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Estate Great Cinnamon Bay Holiday Rentals

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Our top choices for Estate Great Cinnamon Bay holiday rentals

Villa in St. John

Villa Island Paradise
4.0 star property
9.0 out of 10, Wonderful, (6)
"Loved beautiful view. Everything close by"
United States
Vickie
The price is NZ$1,428
includes taxes & fees
17 Dec - 18 Dec
Villa Island Paradise
4.0 star property
8.6 out of 10, Excellent, (95)
"Amazing property and helpful staff. "
United States
Joseph
The price is NZ$1,563
includes taxes & fees
15 Dec - 16 Dec
Suite St. John at Gallows Point Resort

Condo resort in St. Thomas

Marriott's Frenchman's Cove
4.0 star property
9.0 out of 10, Wonderful, (187)
"the view was amazing… the room was perfect and very clean! Highly recommend! "
United States
Ron
The price is NZ$1,664
includes taxes & fees
16 Dec - 17 Dec
Marriott's Frenchman's Cove

Apartment in St. Thomas

Shibui Cove
2.0 star property
10.0 out of 10, Exceptional, (1)
"I had a great stay here. The view was absolutely stunning. Being up on the side of the mountain was great. Very private but less than 5 min away from town. I will definitely stay again. "
United States
Adam R
The price is NZ$657
includes taxes & fees
15 Dec - 16 Dec
Shibui Cove

Apartment in St. Thomas

Beachfront Villas at Crystal Cove
4.0 star property
9.6 out of 10, Exceptional, (148)
"Second time there. Just an over all beautiful property. "
United States
Erik
Beachfront Villas at Crystal Cove

Apartment in Maho Bay Quarter

Peter Bay Gatehouse
4.0 star property
8.4 out of 10, Very good, (19)
"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 NZ$2,111
includes taxes & fees
17 Dec - 18 Dec
Peter Bay Gatehouse

Holiday Home in St. Thomas

The Cottage at Villa Indigo
3.0 star property
8.8 out of 10, Excellent, (15)
"We got a true dose of the life experience on the island staying here. The entire experience was MAGICAL!!!! Me and my family will most definitely staying again when we come back "
United States
Oronde
The price is NZ$764
includes taxes & fees
13 Jan - 14 Jan 2026
The Cottage at Villa Indigo

Apartment in St. Thomas

Little Indigo Apartments
3.5 star property
8.4 out of 10, Very good, (22)
"Amazing views, very nice people"
United States
Ramie
The price is NZ$579
includes taxes & fees
23 Dec - 24 Dec
Little Indigo Apartments

Aparthotel in St. Thomas

The Breeze St Thomas
2.0 star property
The price is NZ$870
includes taxes & fees
15 Dec - 16 Dec
The Breeze St Thomas

Villa in Charlotte Amalie

Bettyes Villa
4.0 star property
The price is NZ$2,638
includes taxes & fees
20 Dec - 21 Dec
Bettyes Villa

Aparthotel in St. Thomas

The Landmark Apartment
2.5 star property
8.8 out of 10, Excellent, (15)
"I loved the historic nature of the building. It had an interesting layout, but it was very spacious and clean, and had a wonderful location for walking around downtown and seeing the sights."
United States
Mercy
The price is NZ$671
includes taxes & fees
15 Dec - 16 Dec
The Landmark Apartment
3.5 star property
9.0 out of 10, Wonderful, (26)
"It was great, clean apartment and definitely recommend going again or booking in the future."
United States
John
The price is NZ$581
includes taxes & fees
5 Jan - 6 Jan 2026
Villa Indigo 1BR in Private Gated Estate

Cottage in St. Thomas

Cottage at West 7 Palms
2.0 star property
Cottage at West 7 Palms
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, 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 NZ$558 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?

Celebrate time with friends & family! Private pool, float and take in the view!: This holiday home rental outside of Estate Great Cinnamon Bay is located by the ocean, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

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 Trunk Bay and Sapphire Beach 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.