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

Estate Great Cinnamon Bay Vacation Rentals

  • 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
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Estate Great Cinnamon Bay vacation rentals

A balcony with two lounge chairs and a striped umbrella overlooking a turquoise sea.

1. 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 ￥125,476
￥318,383 total
includes taxes & fees
Oct 14 - Oct 15
Stunning 6BR Villa: Private Pool & Ocean Views!
A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

2. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (884 reviews)
"Good place to stay especially during off season"
United States
Jason
The price is ￥29,156
￥36,081 total
includes taxes & fees
Nov 6 - Nov 7
Bluebeard's Castle Resort
A coastal landscape with a beach, clear blue waters, and lush greenery.

3. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (41 reviews)
"View was amazing . Unit itself was very unique"
United States
Zach Ezekiel Azurus
The price is ￥10,012
￥74,673 total
includes taxes & fees
Oct 11 - Oct 12
Villa Island Paradise
A resort with a central pool, palm trees, and a view of the ocean.

4. 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, (507 reviews)
"Unfortunately, the pool was under construction during our stay and unusable, but we didn't allow that to stop us. The beach was quite and relaxing, thus Westin has a family vibe and good for children. The staff was friendly. I do think they can do better at advertising the water and children's activities. The rooms were excellent and resturants too. Ferry service and crew were great too. Great stay for a family of 5!"
United States
Shani
The price is ￥55,458
￥62,390 total
includes taxes & fees
Oct 22 - Oct 23
The Westin St. John Resort Villas
A room with a TV, wicker furniture, and a view of the ocean.

5. 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, (106 reviews)
"Friendly staff. Beautiful property."
United States
Sean
The price is ￥94,117
￥134,904 total
includes taxes & fees
Oct 9 - Oct 10
Suite St. John at Gallows Point Resort
A beach with clear turquoise water, people swimming and sunbathing, and a tree providing shade.

6. 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, (256 reviews)
"We had an amazing time. It's highly recommended"
United States
Camierre
The price is ￥7,900
￥37,170 total
includes taxes & fees
Oct 23 - Oct 24
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
A beach with clear turquoise water, a sandy shore, and a distant island with buildings.

7. 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, (202 reviews)
"Great place to stay and peaceful"
United States
Candice D.
The price is ￥7,900
￥37,170 total
includes taxes & fees
Oct 16 - Oct 17
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

8. 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, (243 reviews)
"Stayed for two and had a great time. Location was close to many tourist spots, hiking, shopping, and entertainments."
United States
Dede C.
The price is ￥15,660
￥38,023 total
includes taxes & fees
Oct 9 - Oct 10
The Captain and the Mermaid - Adventures in Paradise are waiting!
A beach with clear turquoise water and waves.

9. The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (164 reviews)
"Host was very courteous!! I will definitely be back!!"
United States
Tyneisha
The price is ￥16,735
￥41,368 total
includes taxes & fees
Oct 9 - Oct 10
The Mermaid's Pearl at Sapphire Beach
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

10. 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
9.8 out of 10, Exceptional, (204 reviews)
"Great stay! Easy to check in, communicate with host, perfect location!"
United States
Sarah L.
The price is ￥12,654
￥47,612 total
includes taxes & fees
Oct 13 - Oct 14
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
A beach with clear turquoise water, sandy shore, and buildings in the background.

11. Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees

Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees
St. Thomas
9.8 out of 10, Exceptional, (142 reviews)
"We had an amazing stay, the condo was very clean and close to several beaches and restaurants."
United States
Jessica D.
The price is ￥19,750
￥47,658 total
includes taxes & fees
Oct 10 - Oct 11
Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees
A beachfront hotel with multiple colorful buildings, a sandy beach, and rows of sun loungers with umbrellas.

12. Marriott's Frenchman's Cove

Marriott's Frenchman's Cove
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (207 reviews)
"The property is well maintained and comfortable. Our family enjoyed the private beach and the pool. The one on-site restaurant serves a variety of good food."
United States
Cathryn
The price is ￥88,423
￥99,475 total
includes taxes & fees
Oct 16 - Oct 17
Marriott's Frenchman's Cove
A clear turquoise sea with people swimming.

13. Breathtaking Views from Sapphire Village II

Breathtaking Views from Sapphire Village II
St Thomas
8.8 out of 10, Excellent, (40 reviews)
"The room was beautiful great View locations on point for everything you needed within the area the only downfall I would say was the hill if you're walking and if you have any type of handicap but other than that beautiful place to stay"
United States
Jason
The price is ￥21,330
￥44,379 total
includes taxes & fees
Oct 28 - Oct 29
Breathtaking Views from Sapphire Village II
A beach with palm trees, clear blue sky, and a calm sea.

14. 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, (96 reviews)
"Great location! The beach chairs and cooler were a nice bonus. The resort has a nice pool -- small, but clean and with several chairs and a restroom/changing room. Would definitely stay here again. "
United States
Steph M.
The price is ￥15,027
￥37,153 total
includes taxes & fees
Oct 12 - Oct 13
Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312
A resort with a large pool, palm trees, and a view of the ocean.

15. BEACHFRONT LUXURY at the Ritz! NEWLY RENOVATED - MOST DATES Available!

BEACHFRONT LUXURY at the Ritz! NEWLY RENOVATED - MOST DATES Available!
Nazareth
9.8 out of 10, Exceptional, (61 reviews)
"This place is amazing! The property was incredible, the staff were very friendly and helpful, the food was really good, and the views from the room were like a postcard. Highly recommend!"
United States
James
The price is ￥110,600
￥130,271 total
includes taxes & fees
Oct 21 - Oct 22
BEACHFRONT LUXURY at the Ritz! NEWLY RENOVATED - MOST DATES Available!
A marina with multiple boats docked, a clear blue sky, and a distant view of a mountainous landscape.

16. Renovated Charming Studio Retreat with Stunning Caribbean Views

Renovated Charming Studio Retreat with Stunning Caribbean Views
St Thomas
9.8 out of 10, Exceptional, (22 reviews)
"it was excellent!"
United States
Sam F.
The price is ￥20,382
￥45,188 total
includes taxes & fees
Oct 21 - Oct 22
Renovated Charming Studio Retreat with Stunning Caribbean Views
A beach with clear turquoise water, sandy shore, and buildings in the background.

17. Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307

Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307
St Thomas
9.8 out of 10, Exceptional, (128 reviews)
"Great place. I stay here two times a year. Always consistent. Always clean."
United States
John H.
The price is ￥15,010
￥37,111 total
includes taxes & fees
Oct 10 - Oct 11
Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307
A balcony with a table, chairs, and a view of a turquoise sea and green hills.

18. Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.2 out of 10, Very good, (21 reviews)
"Outstanding view from the villa"
United States
Thomas
The price is ￥98,750
￥137,757 total
includes taxes & fees
Oct 9 - Oct 10
Peter Bay Gatehouse
A living room with a sofa, a coffee table, a TV, and a view of the ocean through a sliding door.

19. Updated: Luxe Condo steps from Sapphire Beach!

Updated: Luxe Condo steps from Sapphire Beach!
St Thomas
9.6 out of 10, Exceptional, (99 reviews)
"Great stay, great place and great location"
United States
shane E.
The price is ￥14,094
￥39,841 total
includes taxes & fees
Oct 12 - Oct 13
Updated: Luxe Condo steps from Sapphire Beach!
A beach with clear turquoise water, gentle waves, and distant islands.

20. 1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level

1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level
St Thomas
9.8 out of 10, Exceptional, (160 reviews)
"Perfect room for our vacation! Close enough to the sapphire beach restaurant and pool but far enough away to still be quiet at night. "
United States
Michelle M.
The price is ￥31,995
￥83,691 total
includes taxes & fees
Oct 10 - Oct 11
1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level
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

Buoy Haus Beach Resort St. Thomas, Autograph Collection

Buoy Haus Beach Resort St. Thomas, Autograph Collection

10/10 Excellent
"Our stay was great. I like that we had access to the Westin. The staff was excellent and extremely accommodating. They even provided a microwave for our room. Food was great at the restaurants and the location was excellent."
Ryan 6-night trip
Posted 14 hours ago
Buoy Haus Beach Resort St. Thomas, Autograph Collection

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?

Mampoo Hill-- a Beachfront House 60 feet from the Ocean with optional Jeep: This vacation home near Estate Great Cinnamon Bay is located on the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a selection of games and a hot tub.

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. Maho Beach and Sapphire Beach are a couple of places you'll find 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.