Vacation rentals with a kayak in St. John

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.

Outdoor spaces · Location · Beach

Oceanfront - Perfect couple only romantic getaway

Rendezvous by the Sea is a couples-only oceanfront retreat on St. John, offering breathtaking panoramic views and total serenity. Our two beautifully appointed suites, La Mer and Le Jardin, have its own entrance, patio, luxurious king bed, and every comfort you need. With full solar backup power, island outages are never a worry. Fall asleep to the waves, wake up to sweeping ocean views, and let the beauty of the Caribbean take care of the rest. Romance, privacy, and paradise — designed for two.

Location · Value · Check-in

Couples Retreat w/Panoramic 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.

Outdoor spaces · Location · Accuracy

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.

Location · Outdoor spaces · Quiet

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!

Value · Outdoor spaces · Nearby

Blue Pearl Villa in St. John USVI | Ocean Views

The Blue Pearl Villa 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.

Location · Outdoor spaces · Cleanliness

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.

Outdoor spaces · Value · Amenities

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.

Outdoor spaces · Location · Getting around

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.

Value · Outdoor spaces · Wifi

Turtle Nest 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.

Value · Location · Decor

Seaview in St. Thomas

Relax with the whole family at this peaceful place to stay. End unit in a quiet condominium complex with beach and pool access. Poolside bar, restaurant, and beachside bistro steps from your door. Water sport rental on the property. Easy access to downtown Red Hook with great restaurants and a ferry to St. John. Truly a little piece of paradise!

Location · Value · Beach

Waterfront Cottage with private beach!

Postcard perfect cottage in Hurricane Hole for a couple. Shared private beach with 2 other houses, all new cottage since the hurricanes. Gentle slope, easy access , SmartTV, Wifi, A/C in bedroom, UV Filtered water system, BBQ, 2 person kayak, Beach Chairs & cooler... everything you need for a perfect vacation, a home away from home!

Location · Outdoor spaces · Hiking