Vacation rentals with a kayak in Northside

4.83 out of 5 average rating, 208 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, 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 & pet-friendly perfect for families. Easy parking + quiet, secluded location. A super central home, incredible value!

Guest favorite

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.

4.98 out of 5 average rating, 40 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

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, 37 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!

Guest favorite

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

4.9 out of 5 average rating, 91 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.

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, 93 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.

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, 22 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!

4.85 out of 5 average rating, 27 reviews

A tranquil outdoor space features a private pool surrounded by comfortable seating and bright greenery. A large umbrella provides shade over a lounging area, while string lights create a festive atmosphere. The expansive view of the coastline and blue skies enhances the inviting setting.

Villa in East End

4BR Hilltop vacation bliss! Incredible views!

Welcome to The Lazy Lizard, a stunning villa on the East End of St. Thomas. - 4 bedrooms and 3.5 baths with spacious, elegantly decorated interiors - Inviting living areas perfect for relaxation or entertaining - Expansive outdoor spaces featuring a private pool and multiple viewing decks - Nearly 360º views of the Caribbean Sea - Complimentary Concierge Service to enhance your stay - Just a 2-minute drive to Secret Harbor and 5 minutes to Red Hook -Automatic backup generator

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, 22 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.

4.96 out of 5 average rating, 110 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.

A spacious resort area is surrounded by palm trees and dotted with lounge chairs. A large pool is situated in the center, with umbrellas providing shade. Beachfront views showcase the turquoise water and clear sky in the background, creating a serene outdoor environment.

4.57 out of 5 average rating, 14 reviews

*Margarita-ville Resort* Studio Suite (Sleeps 2)

*Feel free to ask about discounts for your reservation!* Nestled in a cove fringed by waving palm trees, is a perfect tropical dream come true. So grab a beach chair, kick off your flip-flops, sip a tasty boat drink — and let your gaze rest upon an expanse of fine white sand, and crystal-clear waters. Restaurant on property, Coki Beach within walking distance, and very close to Red Hook for shopping and dining experiences! *PLEASE SEE GUEST ACCESS SECTION FOR USVI TAX INFO*

4.79 out of 5 average rating, 71 reviews

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

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!!!!!

A patio area is presented with a round table and two chairs, offering expansive views of the turquoise water and distant islands. A gentle breeze can be imagined in this serene setting, enhancing the connection to the natural beauty of Sapphire Beach.