Holiday rentals with a kayak in Cowpet Bay

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Top-rated Accommodation with a Kayak in Cowpet Bay

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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Top 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

4.91 out of 5 average rating, 137 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.

ValueOutdoor spacesBeach

Top Guest favourite

A scenic pathway leads from a stone staircase to a sandy beach, framed by swaying palm trees and lush greenery. The turquoise waters of Cowpet Bay are visible in the distance under a clear blue sky.

Condo in East End

5.0 out of 5 average rating, 56 reviews

Tropical Sands | Elysian Beach Resort | St. Thomas

Welcome to Tropical Sands, a luxurious beachfront condo at the Elysian Beach Resort, only 5 minutes from Red Hook! Perfect for family vacations and romantic getaways, this condo has it all! Enjoy stunning views from private balconies overlooking Cowpet Bay's turquoise waters. Amenities include kitchen, two full baths, WiFi, and washer/dryer. Guests enjoy all resort perks like pool, hot tub, water sports, and dining at Caribbean Fish Market and Sangria's Beachside Bistro. Truly a paradise escape!

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Superhost

A sandy beach scene is framed by palm trees, with lounge chairs arranged in the foreground. A few people are seen enjoying the water, while colorful kayaks and paddle boats are visible along the shoreline. The background features low-rise buildings against a partly cloudy sky.

Condo in East End

5.0 out of 5 average rating, 6 reviews

Luxury Villa 3 bedroom-3 bath at beach with view!

Luxury beachfront villa with 3 bedrooms, each with attached bathrooms. On the acclaimed East End in Red Hook where the nightlife is at. Beautiful beach with a fabulous beachfront restaurant that will impress any foodie. Beachfront pool with grotto, waterfall, jacuzzi spa. Activity hut to keep you busy with rental equipment: snorkels, kayaks, paddle boats. Relax on comfortable outdoor furniture while enjoying the panoramic view of the ocean as you sip your morning coffee or afternoon cocktail!

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Top Guest favourite

A spacious living area features high vaulted ceilings with wooden beams. A large dining table accommodates guests, surrounded by cozy seating options. Along one wall, an extensive book library is displayed, complemented by vibrant artworks. Soft rugs enhance the inviting atmosphere of the room.

Villa in Charlotte Amalie

4.99 out of 5 average rating, 158 reviews

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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Top Guest favourite

Home in Northside

4.85 out of 5 average rating, 247 reviews

Your Own Whole House Beach Beach Central 4 Beds AC

Relax with the sound of ocean waves in your private, panoramic-view paradise! This stand-alone home features 2 brand new king beds, 2 New Full Beds, 2 New single couch pull out sleepers,A/C bedrooms, a chef's kitchen w/ gas range & fast WiFi, and standby generator. Breeze-filled living spaces open to stunning views extending to St John! 7-seat SUV for unforgettable island adventures. Kid friendly perfect for families. Easy parking + quiet private location. A super central incredible value!

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Guest favourite

Condo in East End

4.89 out of 5 average rating, 38 reviews

SeaDazzle-BEACHFRONt, pool, tennis, gym, Jeep

Welcome to SeaDazzle beachfront property situated in an amazing Anchorage gated community, where Caribbean white sand is literally under your balcony. Whether you're here with family, a romantic escape, or a relaxing getaway with friends, this condo has everything you need to fulfill your memorable vacation. The amenities, like beach with lounging chairs, pool, tennis courts, 3 restaurants walking distance and Jeep rental option with free airport delivery. We just strive for convenience!

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Superhost

A clear view of the outdoor swimming pool is presented, featuring a waterfall and surrounded by palm trees. Lounge chairs are positioned nearby, inviting relaxation. The resort buildings are visible in the background, providing a tranquil atmosphere amidst lush greenery.

Condo in East End

5.0 out of 5 average rating, 10 reviews

Elysiian Beach Resort - King Suite

SUNSHINE IN PARADISE! Beautiful weather awaits you at this Private Beach Resort and discover an exclusive private beach with a natural cove enclosed by palm trees and sunshine! Providing a full array of amenities and water activities above and below the sea - snorkeling , kayaking, tennis, boating at the yacht club and swimming in the outdoor pool with a waterfall! Parking by your room! Treat yourself at the day spa. Enjoy The Caribbean Fish Market ( *5 Star ) restaurant on the beach!!!

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Top Guest favourite

A modern living area features a large flat-screen TV mounted above a stylish wooden media console. A light-colored sofa and accent chairs are arranged around a circular coffee table, with large windows offering views of the ocean and islands beyond. Natural light fills the space.

Condo in East End

5.0 out of 5 average rating, 62 reviews

5 Star NEW Luxury Fully Remodeled 1x2 Pool & Beach

NEW! Spacious 1 Bedroom/2 Bathroom 1200 sq foot -2024 FULLY REMODELED OCEANFRONT Villa in St. Thomas, VI. This spacious villa has an all-new modern interior, spacious separate bedroom, 2 bathrooms, a private balcony and all the amenities! Situated on the sought-after East End, this luxurious retreat offers sweeping ocean/island views. Designed with modern elegance and spacious comfort in mind, the villa provides direct access to three pools, two gourmet restaurants, and a private beach.

LocationOutdoor spacesQuiet

Guest favourite

A sheltered patio space features woven lounge chairs and potted plants, providing a tranquil view of the surrounding greenery and water. A ceiling fan enhances airflow, while the gravel flooring adds textural interest. Sunlight filters through, creating gentle patterns on the ground.

Apartment in Cruz Bay

4.99 out of 5 average rating, 94 reviews

Turtle’s Nest : Caribbean Studio Retreat

Turtle's Nest is a thoughtfully designed waterfront studio that offers the perfect escape. Nestled along an ocean fed pond, this enchanting retreat is a haven for tranquility. The open layout seamlessly blends the living, dining, and sleeping areas, creating an inviting ambiance. Stylish and modern furnishings complement the units, evoking a sense of relaxation and peacefulness. Property has solar panels and Tesla powerwalls ensuring there are no interruptions in energy supply.

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Top Guest favourite

A serene beach scene captures clear turquoise waters gently lapping against the shore. Lush greenery cliffs rise in the background, adding natural beauty to the landscape. A small boat and a few swimmers can be seen enjoying the calm sea, enhancing the tranquil atmosphere.

Home in East End

4.97 out of 5 average rating, 156 reviews

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.

ValueLocationFamily

Guest favourite

An outdoor dining area is depicted with a round table surrounded by four chairs, set against a backdrop of lush greenery and ocean views. Plates of fruit are arranged on the table, while a woven throw is draped over a chair. Palm trees gently frame the scene.

Condo in East End

4.9 out of 5 average rating, 68 reviews

Beachfront 2 Bed 2 Bath with Ocean View and Pool

The Thirsty Mermaid, a charming 2-bedroom 2-bathroom beachfront condo with unparalleled ocean views, is located directly on the pristine shores of Turquoise Bay. Wake up to the Caribbean sun and vast oceanic panorama stretching endlessly before you. The primary suite, is elegantly furnished with a plush king-sized bed, spacious closet, and an ensuite full bathroom. The guest room, offers a luxurious queen-sized bed, for a night of deep sleep and full ensuite bathroom.

Outdoor spacesLocationCleanliness

Top Guest favourite

A serene beach setting is captured, featuring gentle waves lapping at the shore. Sun loungers are positioned in the foreground, surrounded by palm trees. Calm waters reflect the soft hues of a sunset, and boats can be seen anchored in the distance.

Condo in East End

5.0 out of 5 average rating, 75 reviews

Amazing Beachfront Condo with Pool & Restaurants!

Elysian Beach Resort offers a stunning condominium with a private entrance, full kitchen, two king bedrooms, and one twin bed, one full size pull-out sofa along with three bathrooms. Each room boasts breathtaking views of the Caribbean ocean, and guests have full access to the beach, pool, hot tub, and tennis courts. On-site dining options include the Caribbean Fish Market, Sangria's, and the Pool Bar.

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