Vacation rentals in Cinnamon Bay

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Top-rated vacation rentals in Cinnamon Bay

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Guest favorite

Cottage in Central, U.S. Virgin Islands

4.99 out of 5 average rating, 132 reviews

Caribbean Style Cottage

The 500sq. Tortuga Cottage is located in Fish Bay, St. John in the US Virgin Islands. The property is privately owned and adjacent to the National Park. This charming cottage places you within a 5 minute walk to Reef Bay beach and gives you access to many of St. John's greatest hiking trails. By car, we are 3 miles from town (Cruz Bay), where you will find all of your necessities. This is the ideal cottage for a couple or two friends. We have a full kitchen, a king Casper mattress, and much more

Jan 6 – 13

G$59,884 GYD per night

Guest favorite

Villa in St. John, U.S. Virgin Islands

5.0 out of 5 average rating, 125 reviews

Coral Bay Penthouse Gorgeous Tropical Island Views

Picturesque TRADEWINDS TERRACE is a penthouse sitting directly above Coral Bay's restaurants, bars, shops, and grocery/convenience stores. This uniquely designed round villa sits in a tropical setting on a hillside overlooking water and islands, providing a panoramic view for miles around. Conveniently located on a fully paved road (Rt. 108) immediately accessible to the main road (Rt. 10/Centerline) leading to St John island’s beaches & Virgin Islands National Park. EASY & free parking on site.

Jan 20 – 27

G$80,482 GYD per night

Guest favorite

Guesthouse in Coral Bay

5.0 out of 5 average rating, 93 reviews

A House of Open Arms Cottage with AC

Lovely Cottage with 180 degrees of white water views. You can see and hear the crashing waves below. A/C, Private , Romantic with a gorgeous outdoor shower, this is a totally separate living space from the art studio where I live and work. My water is UV filtered so buying water is not necessary! I am available for any needs you may have and will help you get the most out of your St. John experience. I provide a romantic welcome dinner on your arrival night. Homemade granola and coffee as well!

Sep 30 – Oct 7

G$61,842 GYD per night

Guest favorite

Condo in East End

4.93 out of 5 average rating, 134 reviews

St. Thomas USVI, Waterfront Condo, Affordable

Beautiful Waterfront Condo, in gorgeous St. Thomas, U.S. Virgin Islands, overlooking Red Hook and uninhabited islands. All 32 condos were recently renovated as of 2020. Renovations are now complete on all units, and includes new exterior, new windows, doors, glass sliding doors all to building code. Inside the condo recent updates include a new kitchen, new stove, new ceiling fans, new bathroom vanity, new furniture. Air Conditioning a split level 24k unit works great and pumps cold A/C.

Jan 28 – Feb 4

G$26,796 GYD per night

Guest favorite

Tiny home in St. John, U.S. Virgin Islands

4.92 out of 5 average rating, 157 reviews

Bogie's Villa, Tektite, Island Tiny Living

Large views directly across Pillsbury Sound over Thatch Cay to St. Thomas from your very own tiny living space. Situated on the pool deck this small space is ideal for a couple or single looking to get away from it all (including heavy packing), and get out exploring. Tektite provides everything you need for meals at home, a shared pool, laundry on site, and solar with battery backup. Beach towels, a small cooler and camp chairs are supplied for your beach days. *Updated with A/C and T/V*

Jul 24 – 31

G$38,743 GYD per night

Guest favorite

Guesthouse in Coral Bay, U.S. Virgin Islands

4.96 out of 5 average rating, 140 reviews

Ocean Blue Cottage

Update: New mattress as of Fall 2022! Ocean Blue Cottage located in Upper Carolina, 400' above sea level, overlooking Coral Bay harbor, Bordeaux Mt, Carolina valley and a peek of the Caribbean Sea. 23 steps down from the road, it has a bedroom 9'x12', dining/kitchen area 6'x10', bathroom 3'x10', private outdoor shower 4'x5', deck 8'x4' with grill, furniture, umbrella. Pricing is $150 night. There’s also an $90 cleaning fee per reservation. 5 min drive to restaurants, 10 min to beaches.

Jun 28 – Jul 5

G$36,057 GYD per night

Guest favorite

Villa in Central

5.0 out of 5 average rating, 24 reviews

Mykonos- freshly built Greek Inspired Luxury Villa

Mykonos Villa- A Greek inspired Luxury Villa. This private property is located in one of the most sought after areas offering un interrupted breath taking views of St. John’s south shore. Conveniently located a short drive from Cruz Bays world class dining, shopping, and the entrance to the North Shore beaches. Our 2 level villa , 3 suite king bedrooms, fully equipped kitchen, living room, balconies, with elegant and modern decor gives a comfy luxury experience plus your own private pool

Apr 4 – 11

G$227,433 GYD per night

Superhost

Cottage in Coral Bay, U.S. Virgin Islands

4.97 out of 5 average rating, 186 reviews

Little Spice: A Modern Tiny Cottage in Coral Bay

Come stay in your very own private tiny cottage in Coral Bay, on the quiet side of St. John! Little Spice is the perfect base camp for an active and adventurous couple interested in exploring the island. While the space is small, it definitely packs a BIG punch including a kitchenette, a/c, wifi, queen bed, full bath, valley views, and a completely private outside lounging space with a grill. And for the beach? Beach chairs, noodle floats and a cooler . What are you waiting for?!

Sep 9 – 16

G$39,753 GYD per night

Superhost

Home in Coral Bay

4.96 out of 5 average rating, 53 reviews

Charming Aerie Cottage

Aerie is a Caribbean style cottage 1.5BR, 1.5 BA nestled on the border of the National Park at the end of a quiet road. This sanctuary is the perfect setting for a tranquil retreat and includes private soaking pool, full kitchen, and views of Coral Bay and St Thomas. An additional guest can comfortably be accommodated in the loft. There is an additional cost for 3rd guest. Centrally located on Ajax Peak Road minutes from North Shore beaches, and between Coral Bay and Cruz Bay.

Jun 30 – Jul 7

G$83,798 GYD per night

Guest favorite

Apartment in Cruz Bay, U.S. Virgin Islands

5.0 out of 5 average rating, 101 reviews

Sieben Apartment * Pool* next to Hiking trails

Spacious Luxury 2 Bedroom, 2 bathroom apartment with fully equipped kitchen and washer/dryer. Both rooms have memory foam mattresses from Loom & Leaf. The master bedroom has 1 King bed with private bathroom, and the second bedroom can be set up as 2 Twin beds or 1 King bed. 10 min drive from Cruzbay, Restaurants and grocery Stores. Shared brand new Pool (4ft deep) with two other apartments. Shared BBQ by the Pool.

Apr 15 – 22

G$105,497 GYD per night

Guest favorite

Home in Central

5.0 out of 5 average rating, 10 reviews

VIewtiful: Virgin Islands Views

VIewtiful is high on Mamey Peak, midway between Cruz Bay and Coral Bay with spectacular views of St. John and the British Virgin Islands. The view extends from Jost Van Dyke in the north, then east and south across Coral Bay, and the remaining British Virgin Islands and Bordeaux Mountain. Perched over the trees it always has a great breeze. It is less than a mile to the National Park Beaches of Francis and Maho Bays.

Feb 15 – 22

G$117,371 GYD per night

Guest favorite

Guesthouse in Tortola, British Virgin Islands

5.0 out of 5 average rating, 12 reviews

Long Bay Surf Shack

"Location, location, location!" This rustic yet charming guest studio is nestled on a hillside above one of the most sought-after and beautiful resorts in the Virgin Islands. Just a two-minute walk to Long Bay Beach and Resort, which offers an amazing spa, beach bar and restaurant. This guest studio is perfect for a couple or a family of three. Hosts have lived in the BVI for 30 years and love to share local insights.

Nov 16 – 23

G$25,899 GYD per night