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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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Superhost
Two light blue beach chairs are positioned on a sandy shore beneath a thatched umbrella. Gentle waves lap at the beach, while sailboats are visible in the distance against a backdrop of distant hills and soft clouds.
Condo in East End
5 out of 5 average rating, 3 reviews

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

*Feel free to ask about discounts for your reservation!* St Thomas USVI, Beautiful Beach 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. Restaurant on property, Coki Beach within walking distance, and very close to Red Hook for shopping and dining experiences!

Guest favourite
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
4.82 out of 5 average rating, 262 reviews

Amazing Villa in Paradise: Views of 9 Islands

Take advantage of our great rates at one of the 10 BEST places to stay on St Thomas. I personally promise you will love it! Incredible views over 9 islands from everywhere! 50 steps from the pool. This villa has all new furniture, gorgeous new kitchen, remodeled bath, high end sheets and towels, beach towels, beach chairs, snorkel gear, a 42" TV, free WiFi and so much more. I provide a robust info packet with all the best beaches, restaurants, bars, grocery store and more. You will LOVE it!

Guest favourite
A vibrant beach scene showcases clear blue waters and a sandy shoreline dotted with a variety of colorful lounge chairs. Palm trees sway gently in the foreground while boats are anchored in the distance under a clear blue sky. A thatched umbrella provides shade on the beach.
Condo in Saint Thomas
4.9 out of 5 average rating, 69 reviews

Perfect location, Steps from Beach and Pool!

Unit is located in Pineapple Village next to Margaritaville Resort. Stay includes access to PV Pool and access to Margaritaville amenities such as Beach, Restaurant, Bar, Coffee Shop. All just steps away! Coki Beach is a 5 min walk. New studio w/ large kitchenette and brand new furnishings including a king size bed and a twin sofa/sleeper. There is a large glass/tile walk-in shower and private courtyard perfect for enjoying your morning coffee, evening glass of wine, or nighttime stargazing.

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
4.93 out of 5 average rating, 105 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.

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, 150 reviews

★★★★★ Breathtaking Ocean Views-Private Balcony

★★★★★ REVIEWS ON MULTIPLE SITES. Luxurious Updated 1 BR/1 BA Condo w/WRAP AROUND BALCONY & BREATHTAKING views of St. John, BVIs, & CARIBBEAN SEA! Point Pleasant Amenities: 3 Amazing POOLS & INTIMATE BEACH. NEW FURNISHINGS 2019. Great LOCATION-Minutes to Fine RESTAURANTS & THE BEST BEACHES on St Thomas. 2 RESTAURANTS - Sun & Sea Bar & Grille right on the water & Ocean180. Fully equipped w/King Bed Queen Sleeper sofa Beach Chairs & Towels Cooler Outdoor Dining WiFi - 100MB OMG Views!

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, 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.

Guest favourite
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
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, 19 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 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, 170 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 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.
Condo in East End
4.94 out of 5 average rating, 16 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 relaxing pool area features a thatched-roof bar overlooking clear waters. Colorful lounge chairs are positioned around the pool, surrounded by lush greenery and vibrant flowers. The scene is complemented by a bright sky with scattered clouds, enhancing the resort's tropical ambiance.
Apartment in St. Thomas
4.88 out of 5 average rating, 24 reviews

Margaritaville St Thomas Studio w/ King Bed

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. This suite will contain 1 King bed, 1 bathroom, and a partial kitchen. The exact unit is assigned at check in, and the view will vary.

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.
Holiday home in Saint Thomas
4.92 out of 5 average rating, 163 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

Kitchen
Wi-Fi
Pool
Free parking on premises
Air conditioning

Condo rentals with Wi-Fi

Guest favourite
Condo in Cruz Bay
4.94 out of 5 average rating, 116 reviews

Rockroom One Bedroom Condo at The Hills Saint John

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, 209 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.
Condo in St Thomas
4.82 out of 5 average rating, 158 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.
Condo in East End
5 out of 5 average rating, 187 reviews

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

Top Guest favourite
Condo in Northside
4.99 out of 5 average rating, 147 reviews

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

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, 122 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.
Condo in East End
4.83 out of 5 average rating, 134 reviews

Luxury 1/1 Oceanfront @ Sapphire Beach Resort

Guest favourite
Condo in Sapphire Beach
4.95 out of 5 average rating, 196 reviews

Beachtime! At Sapphire Beach

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 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, 37 reviews

New Listing! New remodel steps to beach & pool!

Guest favourite
Home in Northside
4.83 out of 5 average rating, 210 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 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, 262 reviews

Amazing Ocean View with a spectacular location!

Top Guest favourite
A clear view of the pool surrounded by lush greenery, with a spacious deck offering seating options. The ocean is visible in the background, featuring varying shades of blue. The semi-open cottage can be seen adjacent to the pool, blending harmoniously with the natural landscape.
Home in Saint Thomas
5 out of 5 average rating, 56 reviews

Caribbean Poolside Cottage

Top Guest favourite
A two-story building is framed by tropical landscaping, featuring a staircase leading to the entrance. Below, the shoreline showcases calm waters and a palm tree, with distant islands visible under a partly cloudy sky.
Home in East End
5 out of 5 average rating, 45 reviews

Waterfront Condo near The Ritz

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, 115 reviews

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

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, 473 reviews

Hidden Hilltop Treasure

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, 149 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, 143 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.
Apartment in Sapphire Beach
4.94 out of 5 average rating, 234 reviews

Captain and Mermaid Sapphire Condo

Guest favourite
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
4.82 out of 5 average rating, 174 reviews

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

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, 295 reviews

Beautiful view of Magen's Bay Beach

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, 109 reviews

Blue Horizon, Two - Walk to Sapphire 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.
Apartment in Saint Thomas
4.98 out of 5 average rating, 200 reviews

Hillside Hideaway

Other great holiday rentals near Pineapple Beach

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
4.86 out of 5 average rating, 44 reviews

Romantic Luxury 1 Bedroom Condo w/Fantastic Views

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

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, 58 reviews

Condo with Northside Views & Back-Up Generator

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, 12 reviews

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

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

Margaritaville - Spacious 2BR - Oceanfront Resort!

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
4.93 out of 5 average rating, 14 reviews

Tropical Hideaway! Garden View @Point Pleasant

Guest favourite
A spacious living area is showcased with large windows offering views of the outdoors. A round dining table with wicker chairs is set, and a comfortable sofa is positioned nearby. The walls are adorned with light colors, enhancing the serene environment.
Apartment in Charlotte Amalie
4.95 out of 5 average rating, 84 reviews

Renovated condo Amazing Views/Tropical Trade Winds

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, 15 reviews

Beautiful beach ocean view near Coki solar powered