A coastal bay with clear blue water, surrounded by lush green hills and several yachts anchored in the bay.

Estate Great Cinnamon Bay Holiday Rentals

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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 NZ$3,761
includes taxes & fees
31 July - 1 Aug
Stunning 6BR Villa: Private Pool & Ocean Views!

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (32 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 NZ$1,021
includes taxes & fees
2 Aug - 3 Aug
Villa Island Paradise

The Westin St. John Resort Villas

The Westin St. John Resort Villas
4.5 star property
St. John
8.4 out of 10, Very good, (498 reviews)
"We had a good stay at the Westin in St. John. Service is slow in the resort other than that everything else was good."
United States
Rituparna
The price is NZ$942
includes taxes & fees
28 Aug - 29 Aug
The Westin St. John Resort Villas

Lameshur Cottage's Guest House

Lameshur Cottage's Guest House
St John
10.0 out of 10, Exceptional, (141 reviews)
"Amazing place! Great host!!Close to Salt Pond."
United States
Shawn C.
The price is NZ$605
includes taxes & fees
31 July - 1 Aug
Lameshur Cottage's Guest House

Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.4 out of 10, Very good, (20 reviews)
"Outstanding view from the villa"
United States
Thomas
The price is NZ$1,502
includes taxes & fees
1 Aug - 2 Aug
Peter Bay Gatehouse

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 NZ$1,261
includes taxes & fees
11 Aug - 12 Aug
Suite St. John at Gallows Point Resort

Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (678 reviews)
"Great place!"
United States
Amy
The price is NZ$428
includes taxes & fees
29 Aug - 30 Aug
Bluebeard's Castle Resort

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, (79 reviews)
"Amazing host and great property!"
United States
Stephanie K.
The price is NZ$407
includes taxes & fees
5 Aug - 6 Aug
Cozy Island Studio-5 Mins to Cruz Bay & Beaches

Flamingo Grove Glamping Site with AC

Flamingo Grove 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 NZ$311
includes taxes & fees
2 Aug - 3 Aug
Flamingo Grove Glamping Site with AC

Octopus Den Glamping Site with AC

Octopus Den Glamping Site with AC
St John
10.0 out of 10, Exceptional, (8 reviews)
"Great for a short stay!"
United States
Kimberly J.
The price is NZ$311
includes taxes & fees
7 Aug - 8 Aug
Octopus Den Glamping Site with AC

Turtle Nest Family Glamping Site with AC

Turtle Nest Family Glamping Site with AC
St John
10.0 out of 10, Exceptional, (39 reviews)
"Wonderful property and a fun experience! Would stay again."
United States
Carlee D.
The price is NZ$487
includes taxes & fees
7 Aug - 8 Aug
Turtle Nest 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, (250 reviews)
"We enjoyed our stay in St Thomas a lot"
United States
Natalie O.
The price is NZ$418
includes taxes & fees
24 Aug - 25 Aug
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

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, (235 reviews)
"Nice for what we needed pool close, we didnt rent a car so be advised condo is up a big hill , if going to beach you have to walk a ways, if you have mobility issue you may need a car , Suzi bar was great every one friendly. Michael the host is very responsive."
United States
Steve
The price is NZ$451
includes taxes & fees
7 Aug - 8 Aug
The Captain and the Mermaid - Adventures in Paradise are waiting!

Sunset Hideaway Suite - Oceanview/central to Cruz Bay

Sunset Hideaway Suite - Oceanview/central to Cruz Bay
St John
9.8 out of 10, Exceptional, (18 reviews)
"Great place to stay if you are visiting St. John! Very clean, great view from the patio and 5 min from downtown area. "
United States
Christopher
The price is NZ$718
includes taxes & fees
10 Aug - 11 Aug
Sunset Hideaway Suite - Oceanview/central to Cruz Bay

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, (174 reviews)
"Good location. "
United States
Anonymous traveller
The price is NZ$526
includes taxes & fees
1 Aug - 2 Aug
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

Grande Bay: Sugar N' Spice: Studio Condo Great Views & Reviews; Newly Renovated

Grande Bay: Sugar N' Spice: Studio Condo Great Views & Reviews; Newly Renovated
St John
10.0 out of 10, Exceptional, (322 reviews)
"The property was close to everything. Perfect spot. People at the front lobby were wonderful. Would most certainly stay there again and recommend."
United States
Bob
The price is NZ$1,171
includes taxes & fees
19 Aug - 20 Aug
Grande Bay: Sugar N' Spice: Studio Condo Great Views & Reviews; Newly Renovated

Gallows Point 10A, Ocean Front Elegance - 5-Star Amenities

Gallows Point 10A, Ocean Front Elegance - 5-Star Amenities
Cruz Bay
9.8 out of 10, Exceptional, (32 reviews)
"a beautiful place to stay for vacation"
United States
Xiaojiang
The price is NZ$1,195
includes taxes & fees
15 Aug - 16 Aug
Gallows Point 10A, Ocean Front Elegance - 5-Star Amenities

The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (161 reviews)
"Host was very courteous!! I will definitely be back!!"
United States
Tyneisha
The price is NZ$484
includes taxes & fees
7 Aug - 8 Aug
The Mermaid's Pearl at Sapphire Beach

Breathtaking Views from Sapphire Village

Breathtaking Views from Sapphire Village
ST THOMAS
9.4 out of 10, Exceptional, (113 reviews)
"Great place to stay for the night."
United States
Kyle E.
The price is NZ$578
includes taxes & fees
5 Aug - 6 Aug
Breathtaking Views from Sapphire Village

Grande Bay Resort - Mojo Blue Luxury Studio Beachfront!

Grande Bay Resort - Mojo Blue Luxury Studio Beachfront!
Cruz Bay
10.0 out of 10, Exceptional, (210 reviews)
"Great place and location. "
United States
Kevin D.
The price is NZ$967
includes taxes & fees
2 Aug - 3 Aug
Grande Bay Resort - Mojo Blue Luxury Studio Beachfront!
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

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

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

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?

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!: This holiday home rental outside of Estate Great Cinnamon Bay is located on the beach, and has a balcony, a private garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

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.