Estate Canaan and Sherpenjewel Holiday Rentals

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Our top choices for Estate Canaan and Sherpenjewel holiday rentals

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, (884 reviews)
"Nice and quiet place to relax near Megan beach."
United States
Israel
The price is AU$153
includes taxes & fees
4 June - 5 June
Flamboyan on the Bay Resort and Villas

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, (162 reviews)
"Great stay"
United States
Mauricio R.
The price is AU$390
includes taxes & fees
27 May - 28 May
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (30 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 AU$818
includes taxes & fees
26 May - 27 May
Villa Island Paradise

Hidden Hilltop Treasure

Hidden Hilltop Treasure
St. Thomas
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 AU$242
includes taxes & fees
1 June - 2 June
Hidden Hilltop Treasure

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 AU$399
includes taxes & fees
1 June - 2 June
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝

Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝
St Thomas
9.8 out of 10, Exceptional, (54 reviews)
"Our host, Tatiana, was responsive and welcoming. The apartnent had everything we needed and the views were phenomenal."
United States
Carla W.
The price is AU$335
includes taxes & fees
17 June - 18 June
Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝

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, (243 reviews)
"We were impressed with the room and its location. Had everything we needed for our brief stay. Appreciated the king sized bed after several days of much smaller ones. In great walking proximity to Sapphire Bay Beach and its restaurants and coffee shop."
United States
Roxanne
The price is AU$399
includes taxes & fees
2 June - 3 June
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.4 out of 10, Very good, (20 reviews)
"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
The price is AU$1,473
includes taxes & fees
26 May - 27 May
Peter Bay Gatehouse

Sapphire Sunny Spring Special-1BR Sleeps 4- WIFI -No Excess Owner Fees

Sapphire Sunny Spring Special-1BR Sleeps 4- WIFI -No Excess Owner Fees
St. Thomas
9.8 out of 10, Exceptional, (136 reviews)
"Great location, unit as described, very clean. "
United States
Corey L.
The price is AU$424
includes taxes & fees
14 June - 15 June
Sapphire Sunny Spring Special-1BR Sleeps 4- WIFI -No Excess Owner Fees

The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (155 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 AU$392
includes taxes & fees
28 May - 29 May
The Mermaid's Pearl at Sapphire Beach

Amazing View: 1 Bed/1 Bath Villa on Red Hook strip

Amazing View: 1 Bed/1 Bath Villa on Red Hook strip
United States Virgin Islands
9.6 out of 10, Exceptional, (17 reviews)
"Location and good value. Great View of harbor and close to restaurants. Nice size condo with corner lanai. Easy checkin. Attentive host. Appreciate 3 pm checkin and checkout at 11 am. "
United States
DEBBRA
The price is AU$426
includes taxes & fees
29 May - 30 May
Amazing View: 1 Bed/1 Bath Villa on Red Hook strip

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, (101 reviews)
"Beautiful property, with unbelievable views! Easy walk to town! Staff was friendly and helpful! Would absolutely stay here again! "
United States
Kristen
The price is AU$1,158
includes taxes & fees
26 May - 27 May
Suite St. John at Gallows Point Resort

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 AU$354
includes taxes & fees
30 May - 31 May
The Captain and the Mermaid - Adventures in Paradise are waiting!

Lazy Loft: Tiny Room Loft Queen w Pool

Lazy Loft: Tiny Room Loft Queen w Pool
St. Thomas
10.0 out of 10, Exceptional, (13 reviews)
"Room was exactly as described. Cute..small...but who needs more than a bed and a fridge in paradise. Amenities of facility having beach chairs and snorkeling gear for patrons to use saved tons of money at beaches that charge big fees for that stuff. Highly recommend staying here for anyone traveling alone or with one friend and a small budget."
United States
Roberta H.
The price is AU$256
includes taxes & fees
28 May - 29 May
Lazy Loft: Tiny Room Loft Queen w Pool

Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312

Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312
St Thomas
9.6 out of 10, Exceptional, (93 reviews)
"Very clean comforting room. Owner thought of everything, beach chairs, towels, excellent stay in the area. "
United States
wing
The price is AU$340
includes taxes & fees
27 May - 28 May
Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312

Breathtaking Views from Sapphire Village II

Breathtaking Views from Sapphire Village II
St Thomas
8.8 out of 10, Excellent, (36 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 AU$397
includes taxes & fees
8 June - 9 June
Breathtaking Views from Sapphire Village II

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)
"It was great, clean apartment and definitely recommend going again or booking in the future."
United States
John
The price is AU$478
includes taxes & fees
2 June - 3 June
Villa Indigo 1BR in Private Gated Estate

Amazing villa steps from the Pool, Incredible views + Generator

Amazing villa steps from the Pool, Incredible views + Generator
Nazareth
9.6 out of 10, Exceptional, (101 reviews)
"We stayed on this property March 31, through April 4th 2026. While the view is stunning from this property, it still needs a little TLC. Many things need upgraded. The beach chairs need to be replaced, outdoor furniture could be upgraded, and some of the holes in the concrete walls should be repaired. Overall, the check-in process was outstanding, the view was amazing and property itself was nice. Also, if you rent a jeep parking is very limited. I would suggest each unit should have its own...
United States
Lisa
The price is AU$413
includes taxes & fees
7 June - 8 June
Amazing villa steps from the Pool, Incredible views + Generator

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 AU$336
includes taxes & fees
26 May - 27 May
Lameshur Bay Glamping Site with AC

The Westin St. John Resort Villas

The Westin St. John Resort Villas
4.5 star property
St. John
8.2 out of 10, Very good, (488 reviews)
"Excellent place for families "
United States
Laura
The Westin St. John Resort Villas
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 Estate Canaan and Sherpenjewel Hotel Reviews

Find out more about Estate Canaan and Sherpenjewel

Everything you need to know about Estate Canaan and Sherpenjewel holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Estate Canaan and Sherpenjewel holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Estate Canaan and Sherpenjewel holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Estate Canaan and Sherpenjewel holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Estate Canaan and Sherpenjewel. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Estate Canaan and Sherpenjewel holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Estate Canaan and Sherpenjewel holiday rentals we have selected for you start as low as AU$153 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Estate Canaan and Sherpenjewel rentals

At Expedia, we put the best Estate Canaan and Sherpenjewel holiday 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 Estate Canaan and Sherpenjewel 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 Estate Canaan and Sherpenjewel holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Estate Canaan and Sherpenjewel. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Estate Canaan and Sherpenjewel?

Yes, there are holiday rentals close to the most popular sights in Estate Canaan and Sherpenjewel, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Estate Canaan and Sherpenjewel has to offer?

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

What can I see and do in Estate Canaan and Sherpenjewel?

While you're exploring the area, Sapphire Beach and Magens Bay Beach are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Blackbeard's Castle and St. Thomas Synagogue.

What are holiday rentals like in Estate Canaan and Sherpenjewel?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Estate Canaan and Sherpenjewel. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for family trips or small group gatherings.