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Our top choices for Estate Great Cinnamon Bay holiday rentals

Stunning 6BR Villa: Private Pool & Ocean Views!

Stunning 6BR Villa: Private Pool & Ocean Views!
Maho Bay Quarter
10.0 out of 10, Exceptional, (4 reviews)
"We had a great time at cinnamon ridge. The house, property, and view are amazing. Highly recommend. Check in and check out were seamless. Ron is a great host!"
United States
Kristopher B.
The price is £1,635
includes taxes & fees
18 Jun - 19 Jun
Stunning 6BR Villa: Private Pool & Ocean Views!

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 £176
includes taxes & fees
12 Jun - 13 Jun
Lameshur Bay Glamping Site with AC

Family Glamping Site with AC

Family Glamping Site with AC
St John
10.0 out of 10, Exceptional, (35 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 £254
includes taxes & fees
11 Jun - 12 Jun
Family Glamping Site with AC

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, (890 reviews)
"beautiful location coffee shop and restaurant was delicious"
United States
Kayli
The price is £86
includes taxes & fees
15 Jun - 16 Jun
Flamboyan on the Bay Resort and Villas

Lameshur Cottage's Guest House

Lameshur Cottage's Guest House
St John
10.0 out of 10, Exceptional, (141 reviews)
"Amazing location and so peaceful. Will be coming back!!"
United States
Bob C.
The price is £264
includes taxes & fees
11 Jun - 12 Jun
Lameshur Cottage's Guest House

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, (490 reviews)
"Great unit, clean, updated and comfortable. Laundry and coffee were a plus. The resort is beautifully maintained and landscaped."
United States
Lindsay
The price is £613
includes taxes & fees
5 Jul - 6 Jul
The Westin St. John Resort Villas

Marriotts Frenchmans Cove - 2 Bedroom

Marriotts Frenchmans Cove - 2 Bedroom
St. Thomas
9.2 out of 10, Wonderful, (22 reviews)
"We really enjoyed our stay!"
United States
Lisa
The price is £589
includes taxes & fees
24 Jun - 25 Jun
Marriotts Frenchmans Cove - 2 Bedroom

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 £652
includes taxes & fees
11 Jul - 12 Jul
Peter Bay Gatehouse

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, (245 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 £184
includes taxes & fees
12 Jun - 13 Jun
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Good Vibes Only Waterfront Villa /Private Pool/Modern/Sun Decks/Majestic Views!

Good Vibes Only Waterfront Villa /Private Pool/Modern/Sun Decks/Majestic Views!
St Thomas
10.0 out of 10, Exceptional, (99 reviews)
"Wonderful VRBO with amazing views and amenities!We could not have asked for better communication from our host Ryan & Roxy!"
United States
Lori L.
The price is £1,001
includes taxes & fees
4 Jul - 5 Jul
Good Vibes Only Waterfront Villa /Private Pool/Modern/Sun Decks/Majestic Views!

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, (172 reviews)
"The unit was very nice..our host had supplied beachchairs, masks for snorkeling and an umbrella...the beach was nice as was the pools..we needed another set of beach towels though that we purchased from kmart since there was no beach towel service..Overall we would do it all over again ..."
United States
Rich
The price is £233
includes taxes & fees
14 Jun - 15 Jun
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

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, (105 reviews)
"Everything was just first class!!! Amazing place and great people!"
United States
Grady
The price is £617
includes taxes & fees
11 Jun - 12 Jun
Suite St. John at Gallows Point Resort

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 £214
includes taxes & fees
15 Jun - 16 Jun
Breathtaking Views from Sapphire Village II

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, (55 reviews)
"One of my favorite vrbo stays, place felt very serene and relaxing, if you love being immersed in nature I would definitely book this place."
United States
Ishjah S.
The price is £165
includes taxes & fees
18 Jun - 19 Jun
Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝

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

The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address
Maho Bay Quarter
9.8 out of 10, Exceptional, (28 reviews)
"The property was wonderful and the check in process was seamless with Tommy there to greet us. Don’t look elsewhere, just rent this one!"
United States
Chris B.
The price is £672
includes taxes & fees
11 Jul - 12 Jul
The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address

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, (228 reviews)
"Host was great! Super responsive and accommodating to our early check in needs. "
United States
Susanne M.
The price is £189
includes taxes & fees
16 Jun - 17 Jun
The Captain and the Mermaid - Adventures in Paradise are waiting!

Generator! Private Pool Villa - Sapphire Beach 5min walk & Washer/Dryer WiFi 9

Generator! Private Pool Villa - Sapphire Beach 5min walk & Washer/Dryer WiFi 9
St Thomas
10.0 out of 10, Exceptional, (25 reviews)
"Easy to find location and clean. "
United States
james s.
The price is £442
includes taxes & fees
11 Jun - 12 Jun
Generator! Private Pool Villa - Sapphire Beach 5min walk & Washer/Dryer WiFi 9

Stunning St. Thomas Condo for Your Tropical Escape

Stunning St. Thomas Condo for Your Tropical Escape
St. Thomas
9.6 out of 10, Exceptional, (33 reviews)
"It was so nice to have everything for a day at the beach;lawn chairs,cooler, beach bag. We had several people stop us on the beach and ask where we got our chairs!"
United States
Elayne N.
The price is £472
includes taxes & fees
11 Jun - 12 Jun
Stunning St. Thomas Condo for Your Tropical Escape

Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (41 reviews)
"We stayed just one night before heading over to St. John. The room was clean and suited our needs well. It was nice to have an on site restaurant, Sudi's, that provided a fun start to our trip"
United States
Marshall
The price is £208
includes taxes & fees
14 Jun - 15 Jun
Sophisticated Beach Condo-Ocean View-Sapphire

Generator! 4BR remodeled, w/BEACH and 3 POOLS!

Generator! 4BR remodeled, w/BEACH and 3 POOLS!
St. Thomas
10.0 out of 10, Exceptional, (14 reviews)
"We had a fabulous visit. The unit was well equipped and the communication with the rental agency was perfect. Our trip was a last minute stay and we were very pleased. "
United States
Lisa L.
The price is £754
includes taxes & fees
13 Jun - 14 Jun
Generator! 4BR remodeled, w/BEACH and 3 POOLS!
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 Great Cinnamon Bay Hotel Reviews

Find out more about Estate Great Cinnamon Bay

Everything you need to know about Estate Great Cinnamon Bay 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 Great Cinnamon Bay holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Great Cinnamon Bay holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Estate Great Cinnamon Bay holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Estate Great Cinnamon Bay. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Estate Great Cinnamon Bay 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 Great Cinnamon Bay holiday rentals we have selected for you start as low as £86 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Estate Great Cinnamon Bay rentals

At Expedia, we put the best Estate Great Cinnamon Bay 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 Great Cinnamon Bay 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 Great Cinnamon Bay 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 Great Cinnamon Bay. 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 Great Cinnamon Bay?

Yes, there are holiday rentals close to the most popular sights in Estate Great Cinnamon Bay, 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 Great Cinnamon Bay has to offer?

Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End: This holiday home rental outside of Estate Great Cinnamon Bay 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 Great Cinnamon Bay?

Cinnamon Bay Beach and Cinnamon Bay are a couple of lovely local spots to get outside and enjoy nature. You’ll find favourite places to visit such as Virgin Islands National Park and Trunk Bay in the wider area.

What are holiday rentals like in Estate Great Cinnamon Bay?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Estate Great Cinnamon Bay. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for family gatherings.