
Holiday rentals in Cinnamon Bay
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Top-rated holiday rentals in Cinnamon Bay
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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. Spoon into a nest of intimacy. Immerse yourself in island breezes. Take in the views of the rising sun and moon as they glisten across the crystalline waters of Hurricane Hole. Settle into the rhythm of Island life with solar energy and purified rainwater, resourceful recommendations, advice and insider tips. Welcome to simple elegance.

Little Spice: A Modern Tiny Cottage in Coral Bay
Come stay in your own private tiny cottage in Coral Bay, on the quiet side of St. John! Little Spice is the perfect base camp for up to two active, adventurous adults interested in exploring the island. No kids, please. While the space is small, it definitely packs a BIG punch including SOLAR POWER, kitchenette, a/c, wifi, queen bed, full bath, valley views, and a private outside lounging space with a grill. And for the beach? Beach chairs, noodle floats and a cooler. What are you waiting for?

Esperance~Pool~New~National Park
Spacious freshly built 2 Bedroom, 2 bathroom luxury apartment with fully equipped Kitchen and washer/dryer. Both Rooms have a memory foam mattress from Loom and Leaf. One king bedroom with en-suite bathroom, the second bedroom has a queen bed with a bathroom right across the room. Conveniently located 10min drive from Cruzbay's world class dining, shopping, grocery markets, and entrance to the North Shore Beaches. 4ft deep, shared new Pool with 2 other Apartments. shared BBQ by the Pool.

5*****AFFORDABLE LUXURY STUDIOW/ JEEP RENTAL AVAIL
5 ★★★★★ LUXURY AT AN AFFORDABLE PRICE In Coral Bay- the quiet side of St. John. Deluxe private entry studio w/ A/C, king size bed & kitchenette. AUTOMATIC BACK UP GENERATOR. 5 minutes to restaurants & grocery stores. 220 degree view of the Bay from your covered deck -100 ft. above the Bay. Paved road & driveway. 4WD, Auto., Jeep Wrangler & Liberty for rent. Reserved beach space -East End (15-18 m. Dr.) Room Service Menu Avail. Race, religion, & LGBTQ friendly. NON-SMOKING/NON-VAPING

OceanView! Condo near Magen’s Bay - Pool/Generator
Welcome to your retreat with panoramic ocean views located in Mahogany Run, 5 mins from Magen's Bay Beach. Enjoy spectacular views of the ocean from every room of the condo. This bright and airy condo is equipped with a plush king-size bed, a fully equipped kitchen, and a bathroom featuring a walk-in shower. Spend the days at one of the island's beaches, snorkeling, hanging out by the pool, or exploring downtown Charlotte Amalie! We HIGHLY recommend renting a car to get around the island

BLUE VIEW VILLA - Bluest View - Brand New...
Blue View is brand new construction! A classic soft modern Caribbean architecture set on a full acre with sweeping views from sunrise over Ram Head peninsula to sunset over St. Thomas. It is a very special property sited with the utmost care to capture Leeward breezes with an unobstructed view to St. Croix 40mi away. Find the perfect amount of sun or shade you desire at any time during the day. Blue View is a separate villa located adjacent to our main Villa and 6 minutes to Cruz Bay

Bon Bini -Solar Power w/ Battery Back-Up & Hot Tub
Tucked high on Sea Grape Hill, Bon Bini Cottage is a peaceful retreat overlooking beautiful Coral Bay, St. John. The cottage boasts picturesque views, convenience to the town of Coral Bay and nearby beaches, and all of the amenities of home. KEY FEAUTRES --- One bedroom, one and a half bathroom home with air conditioning Washer/Dryer Full-sized kitchen StarLink Internet Hot Tub Stand-up paddleboards, floats, beach chairs, beach coolers with ice packs, & beach towels all provided

Peaceful 1 bed/Lush gardens/Plunge pools
Experience ocean views, AC-cooled comfort, solar power and a spacious deck in this new solar-powered cottage. Part of a unique collection, it shares an infinity waterfall plunge pool with "Caribbean" cottage (two more cottages coming in 2026). Enjoy constant breezes, afternoon shade, and magical moonrises from the “Ocean” cottage. Guests have 24/7 on-site concierge service and assistance, with full vacation planning by a Superhost experienced in welcoming first-timers to St. John.

Rockroom One Bedroom Condo at The Hills Saint John
"The Rockroom" is a one bedroom apartment located within The Hills Saint John. This large space with amazing views of Cruz Bay and St Thomas features a large bedroom with King bed, two full baths, a large living area and a full kitchen. There is also a large private patio with a gas grill and patio furniture. Guests staying at Rockroom will also have access to The Clubhouse Bar (open seasonally and located on the property) as well as a 24 hour fitness center and community pool.

CORAL BAYVIEW STUDIO WITH RENTAL JEEP AVAILABLE
Coral Bayview is a deluxe, private studio apartment overlooking Coral Bay with breathtaking panoramic views of the Harbor. With private entrance, Coral Bayview is self sufficient with King bed, A/C, kitchenette, and 100' wrap around covered deck. AUTOMATIC BACK UP GENERATOR. A 5 minute drive to restaurants, grocery stores, shopping, and water sports rentals. 4WD Rental Jeep Avail. Reserved Beach Space - Hansen's East End (15-18 m. Dr.). NON-SMOKING/NON-VAPING PROPERTY

Ocean Blue Cottage
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.

Stylish, Secluded, Hot Tub and Amazing Views
Nestled on top of Cooten Bay in Tortola, British Virgin Islands, Cooten House has amazing views that will take your breath away. Whether you are looking for a romantic getaway, a place to relax and soak up the sun or all of that plus close proximity to great surfing spots, Cooten House will exceed your expectations.
Popular amenities for Cinnamon Bay holiday rentals
Other great holiday rentals in Cinnamon Bay

Villa Nesta ~ Epic Views + Solar

Cactus Flower Cottage

*New Listing* Bayview Cottage@Botanica

Sea Cave - Listen to the ocean from your bedroom!

Orchid House Cottage at Stoney Point

Stone Cottage with a pool and gorgeous view

2025 Renovated • On Sapphire Beach • King Bed

Love and Beyond Sunrise apartment
Destinations to explore
- Punta Cana Holiday rentals
- San Juan Holiday rentals
- Bayahibe Holiday rentals
- La Romana Holiday rentals
- Carolina Holiday rentals
- Culebra Holiday rentals
- Sainte-Anne Holiday rentals
- Saint Thomas Holiday rentals
- Saint Croix Holiday rentals
- Aguadilla Holiday rentals
- Basse-Terre Island Holiday rentals
- Tortola Holiday rentals
- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Coki Beach
- Cane Garden Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Secret Harbor Beach
- Peter Bay Beach
- Virgin Islands National Park
- Josiah's Bay
- Sugar Beach
- Maho Bay Beach
- Sun Bay Beach
- Coral World Ocean Park
- The Baths
- Lindquist Beach
- Cane Bay
- Paradise Point Tranway
- Brewers Bay Beach
- Point Udall
- Chocolate Hole




