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Places to stay near Pineapple Beach

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Top-rated holiday rentals near Pineapple Beach

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

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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.
Apartment in Saint Thomas
4.93 out of 5 average rating, 107 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 favourite
Flat 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 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.
Apartment in East End
5 out of 5 average rating, 26 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
Apartment 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.
Apartment 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 terrace area features a wooden railing with colorful umbrellas providing shade. A dining set is arranged on the deck, offering a view of the bay and surrounding hills under clear skies. Gentle waves can be seen lapping at the shoreline in the distance.
Apartment in East End
5 out of 5 average rating, 11 reviews

*Margarita-ville Resort* Studio Plus (Sleeps 4)

*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.
Flat in St. Thomas
4.88 out of 5 average rating, 17 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.
Apartment 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 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.
Apartment 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 serene outdoor pool area is framed by lush palm trees and colorful lounge chairs. Umbrellas provide shade for relaxation, while the clear blue water invites guests to enjoy swimming. An inviting pavilion is visible in the background, enhancing the tranquil ambiance of the resort.
Apartment in East End
4.94 out of 5 average rating, 17 reviews

Island Paradise Studio @ Margaritaville 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 Suite • Size: 324 - 324 • Kitchen: Partial • Baths: 1 • Accommodates: 2 Guests • Beds: King Bed

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, 47 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.

Guest favourite
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.
Holiday home in Saint Thomas
4.92 out of 5 average rating, 166 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.

Popular amenities for holiday rentals near Pineapple Beach

KitchenWifiPoolFree parking on premisesAir conditioning

Apartment 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.
Apartment in Saint Thomas
4.87 out of 5 average rating, 149 reviews

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

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.
Apartment in East End
4.85 out of 5 average rating, 214 reviews

Charming Beach Condo w/ Balcony- 2 Pools and Beach

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.
Apartment in St Thomas
4.82 out of 5 average rating, 159 reviews

SunnySide Villa! 2BR/3BA in Margaritaville resort

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.
Apartment in East End
5 out of 5 average rating, 192 reviews

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

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.
Apartment in East End
5 out of 5 average rating, 18 reviews

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

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.
Apartment in East End
4.94 out of 5 average rating, 125 reviews

Sail Away II-WOW Beachfront to Paradise Remodeled

Guest favourite
A dining table set for a meal overlooks a vibrant marina filled with boats. The scene features a decorative starfish and elegant glassware, with sunlight casting striped shadows across the tabletop. Lush greenery and water in shades of blue enhance the backdrop.
Apartment in East End
4.83 out of 5 average rating, 138 reviews

Luxury 1/1 Oceanfront @ Sapphire Beach Resort

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.
Apartment in Saint Thomas
4.93 out of 5 average rating, 152 reviews

★★★★★ Breathtaking Ocean Views-Private Balcony

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
4.74 out of 5 average rating, 42 reviews

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

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

Top guest favourite
Home in Northside
4.83 out of 5 average rating, 215 reviews

Your Own Whole House Beach central 3 KNG Beds AC

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, 184 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, 118 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, 69 reviews

Island Daze - Amazing Views

Guest favourite
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, 37 reviews

La Casita #2

Apartment rentals with air conditioning

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.
Flat in Saint Thomas
4.86 out of 5 average rating, 145 reviews

Traveler's Hideaway

Guest favourite
A panoramic view of the coastline captures the vibrant blue waters meeting distant islands. Lush greenery and well-kept buildings with red rooftops are visible in the foreground, providing a serene backdrop to the expansive sky.
Flat in Sapphire Beach
4.94 out of 5 average rating, 234 reviews

Captain and Mermaid Sapphire Condo

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.
Flat in St. Thomas
4.88 out of 5 average rating, 140 reviews

"Cove Blanco" in St. Thomas

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.
Flat in East End
5 out of 5 average rating, 8 reviews

Ocean Paradise Point Pleasant

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.
Flat in Charlotte Amalie
4.92 out of 5 average rating, 298 reviews

Beautiful view of Magen's Bay Beach

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.
Flat 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.
Flat in East End
4.83 out of 5 average rating, 111 reviews

Blue Horizon, Two - Walk to Sapphire Beach

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.
Flat in East End
5 out of 5 average rating, 20 reviews

Beautiful beach ocean view near Coki solar powered

Other great holiday 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.
Apartment in East End
4.67 out of 5 average rating, 3 reviews

Island Paradise: 1BR Suite at Marg St Thomas

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.
Apartment in East End
4.88 out of 5 average rating, 8 reviews

Penthouse luxury with ocean views | Resort pools

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.
Apartment in East End
4.95 out of 5 average rating, 76 reviews

Close to Beaches & Waterfront! Villa w/Big Balcony

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

Cold? Book Now! Caribbean Sunshine! Amazing Views!

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
4.63 out of 5 average rating, 1,146 reviews

ST. Thomas Margaritaville Beachfront Resort Studio

Guest favourite
A broad view of the vibrant turquoise sea extends to distant islands under a clear blue sky. Lush greenery and colorful flora frame the scene, while gentle waves can be seen lapping against the shore. The harmonious blend of nature and water creates a serene coastal landscape.
Apartment in East End
5 out of 5 average rating, 7 reviews

Mermaid Escape Amazing Views ~ Beach & Pool Access

Guest favourite
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.
Flat in St. Thomas
4.88 out of 5 average rating, 8 reviews

Margaritaville Resort Studio

The resort features a large outdoor pool surrounded by lush palm trees and tropical landscaping. Lounge chairs with umbrellas line the pool area, offering comfortable seating for relaxation. A thatched-roof structure is visible in the background, complementing the serene atmosphere.
Apartment in East End
4.78 out of 5 average rating, 9 reviews

Island Paradise: 1BR Suite at Marg St Thomas