
Villa vacation rentals in Cinnamon Bay
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Top-rated villa rentals in Cinnamon Bay
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Water View, 2 King Primary Suites, pool, private
Perfect for 1 or 2 couples, Blue Kai has plenty of space indoors and out. Enjoy the comfortable sitting areas by the pool or on the partially covered front porch, sipping cocktails and watching the boats in Coral Harbor. Both bedrooms have outdoor, native stone showers and AC. The kitchen is well equipped with a large prep area. You will find everything you need for dinner in. Blue Kai is located in the quiet Seagrape Hill neighborhood with paved roads and a paved driveway (as of Oct 2024)
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Sailfish Villa Beachfront Magens Bay St. Thomas!
Private beachfront villa on world-famous Magens Bay Beach! 5BR/4.5BA oceanfront property with direct beach access. Features a 1BR/1BA beachfront cottage that sleeps up to 4 guests. Enjoy swimming with sea turtles, snorkeling, and kayaking just steps below the villa. Amenities include an outdoor shower, clear kayak, paddle boards, and stairs to the water. Located in the private neighborhood of Peterborg, just a short shoreline stroll to Magens Bay Beach. Property is equipped with a Generator.
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Periwinkle Cottage in Coral Bay w/Pool, and Views🏝
Periwinkle Cottage of Coral Bay is a perfect rendition of a traditional West Indian cottage with modern amenities. 🌴 Ceiling fans, large screened in porch and open air porch areas. Located at the end of a private road, Periwinkle has a Million Dollar view of Coral Bay! Located only minutes from grocery stores, shopping & dining in Coral Bay. This cottage offers privacy & sits on over a half acre lot! You are right near the Virgin Islands National Park and some of the best beaches in the world
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Couples Retreat w/Panoramic Views
"The view is even better than the pictures". Joy of Life Villa is close to world-class beaches, night-life, wildlife and the good life! Enjoy the trade wind breezes or A/C throughout the villa. Fast WiFi, plus a desk, to work comfortably from home. We are a green villa and fully solar, with plenty of power and no outages, common at other villas. Solid masonry home, Italian tile. Excellent drinking water as rain is UV filtered. Kayaks & paddle boards included at Hansen beach! ALL are welcome.
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Sunset View Private Home-Cruz Bay
The Love Palace as named by its original owner for his love of the Island, This 3 bedroom (2 bedroom plus small bunk room) / 2 bath vacation rental in Cruz Bay is perfect for couples, friends or family looking for a comfortable stay on St. John. Wake up to the breathtaking view of the Caribbean Sea and neighboring island of St. Thomas. The Villa is nestled in the lush tropical beauty of St.John with plenty of shade and outdoor patios. You will be surrounded with banana mango and Tamarind trees.
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Tropical Modern Loft | SoHo Style | Concierge
Single night bookings welcome! A luxe art loft experience in the heart of St. Thomas, this exclusive space in a convenient central location provides a chic home base, with sleek design, concierge options, + creative vibes. Perfect for both adventure and serenity. Ample space to lounge, with a balanced historic/contemporary aesthetic, and near beaches, restaurants, historic landmarks, boutiques, + ferry/airport/transportation. Private gated parking and a cafe and art gallery right downstairs.
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NEW WATERFRONt Villa at Magens Bay, hot tub, Jeep
This new waterfront villa is conveniently located steps away from the Platform beach and 5 min. drive to famous Magens Bay Beach. Enjoy morning coffee watching turtles or Eagle rays flying above the turquoise water right from your balcony. This extraordinary furnishing and modern feel will provide cozy and exceptional vacation for your family and friends. The outdoor space offers great relaxing area overlooking the Caribbean sea. Hot tub brings the resort feel with the privacy you deserve.
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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
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The Pink Flamingo
Welcome to the Pink Flamingo at Flamingo Gardens. 2020 Jeep Wrangler included with booking! The accommodations and views of the Caribbean Sea, St. Thomas, Great St. James and Little St. James make for an unforgettable experience This gated upper house 2 bedroom 1 bath loft house in Gifft Hill, Cruz Bay Quarter, St John has ocean views, a large balcony and a saltwater pool shared among the 3 units on the property. This spacious loft house can comfortably accommodate families up to 6.
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Hilltop Paradise Vacation Package with Jeep
Start your next adventure and step into this brand new contemporary modern home hidden in the hills of St. Thomas. Here, you will be greeted with incredible, breathtaking views and an infinity pool overlooking the beautiful Charlotte Amalie. This carefully designed retreat sets the tone for a perfect adventure getaway for a group of friends/couples, or the perfect relaxation stop for a family. Whatever you choose, this home will not disappoint.
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Villa Soleil, 3 BDs, Pool, Walk to the Beach
Villa Soleil is a luxuriously appointed vacation villa on the North shore of Tortola, British Virgin Islands. Privately nestled in the tropical hillside overlooking the paradisiacal Trunk Bay beach, this villa emanates the perfect balance of sophistication, style and comfort. There are 3 bedrooms, 2.5 bathrooms and 2 outdoor stone showers. Choose from, a King, Queen or King with Double/Twin bunk (ideal for kids/family/couple)
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Modern Villa with Private Pool
Casa Carolina is a stunning modern home situated high above the Bordeaux Valley, overlooking the blue waters of Coral Bay. 2 bedrooms and 3 bathrooms make this the ideal getaway for families, couples, or friends, with easy access to the Virgin Islands National Park. Private pool, air conditioning throughout, robust WIFI, Satellite TV, washer and dryer, and a modern kitchen that leaves you wanting for nothing.
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Popular amenities for Cinnamon Bay villa rentals
Private villa rentals

Park View Villa
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Stunning Limeberry Villa, a designer's dream.
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Luxurious 4 bed with pool and spectacular views
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Good Vibes Only Ocean Villa-Views/Pool/Sundeck/Fun
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Modern, Serene, and a view you must see. Modere’
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Just Peachy - Pool Villa + Bronco + WE’RE SOLAR!
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Gorgeous ocean view penthouse! Walk to Cruz Bay!
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Fort Recovery Oceanfront 1BR Villa
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Luxury villa rentals

Elysium Villa | Secluded Ocean Views, Private Pool
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Villa Hermosa - Beautiful with Pool & Ocean Views
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Private Villa*MagensBay *Ocean front* Private Pool
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Villa View Caribe
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Paradiso Ocean View
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Villa Almondeen- Peaceful 2bedroom villa with pool
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SOLAR! Gorgeous views from every room, Pool, A/C
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Frenchman's View Villa 2 BD/2.5 BA w/ Pool
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Villa rentals with a pool

Memory Daze
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Private Pool Getaway in Smith Bay (Beach Nextdoor)
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4 bed/4 bath. Pool/Beautiful Ocean views. Cruz Bay
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IRIE Paradise Sapphire Beach
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Amazing Views, Private Pool, Close To Beaches!!!
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Villa Surya
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Villa Catalina, private pool, full generator
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Honeymoon-Worthy w/ Pvt Pool Walk 2 Sapphire Beach
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Destinations to explore
- Flamenco Beach
- Magens Bay Beach
- Coki Beach
- Cane Garden Beach
- Honeymoon Beach
- Secret Harbor Beach
- Cinnamon Bay Beach
- Virgin Islands National Park
- Cane Bay Beach
- Limetree Beach
- The Baths
- Peter Bay Beach
- Josiah's Bay
- Maho Bay Beach
- Coral World Ocean Park
- Cane Bay
- Paradise Point Tranway
- Brewers Bay Beach
- Lindquist Beach
- Cruz Bay
- Sandy Point Beach
- Point Udall
- Culebrita Beach
- Coki Point Beach





