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

Holiday Rentals in Estate Great Cinnamon Bay

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Estate Great Cinnamon Bay holiday 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 €1,744
includes taxes & fees
5 Oct - 6 Oct
Stunning 6BR Villa: Private Pool & Ocean Views!
A coastal landscape with a beach, clear blue waters, and lush greenery.

2. 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 €448
includes taxes & fees
11 Oct - 12 Oct
Villa Island Paradise
A beach with turquoise water, sandy shore, and distant mountains.

3. 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 €163
includes taxes & fees
3 Oct - 4 Oct
Flamingo Grove Glamping Site with AC
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 €349
includes taxes & fees
15 Oct - 16 Oct
The Westin St. John Resort Villas
A restaurant with outdoor seating, palm trees, and a mountain in the background.

5. 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 €163
includes taxes & fees
3 Oct - 4 Oct
Octopus Den Glamping Site with AC
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

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, (255 reviews)
"We had an amazing time. It's highly recommended"
United States
Camierre
The price is €221
includes taxes & fees
31 Oct - 1 Nov
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
A beach with turquoise water, sandy shore, and distant mountains.

7. 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 €313
includes taxes & fees
10 Oct - 11 Oct
Lameshur Cottage's Guest House
A clear turquoise sea with people swimming.

8. 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 €258
includes taxes & fees
5 Oct - 6 Oct
Breathtaking Views from Sapphire Village II
A balcony with a table, chairs, and a view of a turquoise sea and green hills.

9. 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 €770
includes taxes & fees
3 Oct - 4 Oct
Peter Bay Gatehouse
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

10. 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 €213
includes taxes & fees
4 Oct - 5 Oct
The Captain and the Mermaid - Adventures in Paradise are waiting!
A beach with clear turquoise water, a sandy shore, and a distant island with buildings.

11. 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)
"We LOVED our stay and would recommend it to anyone going to St. Thomas. The location was unbeatable, and the property was equipped with everything we needed and more!"
United States
Alessandra C.
The price is €236
includes taxes & fees
3 Oct - 4 Oct
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
A beach with turquoise water, sandy shore, and distant mountains.

12. Turtle Nest Family Glamping Site with AC

Turtle Nest Family Glamping Site with AC
St John
10.0 out of 10, Exceptional, (40 reviews)
"Wonderful property and a fun experience! Would stay again."
United States
Carlee D.
The price is €254
includes taxes & fees
3 Oct - 4 Oct
Turtle Nest Family Glamping Site with AC
A room with a TV, wicker furniture, and a view of the ocean.

13. 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 €648
includes taxes & fees
3 Oct - 4 Oct
Suite St. John at Gallows Point Resort
An outdoor seating area with a pool view, covered by white canopies, and surrounded by potted plants.

14. Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (45 reviews)
"Clean room, AC worked great, pool is very close. Overall, a really cool place to stay."
United States
Michael
The price is €258
includes taxes & fees
3 Oct - 4 Oct
Sophisticated Beach Condo-Ocean View-Sapphire
A beach with clear turquoise water, sandy shore, and buildings in the background.

15. 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 €208
includes taxes & fees
4 Oct - 5 Oct
Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307
A covered outdoor area with a table and chairs, a view of the sea, and potted plants.

16. St. John Escape 4-304

St. John Escape 4-304
St. John
10.0 out of 10, Exceptional, (130 reviews)
"We had a wonderful time staying in this beautiful property while visiting St John! "
United States
Kari H.
The price is €683
includes taxes & fees
8 Oct - 9 Oct
St. John Escape 4-304
A beach with clear turquoise water and waves.

17. 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 €236
includes taxes & fees
3 Oct - 4 Oct
The Mermaid's Pearl at Sapphire Beach
A balcony with a round table and chairs, a potted plant, and a view of a sunset over a body of water.

18. Sunset Hideaway Suite - Oceanview/central to Cruz Bay

Sunset Hideaway Suite - Oceanview/central to Cruz Bay
St John
9.8 out of 10, Exceptional, (20 reviews)
"Clean and spacious! Great location, proximity to Cruz Bay!"
United States
Laina M.
The price is €374
includes taxes & fees
8 Oct - 9 Oct
Sunset Hideaway Suite - Oceanview/central to Cruz Bay
A beach with clear turquoise water, sandy shore, and buildings in the background.

19. 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 €271
includes taxes & fees
3 Oct - 4 Oct
Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees
A beach with clear turquoise water, a sandy shore, and a distant island with buildings.

20. 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, (177 reviews)
"Good location. "
United States
Anonymous traveller
The price is €273
includes taxes & fees
14 Oct - 15 Oct
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
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

Windward Passage Hotel

Windward Passage Hotel

8/10 Good
"The hotel is centrally located and convenient to main town and French Town. bit of a hike to Havensight or Yacht Haven Grand but not an impossible stroll. The facility is aged and there are imperfections. Despite that the facility is clean and safe and for the price point a good stay"
Antonio 1-night trip
Posted 3 hours ago
Windward Passage Hotel

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 €203 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?

Mampoo Hill-- a Beachfront House 60 feet from the Ocean with optional Jeep: This holiday home rental outside of Estate Great Cinnamon Bay is located on the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a selection of games and 1 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 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.