Holiday houses in Cooper Island

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Top-rated holiday rentals in Cooper Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Condo in VI
4.93 out of 5 average rating, 108 reviews

Book Now! Caribbean Sunshine! Amazing Views!

Book Now! Down Island Dream is a 1BR/1BA luxury villa @Point Pleasant Villas on the East End of St Thomas. 2 Restaurants, 3 pools, nature trail & a small intimate beach to enjoy. Your vacation home/5 minutes to Red Hook w/shops, bars, restaurants & the ferry to St John where you can explore, hike & enjoy our National Park Beaches! 3 mins to Lindquist & Coki beaches. Amazing views & refreshing breezes await you at Down Island Dream! Try our home away from home for the week & fall in love!

Guest favourite
A scenic patio area features two lounge chairs positioned to face the ocean, surrounded by tropical plants in bright yellow pots. The view includes a vibrant turquoise bay and distant hills under a blue sky with scattered clouds.
Villa in Northside
4.9 out of 5 average rating, 126 reviews

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.

Guest favourite
An entrance is framed by wooden fencing, leading into a lush landscape. Vibrant greenery and flowering plants can be seen, with gravel paths guiding visitors towards the tiny cottage. The backdrop features rolling hills, enhancing the tranquil island setting.
Cottage in Coral Bay
4.97 out of 5 average rating, 248 reviews

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?

Top Guest favourite
Apartment in Saint Thomas
4.98 out of 5 average rating, 213 reviews

Hillside Hideaway

Perfect getaway for an island getaway, business, or solo adventuring. This well appointed one bedroom apartment is nestled in a quiet central hillside neighborhood with views of Hans Lollik, Jost Van Dyke, and Tortola islands. Conveniently located one mile from Magen's Bay and ten minutes to downtown Charlotte Amalie by car. Rental car is a must! Come enjoy the tranquil views, take a dip in the pool, and experience St. Thomas like a local. Please read all listing details and house rules.

Guest favourite
An open living area features retractable sliding glass doors that offer stunning views of the blue Caribbean Sea and nearby sailboats. Natural wood ceilings complement sleek concrete floors. Comfortable seating arrangements include a sofa, chairs, and a workspace, enhancing the inviting atmosphere.
Villa in Leverick Bay
4.97 out of 5 average rating, 128 reviews

Seascape Guest House, Leverick Bay, Virgin Gorda

Seascape Guest House is an exquisitely designed one bedroom villa on Virgin Gorda in the British Virgin Islands. Just completed, the spacious 650 SF villa is sustainably designed and features an open plan kitchen and living area with master bedroom and ensuite bathroom. The screened in patio and roof deck provide additional outdoor space to relax and take in the stunning ocean views. A short walk from all the amenities of Leverick Bay Resort, Seascape is a one of a kind BVI retreat.

Top Guest favourite
The living area features a spacious sofa and a patterned armchair arranged around a coffee table. Large sliding glass doors provide a view of the ocean and access to the balcony. A dining table with chairs is positioned near the window, allowing for bright natural light.
Condo in St. Thomas
4.96 out of 5 average rating, 158 reviews

Oceanfront Bliss & Perfect Sunsets + Backup Power

Our fully renovated 1BR/1BA condo is PERFECT for couples, small families or a friends getaway. Enjoy stunning ocean views and the sound of waves from every room or your private balcony. Watch breathtaking sunsets and cool off in one of three crystal-clear pools. Located in a gated community, just steps from the beach, oceanside pool, and seaside dining. Only 10 min to Red Hook (ferries to St. John & BVI) and Havensight, and 15 min from the airport—your perfect island escape! 🌴

Guest favourite
The spacious living area features two light-toned sofas arranged around a glass coffee table, with a cozy bean bag on the floor. Natural light enters through two well-sized windows, creating an airy ambiance complemented by a modern floor lamp and a potted plant.
Apartment in Charlotte Amalie
4.99 out of 5 average rating, 144 reviews

Chic 1 Bedroom Oasis with Designer Decor & Pool

Welcome to our impeccably designed oversized 1-bedroom apartment (+ queen size Murphy bed) a stylish retreat that promises an unforgettable stay in the heart of the historic district of Charlotte Amalie with its own plunge pool and deck. This apartment boasts a sophisticated ambiance, curated with the finest designer furnishings, decor and lighting as well as a custom kitchen. This is a perfect location to serve as the base to explore St. Thomas and the surrounding islands.

Top Guest favourite
An aerial view of a contemporary home reveals a red roof and an infinity pool lined with lounge chairs. Surrounding greenery enhances the sense of privacy, while a spacious driveway provides easy access. Large windows allow for plenty of natural light to enter the interior.
Villa in Charlotte Amalie
4.99 out of 5 average rating, 97 reviews

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.

Superhost
Villa in Road Town
5 out of 5 average rating, 4 reviews

Fort Recovery Oceanfront 2BR Signature Villa

Fort Recovery’s signature 2BR oceanfront villa is our most spacious two-bedroom stay, set in a premier corner position directly on the water. This expansive villa features two bedrooms, two bathrooms, a large living area, full kitchen, and an oversized private terrace with sweeping panoramic Caribbean views. Wake to the sound of the sea, unwind outdoors, and enjoy a front-row oceanfront experience with space, privacy, and unforgettable scenery.

Guest favourite
A small, charming shack is nestled among large boulders, showcasing a wooden deck with seating. Light blue shutters frame the windows, allowing natural light to enter. Lush greenery surrounds the structure, while the sky is a bright blue with scattered clouds.
Hut in Tortola
4.95 out of 5 average rating, 183 reviews

Tiny Cozy Shack 8 minutes from Beef Island airport

Located in a breezy valley on the East End of Tortola overlooking Beef Island & Virgin Gorda. Nestled among boulders where you can enjoy beautiful sun rises. Simple tiny room (8’x10’) with full size bed with a private bathroom + outdoor shower, NO hot water.. Outdoor kitchenette with mini fridge, stove, kettle, toaster. Electricity, solar lights, fan and WiFi.

Guest favourite
A shaded terrace features two woven chairs and a small table, overlooking lush greenery and ocean views. A wooden swing hangs nearby, with a private pool beside it. The horizon displays vibrant hues of sunset, enhancing the serene atmosphere of the space.
Home in Trunk Bay
5 out of 5 average rating, 5 reviews

Nirvana, Serene Stylish, Tropical Oasis

Tucked into 1.1 acres of lush tropical gardens, Nirvana is a serene and stylish retreat in the exclusive Trunk Bay area of Tortola’s north shore. This thoughtfully designed three-bedroom villa blends sleek modern architecture with warm Caribbean charm — the perfect island escape for families or small groups seeking comfort, privacy, and barefoot luxury.

Top Guest favourite
A covered deck presents a large wooden dining table surrounded by mismatched chairs, offering panoramic views of the turquoise waters and nearby islands. The serene atmosphere is complemented by soft clouds drifting overhead and the expansive horizon.
Home in Wesley Will
4.94 out of 5 average rating, 161 reviews

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 Cooper Island holiday rentals

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