Vacation rentals with a kayak in Saint Thomas

A view from a balcony showcases the ocean extending to the horizon, with gentle waves and distant islands visible. A small table is positioned in the foreground, and a white mug rests on its surface. The railing is white, creating a barrier between the viewer and the expansive seascape.

4.94 out of 5 average rating, 48 reviews

Point Pleasant - Spacious 2 Bedroom 2 Bath

Enjoy the wonderful views and breeze from one of the few spacious two bedroom, two bath condos at our resort. Discover the secluded Sugar Beach at the end of the nature trail in our 15-acre island preserve. Three pools and sun decks are nestled among the lush hillside. You'll enjoy award-winning dining at our two restaurants, Oceans 180 and Sun and Sea/on ocean. Some of the best snorkeling on the island is right outside your door! Scuba, jet ski, swim, or just take in the views and read a book.

4.91 out of 5 average rating, 128 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.

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, 54 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!

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, 146 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.

4.85 out of 5 average rating, 241 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!

4.89 out of 5 average rating, 36 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!

4.91 out of 5 average rating, 45 reviews

A panoramic view captures the lush greenery surrounding the property, with a glimpse of Coral Bay visible in the distance. The scene is framed by a large tree and the distant mountains add depth to the vibrant landscape under a bright blue sky.

Vacation home in Central

Island Escape for Two, Comfort and Class

About this space Perfect getaway for two, wanting peace and privacy. Just a short drive to Coral Bay or the incredible Beaches of the North Shore. The stand alone cottage is bright and airy, easy to get to, has all the ammenities-including beach chairs and umbrellas. Chill on your deck with views of Bordeaux Mountain and Coral Bay or unwind in your air conditioned suite, where your king size bed awaits. The Seahorse and The Turtle is the perfect place to take in all the beauty of StJ.

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, 53 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.

4.97 out of 5 average rating, 147 reviews

A spacious pool area is highlighted by a refreshing private pool, surrounded by a wooden deck. Two black loungers provide comfortable seating, while colorful inflatables add a playful touch to the clear water. The setting is brightened by large glass doors and subtle outdoor lighting.

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.

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

4.78 out of 5 average rating, 88 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!!!!!

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.

4.89 out of 5 average rating, 66 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.