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
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Estate Great Cinnamon Bay vacation rentals

A beach with clear turquoise water, a sandy shore, and a distant island with buildings.

1. 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, (200 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 ￥3,179
￥31,234 total
includes taxes & fees
Aug 28 - Aug 29
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
A balcony with a table, chairs, and a view of a turquoise sea and green hills.

2. 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 ￥99,344
￥138,586 total
includes taxes & fees
Aug 23 - Aug 24
Peter Bay Gatehouse
A tropical beach with clear turquoise waters, white sand, and lush greenery.

3. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (37 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 ￥19,202
￥86,349 total
includes taxes & fees
Aug 24 - Aug 25
Villa Island Paradise
A room with a TV, wicker furniture, and a view of the ocean.

4. 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 ￥78,680
￥116,783 total
includes taxes & fees
Aug 23 - Aug 24
Suite St. John at Gallows Point Resort
A beach with turquoise water, sandy shore, and distant mountains.

5. 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 ￥30,757
￥57,014 total
includes taxes & fees
Aug 23 - Aug 24
Lameshur Cottage's Guest House
A beach with turquoise water, sandy shore, and distant mountains.

6. 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 ￥14,162
￥28,808 total
includes taxes & fees
Aug 23 - Aug 24
Flamingo Grove Glamping Site with AC
A resort with a central pool, palm trees, and a view of the ocean.

7. 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, (503 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 ￥55,791
￥62,765 total
includes taxes & fees
Sep 5 - Sep 6
The Westin St. John Resort Villas
A beach with clear turquoise water, palm trees, and a distant island.

8. The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address

The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address
Maho Bay Quarter
9.8 out of 10, Exceptional, (29 reviews)
"get ready to enjoy amazing views, bring your silky robe with which to enjoy the amazing breeze, very private deck, quiet and peaceful, feel like you are in a historic building with amazing architecture, great nights sleep, gorgeous views, wonderful costumer service with property manager, don't think twice book this villa"
United States
Tara C.
The price is ￥94,575
￥166,441 total
includes taxes & fees
Aug 30 - Aug 31
The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address
A wooden chair and table set against a lush green backdrop with a view of a valley and distant buildings.

9. 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, (82 reviews)
"Amazing host and great property!"
United States
Stephanie K.
The price is ￥20,989
￥37,520 total
includes taxes & fees
Aug 26 - Aug 27
Cozy Island Studio-5 Mins to Cruz Bay & Beaches
A balcony with a round table and chairs, a potted plant, and a view of a sunset over a body of water.

10. 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)
"Clean and spacious! Great location, proximity to Cruz Bay!"
United States
Laina M.
The price is ￥37,989
￥66,123 total
includes taxes & fees
Sep 1 - Sep 2
Sunset Hideaway Suite - Oceanview/central to Cruz Bay
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

11. 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, (200 reviews)
"Great stay! Easy to check in, communicate with host, perfect location!"
United States
Sarah L.
The price is ￥6,358
￥39,738 total
includes taxes & fees
Aug 23 - Aug 24
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.

12. 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 ￥18,279
￥45,838 total
includes taxes & fees
Aug 24 - Aug 25
Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees
Clear turquoise sea water with waves at the shore.

13. The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (162 reviews)
"Host was very courteous!! I will definitely be back!!"
United States
Tyneisha
The price is ￥17,548
￥42,392 total
includes taxes & fees
Aug 23 - Aug 24
The Mermaid's Pearl at Sapphire Beach

14. Lazy Loft: Tiny Room Loft Queen w Pool

Lazy Loft: Tiny Room Loft Queen w Pool
St Thomas
10.0 out of 10, Exceptional, (13 reviews)
"Book the vibe inn ! You will not regret it. The host was amazing he not only put us onto the absolute best restaurants but also the best bays. The atmosphere at the vibe is so chill.. Everything you need to have a relaxing vacation. We will be back."
United States
Kimberly J.
The price is ￥15,577
￥33,260 total
includes taxes & fees
Aug 23 - Aug 24
Lazy Loft: Tiny Room Loft Queen w Pool
A clear turquoise sea with people swimming.

15. 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 ￥21,458
￥45,281 total
includes taxes & fees
Aug 24 - Aug 25
Breathtaking Views from Sapphire Village II
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

16. 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, (253 reviews)
"Enjoyed our stay "
United States
Jason A.
The price is ￥11,127
￥41,447 total
includes taxes & fees
Sep 3 - Sep 4
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
A beach with clear turquoise waters, a sandy shore, and lush greenery.

17. Flamingo House • PALM • Sunset view • Walk to town

Flamingo House • PALM • Sunset view • Walk to town
Cruz Bay
9.8 out of 10, Exceptional, (26 reviews)
"Great view from balcony. Cooler, beach chairs and towels provided"
United States
Inga W.
The price is ￥16,523
￥39,092 total
includes taxes & fees
Aug 24 - Aug 25
Flamingo House • PALM • Sunset view • Walk to town
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

18. 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, (237 reviews)
"Great location. "
United States
Carolyn W.
The price is ￥17,167
￥39,817 total
includes taxes & fees
Aug 27 - Aug 28
The Captain and the Mermaid - Adventures in Paradise are waiting!
A coastal resort with multiple buildings featuring large windows and balconies, situated near turquoise waters and a mountainous backdrop.

19. Suite 9A - Gallows Point Resort Oceanfront Lower 1BR By Suite St. John Villas

Suite 9A - Gallows Point Resort Oceanfront Lower 1BR By Suite St. John Villas
St. John, USVI
9.8 out of 10, Exceptional, (20 reviews)
"Great location"
United States
Brian M.
The price is ￥94,575
￥166,441 total
includes taxes & fees
Aug 23 - Aug 24
Suite 9A - Gallows Point Resort Oceanfront Lower 1BR By Suite St. John Villas
A spacious living area with a sofa, dining table, and chairs, overlooking a scenic ocean view.

20. The Breeze

The Breeze
2.0 star property
ST Thomas
The price is ￥20,593
￥118,537 total
includes taxes & fees
Aug 23 - Aug 24
The Breeze
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

Club Wyndham Elysian Beach Resort

Club Wyndham Elysian Beach Resort

10/10 Excellent
"We were left alone-help there when needed but the place, despite full parking lots, was quiet and just perfect. Pool is so picturesque! We loved our stay!"
Daniel Thomas 6-night trip
Posted less than an hour ago
Club Wyndham Elysian Beach Resort

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?

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!: This vacation home rental near Estate Great Cinnamon Bay is located on the beach and has a balcony, a private yard, and a barbecue grill 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 favorite places to visit like Virgin Islands National Park and Trunk Bay 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.