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Places to stay near Pineapple Beach

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Top-rated vacation rentals near Pineapple Beach

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

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Guest favorite
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
4.93 out of 5 average rating, 106 reviews

C'est Jolie - Views! Views! Views!

What a Vacation Home! Amazing Views! Freshly Remodeled! Welcome to C'est Jolie, newly decorated hilltop corner unit featuring breathtaking views of St. John, Tortola & Jost Van Dyke. 1BR/1BA vacation home is yours for however long you book - each time you walk in the view will take your breath away! Brand new furniture, fresh paint, 2 ACs, 2 TVs will have you on island time in no time. Perfect East End location next to Margaritaville 2 minutes to Coki Beach, 3 minutes to Lindquist Beach.

Guest favorite
A panoramic view reveals vibrant turquoise waters and several nearby islands, bordered by lush greenery. The sky is partially filled with fluffy clouds, and the distant shoreline features contrasting structures amidst the natural landscape.
Villa in St. Thomas
4.83 out of 5 average rating, 264 reviews

Amazing Villa in Paradise: Views of 9 Islands

You will love this villa's amazing views, and perfect location on the East End of St Thomas. This villa has all new furniture, a gorgeous kitchen, remodeled bath, high end sheets and towels, beach towels, beach chairs, snorkel gear, a 42" TV, great WiFi and so much more. You are 50 steps from the pool and one of our on-site restaurants, plus 5 mins to 4 of the best beaches on island. I'll provide details on all the beaches, restaurants, bars, stores and more. You will absolutely love it!

Guest favorite
Apartment in East End
5 out of 5 average rating, 11 reviews

Studio Dlx Condo @ Margarita-ville Beach Resort

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.

Top guest favorite
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, 24 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 row of six blue lounge chairs is positioned under a straw umbrella on a sandy beach. Crystal-clear waters gently lap at the shore, with a few boats visible in the background. Lush greenery and hillside buildings provide a scenic backdrop beneath a partly cloudy sky.
Condo in VI
4.85 out of 5 average rating, 39 reviews

St Thomas Margaritaville Studio sleep 4**

It’s 5 O’Clock Somewhere Live the Margaritaville life at your Jimmy Buffett-inspired beachside paradise. Wyndham St. Thomas, 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. Try your hand at sailing, paragliding or windsurfing, then relax and soak up those island tunes and a salty margarita.

Guest favorite
A row of blue lounge chairs is arranged in the soft sand under a thatched umbrella. The calm turquoise waters are visible in the background, accompanied by distant sailboats and greenery lining the shore, creating a serene coastal setting.
Condo in East End
5 out of 5 average rating, 12 reviews

Margarit@ville Beach Resort-Presidential Oceanview

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!*

Superhost
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, 11 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*

Superhost
The scene depicts a vibrant outdoor area featuring a large swimming pool surrounded by palm trees and lounge chairs. Umbrellas provide shade over seating arrangements. A thatched-roof structure can be seen, adding to the tropical ambiance, with clear skies above.
Condo in East End
4.95 out of 5 average rating, 20 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

Superhost
A spacious living area is illuminated by natural light, featuring a large sectional sofa adorned with patterned cushions. Two round ottomans are positioned on a geometric-patterned rug, while a sleek entertainment unit displays various decorative items and a television, complemented by ceiling fans for comfort.
Villa in East End
4.98 out of 5 average rating, 46 reviews

Amazing Pineapple Village Villa in Margaritaville

Escape to the ultimate tropical getaway at Margaritaville Resort on St. Thomas. This newly remodeled 3-bed, 4-bath condo offers modern coastal luxury with bright interiors, A/C, fast WiFi, and seamless indoor–outdoor living. Enjoy a shared pool, full resort amenities, and a whole-house generator for uninterrupted comfort. Stays of 7+ nights include free washer and dryer use, creating a truly effortless Caribbean retreat.

Superhost
A light-filled living area features a spacious white sofa paired with a geometric wooden coffee table. An open dining space with a wooden table and chairs can be seen in the background, while large sliding doors invite natural light and offer easy access to the outdoors.
Vacation home in Saint Thomas
4.92 out of 5 average rating, 164 reviews

Villa La Realeza - Award Winning Design - VIEWS!

Welcome to Villa La Realeza by Virgin Islands Vacation. This Villa is the perfect island vacation rental in St Thomas, and is located inside the guard gated Point Pleasant Resort. The Villa offers the perfect blend of relaxation & adventure. Relax by the pools or simply enjoy amazing views from the private wrap around patio with views of St John & Tortola islands. NO PETS allowed, $250 fee if violated.

Guest favorite
A colorful sign displays the name 'Margaritaville,' adorned with tropical elements including palm trees and a parrot. The sign is positioned above a thatched-roof structure, set against a blue sky and vibrant greenery, conveying a lively vacation atmosphere.
Apartment in St. Thomas
4.88 out of 5 average rating, 8 reviews

Margaritaville Resort Studio

Kick back and relax in this calm, stylish space. Margaritaville, 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 beverage — and let your gaze rest upon an expanse of fine white sand, crystal-clear waters, and St. John island in the distance.

Popular amenities for vacation rentals near Pineapple Beach

KitchenWifiPoolFree parking on premisesAir conditioning

Condo rentals with wifi

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, 158 reviews

SunnySide Villa! 2BR/3BA in Margaritaville resort

Guest favorite
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, 210 reviews

Charming Beach Condo w/ Balcony- 2 Pools and Beach

Top guest favorite
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, 189 reviews

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

Superhost
Condo in East End
4.96 out of 5 average rating, 208 reviews

HarborHouse-PRIME OCEANFRONT VILLA SAPPHIRE BEACH

Top guest favorite
Condo in Northside
4.99 out of 5 average rating, 148 reviews

VIEWS! Condo by Magen's Beach w/ POOL & generator!

Guest favorite
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, 123 reviews

Sail Away II-WOW Beachfront to Paradise Remodeled

Top guest favorite
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, 151 reviews

★★★★★ Breathtaking Ocean Views-Private Balcony

Guest favorite
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
4.93 out of 5 average rating, 15 reviews

Tropical Hideaway! Garden View @Point Pleasant

Family-friendly house rentals

Superhost
The living area features a spacious gray sectional sofa and a light wooden coffee table, situated on a patterned rug. A flat-screen TV is mounted on the wall, complemented by decorative wall art and a lamp illuminating the space, creating a cozy and functional gathering spot.
Home in East End
4.73 out of 5 average rating, 40 reviews

Condo by the beach! Condo steps away from the beach!

Guest favorite
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, 38 reviews

New Listing! New remodel steps to beach & pool!

Top guest favorite
The exterior of a white villa is framed by lush green vegetation and tall palm trees, highlighting large windows that allow for plenty of natural light. A balcony extends from the upper level, providing an inviting space to enjoy the surrounding tropical landscape.
Home in Cruz Bay
4.96 out of 5 average rating, 177 reviews

BIG WATERFRONT VILLA WALK SHOPPING & RESTAURANTS

Top guest favorite
Home in Northside
4.83 out of 5 average rating, 212 reviews

Your Own Whole House Beach central 3 KNG Beds AC

Superhost
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, 183 reviews

Creekside

Guest favorite
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, 262 reviews

Amazing Ocean View with a spectacular location!

Guest favorite
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, 116 reviews

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

Guest favorite
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, 68 reviews

Island Daze - Amazing Views

Apartment rentals with air conditioning

Guest favorite
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, 150 reviews

A Peace in Paradise!

Guest favorite
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, 145 reviews

Traveler's Hideaway

Superhost
A small outdoor balcony features a round table set for two, accompanied by two light-colored chairs. The view includes lush greenery and the Caribbean Sea in the background, enhancing the relaxing atmosphere during twilight.
Apartment in East End
4.81 out of 5 average rating, 177 reviews

Two Ocean View II/Entire Apt/Walk to the Beach

Guest favorite
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, 296 reviews

Beautiful view of Magen's Bay Beach

Top guest favorite
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, 200 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, 110 reviews

Blue Horizon, Two - Walk to Sapphire Beach

Guest favorite
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
4.87 out of 5 average rating, 15 reviews

Pineapple Parrot, Studio

Superhost
A sandy pathway leads to a tranquil beach, framed by lush green foliage on either side. Calm turquoise waters stretch towards the horizon under a partly cloudy sky, creating a serene coastal view.
Apartment in East End
4.91 out of 5 average rating, 116 reviews

Walk to Sapphire Beach

Other great vacation rentals near Pineapple Beach

A row of six beach chairs is positioned under a thatched umbrella on a sandy beach. Calm turquoise waters extend to the horizon, with lush green hills and buildings visible in the background. Fluffy white clouds are scattered across a bright blue sky.
Condo in East End
4.67 out of 5 average rating, 3 reviews

Island Paradise: 1BR Suite at Marg St Thomas

Superhost
The open-concept living area features a comfortable blue sofa and armchairs arranged around a glass coffee table. Large sliding glass doors open to the balcony, showcasing breathtaking views. A textured area rug and a ceiling fan enhance the space, while natural light fills the room.
Condo in East End
4.87 out of 5 average rating, 45 reviews

Romantic Luxury 1 Bedroom Condo w/Fantastic Views

Guest favorite
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

Guest favorite
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, 76 reviews

Close to Beaches & Waterfront! Villa w/Big Balcony

A large outdoor swimming pool is surrounded by vibrant lounge chairs and shaded by colorful umbrellas. Palm trees sway gently in the breeze, creating a relaxed atmosphere. The clear blue water invites guests to unwind in a sunlit environment.
Guest suite in East End
4.62 out of 5 average rating, 1,129 reviews

ST. Thomas Margaritaville Beachfront Resort Studio

Top guest favorite
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, 13 reviews

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

Guest favorite
A sunlit pool area features a large swimming pool surrounded by lounge chairs and umbrellas. Palm trees sway in the breeze, providing a tropical backdrop. The atmosphere is enhanced by bright green and blue accents, inviting relaxation in a vibrant outdoor setting.
Resort in East End
4.93 out of 5 average rating, 28 reviews

Island Paradise Studio @ Margaritaville St Thomas

Guest favorite
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, 19 reviews

Beautiful beach ocean view near Coki solar powered