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Places to stay near Pineapple Beach

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Top-rated holiday rentals near Pineapple Beach

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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 beach area is framed by palm trees and colorful seating. Lounge chairs in varying shades of green are positioned on the soft sand, while straw umbrellas provide shade. The tranquil water sparkles under a bright blue sky dotted with clouds, with distant hills visible along the shoreline.
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, 23 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 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 within the legendary Margaritaville Resort on the picturesque east end of St. Thomas in the US Virgin Islands. Here, you will discover the epitome of elegance in this newly remodeled 3-bedroom, 4-bathroom condo. Featuring a shared pool and privileged access to resort amenities, this residence offers a harmonious blend of luxury and leisure. This meticulously curated space ensures every aspect of your vacation is nothing short of perfection.

Guest favourite
A serene beachfront scene features colorful chairs placed strategically on the sand, with gentle waves lapping nearby. The resort exterior showcases a welcoming entrance with water features and tropical landscaping. A cozy bedroom is highlighted by a spacious bed, complemented by neutral tones and natural light.
Apartment in St. Thomas
5 out of 5 average rating, 10 reviews

Margarit@ville Beach Resort-1Bd Pres Ocean View

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.
Apartment 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.
Apartment 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 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

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.
Apartment 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

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.
Flat in St. Thomas
4.88 out of 5 average rating, 25 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, 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.

Popular amenities for holiday rentals near Pineapple Beach