Airbnb your place

Places to stay near Pineapple Beach

Book unique vacation rentals, homes, and more on Airbnb

Top-rated vacation rentals near Pineapple Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Guest favourite
Apartment in East End
4.9 out of 5 average rating, 10 reviews

Condo @ Margarita-ville - Studio Plus

Come staycation with us at Margaritaville kick off your flip-flops, swim up to the pool bar with an amazing view of the ocean from the upper pool deck and sip a tasty drink while you soak up the Caribbean sunshine. Situated on the eastern end of the island, it's easy to relax on property or explore some of the island's favorite attractions nearby. Margaritaville Vacation Club isn't just an incredible beach resort for Jimmy Buffett Parrotheads - it's also your own personal Margaritaville..

Guest favourite
A spacious living room features a light-colored sectional sofa adorned with decorative pillows. A textured rug lies beneath, and large windows allow natural light to fill the space, offering views of the outdoors. A comfortable armchair complements the seating area.
Apartment in East End
5 out of 5 average rating, 10 reviews

Ocean Paradise Point Pleasant

Welcome to your ultimate island retreat at our charming one-bedroom condo on St. Thomas' east end. Enjoy a cozy living room, well-equipped kitchen, and dining area. Relax on the spacious L-shaped porch with views of the pool, ocean, and nearby beach. Steps away from Margaritaville and Coki Point Beach, with resort amenities and a restaurant nearby. Experience comfort, relaxation, and the allure of Caribbean paradise in this meticulously appointed oasis, your perfect home away from home.

Top guest favourite
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.
Condo in East End
5 out of 5 average rating, 27 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.

Superhost
Condo in East End
5 out of 5 average rating, 4 reviews

Margaritaville - Spacious 2BR - Oceanfront Resort!

The Margaritaville Wyndham in St. Thomas covers all the bases. Located on Water Bay at the eastern end of St. Thomas, this beachside location is nestled in a cove fringed by waving palm trees. It’s the perfect escape for anyone with a sense of adventure looking for music and fun on your next vacation. If you’re dreaming of a more laid-back experience, then sip on a margarita while looking out onto an expanse of fine white sand, crystal-clear waters and St. John island in the distance.

Superhost
A serene beachfront area is presented, featuring colorful chairs on soft sand, with gentle waves lapping at the shore. A vibrant resort building, adorned with tropical landscaping, is shown alongside a tranquil pool area with water features. A modern sleeping space is highlighted, showcasing a spacious bed and light, natural décor.
Condo in Saint Thomas
4.77 out of 5 average rating, 13 reviews

Margarit@ville Beach Resort- Suite *Plus

SUNSHINE in Paradise AWAIT YOU! Beach front Resort, truly a perfect tropical dream-come-true! 2 POOLS! Come enjoy a margarita and kick off your flip-flops, sip a tasty drink and let your gaze rest upon an expanse of fine white sand, crystal-clear waters, and St. John Island in the distance. Restaurant on property! Coki Beach is within walking distance, and very close to Red Hook for shopping and dining experiences! *PLEASE read - GUEST ACCESS SECTION- for important information!*

Guest favourite
A sandy beach is bordered by swaying palm trees, with rows of colorful lounge chairs set up for relaxation. Crystal-clear waters and gentle waves are visible in the background, while boats can be spotted in the distance under a bright, blue sky.
Condo in East End
5 out of 5 average rating, 13 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*

Guest favourite
A community pool area is depicted, showcasing a vibrant blue pool surrounded by lounge chairs. A distinctive water feature shaped like a pineapple stands nearby, flanked by palm trees. Clear skies and lush landscaping enhance the inviting outdoor space.
Apartment in St. Thomas
4.89 out of 5 average rating, 18 reviews

Pineapple Parrot, Studio

Welcome to Pineapple Parrot, Studio! Comfortable, simple, and convenient, this studio condo offers everything you need for your St. Thomas vacation. Located on the east end of St. Thomas, this studio offers private, clean, and simple accommodations. It has a comfortable bed, a cozy living space, and a convenient location with easy taxi access. Next door to the world-famous resort, Margaritaville, Pineapple Parrot Studio, is the perfect location to do it all!

Superhost
A vibrant outdoor pool area is surrounded by palm trees and lounge chairs. Several umbrellas provide shade, while a casual dining area is visible nearby, under a thatched roof. The clear blue sky enhances the tropical ambiance, inviting relaxation.
Condo in East End
5 out of 5 average rating, 8 reviews

Island Paradise: Studio at Marg St Thomas

This resort, 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, crystal-clear waters, and St. John island in the distance. Wyndham Margaritaville St Thomas | Studio Balcony • Size: 324 - 324 • Kitchen: Partial • Baths: 1 • Accommodates: 4 Guests • Beds: King Bed - 1 Sleeper Sofa - 1

Guest favourite
A spacious bedroom is illuminated by natural light from large glass doors that open to captivating views. The comfortable bed is adorned with neatly arranged towels and a soft blanket. Tropical artwork is displayed on the walls, enhancing the serene atmosphere.
Condo in East End
4.88 out of 5 average rating, 8 reviews

Penthouse luxury with ocean views | Resort pools

Step into a world where romance and relaxation await at this luxurious penthouse condo in Point Pleasant Resort. Captivating ocean views of St. John and Tortola beckon from your private balcony while you indulge in modern comforts. Perfect for honeymooners or friends gathering for a memorable escape, you'll find yourself surrounded by breathtaking beauty and luxurious amenities, all conveniently near Red Hook's lively dining and shopping scene.

Guest favourite
A sandy beach scene is depicted, featuring clear turquoise waters and a bright blue sky dotted with clouds. Palm trees and lush greenery frame the area, while groups of people enjoy the beach. Lounge chairs are visible on the sand, inviting relaxation.
Condo in St. Thomas
4.85 out of 5 average rating, 171 reviews

Breathtaking Views from Sapphire Village

Enjoy our studio unit located in Sapphire Village Condominium development! Our unit is smoke-free, pet-free, fully air conditioned, and offers breathtaking views of neighboring USVI and BVI. We are offering a vacation home with the comforts that we would want while we are vacationing on the island. The unit features a king bed, new sliding doors to the balcony as well as a new split air conditioning unit. New internet router January 2024

Guest favourite
A sandy beach is bordered by clear blue waters and rocky formations. Gentle waves lap against the shore, creating a serene coastal ambiance. In the background, lush green hills and a few structures are visible, contributing to the peaceful tropical setting.
Condo in East End
4.94 out of 5 average rating, 16 reviews

Tropical Hideaway! Garden View @Point Pleasant

Take it easy at this quiet Tropical Hideaway at Point Pleasant. This 1 BR/1 BA Junior Suite is nestled in the quiet area of this popular condo-resort offering you a cozy place to hang your hat on vacation. Large Balcony to soak up the rays or relax in the afternoon and read a great book. 3 pools 2 Restaurants 24 Hour Security Free WiFI Book your stay with us today and experience the beauty of St. Thomas at Point Pleasant Resort!

Guest favourite
A cozy sleeping area features a spacious bed with light blue bedding, flanked by two bedside tables with decorative lamps. A piece of wall art of tranquil ocean waves is displayed above the bed, contributing to a calming ambiance.
Apartment in East End
4.98 out of 5 average rating, 40 reviews

Resort living at the beach.

Watch the sunrise at the beach with your morning coffee and happy hour at the bar in this beautiful studio. The studio has a generator to keep you cool. The studio has access to Margaritaville Resort bars, cafes, Sun and Sea Bar & Grill, and a quick trip into Red Hook. Walking distance to Coki Beach & Coral World. The condo has a pool, secure parking, and a safe location to enjoy St. Thomas. Taxis available at Margaritaville.

Popular amenities for vacation rentals near Pineapple Beach

KitchenWifiPoolFree parking on premisesAir conditioning

Condo rentals with wifi

Guest favourite
A panoramic view showcases the vibrant turquoise waters of the ocean, dotted with small islands in the distance. Lush greenery frames the foreground, while a sailboat floats gently on the water under a sky filled with soft clouds.
Condo in Saint Thomas
4.87 out of 5 average rating, 151 reviews

Million Dollar Views: 2 mins to Beach, Pool, more

Superhost
A spacious living area features a vaulted wooden ceiling and large windows allowing natural light. Two light-colored sofas and a wooden coffee table are positioned on tiled flooring. In the background, a dining space is visible through sliding glass doors leading to an outdoor area.
Condo in St Thomas
4.82 out of 5 average rating, 159 reviews

SunnySide Villa! 2BR/3BA in Margaritaville resort

Guest favourite
A spacious bedroom is furnished with a large bed featuring a woven headboard. Light blue and white palm-patterned wallpaper adds a serene touch. A seating area with two chairs and a coffee table is visible, and sliding glass doors lead to a balcony overlooking the beach.
Condo in East End
4.85 out of 5 average rating, 215 reviews

Charming Beach Condo w/ Balcony- 2 Pools and Beach

Top guest favourite
A sandy beach offers a serene view featuring clusters of leafy trees providing shade. The calm turquoise waters are visible in the background under a clear blue sky. Beach seating is scattered along the shoreline, inviting relaxation and enjoyment of the landscape.
Condo in East End
5 out of 5 average rating, 193 reviews

"H2Oh What a Beach!" condo: Walk-out Beach Access!

Top guest favourite
A wooden bench with a sign reading 'SAIL AWAY' is positioned on a patio, overlooking the vibrant blue waters of a beach. Lush green foliage and palm trees frame the view, with rolling hills visible in the distance under a partly cloudy sky.
Condo in East End
4.94 out of 5 average rating, 126 reviews

Sail Away II-WOW Beachfront to Paradise Remodeled

Guest favourite
An open-concept living area features high wooden ceilings and large sliding glass doors, providing unobstructed views of the ocean and surrounding islands. A dining table and chairs are visible alongside a turquoise cabinet, with a ceiling fan above for comfort.
Condo in Saint Thomas
4.94 out of 5 average rating, 108 reviews

Wrap Around Balcony~Views~Pack your Bathing Suit!

Top guest favourite
A vast ocean view is captured from a covered balcony, showcasing the stunning blue waters and nearby islands. Sailboats dot the tranquil sea, with a coastal community visible along the shoreline. Soft clouds drift across a clear sky, enhancing the serene coastal atmosphere.
Condo in Saint Thomas
4.93 out of 5 average rating, 152 reviews

★★★★★ Breathtaking Ocean Views-Private Balcony

Top guest favourite
The living area features a spacious sofa and a patterned armchair arranged around a coffee table. Large sliding glass doors provide a view of the ocean and access to the balcony. A dining table with chairs is positioned near the window, allowing for bright natural light.
Condo in St. Thomas
4.96 out of 5 average rating, 150 reviews

Oceanfront Bliss & Perfect Sunsets + Backup Power

Family-friendly house rentals

Guest favourite
A doorway frames a scenic view of the waterfront and lush greenery. Light pours in, illuminating the tiled floor and vibrant blue rugs. A wooden dining table with high-backed chairs is positioned nearby, inviting family gatherings in a serene setting.
Home in Northside
4.98 out of 5 average rating, 52 reviews

Private Ocean & Stargazing views on the Northside

Guest favourite
A beachside view features turquoise waters meeting a sandy shore. Colorful beach chairs are set up along the coast, with palm trees swaying in the gentle breeze. Sailboats are anchored in the distance under a bright blue sky dotted with fluffy clouds.
Home in East End
4.95 out of 5 average rating, 42 reviews

New Listing! New remodel steps to beach & pool!

Superhost
A shaded lounge area features a turquoise umbrella providing respite from the sun, positioned beside soft, sandy beach and clear turquoise waters. Gentle waves lap at the shore, creating a serene atmosphere. Rocky formations are visible in the distance, adding to the coastal scenery.
Home in VI
4.96 out of 5 average rating, 25 reviews

Sierra Villa 3Br/3.5Bths -On Point Pleasant Resort

Guest favourite
A balcony is depicted with a vibrant red hammock suspended between wooden rails. Potted plants hang from above, displaying lush greenery. The view beyond features dense tropical foliage, creating a serene and inviting atmosphere.
Home in St Thomas
4.93 out of 5 average rating, 185 reviews

Creekside

Top guest favourite
A panoramic view captures lush green landscapes and calm waters under a blue sky adorned with fluffy white clouds. The distant horizon features gentle hills, while nearby rooftops offer a glimpse of the surrounding community and natural beauty.
Home in St Thomas
4.96 out of 5 average rating, 263 reviews

Amazing Ocean View with a spectacular location!

Guest favourite
A spacious balcony offers panoramic views of lush green hills and sparkling blue waters. A small table and chairs are positioned for outdoor dining, surrounded by tropical plants and flowers. The combination of sunlight and clouds creates a serene atmosphere.
Home in East End
4.98 out of 5 average rating, 119 reviews

Brigadoon: RedHook Villa, (sleeps 6) WOW VIEW!

Guest favourite
A panoramic view of turquoise waters meets lush green shores, dotted with distant islands. The landscape presents a serene coastal scene, with gentle waves lapping at the sandy beach, creating a tranquil atmosphere under a partly cloudy sky.
Home in East End
4.96 out of 5 average rating, 70 reviews

Island Daze - Amazing Views

Superhost
The outdoor seating area features a covered pergola with comfortable furniture and decorative pillows. Soft lighting is suspended above, enhancing the intimate setting. The entrance showcases a vibrant red door, framed by large windows that allow natural light to brighten the space.
Home in East End
4.89 out of 5 average rating, 38 reviews

La Casita #2

Apartment rentals with air conditioning

Superhost
An outdoor patio space is shown with wooden decking and a peaceful view of the surroundings. Two umbrellas provide shade, and patio furniture including chairs and a small table is arranged thoughtfully for relaxation. Lush greenery enhances the inviting atmosphere.
Apartment in St. Thomas
4.84 out of 5 average rating, 477 reviews

Hidden Hilltop Treasure

Top guest favourite
A scenic view is presented from a small deck, featuring lush greenery and colorful plants. Gentle hills are visible in the background, with the warm glow of a setting sun highlighting the landscape. The inviting outdoor space is enhanced by the surrounding nature.
Apartment in Northside
4.97 out of 5 average rating, 152 reviews

A Peace in Paradise!

Guest favourite
A well-appointed sleeping area features a spacious bed covered with a soft blue blanket, situated near two artwork pieces depicting serene landscapes. A bedside table holds a small plant, and a lamp provides gentle lighting, enhancing the room's tranquil feel.
Apartment in Saint Thomas
4.86 out of 5 average rating, 147 reviews

Traveler's Hideaway

Superhost
The kitchen is fully equipped with wooden cabinetry and a stainless steel refrigerator. A dining table set for four features elegant tableware and fresh flowers, while modern appliances, including a toaster and coffee maker, are visible on the countertop.
Apartment in St. Thomas
4.88 out of 5 average rating, 140 reviews

"Cove Blanco" in St. Thomas

Guest favourite
A multi-level property is surrounded by lush greenery, featuring a spacious outdoor deck with sun loungers and umbrellas. The light-colored building has balconies with views and is accessible via a stone pathway, offering a sense of calm in a private environment.
Apartment in Charlotte Amalie
4.92 out of 5 average rating, 299 reviews

Beautiful view of Magen's Bay Beach

Superhost
A comfortable sleeping area features a cozy bed with a navy blue coverlet and decorative coral-patterned pillows. Two bedside tables with soft-glowing lamps frame the bed, while framed botanical prints add a touch of nature to the light-filled space.
Apartment in Charlotte Amalie
4.92 out of 5 average rating, 101 reviews

#3 Walk to shopping! Beautifully upgraded studio

Top guest favourite
A cozy living area is equipped with a dark blue sofa, a stylish lamp, and a wooden TV stand. A vibrant rug is placed on the floor, and natural light filters through the white window curtains. A decorative plant adds a touch of greenery to the space.
Apartment in Saint Thomas
4.98 out of 5 average rating, 202 reviews

Hillside Hideaway

Superhost
A private balcony offers a view of palm trees below and nearby parked cars. Two white chairs are positioned on the wooden deck, which is complemented by a clear blue sky featuring scattered clouds.
Apartment in East End
4.83 out of 5 average rating, 111 reviews

Blue Horizon, Two - Walk to Sapphire Beach

Other great vacation rentals near Pineapple Beach

Guest favourite
A large outdoor pool is surrounded by lounge chairs in bright orange. A thatched-roof structure provides shade at one end of the pool, and vibrant umbrellas in various colors are seen in the background. Palm trees and distant water views contribute to the relaxing environment.
Apartment in St. Thomas
5 out of 5 average rating, 5 reviews

Wyndham St Thomas Margaritaville- Studio Suite

Guest favourite
A serene coastal view features a white sailboat navigating through calm blue waters, framed by lush green foliage. In the distance, beautiful hilly terrain complements the tranquil atmosphere, while scattered houses and palm trees line the shoreline.
Condo in East End
4.95 out of 5 average rating, 77 reviews

Close to Beaches & Waterfront! Villa w/Big Balcony

Guest favourite
Condo in VI
4.92 out of 5 average rating, 97 reviews

Cold? Book Now! Caribbean Sunshine! Amazing Views!

Guest favourite
Condo in East End
4.96 out of 5 average rating, 24 reviews

Newly-Remodeled Condo in St. Thomas

Guest favourite
An outdoor balcony is visible, featuring a striped cushion sofa and a dining table with four chairs. The scene overlooks turquoise waters and distant islands under a partly cloudy sky, creating a bright and inviting space for relaxation.
Condo in East End
4.87 out of 5 average rating, 45 reviews

Skip the Snowstorm—Stay in Paradise Instead!

Top guest favourite
A spacious bedroom is highlighted by a large bed with white linens, set against a blue upholstered headboard. A ceiling fan and large sliding glass doors offer views of the ocean. A decorative bench is placed at the foot of the bed, adding functionality to the space.
Apartment in Northside
5 out of 5 average rating, 62 reviews

Condo with Northside Views & Back-Up Generator

Top guest favourite
A sandy beach is lined with tall palm trees, casting gentle shadows on the ground. In the distance, a couple walks along the shoreline, with waves lapping at the sand. The turquoise water and clear blue sky create a serene coastal environment.
Condo in East End
5 out of 5 average rating, 19 reviews

On the Beach! 1 Min Walk to Dining - STJ Ferry

Guest favourite
A studio space features a cozy bed with neutral bedding, complemented by a ceiling fan above. A modern television is mounted on the wall near potted plants. Natural light filters through multiple doorways, and a textured rug adds visual interest to the tiled floor.
Apartment in East End
5 out of 5 average rating, 20 reviews

Beautiful beach ocean view near Coki solar powered