
Vacation rentals in Cinnamon Bay
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Top-rated vacation rentals in Cinnamon Bay
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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

Sail Away II-WOW Beachfront to Paradise Remodeled
Sail Away II at Sapphire Beach Resort and Marina is located on the beachfront just steps away from the sparkling Sapphire Beach. The patio leads you to a dazzling infinity pool and the option of 2 immaculate beaches. Golden sand, pristine Caribbean water and amenities galore await you. No need to leave the tranquility of your room thanks to the many home furnishings within your vacation paradise. Beach level, beachfront & lush surroundings is yours to escape the hub of city life. KING SIZE BED!

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.

House By The Sea | Idyllic Views, Pool, AC
Huis Aan Zee, “House by the Sea”, offers the perfect Caribbean getaway. Relax in your own private saltwater pool overlooking the turquoise waters of Coral Bay. This modern villa offers breathtaking views of Hurricane Hole and Drake’s Channel, blending seclusion, comfort, and convenience! *Lounge on sun chairs, soak in the pool *Enjoy AC + a fully equipped chef’s kitchen *High-speed Wi-Fi + peaceful work area for remote stays *Located minutes from St. John’s beaches, grocery stores, restaurants

Sweet Spice: A Nifty Little Cottage. With A Pool!
This very small 1 BR cottage lives BIG with a screened porch, SOLAR POWER, valley views, ac, dishwasher, outdoor fitness, and plunge pool. With a clean modern vibe, Sweet Spice is more laidback getaway than luxury villa. It’s an ideal HQ for 2 active STJ adventurers - but with a few extra amenities! Located off the beaten path on the quiet side of STJ, it feels secluded but is only a 5 minute drive to the shops of Coral Bay. Note: road is rough and requires a 4WD and there are LOTS of stairs.

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

Coral Bay Suite Ocean and Tropical Island Views
With stunning OCEAN VIEWS, this Coral Bay bedroom suite in St John is tucked in the countryside, yet convenient to beaches. Kitchenette for light meals, indoor powder room (outdoor shower), BBQ, AC, TV, Wifi. Great for hikers, nature lovers & other travelers looking for a cozy, tropical little hideaway while seeking outdoor adventure as you visit St John USVI island. 500 ft elevation, fully paved road, convenient drive to all St John beaches, above Coral Bay restaurants/bars, shops, grocery.

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

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 Bistro (open seasonally and located on the property) as well as a 24 hour fitness center and community pool.

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.

Tranquil Desires, Villa
Indulge in ultimate tropical bliss at our modern villa. Our sanctuary boasts a sleek interior, a private infinity pool, and breath-taking sunset views stretching across Tortola, and the US Virgin Islands. Perfect for couples or small groups, complete with his-and-her robes and slippers for your comfort. Unwind our cushioned outdoor chairs. Beaches, harbour walks, and adventure are just steps away from your doorstep. Make every moment unforgettable in your luxury island escape!

Private Pool in Paradise! Ocean View Steps 2 Beach
Come enjoy the island life at this tranquil villa with private pool...only steps from the beach! Cooler, snorkeling gear, and beach chairs INCLUDED! The entire home has been remodeled. The pool has been fully updated as well as the deck area, which includes brand new furniture and high-end loungers. A new gas grill has also been added for your outdoor grilling pleasure. Stream all your favorites with our strong Wi-Fi. Upscale restaurant, Pangea, is just steps away. Free parking.
Popular amenities for Cinnamon Bay vacation rentals
Cinnamon Bay oceanfront vacation rentals

Two Bedroom Beachfront Condo at Sapphire Beach

Eau Claire- Magens Bay Affordable Beachfront Villa

"H2Oh What a Beach!" condo: Walk-out Beach Access!

Villa La Realeza - Award Winning Design - VIEWS!

NEW WATERFRONt Villa at Magens Bay, hot tub, Jeep

Salt Life at Sapphire Beach

Sailfish Villa Beachfront Magens Bay St. Thomas!

Oceanfront Bliss & Perfect Sunsets + Backup Power
Other great vacation rentals in Cinnamon Bay

Castaway Cottage: Privacy, Views

Cactus Flower Cottage

Waterfront Cottage with private beach!

Takin' it Breezy - New Private 1 Bedroom Apartment

Sunrise Cottage - Secluded, Romantic, Private

Simple and Affordable . Walk to the beach !

One bedroom cottage on the water

Charming 2 Bed 2 Bath Villa with Infinity Pool
Destinations to explore
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- Culebra Vacation rentals
- Saint Thomas Vacation rentals
- St. Croix Vacation rentals
- Basse-Terre Island Vacation rentals
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- Tortola Vacation rentals
- Flamenco Beach
- Honeymoon Beach
- Limetree Beach
- Magens Bay Beach
- Mosquito Bay Beach
- Cane Garden Beach
- Coki Beach
- Oppenheimer Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- Secret Harbor Beach
- Gibney Beach
- Pelican Cove Beach
- Josiah's Bay
- Caneel Bay Beach
- Maho Bay Beach
- Playa Sun Bay
- Virgin Islands National Park
- Trunk Beach
- Pineapple Beach
- Sandy Point Beach
- Mandahl Bay Beach
- Buccaneer Beach




