Holiday rentals with a kayak in St. John

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Top-rated rentals with kayak in St. John

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A serene view of the resort's outdoor pool, surrounded by lush tropical landscaping and palm trees. The horizon features the calm waters of Great Bay, with gentle hills in the background under a partly cloudy sky.

Apartment in East End

5 out of 5 average rating, 3 reviews

Ritz-Carlton Club® / 2 Bed Residence* (Sat to Sat)

Arriving at The Ritz-Carlton Club®, St. Thomas, is a homecoming in the most pleasurable sense of the word. No matter how long you’ve been away, you will find everything ready for your stay. A rich palette of unparalleled residential and vacation amenities is at hand, as is the gracious, five-star service that epitomizes The Ritz-Carlton. The optional Recreation Fee is for guests staying at The Ritz-Carlton Club. The Recreation Fee includes kids pool access, or if you only want the Kids pool acc

The exterior of the resort showcases a modern design with large windows and a multi-faceted roof. Lush palm trees and green landscaping surround the building, which features a combination of light-colored stucco and wooden accents, providing a relaxing tropical ambiance.

Apartment in Cruz Bay

The Westin St John studio available only 2/27-3/4

AVAILABLE 2/27-3/4 2026 Your terrace studio provides an intimate and ideal setting to rejuvenate your body and mind. You'll enjoy your time at this cheerful getaway. The epitome of island charm and elegance, this breathtaking resort is located along the tempting white beaches of Great Cruz Bay in tranquil St. John. Its lush surroundings, friendly atmosphere, incomparable water excursions, and charming shopping district make a stay at The Westin St. John Resort Villas the perfect Caribbean escape

A serene view of a calm ocean, extending towards distant islands outlined against a clear sky. Gentle waves ripple across the water, enhancing the tranquil atmosphere. The image captures a peaceful moment, connecting land and sea in a seamless landscape.

Flat in St John

Aqua Vista "Almost Beachfront"

Take a break and unwind at this peaceful oasis in Coral Bay on the quiet side of St John. Enjoy this lovely recently renovated "almost beachfront" property perched just above the shoreline. There are 2 coral reefs right across the street from the house at both ends of Johnson Bay for endless underwater exploring as well as sea grass beds for turtle sightings. With 2 air-conditioned queen bedrooms & simple-ellegance private baths, pool/swim spa & lots of outdoor living, it's a perfect getaway.

Superhost

A comfortable seating area is highlighted by a modern, beige sectional sofa and a round coffee table made of woven materials. A large mirror above the sofa reflects natural light from the sliding glass doors, which open to a spacious covered porch with outdoor seating.

Home in Coral Bay

5 out of 5 average rating, 6 reviews

Castaway Cottage: Privacy, Views

This brand new cottage is pure privacy and paradise! From the moment you meander down the stone steps through the woods to discover this hidden gem, you'll know you found a unique haven. Relax on the large, covered porch and soak in ocean and island views, surrounded by tropical forest. The oversized stone shower has large windows, giving you an outdoor experience (without bugs). This stand-alone cottage runs off the sun and the rain, yet gives you all the comforts of home. Don't miss this.

A scenic view is captured from a covered deck, featuring lush greenery in the foreground and a stunning blue ocean in the distance. The tranquil water contrasts with the vibrant landscape, while distant islands are visible under a partly cloudy sky.

Villa in Coral Bay

5 out of 5 average rating, 3 reviews

Blue Pearl Villa in St. John USVI | Ocean Views

Blue Pearl by the Sea - 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.

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.

Apartment in East End

5 out of 5 average rating, 4 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!

Guest favourite

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.

Holiday home in Central

4.88 out of 5 average rating, 34 reviews

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.

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.

Apartment in East End

5 out of 5 average rating, 9 reviews

Elysian 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!!

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.

Flat in Cruz Bay

4.99 out of 5 average rating, 69 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.

Guest favourite

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, 48 reviews

Oceanfront - Perfect couple only romantic getaway

We are Rendezvous by the Sea - A perfect couple's only romantic getaway. We have two separate guest rooms with their own private entrance and patio area. They are in a separate building away from the main villa where the owners and host live. This is our lower unit, we call Le Jardin. The view from your outdoor seating area overlooking the bay is breathtaking. We have our own path to a private pebble/coral beach below. We are only 10 minute drive to Cruz Bay.

Guest favourite

Two container rooms are set within a natural landscape, connected by a raised wooden deck. Each room features a small table and chairs. Potted plants add a touch of greenery, while a canopy provides shade from the sun.

Campsite in Saltpond Bay

4.93 out of 5 average rating, 60 reviews

Family Glamping Site with AC

Our family glamping site with AC is new this season! Two seperate container rooms each with a queen matress, fresh linens and towels will be waiting for your arrival. One conatiner has an additional twin mattress, and the other has room for a twin air mattress for a 6th guest. A TV, recessed lighting, air conditioning and small fan are in both containers for your comfort. The family site has a large deck with 4 adirondack chairs and table connecting the two rooms.

Superhost

A multi-story building is surrounded by lush greenery and colorful flowering plants. Balconies with white railings extend from each unit, providing outdoor space. Palm trees are situated in the foreground, contributing to the tropical ambiance of the resort.

Flat in East End

4.83 out of 5 average rating, 6 reviews

Stylish Studio Parlor at Elysian Beach

Located on the eastern end of St. Thomas, discover an unforgettable retreat on a private beach. Covid-19 Enhanced cleaning protocols in place. • Guest checking in must be 21+ with valid ID. • Parking is limited • Guest must have debit/credit card to put $100 refundable security deposit on hold at resort check-in. • Name on reservation must match photo ID at check-in. Please confirm your first and last name as shown on I.D when submitting a booking.