location and fantastic communication. "
United States
Mike J.
The price is CA $260
CA $572 total
includes taxes & fees
May 30 - May 31
Luxury Beachside Escape with Private Pool and Generator!

The Peter Bay 1BR Penthouse Suite at St John's Most Prestigious Address

The Peter Bay 1BR Penthouse Suite at St John's Most Prestigious Address
Maho Bay Quarter
9.4 out of 10, Exceptional, (35 reviews)
"Property was excellent for a couple, exactly as described. Host was welcoming and everything was clean and in order. Location is great - a very short walk to Trunk Bay. We have stayed on St John many times and this property is perfect for two people."
United States
Erik R.
The Peter Bay 1BR Penthouse Suite at St John's Most Prestigious Address

Breathtaking Views from Sapphire Village II

Breathtaking Views from Sapphire Village II
St Thomas
8.8 out of 10, Excellent, (35 reviews)
"Perfect overnight location for us. the unit is as described, the owner was responsive as we did need to contact her with a question. We were able to walk to the beach where there were restaurants and bars to enjoy :) "
United States
Darcy
The price is CA $186
CA $393 total
includes taxes & fees
May 20 - May 21
Breathtaking Views from Sapphire Village II

Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
St. Thomas
9.6 out of 10, Exceptional, (193 reviews)
"Excellent location. The kitchen had everything we needed, and the view was excellent."
United States
Jessica M.
The price is CA $138
CA $410 total
includes taxes & fees
Jun 1 - Jun 2
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

Villa at Chateau Nightwind w/ Amazing BVI Views

Villa at Chateau Nightwind w/ Amazing BVI Views
Northside
9.6 out of 10, Exceptional, (32 reviews)
"Awesome place, wish we could have stayed longer. If I ever make it back to St. Thomas and Magen's Bay I would recommend this place... The view is simply spectacular!"
United States
SHAWN
The price is CA $301
CA $791 total
includes taxes & fees
May 21 - May 22
Villa at Chateau Nightwind w/ Amazing BVI Views

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, (81 reviews)
"The townhouse was beautiful but the thing that stole the show was the million dollar views from the house, just amazing! Michael, the host, is so informative and really cares about his guests having a wonderful time, that’s evident!!! It was our first time in St Thomas and def won’t b the last! Thank you so much Michael!!!"
United States
Anne P.
Sapphire Beachfront Renovated Villa 1200 SF! - Free Wi-Fi

Hidden Hilltop Treasure

Hidden Hilltop Treasure
Charlotte Amalie
9.6 out of 10, Exceptional, (45 reviews)
"DeShawn was a great host and the property is located in an easily accessible location. The property is well furnished and has lots of basic toiletries, cooking supplies and beach gear. We had a great time staying here. "
United States
Bryan b.
The price is CA $136
CA $235 total
includes taxes & fees
Jun 1 - Jun 2
Hidden Hilltop Treasure

Sapphire Beachfront Condo - Free Wi-Fi - Save!

Sapphire Beachfront Condo - Free Wi-Fi - Save!
St. Thomas
9.4 out of 10, Exceptional, (98 reviews)
"Best view ever! No better view on the island. Great balcony. "
United States
Dottie S.
Sapphire Beachfront Condo - Free Wi-Fi - Save!
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . Seeing all the best attractions is bound to make you fall in love with Canaan. Who knows, you may even be tempted to extend your vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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?

Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End: Visitors like this Canaan vacation home rental. It is located in the mountains and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You can relax into your vacation with a garden and a selection of games.

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 larger area.

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.