Holiday rentals with a kayak in St. Thomas

4.91 out of 5 average rating, 139 reviews

A scenic patio area features two lounge chairs positioned to face the ocean, surrounded by tropical plants in bright yellow pots. The view includes a vibrant turquoise bay and distant hills under a blue sky with scattered clouds.

Villa in Northside

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 spacesLocationCheckout

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.

5.0 out of 5 average rating, 57 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!

Outdoor spacesLocationPool

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, 72 reviews

Beach Walkout, Sapphire Beach, Pool, Restaurants

Wake up to the sound of gentle waves and walk straight out onto the beach. This fully renovated beach-level condo, located in building A, on Sapphire Beach offers the perfect island escape. Inside, the space is light and breezy with a fresh, beachy vibe. You'll find a plush king bed and a queen-size sleeper sofa, perfect for couples or small families. The fully equipped kitchen features a cooktop, oven, microwave, and all the essentials to whip up island-inspired meals or quick snacks before hea

LocationOutdoor spacesWalkability

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, 158 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.

ValueLocationGetting around

4.9 out of 5 average rating, 39 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!

LocationValueSleep quality

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.

5.0 out of 5 average rating, 64 reviews

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.

ValueOutdoor spacesBathroom

4.97 out of 5 average rating, 157 reviews

A serene beach scene captures clear turquoise waters gently lapping against the shore. Lush greenery cliffs rise in the background, adding natural beauty to the landscape. A small boat and a few swimmers can be seen enjoying the calm sea, enhancing the tranquil atmosphere.

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.

ValueOutdoor spacesWalkability

Superhost

Two woven chairs are positioned on a deck, facing expansive ocean views under a partly cloudy sky. Brightly colored cushions add a touch of vibrancy, while the distant shoreline is visible in the background, creating an inviting outdoor space for relaxation.

Apartment in East End

4.79 out of 5 average rating, 90 reviews

Blue Breeze your Caribbean home away from home

Breathtaking Views Await! Discover this hidden gem on the East End of St. Thomas, just a 5-minute walk to beautiful Secret Harbor Beach. This inviting apartment boasts a fully equipped kitchen—perfect for preparing fresh-caught lobster. The space features a bedroom with a queen bed and a separate room with a queen pull-out couch, making it ideal for couples or small groups. There are solar panels with back up batteries for continuous power and a million dollar view!!!!!

ValueOutdoor spacesGetting around

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.

4.9 out of 5 average rating, 68 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.

Outdoor spacesValueBeach

Superhost

A serene beach scene captures gentle waves lapping at the fine, white sand. Sunlight reflects off the clear water, revealing a tranquil shoreline lined with lush greenery. In the distance, colorful umbrellas and people can be seen enjoying the beach, enhancing the inviting atmosphere.

Apartment in Saint Thomas

4.89 out of 5 average rating, 18 reviews

Sapphire Beachside Units for Groups

Experience the beauty of Sapphire Beach at Crystal Cove. - Two side-by-side units accommodating up to 8 guests - Unit B16 features a King-sized bed, 2 full baths, and a pullout couch - Unit B18 includes a King-sized bed, pullout couches with 2 full baths - Full kitchens in both units - Perfect for groups or families looking for a beach getaway - Located just steps from the fine white sand of Sapphire Beach - Enjoy the vibrant atmosphere and local charm

Outdoor spacesLocationCondition