Photo by Jordan Maupin

Estate Great Cinnamon Bay holiday rentals

We found 2,754 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Estate Great Cinnamon Bay to find one that's perfect for your trip. Whether you’re staying in a holiday home with family or friends, you'll have the best amenities for spending time at your home away from home, such as parking and air conditioning. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Estate Great Cinnamon Bay

Showing deals for:13 Nov - 20 Nov

Dinette table east view to St. John.
Incredible view of Caribbean Sea.
Exterior
View of Caribbean Sea from the comfort of your bed. ☺️
Exceptional
(33 reviews)

Airstream Glamping Camping overlooking Caribbean Sea Amazing Sunrises & Sunsets

St. Thomas

9% off
AU$1,253
for 7 nights, 1 home
AU$179 per night
includes taxes & fees
Airstream Glamping Camping overlooking Caribbean Sea Amazing Sunrises & Sunsets
The house has various options of shaded decks overlooking the water.
Steps to secluded each with good snorkeling in all directions.
Gate from the large upper driveway to the lower driveway and house entry
Spacious Kitchen
Exceptional
(46 reviews)

Spectacular beachfront villa. Great SNORKELING, kayaking, sunrise & sunset views

St. John

8% off
AU$7,749
for 7 nights, 1 villa
AU$1,107 per night
includes taxes & fees
Spectacular beachfront villa. Great SNORKELING, kayaking, sunrise & sunset views
Parking right outside your front door, shaded place to sit and relax.
View of the mountains from your bed!
Exterior
King size custom made bed, with storage on all sides
Exceptional
(37 reviews)

Island Escape for Two, Class and Comfort

St. John

8% off
AU$2,436
for 7 nights, 1 apartment
AU$348 per night
includes taxes & fees
Island Escape for Two, Class and Comfort
Living area
Living area
Exterior
Living area
Exceptional
(41 reviews)

Blue Serenity - Luxury, Oceanfront, Private Beach Access and Pool

St. Thomas

8% off
AU$18,331
for 7 nights, 1 villa
AU$2,619 per night
includes taxes & fees
Blue Serenity - Luxury, Oceanfront, Private Beach Access and Pool
Room
Down Island View!
Bathroom
Kitchen/Dining
Exceptional
(9 reviews)

Remodeled Corner Unit D211 with washer & dryer. Sleeps 4

St. Thomas

8% off
AU$5,284
for 7 nights, 1 apartment
AU$755 per night
includes taxes & fees
Remodeled Corner Unit D211 with washer & dryer. Sleeps 4
Room
Areal view og Cowpet Bat West.
Relax reading a book on the bench with ocean splashing in the background.
Living area
Exceptional
(82 reviews)

BELLA VISTA Villa - Cowpet Bay West; Beach, Pool, Restaurants, Views, & Breezes

St. Thomas

8% off
AU$5,580
for 7 nights, 1 apartment
AU$797 per night
includes taxes & fees
BELLA VISTA Villa - Cowpet Bay West; Beach, Pool, Restaurants, Views, & Breezes
Living area
Dining
Interior
Pool
Exceptional
(7 reviews)

Oceanfront Sunrise Escape + Backup Power & 3 Pools

St. Thomas

8% off
AU$2,418
for 7 nights, 1 apartment
AU$345 per night
includes taxes & fees
Oceanfront Sunrise Escape + Backup Power & 3 Pools
Dining
Pool
Outdoor dining
Interior
Exceptional
(96 reviews)

Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa

St. Thomas

8% off
AU$4,234
for 7 nights, 1 apartment
AU$605 per night
includes taxes & fees
Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa
Interior
Property grounds
Dining
Private kitchen
Exceptional
(9 reviews)

Spectacular Oceanfront Villa: Stunning Views, Breezes, Serenity, and Pristine!

St. Thomas

8% off
AU$2,870
for 7 nights, 1 apartment
AU$410 per night
includes taxes & fees
Spectacular Oceanfront Villa: Stunning Views, Breezes, Serenity, and Pristine!
Hummingbirds flock these flowers
From the balcony
Bedroom
Overlooking the ocean
Exceptional
(41 reviews)

Affordable, oceanfront and walk to private beach gem

St. Thomas

8% off
AU$3,711
for 7 nights, 1 apartment
AU$530 per night
includes taxes & fees
Affordable, oceanfront and walk to private beach gem
Gorgeous view from anywhere in the condo.
Pain Killers to cold beer, the beach bar is your go-to for island cocktails
Outdoor dining
Schedule a sail for the afternoon, take a snorkeling excursion around St John's
Exceptional
(9 reviews)

Carribean Sea Just Steps from Your Patio!!

St. Thomas

8% off
AU$4,012
for 7 nights, 1 apartment
AU$573 per night
includes taxes & fees
Carribean Sea Just Steps from Your Patio!!
Property grounds
Property grounds
Villa from the pond in kayak
Exterior
Exceptional
(18 reviews)

"Villa Isabelle"-2bed 2 bath, Chocolate Hole on pond Ocean view manicured yard.

St. John

9% off
AU$3,973
for 7 nights, 1 villa
AU$568 per night
includes taxes & fees
"Villa Isabelle"-2bed 2 bath, Chocolate Hole on pond Ocean view manicured yard.
Private kitchen
The view looking out from living room
First bedroom has a king sized bed, ac, flat screen tv, bathroom
Living area
Exceptional
(166 reviews)

Stunning Ocean Views! Walk To Beaches/Beach Bars/Restaurants

St. Thomas

8% off
AU$3,896
for 7 nights, 1 villa
AU$557 per night
includes taxes & fees
Stunning Ocean Views! Walk To Beaches/Beach Bars/Restaurants
The Beach Bar with live music and grill on the property
Pool
Socially distant beach bar food menu and pickup area
Socially distancing beach bar area for taking a drink or lunch to the beach
Exceptional
(65 reviews)

Beach, Bed and Beyond! WiFi included , New Tiled Shower!

St. Thomas

9% off
AU$3,863
for 7 nights, 1 apartment
AU$552 per night
includes taxes & fees
Beach, Bed and Beyond! WiFi included , New Tiled Shower!
Room
Property grounds
Private kitchen
Dining
Exceptional
(12 reviews)

Beautiful Villa on Point Pleasant Resort

St. Thomas

8% off
AU$7,631
for 7 nights, 1 villa
AU$1,090 per night
includes taxes & fees
Beautiful Villa on Point Pleasant Resort
This IS the view from our patio! 37 steps to the water! It has been remodeled.
Another view of the pool area.
View of condo from front door entrance.
Resort. Our condo is right at the tip of the arrow.
Exceptional
(215 reviews)

Oceanfront Ground Floor Condo. 37 Steps to the Water

St. Thomas

8% off
AU$3,671
for 7 nights, 1 apartment
AU$524 per night
includes taxes & fees
Oceanfront Ground Floor Condo. 37 Steps to the Water
Drone view at Sunrise, March 2021.
Pool time is full of amazing views with the ocean on both sides of you!
A morning drone view over Sapphire in March 2021...perfection!
A popular wedding spot and a great place for sunset here at Sapphire.
Exceptional
(134 reviews)

5★ Sapphire Dream! Ocean & Marina Views-Sapphire Beach Condo-Luxury Reno!

St. Thomas

8% off
AU$4,077
for 7 nights, 1 apartment
AU$582 per night
includes taxes & fees
5★ Sapphire Dream! Ocean & Marina Views-Sapphire Beach Condo-Luxury Reno!
Private kitchen
Living area
Marina
Interior
Exceptional
(101 reviews)

Sapphire Dominica-Gorgeous View Walk to beach

St. Thomas

7% off
AU$2,475
for 7 nights, 1 apartment
AU$354 per night
includes taxes & fees
Sapphire Dominica-Gorgeous View Walk to beach
Master bedroom
The tranquil sound of the waves is ever present. You just can’t beat the view.
Fully equipped kitchen with brand new fridge, microwave, and all cookware
Living area with 49” SONY SmartTV and great WIFI for all your Netflix, Hulu, etc
Exceptional
(25 reviews)

FABULOUS! So close you can taste the ocean - Amazing NEWLY RENOVATED condo !

St. Thomas

7% off
AU$2,472
for 7 nights, 1 apartment
AU$353 per night
includes taxes & fees
FABULOUS! So close you can taste the ocean - Amazing NEWLY RENOVATED condo !
Gorgeous outdoor deck on the sand!
The Pool
Exterior
Bedroom
Exceptional
(13 reviews)

Sapphire Beach Resort Rental

St. Thomas

21% off
AU$5,640
for 7 nights, 1 apartment
AU$806 per night
includes taxes & fees
Sapphire Beach Resort Rental
Interior
Pool
Interior
Outdoor dining
Exceptional
(148 reviews)

5 ★ “Sapphire SeaView” - Direct Ocean Front at Sapphire Beach Resort & Marina

St. Thomas

8% off
AU$5,104
for 7 nights, 1 apartment
AU$729 per night
includes taxes & fees
5 ★ “Sapphire SeaView” - Direct Ocean Front at Sapphire Beach Resort & Marina

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Estate Great Cinnamon Bay getaway

Learn about the unique charm of Estate Great Cinnamon Bay with a stay in a holiday home rental. This city has something for everyone. Virgin Islands National Park and Trunk Bay are just a couple of the must-see attractions in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Estate Great Cinnamon Bay

Are you hoping to find things to do in the city? Venture out of your holiday home and experience everything that Estate Great Cinnamon Bay has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Mahogany Run Golf Course (10 mi / 16 km)
  • The Self Centre (2.2 mi / 3.6 km)

Exploring the natural landscape of Estate Great Cinnamon Bay

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Estate Great Cinnamon Bay is a great spot to appreciate mother nature. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Virgin Islands National Park (0.9 mi / 1.4 km)
  • Trunk Bay (1 mi / 1.7 km)
  • Sapphire Beach (6.4 mi / 10.4 km)
  • Cinnamon Bay Beach (0.3 mi / 0.5 km)
  • Cinnamon Bay (0.4 mi / 0.6 km)
  • Maho Beach (0.5 mi / 0.8 km)

Travelling to and around Estate Great Cinnamon Bay

The nearest airport is in St. Thomas (SPB-St. Thomas Seaplane Base), located 12.3 mi (19.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into St. Thomas (STT-Cyril E. King), which is 14.4 mi (23.1 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Estate Great Cinnamon Bay?
A number of things influence what you'll pay for a holiday home in Estate Great Cinnamon Bay, including the time of year, length of stay and property type. But, all of our holiday homes have something in common — amazing value. Simply enter your travel dates to find your dream escape.
How much does it cost to rent a beach house in Estate Great Cinnamon Bay?
When you travel and the style and size of the property will influence how much you'll pay for your beachside escape. Click on your Estate Great Cinnamon Bay travel dates to see all your options on Stayz. Can't live without a private pool? Use the filters to choose the amenities and features you want in your holiday home.
What are the top attractions for families in Estate Great Cinnamon Bay?
Keeping the kiddos entertained during your stay in Estate Great Cinnamon Bay is a cinch with these fabulous family-friendly attractions:
  • Trunk Bay
  • Cruz Bay Beach
  • Honeymoon Beach
How old do you have to be to rent a holiday home in Estate Great Cinnamon Bay?
The minimum required age is normally 16, 18 or 21. It can change from property to property on Stayz, so look at the rules of your chosen Estate Great Cinnamon Bay holiday home before booking your stay.
How long can I rent a holiday home in Estate Great Cinnamon Bay for?
It's down to the Estate Great Cinnamon Bay property. To look at a list of options offering extended stays, just enter your travel dates and number of guests into the Stayz search page. Enjoy having the entire place to yourself, along with the comforts of home like a fully-equipped kitchen, air conditioning and a yard where the kids can run and play. Be on the lookout for any long-term stays that offer discounted weekly or monthly prices.

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