Holiday rentals with a kayak in St. John

4.91 out of 5 average rating, 139 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.

LocationOutdoor spacesKitchen

Superhost

Two vibrant turquoise Adirondack chairs are positioned on a wooden deck, overlooking calm azure waters. The view extends toward distant green hills under a partly cloudy sky, creating a serene coastal atmosphere.

Guest suite in Cruz Bay

4.96 out of 5 average rating, 49 reviews

Oceanfront - Perfect couple only romantic getaway

Rendezvous by the Sea is a couples-only oceanfront retreat on St. John, offering breathtaking panoramic views and total serenity. Our two beautifully appointed suites, La Mer and Le Jardin, have its own entrance, patio, luxurious king bed, and every comfort you need. With full solar backup power, island outages are never a worry. Fall asleep to the waves, wake up to sweeping ocean views, and let the beauty of the Caribbean take care of the rest. Romance, privacy, and paradise — designed for two.

LocationOutdoor spacesComfort

5.0 out of 5 average rating, 31 reviews

A serene pool deck is presented, featuring a pristine swimming pool surrounded by a stone wall. Comfortable lounge chairs with umbrellas are positioned nearby, inviting relaxation. The backdrop showcases lush greenery and hillside homes, with a soft sunset glow illuminating the scene.

Villa in Cruz Bay

Beneath the Mango Tree | Pool & Ocean Views

Beneath the Mango Tree Villa is an immaculate island retreat showcasing beautiful stonework and classic Caribbean indoor-outdoor living. Enjoy a spacious covered veranda, sunny pool deck, and sweeping views of Great Cruz Bay and St. Thomas—the perfect setting for breathtaking sunsets and tropical breezes. Due to the layout and for safety considerations, the villa welcomes guests aged 16 and older. The villa is also equipped with a battery backup power system that will seamlessly activate durin

LocationOutdoor spacesFamily

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.

5.0 out of 5 average rating, 57 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 spacesAir conditioning

Superhost

Villa in Coral Bay

4.97 out of 5 average rating, 116 reviews

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.

LocationOutdoor spacesAmenities

Superhost

The spacious living area features high vaulted ceilings, with ample natural light from large windows. A long dining table accommodates multiple guests, while a cozy seating area is arranged for relaxation. A decorative bookshelf filled with various books extends along one wall, enhancing the inviting atmosphere.

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.

ValueLocationTV

4.93 out of 5 average rating, 14 reviews

Villa in Coral Bay

Blue Pearl Villa in St. John USVI | Ocean Views

The Blue Pearl Villa is a private, gated four-bedroom (bedroom 4 is an open-air loft), 6 beds, two-bathroom villa located on the tranquil side of St. John, USVI, near Coral Bay. Enjoy breathtaking ocean views from every room, relax to the sound of gentle waves, and take in the stunning sunrises from two wraparound covered decks or the private pool. Surrounded by lush landscaping, this peaceful retreat offers a true taste of Caribbean paradise. Property has Enphase House Back up Batteries.

Outdoor spacesLocationQuiet

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.

5.0 out of 5 average rating, 64 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.

Outdoor spacesLocationWi-Fi

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.

LocationOutdoor spacesBathroom

4.97 out of 5 average rating, 157 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.

LocationValueCleanliness

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.

5.0 out of 5 average rating, 77 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.

ValueLocationIndoor spaces

A wide arched window frames a stunning view of the serene ocean. The turquoise waters reflect the sky, with a sailboat gently bobbing in the distance. Lush greenery is visible along the coastline, contributing to the coastal scenery.