Photo by Jordan Maupin

Estate Great Cinnamon Bay Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Estate Great Cinnamon Bay

Exterior
Flamboyan on the Bay Resort and Villas

Condo resort in St. Thomas

3.5 star property
8.6 out of 10, Excellent, (797)
"Loved the pool and the view. Comfortable bed. The room was clean."
United States
Alison
Flamboyan on the Bay Resort and Villas
Exterior
Villa Island Paradise

Villa in St. John

4.0 star property
8.8 out of 10, Excellent, (6)
"Loved beautiful view. Everything close by"
United States
Vickie
The price is ￥22,261
￥115,598 total
includes taxes & fees
Dec 11 - Dec 12
Villa Island Paradise
Suite, 1 Bedroom | Balcony
Pirates Pension at Bluebeard's Castle

Aparthotel in St. Thomas

3.0 star property
8.4 out of 10, Very Good, (794)
"Great staff"
United States
Shereika
Pirates Pension at Bluebeard's Castle
Outdoor pool
Hilltop Villas at Bluebeard's Castle

Aparthotel in St. Thomas

3.0 star property
8.6 out of 10, Excellent, (1785)
"Very clean and comfortable room, incredible views"
United States
Isiah
Hilltop Villas at Bluebeard's Castle
Outdoor pool
Sapphire Beach Resort

Aparthotel in St. Thomas

3.0 star property
6.8 out of 10, (272)
"Really great room view and lots of great little amenities that made the trip very helpful"
United States
Janette
Sapphire Beach Resort
Exterior
Marriott's Frenchman's Cove

Condo resort in St. Thomas

4.0 star property
9.0 out of 10, Wonderful, (186)
"Great room and facilities"
United States
Gary
The price is ￥133,257
￥149,914 total
includes taxes & fees
Dec 10 - Dec 11
Marriott's Frenchman's Cove
Exterior
Castle Villas at Bluebeard's

Aparthotel in St. Thomas

2.5 star property
8.6 out of 10, Excellent, (1212)
"Great get away!"
United States
Roquelle
Castle Villas at Bluebeard's
Exterior
Gallows Point Resort

Aparthotel in St. John

4.0 star property
9.6 out of 10, Exceptional, (532)
"Amazing accomodations!"
United States
Mr.
Gallows Point Resort
Aerial view
Beachfront Villas at Crystal Cove

Apartment in St. Thomas

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
Property entrance
The Landmark Apartment

Aparthotel in St. Thomas

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 ￥34,861
￥62,488 total
includes taxes & fees
Dec 7 - Dec 8
The Landmark Apartment
White sand, sun loungers, beach umbrellas, beach towels
Virgin Islands Campground

Cabin in St. Thomas

2.0 star property
9.4 out of 10, Exceptional, (115)
"Excellent place to stay! "
United States
Peter
Virgin Islands Campground
View from property
Suite St. John at Gallows Point Resort

Aparthotel in St. John

4.0 star property
8.6 out of 10, Excellent, (95)
"Amazing property and helpful staff. "
United States
Joseph
The price is ￥100,059
￥140,840 total
includes taxes & fees
Dec 9 - Dec 10
Suite St. John at Gallows Point Resort
On the beach, sun loungers, beach towels
The Captain and the Mermaid - Adventures in Paradise are waiting!

Condo in St Thomas

9.6 out of 10, Exceptional, (207)
"Check in was easy, the condo had everything we needed and everything worked properly. The nearby pools were well maintained and the on site restaurants were great. "
United States
rodney b.
The price is ￥25,163
￥49,433 total
includes taxes & fees
Dec 7 - Dec 8
The Captain and the Mermaid - Adventures in Paradise are waiting!
2 outdoor pools
Sapphire Village Resort

Aparthotel in St. Thomas

3.0 star property
6.4 out of 10, (313)
"Great spot. Close to beach and dinning. "
United States
anna
Sapphire Village Resort
View from property
Crystal Cove Villas

Aparthotel in St. Thomas

3.0 star property
7.4 out of 10, Good, (121)
"This property was a beautiful stay clean and very well organized. The host was beautiful and instructed me with kindness and compassion and made sure I had everything accessible. Will definitely stay here again. "
United States
Jasmine
Crystal Cove Villas
Luxury Apartment, 1 Bedroom, Sea Facing | Terrace/patio
Aqua

Apartment in St. Thomas

3.0 star property
9.6 out of 10, Exceptional, (4)
"Comfortable and beautiful area"
United States
Paola
The price is ￥29,390
￥55,342 total
includes taxes & fees
Dec 7 - Dec 8
Aqua
Deluxe Apartment, 1 Queen Bed with Sofa bed, Harbor View, Slope side, Apt#2 | Private kitchen | Full-size fridge, microwave, oven, stovetop
Little Indigo Apartments

Apartment in St. Thomas

3.5 star property
8.4 out of 10, Very Good, (22)
"Amazing views, very nice people"
United States
Ramie
The price is ￥29,878
￥52,114 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Little Indigo Apartments
Outdoor pool, an infinity pool
ONE BEACH ROAD; 6 Bedroom, 5 1/2 Bath Beachfront Oasis St Thomas VI

Villa in St. Thomas

10.0 out of 10, Exceptional, (121)
"One Beach Road was exactly as advertised plus a lot more. House was beautiful and view couldn’t be beat. Location was awesome and close to a ton of restaurants and things to do. Julie goes above and beyond as an owner. She was super communicative and had a ton of great information about things to do. We loved it!"
United States
Patrick S.
ONE BEACH ROAD; 6 Bedroom, 5 1/2 Bath Beachfront Oasis St Thomas VI
Apartment, Ocean View | Free WiFi
Shibui Cove

Apartment in St. Thomas

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 ￥29,357
￥59,262 total
includes taxes & fees
Dec 7 - Dec 8
Shibui Cove
Panoramic Condo, 1 King Bed with Sofa bed, Sea View | Terrace/patio
Sapphire Beach Villa

Condo in St. Thomas

3.5 star property
9.4 out of 10, Exceptional, (70)
"Location was perfect."
United States
Daniel
Sapphire Beach Villa
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Estate Great Cinnamon Bay Hotel Reviews

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

10/10 Excellent
"The hotel is beautiful. The room was amazing. The views are absolutely breathtaking. Only thing I would add would be more choices for food options. We left the hotel quite a bit for meals since their menu and restaurants didn’t have enough variety and quality for my family of 4. "
Crystal 7-night trip
Posted 2 days ago
The Westin St. Thomas Beach Resort & Spa

Find out more about Estate Great Cinnamon Bay

Search for holiday rentals in Estate Great Cinnamon Bay on Expedia! You can easily find your home rentals, villas, holiday apartments in Estate Great Cinnamon Bay using one of the methods below:

  • View our selection of featured holiday rentals in Estate Great Cinnamon Bay
  • Use the map to find apartments and other holiday homes in the Estate Great Cinnamon Bay neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Estate Great Cinnamon Bay while they last

Look no further and take a look at our great range of rental properties in Estate Great Cinnamon Bay!

Frequently asked questions

Can I find a vacation rental in Estate Great Cinnamon Bay?

Yes, you can find vacation rentals close to the most popular points of interest in Estate Great Cinnamon Bay, or you can choose a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Estate Great Cinnamon Bay?

The Cottage at Villa Indigo: You might like this vacation home rental near Estate Great Cinnamon Bay. It is located in the mountains and offers a private yard, Netflix, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave.

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 favorite places to visit like Trunk Bay and Sapphire Beach in the larger area.

What are vacation rentals like in Estate Great Cinnamon Bay?

Vacation rentals are private properties you can reserve for a couple days or more in Estate Great Cinnamon Bay. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a family trip or a small group gathering.