Places to stay near Pineapple Beach

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Top-rated vacation rentals near Pineapple Beach

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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.

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 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

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 serene pool area is surrounded by palm trees and lounge chairs. The crystal-clear water reflects the blue sky, while a thatched-roof cabana is visible in the background. Lush greenery and colorful plants add vibrancy to the inviting coastal setting.

Apartment in St. Thomas

5 out of 5 average rating, 3 reviews

Margaritaville St Thomas Plus Studio Sleeps 4

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 a King bed, a Queen sleeper sofa, one bathroom , and a partial kitchen. The exact unit is assigned at check in, and the view will vary.

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

Guest favorite

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

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.