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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
4.94 out of 5 average rating, 110 reviews

Wrap Around Balcony~Views~Pack your Bathing Suit!

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 large swimming pool is surrounded by vibrant tropical landscaping, featuring several lounge chairs in bright colors. A thatched-roof structure provides shade near the water's edge, with views of the distant hills and sunny skies reflected on the pool's surface.
Apartment in East End
4.94 out of 5 average rating, 18 reviews

Condo @ Margarita-ville Beach Resort-Studio

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..

Guest favorite
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.
Condo in Saint Thomas
4.88 out of 5 average rating, 152 reviews

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

One of the BEST places in St Thomas, with a gorgeous kitchen, bathroom, comfortable king bed and teak furniture. This villa is 20 feet over the water, so you see fish swim by and enjoy sounds of the waves below. High end sheets, towels, beach towels, beach chairs, snorkel gear, soap, shampoo, conditioner, plus a new 55" TV and high-speed WiFi. 3 pools and 2 restaurants on property, plus I provide details on all the best beaches, restaurants, bars, stores and more. You will LOVE it!

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
Condo in VI
4.94 out of 5 average rating, 16 reviews

St Thomas Margaritaville Studio*

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 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.
Condo in East End
5 out of 5 average rating, 12 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*

Superhost
Several bright yellow lounge chairs are arranged on a sandy beach, facing a calm, turquoise sea. Light clouds drift over a clear blue sky, while distant hills and a sailing boat are visible across the water.
Condo in St. Thomas
4.88 out of 5 average rating, 8 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 Note - GUEST ACCESS SECTION- for important information!

Superhost
A serene outdoor pool area is surrounded by lush palm trees and vibrant greenery. Lounge chairs in bright yellow line the pool's edge, inviting relaxation. A thatched-roof structure provides shade nearby, while the tranquil waters reflect the clear blue sky.
Condo in East End
4.84 out of 5 average rating, 43 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 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
4.94 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!

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, 48 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 favorite
A large outdoor pool is surrounded by lounge chairs in bright orange. A thatched-roof structure provides shade at one end of the pool, and vibrant umbrellas in various colors are seen in the background. Palm trees and distant water views contribute to the relaxing environment.
Apartment in St. Thomas
5 out of 5 average rating, 5 reviews

Wyndham St Thomas Margaritaville- Studio Suite

Experience the perfect Caribbean getaway at Wyndham St Thomas Margaritaville! Located next to the stunning Coki Beach, you'll be surrounded by of the finest in white sand beaches and crystal-clear blue waters. Relax pool-side at our two outdoor pools, or patron one of our two on-site restaurants and bars for a delicious bite to eat. Enjoy live entertainment and maintain your fitness routine in the onsite fitness center.

Guest favorite
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, 170 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 vacation rentals near Pineapple Beach