Holiday rentals with a kayak in St. John

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Top-rated Accommodation with a Kayak in St. John

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

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Top Guest favourite
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.
Condo in East End
4.98 out of 5 average rating, 44 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

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 out of 5 average rating, 42 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!

Top Guest favourite
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, 102 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.

Top Guest favourite
Home in Northside
4.83 out of 5 average rating, 218 reviews

Your Own Whole House Beach central 3 KNG Beds AC

Drift to sleep with the sound of ocean waves in your private, panoramic-view paradise! This stand-alone home features 3 brand new king beds, A/C bedrooms, a chef's kitchen w/ gas range & hi-speed WiFi for remote work, and a whole house generator. Breeze-filled living spaces open to stunning views extending to St John! Optional 7-seat SUV for unforgettable island adventures. Kid friendly perfect for families. Easy parking + quiet, secluded location. A super central home, incredible value!

Guest favourite
A private patio is showcased, featuring two lounge chairs positioned for ocean views. A small side table accompanies the chairs, with a backdrop of vibrant turquoise waters and green hills. Natural stone tiles complement the outdoor space of the villa.
Villa in Northside
4.89 out of 5 average rating, 109 reviews

Sailfish Villa Beachfront Magens Bay, St Thomas!

Private beachfront villa on world-famous Magens Bay Beach! Sailfish Villa is a 5BR/4.5BA oceanfront property with direct beach access. This listing 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.

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.

Top Guest favourite
A view from the private lanai features two wooden chairs and a small table, overlooking a serene ocean landscape. Sunlight reflects off the water, with distant islands visible under a partly cloudy sky.
Guest suite in Coral Bay
5 out of 5 average rating, 79 reviews

Stunning Sunrise Views Villa & Free Kayaks

• 1 Bedroom/1 Bathroom/Sleeps 2 • Nearby Attractions: Hansen Bay (5 mins), Coral Bay (10 mins), Cruz Bay (25 mins) • Free Kayaks & Paddle Boards • Ocean View from Private Lanai • Central AC & Silent Ceiling Fans • Full Kitchen with Modern Appliances • Two Patios with Indoor & Outdoor Showers • 50" HDTV with Streaming Services • Eco-Friendly Villa with Solar Power • Organic Garden Access (Seasonal Treats) • Dedicated Workspace with High-Speed WIFI • Rainwater System for Sustainable Living

Top Guest favourite
An aerial view captures the lush green hillside and the serene white sandy beach of Brewer’s Bay. A private path leading from the property connects to the shoreline, providing access to the sparkling Caribbean waters. The surrounding landscape emphasizes the natural beauty of the area.
Guest suite in Brewers Bay
5 out of 5 average rating, 27 reviews

Newly updated, stunning views, footpath to beach

You will be close to everything when you stay at this centrally-located, stylish getaway. Situated on the hillside of Anderson Pt of Brewer’s Bay, 60ft above the white sandy beaches- you can take a forrest foot trail to the sparkling waters of the caribbean sea within 5 minutes. If you love to explore, you will find the entry to one of the islands national parks within 1 minute from our driveway. Bring the kids as there are netted hammocks below the avocado trees and a wooden playhouse.

Top 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, 71 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.

Top Guest favourite
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
4.97 out of 5 average rating, 120 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.

Guest favourite
A spacious outdoor living area is framed by magnificent native stone arches, offering a stunning view of the Caribbean Sea and surrounding hills. Two comfortable lounge chairs sit on a polished concrete floor, with greenery and a potted plant adding to the natural ambiance.
Villa in Cruz Bay
5 out of 5 average rating, 10 reviews

Arc Du Soleil- Ultimate Island Living, Refreshing

ARC DU SOLEIL was designed for Guests to experience outdoor living on St. John and perfectly emulates the Caribbean lifestyle. The beauty of the island's natural surroundings are the most prominent feature and enduring allure. An experience which can only be found in the tropics; one that brings the outdoors in, and entices you to become more in tune with nature. This is an experience that is unique to the islands. We cordially invite you to come, relax, and enjoy the Arc.

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.

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