Vacation rentals with a kayak in St. Thomas

4.91 out of 5 average rating, 138 reviews

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

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.

ValueLocationFamily

A bright living area features a white sofa with a pink accent pillow and a wooden coffee table. A dining table with woven chairs sits nearby. Large sliding glass doors provide views of the balcony and tropical landscape, while a wall-mounted TV adds entertainment options.

4.98 out of 5 average rating, 54 reviews

Beachfront, Corner unit Sapphire, Restaurant, pool

Come relax at Sapphire Beach in the newest one bedroom condo, located in building B overlooking the gorgeous Caribbean Sea. This corner unit boasts two wrap around balconies, gorgeous bedroom suite with king tempurpedic bed, large kitchen, living room with sleeper sofa and two remodeled, modern bathrooms. Enjoy the balconies for morning coffee, a drink after dinner or just relaxing with a book while the breeze from the ocean keeps you cool. A quick walk will get you to the beach bar or the pool

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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.

5 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!

LocationOutdoor spacesSleep quality

5 out of 5 average rating, 9 reviews

Villa in Northside

Stunning Pool! 3b/3ba -Solar Power- VIEWS!

Enjoy the incredibly rare view of seeing ALL the US Virgin Islands from your front porch! This villa has it all- watch the most majestic sunrises over Charlotte Amalie, dip into the private infinity pool, prepare meals in our brand new kitchen, host a family meal at the large outdoor dining space w/ grill, or just relax under the covered porch while the cruise ships move in and out of the harbor at sunset. Solar powered, so no outages! Starlink internet! **The home is our personal home**

ValueBeachAmenities

Villa in Charlotte Amalie

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.

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.

ValueOutdoor spacesParking

4.85 out of 5 average rating, 248 reviews

Home in Northside

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!

ValueOutdoor spacesBackyard

4.9 out of 5 average rating, 39 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!

LocationValueWalkability

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.

5 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.

ValueLocationPool

4.99 out of 5 average rating, 94 reviews

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

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.

Outdoor spacesValueNearby

4.97 out of 5 average rating, 156 reviews

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

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.

Outdoor spacesLocationIndoor spaces

Superhost

Two woven chairs are positioned on a deck, facing expansive ocean views under a partly cloudy sky. Brightly colored cushions add a touch of vibrancy, while the distant shoreline is visible in the background, creating an inviting outdoor space for relaxation.

Apartment in East End

4.79 out of 5 average rating, 90 reviews

Blue Breeze your Caribbean home away from home

Breathtaking Views Await! Discover this hidden gem on the East End of St. Thomas, just a 5-minute walk to beautiful Secret Harbor Beach. This inviting apartment boasts a fully equipped kitchen—perfect for preparing fresh-caught lobster. The space features a bedroom with a queen bed and a separate room with a queen pull-out couch, making it ideal for couples or small groups. There are solar panels with back up batteries for continuous power and a million dollar view!!!!!

ValueOutdoor spacesFamily

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.