Vacation rentals with a kayak in St. Thomas

4.87 out of 5 average rating, 47 reviews

A cozy bedroom is furnished with a king-sized bed dressed in crisp white linens. A ceiling fan circulates air, while a small refrigerator and television are positioned within view. Natural light filters through windows, illuminating the patterned area rug that adds warmth to the space.

Guest suite in East End

Guest Suite 100 steps from the Ocean solar powered

Welcome to your tropical paradise getaway. Your 1-bedroom, 1-bathroom beach front apartment offers the perfect retreat for your vacation. Located on the East End of St Thomas, just a short walk away from the vibrant Margaritaville and the stunning Coki Beach, you'll have the best of both worlds – convenience and relaxation. Solar is linked to the home The air-conditioned space features a luxurious king-sized bed, promising you a restful night's sleep after a day of soaking up the island sun. ☀️

A light-filled living area is furnished with a comfortable wicker sofa and chairs, accented by soft blue cushions. A wooden coffee table sits centrally, featuring glasses of drink. Glass doors open to a view of the beach and greenery, enhancing the inviting atmosphere.

4.96 out of 5 average rating, 48 reviews

NEW Beach Level Walkout Condo, Sapphire Beach

Our sparkling-new condo, located in building A has just sashayed onto the scene, ready to host your dreamy romantic escape or unleash a whirlwind of family fun. It's as open and breezy as your grandma's porch gossip, boasting a regal king bed in the bedroom (because who wouldn't want to sleep like royalty by the sea?), and a Queen sleeper sofa in the living room that graciously welcomes up to four beach-loving souls. This condo is so fresh, it's practically a tropical breeze in a pineapple-scent

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.

4.92 out of 5 average rating, 39 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.

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, 30 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!

4.88 out of 5 average rating, 78 reviews

A clear view of turquoise waters displaying submerged rocks and an inviting pathway leading up from the beach. Stairs covered in bright blue paint ascend to a lush green area near a villa, surrounded by palm trees under a sunny sky.

Villa in Northside

Sailfish Villa Beachfront Magens Bay St. Thomas!

Private beautiful Villa on the world's famous Magens Bay Beach. Enjoy swimming with Sea Turtles, Snorkeling & Kayaking on Magens Bay, just steps below Sailfish Villa with direct beach access. The property is a 4 Bed/4.5 Bath estate, a main house and two private detached cottages on the beach. Enjoy an amazing Outdoor Shower, Clear Kayak, Paddle Board and Stairs to the water! Sailfish Villa is located in the exclusive neighborhood of Peterborg, a short stroll along the shoreline to Magens Bay.

4.82 out of 5 average rating, 194 reviews

A serene beach scene features soft, golden sand meeting clear, calm waters under a blue sky adorned with fluffy white clouds. A solitary figure walks along the shoreline, with lush green hills visible in the background, creating a tranquil atmosphere.

Home in Northside

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. Breeze-filled living spaces open to stunning views extending to St John! Optional 7-seat SUV for unforgettable island adventures. Kid & pet-friendly perfect for families. Enjoy easy parking & a quiet, secluded location. A super central home that represents an incredible value!

A balcony view presents lush palm trees and tranquil waters. A wooden table is set with four chairs, creating an inviting outdoor dining space. The scenic backdrop features a sandy beach and boats at anchor in the bay, bathed in natural sunlight.

5 out of 5 average rating, 18 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!

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, 13 reviews

Luxury Fully Remodeled Villa W Pool & Beach Access

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.

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 out of 5 average rating, 51 reviews

Amazing Beachfront Condo with Pool & Restaurants!

Elysian Beach Resort ~ Enjoy the entire condominium with your own entrance. Full kitchen, 2 king bedrooms with 1 twin bed. 3 bath. Breathtaking views in each room and steps away from the Caribbean ocean. Full access to the beach, pool, hot tub, & tennis courts. Two on-site beachside dining, Caribbean Fish Market & Sangria's, and Pool Bar. Five minutes away, the town of Red Hook has a mix's of restaurants, bars, gift shops, charters, grocery store and the St. John ferry to Cruz Bay.

4.97 out of 5 average rating, 87 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.

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.

4.86 out of 5 average rating, 44 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.

Villa in Charlotte Amalie

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.

4.99 out of 5 average rating, 80 reviews

Tropical Modern Loft | SoHo Style | Concierge

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.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Houses

A space thats all yours, with room for everyone

Popular amenities for St. Thomas kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

A cozy living room is displayed with two comfortable sofas arranged around a coffee table. A television is mounted on the wall across from the seating area. A Christmas tree adorns the corner, while warm lighting enhances the space, creating a welcoming environment.

Private room in St. Thomas

🏝🏖Modern Tranquility with a View! -MASTER SUITE 🏝🏖

CodyRating, 5 stars47 months ago

Ryan was an amazing host! Can’t believe how comfortable the bed was, we did not want to leave the bed! The patio was to die for, it was so relaxing feeling the Caribbean breeze. Ryan also hooked us up with a jeep excursion with Tiki Man Tours. That was an amazing way to see places on the island that only locals know about! We met Ryan as rental guests but left with a great new friend! Highly recommend and will book this place every time we return to St Thomas!

The villa is viewed from the water, surrounded by a large manicured lawn and various trees. A winding pathway leads toward the entrance of the two-story home, which features multiple balconies. A kayak is visible along the shoreline, positioned near lush greenery.

AnneRating, 5 stars3 months ago

Villa Isabelle. Relax, Unwind & Recharge 2-5 B/B

Can't say enough good things about this little piece of paradise! Loved the location which is close to Cruz Bay, a short drive away. We could also walk to a couple of nice stony beaches via a short trail. The property is gorgeous with plenty of space for two couples and beautiful, quiet surroundings. Everything was in working order inside and out. Enjoyed the deck overlooking the large pond and stargazing at night, the hot tub and the grill for meals at home. We would definitely stay here again and hope to next year!! Thank you Ausra for your hospitality!

5 out of 5 average rating, 5 reviews

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

Castaway Cottage: Privacy, Views

SarahRating, 5 stars1 month ago

If you find yourself in St. John and want a beautiful secluded space with a great view, do not hesitate to stay here! The road getting up to it is extremely steep so if that is hard for you, that would be the only issue. Our jeep made the climb up and down no problem, but it was the steepest road I have ever been on! Other than that, the space is perfect for your homebase. I highly recommend Coffee on the porch for sunrise before your adventure of the day. A great clean space that just feels good to be in.

A living area features two comfortable seating options with patterned upholstery, complemented by a glass coffee table. Large glass doors open to reveal an outdoor patio area with seating and views of greenery and the ocean in the distance.

5 out of 5 average rating, 12 reviews

Pirates Villa-Family Friendly, Beach Access, Kayak

DevaRating, 5 stars4 months ago

From start to finish we had a wonderful time at this home. Book VI provided a link to share with our group with the list of helpful pointers and recommendations from restaurants, beaches to shopping. The place was beautiful and well appointed and had comfortable beds too. We enjoyed using the beach chairs, snorkeling gear and the SUP while there. They had coolers too which came in handy for our beach outings. This place was about 15 min or so from Cruz Bay and grocery stores were nearby too. If you are looking for a beautiful place to stay near Cruz Bay and enjoy seeing the stars, stay here. I highly recommend staying here.

4.97 out of 5 average rating, 60 reviews

A seaside balcony is displayed, featuring two wooden chairs overlooking the ocean. The tiles are arranged in a warm terracotta color, while a palm tree sways gently in the breeze. The sky showcases soft pastel hues as the sun sets over the water.

Home in Southside

Salty Sway II - 2bed/2bath Beach House

MarkRating, 5 stars1 month ago

Great place and great location. I will definitely stay here again. The place was clean (spotless), well equipped and easy to get to. If visiting St. Thomas for fun or work this place will not let you down.

Two comfortable lounge chairs with tropical print cushions are positioned on a balcony, facing towards a serene ocean view. The water reflects a clear blue sky dotted with white clouds, while lush greenery frames the scene, offering a peaceful atmosphere.

4.93 out of 5 average rating, 28 reviews

Pond Bay Paradise-Ocean Views, Beach w/ Kayaks & S

TjRating, 5 stars1 month ago

This home was in a perfect location with lovely, modern and CLEAN amenities for our family of 5. The house was stocked with everything except groceries! But what will make us book with BOOK VI again is how helpful and responsive the staff was to any question that we had. The text thread was super helpful as a means of quick communication. In addition, they helped us book transportation to and from STT to Red Hook Ferry as well as give recommendations for day cruises around STJ. Def want to give a shout out to Kekoa (best cat cruise we have done in the Caribbean)! We would highly consider rebooking at Pond Bay Villa on our next STJ adventure!

A private balcony offers a relaxing view of Chocolate Hole Bay, showcasing sailboats anchored in the calm water. Two comfortable chairs are set around a small table with two cups, inviting tranquil moments while enjoying the serene coastal scenery.