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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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Top guest favorite

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!

"H2Oh What a Beach!" condo Building A of Sapphire Beach Resort & Marina: ground floor unit with direct access to one of the most beautiful beaches in the Caribbean. Steps away from Sea Salt fine dining restaurant, Sapphire Beach Bar, Paradise Pie pizza, and Beach Buzz coffee shop. A mile from Red Hook featuring many restaurants & island ferries. Great beach, swimming, snorkeling, parasailing, and relaxing right outside your door. Be among the many visitors who LOVE this totally renovated condo.

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, 256 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!

The living area features a spacious sofa and a patterned armchair arranged around a coffee table. Large sliding glass doors provide a view of the ocean and access to the balcony. A dining table with chairs is positioned near the window, allowing for bright natural light.

Condo in St. Thomas

4.96 out of 5 average rating, 144 reviews

Oceanfront Condo Perfect Sunsets Backup Generator!

Our completely renovated one bedroom, one bathroom condo is PERFECT for couples, small families or a friends getaway. See the ocean and hear the waves from every room. Beautiful views, sounds, and location with private balcony. Centrally located, in a gated community, to some of the best beaches in the world and only 10 minutes from Red Hook (Ferries to St. John & BVI), Havensight (Cruise ship docks) and about 15 minutes from the airport. Steps to the oceanside pool, beach, and seaside dining.

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.

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, 147 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 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, 21 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.

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.

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

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

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

5 out of 5 average rating, 13 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!

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.

Apartment in St. Thomas

4.86 out of 5 average rating, 7 reviews

Margaritaville Resort Studio

Kick back and relax in this calm, stylish space. Margaritaville, 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 beverage — and let your gaze rest upon an expanse of fine white sand, crystal-clear waters, and St. John island in the distance.

A tropical resort pool area is surrounded by palm trees, with a thatched-roof structure visible in the background. Colorful lounge chairs are positioned near the water's edge, while soft lighting creates a serene atmosphere as evening approaches.

Home in Charlotte Amalie

4.88 out of 5 average rating, 33 reviews

USVI Margaritaville* Private Studio Condo for 2*

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. Environmental fees due at check in to the resort

Popular amenities for vacation rentals near Pineapple Beach

Free parking on premises

Air conditioning

Condo rentals with wifi

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, 157 reviews

SunnySide Villa! 2BR/3BA in Margaritaville resort

Top guest favorite

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, 201 reviews

Charming Beach Condo w/ Balcony- 2 Pools and Beach

Palm trees gently sway in the breeze, framing a serene seascape at sunset. Soft hues of pink and orange blend in the sky above the calm waters, creating a tranquil atmosphere along the sandy shore.

Condo in East End

4.96 out of 5 average rating, 204 reviews

HarborHouse-PRIME OCEANFRONT VILLA SAPPHIRE BEACH

Top guest favorite

A dining table set for two is positioned on a covered patio, offering views of the Caribbean Sea. The table is adorned with a floral-patterned plate, glassware, and a wine bottle, while the gentle movement of the ocean can be seen in the background.

Condo in East End

4.95 out of 5 average rating, 134 reviews

Sea-N-Dipity 1 by the Sea @ Sapphire Resort

A spacious living area features bright furnishings, including a white sofa and colorful armchairs. A coffee table with a decorative tray sits in the center, while a fully equipped kitchen is visible in the background. Floor-to-ceiling windows offer unobstructed views of the ocean.

Condo in Northside

4.99 out of 5 average rating, 143 reviews

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

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, 121 reviews

Sail Away II-WOW Beachfront to Paradise Remodeled

The sandy beach is framed by palm trees, casting gentle shadows on the golden sand. Clear turquoise waters stretch into the distance, dotted with moored sailboats. Lush greenery rises in the background, contributing to a serene coastal atmosphere.

Condo in Sapphire Beach

4.95 out of 5 average rating, 195 reviews

Beachtime! In Sapphire Beach

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.

Condo in St. Thomas

5 out of 5 average rating, 10 reviews

Margarit@ville Beach Resort-1Bd Pres Ocean View

Family-friendly house rentals

Top guest favorite

A spacious outdoor area features a private pool surrounded by sun loungers. A large palm tree provides shade, while vibrant greenery frames the scene. Scenic views of the Caribbean Sea and harbor are visible in the background, enhancing the inviting atmosphere.

Home in Northside

4.95 out of 5 average rating, 63 reviews

Private Saltwater Poolside Cottage w/View and Gate

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

4.81 out of 5 average rating, 36 reviews

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

A welcoming living area is furnished with a light-colored sofa and a glass-top coffee table. Natural light fills the space through sliding glass doors leading to an outdoor area. Neutral tones and simple decor create a relaxed ambiance, complemented by a woven rug underfoot.

Home in St Thomas

4.78 out of 5 average rating, 219 reviews

Beachside Condo

A seating area featuring two woven chairs with blue cushions is positioned near large windows. The view includes palm trees and vibrant ocean waters, framed by a turquoise wall and a decorative table with a small plant.

Home in Southside

4.77 out of 5 average rating, 60 reviews

Regatta Point! Ocean View Condo!

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 favorite

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, 53 reviews

Caribbean Poolside Cottage

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!

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

4.95 out of 5 average rating, 65 reviews

Island Daze - Amazing Views

Apartment rentals with air conditioning

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, 469 reviews

Hidden Hilltop Treasure

Top guest favorite

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, 147 reviews

A Peace in Paradise!

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, 141 reviews

Traveler's Hideaway

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, 171 reviews

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

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

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

4.82 out of 5 average rating, 108 reviews

Blue Horizon, Two - Walk to Sapphire Beach

Top guest favorite

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, 198 reviews

Hillside Hideaway

A spacious balcony area features comfortable outdoor seating, providing a serene spot to admire sweeping views of the Caribbean Sea. The space is complemented by large glass railings, allowing unobstructed views of the surrounding landscape and distant islands, bathed in natural light.

Apartment in East End

4.93 out of 5 average rating, 44 reviews

Exquisite Hillside Condo - St. Thomas, U.S.V.I.

Other great vacation rentals near Pineapple Beach

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.

Apartment in East End

5 out of 5 average rating, 11 reviews

Studio Dlx Condo @ Margarita-ville Beach Resort

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

A serene view of the ocean is captured, showcasing varying shades of blue and turquoise waters. Islands are visible in the distance, framed by lush greenery along the coastline. The clear sky enhances the tranquil atmosphere, inviting relaxation and exploration.

4.92 out of 5 average rating, 96 reviews

Down Island Dream - your perfect getaway! 1BR/1BA

A cozy bedroom is furnished with a king-sized bed dressed in crisp white linens. A ceiling fan circulates air, while a small refrigerator and television are positioned within view. Natural light filters through windows, illuminating the patterned area rug that adds warmth to the space.

Guest suite in East End

4.88 out of 5 average rating, 51 reviews

Guest Suite 100 steps from the Ocean solar powered

Top guest favorite

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, 10 reviews

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

Top guest favorite

A serene pool area features clear blue water surrounded by lush greenery and palm trees. Sun loungers in light green are positioned nearby, with a thatched-roof structure in the background offering shaded seating and colorfully upholstered chairs.

Condo in St. Thomas

5 out of 5 average rating, 17 reviews

*Margarita-ville Resort* Studio Suite! (Sleeps 2)

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

Top guest favorite

A scenic pathway leads from a stone staircase to a sandy beach, framed by swaying palm trees and lush greenery. The turquoise waters of Cowpet Bay are visible in the distance under a clear blue sky.

Condo in East End

5 out of 5 average rating, 35 reviews

Tropical Sands | Elysian Beach Resort | St. Thomas