Photo by Jordan Maupin

Estate Great Cinnamon Bay holiday homes

We found 2,912 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:4 Dec - 11 Dec

Living area
Our coconut tree. We have seen giant barracuda, eagle rays, sting rays, turtles
Approach to the house - plenty of parking.
Interior
Exceptional
(36 reviews)

SPECIAL PRICING! !!

St. Thomas

8% off
NZ$7,713
for 7 nights, 1 villa
NZ$1,102 per night
includes taxes & fees
SPECIAL PRICING! !!
garden entrance
Property grounds
Private kitchen
Pool
Exceptional
(113 reviews)

“Secluded Romantic Villa with Private Pool—Nestled in Lush National Park Beauty”

St. John

8% off
NZ$4,490
for 7 nights, 1 villa
NZ$641 per night
includes taxes & fees
“Secluded Romantic Villa with Private Pool—Nestled in Lush National Park Beauty”
Pathway to the airstream 😎
Incredible view of Caribbean Sea.
View of Caribbean Sea from the comfort of your bed. ☺️
Exterior
Exceptional
(33 reviews)

Airstream Glamping Camping overlooking Caribbean Sea Amazing Sunrises & Sunsets

St. Thomas

9% off
NZ$1,527
for 7 nights, 1 home
NZ$218 per night
includes taxes & fees
Airstream Glamping Camping overlooking Caribbean Sea Amazing Sunrises & Sunsets
Ocean View from your deck
Down Island View!
Room
Kitchen/Dining
Exceptional
(9 reviews)

Remodeled Corner Unit D211 with washer & dryer. Sleeps 4

St. Thomas

8% off
NZ$6,504
for 7 nights, 1 apartment
NZ$929 per night
includes taxes & fees
Remodeled Corner Unit D211 with washer & dryer. Sleeps 4
It's always sunny at Watergate Villas unit 1610
Sandy Spit - One of the many daytrip locations availble with a boat rental.
Another view from the kitchen window.
Master bedroom sliding door to patio and amazing view
Exceptional
(62 reviews)

READ MY REVIEWS! Vacation in style right on the ocean ABSOLUTELY THE BEST!

St. Thomas

7% off
NZ$3,510
for 7 nights, 1 apartment
NZ$501 per night
includes taxes & fees
READ MY REVIEWS! Vacation in style right on the ocean ABSOLUTELY THE BEST!
Room
Dining
Interior
Living area
Exceptional
(7 reviews)

Oceanfront Sunrise Escape + Backup Power & 3 Pools

St. Thomas

8% off
NZ$3,126
for 7 nights, 1 apartment
NZ$447 per night
includes taxes & fees
Oceanfront Sunrise Escape + Backup Power & 3 Pools
Private kitchen
Dining
Interior
Living area
Exceptional
(14 reviews)

Seaside Blue <br>Hosted by Shilpi Singh

St. Thomas

8% off
NZ$2,320
for 7 nights, 1 apartment
NZ$331 per night
includes taxes & fees
Seaside Blue <br>Hosted by Shilpi Singh
Mimosas, anyone?
Welcome to our slice of paradise!
Evening Cocktails......can't beat that view!
Property grounds
Steps, literally steps, to the beautiful waters of the Caribbean
Exceptional
(11 reviews)

Carribean Sea Just Steps from Your Patio!!

St. Thomas

8% off
NZ$5,938
for 7 nights, 1 apartment
NZ$848 per night
includes taxes & fees
Carribean Sea Just Steps from Your Patio!!
Hummingbirds flock these flowers
From the balcony
Overlooking the ocean
Fully equipped kitchen
Exceptional
(41 reviews)

Affordable, oceanfront and walk to private beach gem

St. Thomas

8% off
NZ$4,597
for 7 nights, 1 apartment
NZ$657 per night
includes taxes & fees
Affordable, oceanfront and walk to private beach gem
Property grounds
Property grounds
Private kitchen
Villa from the pond in kayak
Exceptional
(18 reviews)

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

St. John

9% off
NZ$5,561
for 7 nights, 1 villa
NZ$794 per night
includes taxes & fees
"Villa Isabelle"-2bed 2 bath, Chocolate Hole on pond Ocean view manicured yard.
Dining
Property grounds
Private kitchen
Pool
Exceptional
(9 reviews)

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

St. Thomas

7% off
NZ$3,467
for 7 nights, 1 apartment
NZ$495 per night
includes taxes & fees
Spectacular Oceanfront Villa: Stunning Views, Breezes, Serenity, and Pristine!
View of main pool located in front of our onsite restaurant, Sudis
Overlook in St John. Just a short ferry ride away from the condo
Balcony overlooking the marina
Dining for 4. Invite your friends for dinner and cocktails.
Exceptional
(14 reviews)

Welcome To YOUR CARIBBEAN DREAM

St. Thomas

8% off
NZ$2,811
for 7 nights, 1 apartment
NZ$402 per night
includes taxes & fees
Welcome To YOUR CARIBBEAN DREAM
The patio and beach right in front of you!
Pool
Socially distant beach bar food menu and pickup area
The Beach Bar with live music and grill on the property
Exceptional
(65 reviews)

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

St. Thomas

9% off
NZ$5,103
for 7 nights, 1 apartment
NZ$729 per night
includes taxes & fees
Beach, Bed and Beyond! WiFi included , New Tiled Shower!
Interior
Pool
Private kitchen
Dining
Exceptional
(96 reviews)

Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa

St. Thomas

7% off
NZ$5,247
for 7 nights, 1 apartment
NZ$750 per night
includes taxes & fees
Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa
Kitchen area has all appliances needed for in house meals.
Balcony view with direct views of marina, St John’s , and BVIs.
 California King bed
Living area
Exceptional
(38 reviews)

Beachtime! Top Floor End Unit Studio Overlooking Marina!

St. Thomas

8% off
NZ$3,024
for 7 nights, 1 apartment
NZ$432 per night
includes taxes & fees
Beachtime! Top Floor End Unit Studio Overlooking Marina!
Cook with an ocean view! Gourmet kitchen is equipped with everything you need
Large covered verandah-perfect place to enjoy morning coffee and dinner
Bask in the Sun or Relax in the Shade of the Pergola
The entrance to your private villa is surrounded by lush gardens
Exceptional
(90 reviews)

Villa Capiz: Luxury Hilltop Villa with Pool, Jacuzzi and Panoramic Ocean Views

St. John

8% off
NZ$14,217
for 7 nights, 1 villa
NZ$2,031 per night
includes taxes & fees
Villa Capiz: Luxury Hilltop Villa with Pool, Jacuzzi and Panoramic Ocean Views
Marina
Living area
Pool
Interior
Exceptional
(101 reviews)

Sapphire Dominica-Gorgeous View Walk to beach

St. Thomas

7% off
NZ$2,989
for 7 nights, 1 apartment
NZ$427 per night
includes taxes & fees
Sapphire Dominica-Gorgeous View Walk to beach
Living area
Property grounds
Dining
Room
Exceptional
(12 reviews)

Beautiful Villa on Point Pleasant Resort

St. Thomas

8% off
NZ$9,405
for 7 nights, 1 villa
NZ$1,344 per night
includes taxes & fees
Beautiful Villa on Point Pleasant Resort
Exterior
The Pool
Gorgeous outdoor deck on the sand!
Gorgeous Sapphire beach resort.
Exceptional
(13 reviews)

Sapphire Beach Resort Rental

St. Thomas

20% off
NZ$6,931
for 7 nights, 1 apartment
NZ$990 per night
includes taxes & fees
Sapphire Beach Resort Rental
  • 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. 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:

  • 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)
  • Virgin Islands National Park (0.9 mi / 1.4 km)
  • Trunk Bay (1 mi / 1.7 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 Bookabach. 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 Bookabach, 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 Bookabach 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.