Holiday rentals with a kayak in Saint John

4.87 out of 5 average rating, 47 reviews

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. ☀️

4.83 out of 5 average rating, 23 reviews

Condo in East End

Belle Vie- Sapphire Beach, pool, steps to beach

A beautifully renovated condo right on Sapphire Beach in building A!! The first floor boasts a bright, well appointed kitchen, living room with pullout sofa & full bathroom with a washer & dryer. Head upstairs to the large master bedroom with a pullout sleeper sofa. There are two balconies in this villa which overlook the beach and crystal clear Caribbean water! You are only steps away from feeling the sand on your toes! There are beach chairs supplied for you to take to other beaches, but whil

5 out of 5 average rating, 30 reviews

Condo in East End

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!

5 out of 5 average rating, 88 reviews

Villa in Coral Bay

Joy of Life Villa: Couples Retreat with Best 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.

Superhost

Villa in Northside

4.89 out of 5 average rating, 79 reviews

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

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!

Guest suite in Brewers Bay

5 out of 5 average rating, 24 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.

5 out of 5 average rating, 15 reviews

Condo in East End

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.

4.98 out of 5 average rating, 60 reviews

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.

4.97 out of 5 average rating, 91 reviews

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.

5 out of 5 average rating, 5 reviews

Villa in Cruz Bay

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.

4.96 out of 5 average rating, 47 reviews

Guest suite in Cruz Bay

Private Oasis in Rendezvous Bay - Le Jardin

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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Holiday House Rentals with a Kayak

Private room in St. Thomas

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

CodyRating, 5 stars48 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!

Superhost

Home in Coral Bay

5 out of 5 average rating, 6 reviews

Castaway Cottage: Privacy, Views

ValerieRating, 5 stars1 month ago

We loved this studio cottage! Karen, Jason and Shelley were extremely friendly and responsive. They guided us on the drive up to the house when we arrived and gave great local recommendations. The cottage was completely private, had amazing views, and was equipped with everything we needed. We would definitely stay here again!

AnneRating, 5 stars4 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, 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.

Superhost

Home in Southside

4.97 out of 5 average rating, 60 reviews

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.

4.93 out of 5 average rating, 29 reviews

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

LanceRating, 5 stars2 weeks ago

We stayed 12 days and had an amazing experience! The home was clean, comfortable, and perfectly located—super convenient to North Shore beaches and grocery stores. Every beach amenity was available, and we used the provided kayaks and paddle boards throughout our stay. The views were incredible, and the AC was exceptional after long days in the sun. If we return to St. John, we wouldn’t look anywhere else—this will be our go-to spot. Only minor downside was the low water pressure, but it didn’t take away from an otherwise perfect stay.