Villa holiday rentals in Pelican Key

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Top-rated villa rentals in Pelican Key

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Guest favourite

A spacious balcony offers a circular wooden dining table surrounded by four red cushioned chairs, with panoramic views of the ocean and nearby coastline. Bright skies and distant land features enhance the serene outdoor setting, providing an inviting space to enjoy meals or relaxation.

Villa in Pelican Key

5 out of 5 average rating, 31 reviews

Villa Sea Forever @ Pelican Key - Paradise Awaits!

Experience a piece of paradise at "Villa Sea Forever" in Pelican Key, Simpson Bay, Sint Maarten! This top floor, 2-bedroom, 2.5-bathroom haven offers mesmerizing, panoramic ocean & sunset views. Dive into pure bliss with a pool, gated community, private parking space, and all the comforts you need, including a full size washer & dryer, and fully stocked kitchen. Feel the breeze from your huge double balcony. Your dream escape awaits at "Villa Sea Forever" where breathtaking moments are endless!

Guest favourite

Villa in Collectivité de Saint-Martin

5 out of 5 average rating, 5 reviews

Villa Litchi | Collection Villas Saint-Martin

Cette villa de 2 chambres entièrement rénovée, au design moderne et rafraîchissant, est désormais disponible. Admirez les couchers de soleil spectaculaires sur la mer des Caraïbes depuis la terrasse ou le salon. Parfaite pour un couple ou une petite famille, elle offre également la possibilité de se connecter avec la Villa Kiwi grâce à son jardin communicant. Ainsi, 2 familles ou groupes d’amis peuvent partager des moments mémorables tout en profitant pleinement des équipements de ces 2 villas.

Guest favourite

An open-concept living space features large sliding glass doors that reveal views of the tranquil bay. A dining area with a wooden table and upholstered chairs sits centrally, complemented by a cozy sofa adorned with colorful throw pillows. A vibrant platter of fresh fruit and charcuterie adds a decorative touch.

Villa in Indigo Bay

4.96 out of 5 average rating, 25 reviews

Villa Solandra – 3BR Oceanfront Sunset w/ Pool

Welcome to Villa Solandra, a western facing ocean front luxury 3BR/3BA home with a private pool in Indigo Bay. Enjoy romantic & epic sunsets, this cliffside escape blends indoor-outdoor living with sweeping Sea & Bay views, two large oceanfront balconies, and designer interiors. Enjoy a chef inspired kitchen, luxury king suites w/ ensuite baths, private garden just minutes from beaches, dining, Simpson Bay and Maho’s iconic plane spotting. Perfect for families, friends, or romantic getaways.

Superhost

A modern villa exterior is displayed under a clear blue sky. Sleek white walls are complemented by well-maintained landscaping and palm trees. An outdoor lounge area is visible, featuring comfortable seating and a shaded area for relaxation.

Villa in Simpson Bay

4.87 out of 5 average rating, 70 reviews

Modern 2 bedroom luxury beachside villa with pool

Your own private paradise. Modern 2 bedroom luxury villa in safe gated community with security. New appliances with air conditioning, WIFI, security cameras, and secured free parking including Smart TV with free NetFlix, HBO Max, and Prime access. Private pool with adjacent outdoor dining/lounge area. Perfect for families or couples. Maid and private chef service available if needed. Walking distance from dining, night clubs, and shopping. Steps away from the beach.

Guest favourite

The private pool features clear blue water, surrounded by lounge chairs and lush tropical greenery. An expansive view of the ocean is visible in the background, complemented by a bright blue sky and scattered clouds.

Villa in Pelican Key

5 out of 5 average rating, 32 reviews

Villa Zircon in Pelican Key awaits you - Generator

Gorgeous 4 bedroom - 4 bath villa in the heart of Pelican. This luxurious villa has a beautiful private pool with stunning ocean views and sleeps up to 10 people. It has 4 bedrooms and each bedroom has its own bathroom. 2 lounge areas inside, a dining area and of course all the seating outside on the deck to enjoy the sun, the breeze and the incredible views! We look forward having you. Add my listing to your wishlist by clicking the❤️ in the upper right corner.

Guest favourite

An aerial view of the villa showcases its modern architecture with a terracotta-tiled roof and expansive outdoor spaces. A large infinity pool reflects the surroundings, while shaded areas with loungers and a fire pit area provide spaces for relaxation and gathering.

Villa in Upper Prince's Quarter

4.95 out of 5 average rating, 115 reviews

The Blue Door Villa - 4 bed ocean view home

At the Blue Door Villa, we offer our guests all the creature comforts of being in a well-equipped vacation home. We are located on the Dutch side, minutes from the French border in a quiet gated community. The Blue Door Villa is a perfect place to relax while you listen to ocean waves and swim in the infinity pool. There are multiple outdoor spaces offering privacy or space to gather. We are now offering our guests an exclusive, free concierge service.

Guest favourite

A private pool is set in a serene outdoor area, surrounded by lush greenery and palm trees. The pool features a tiled edge, with a wooden tray holding tropical fruits floating in the clear water. A spacious lawn complements the inviting atmosphere.

Villa in Indigo bay, Sint Maarten

4.98 out of 5 average rating, 41 reviews

Ocean Dream Villa

Indulge in luxury at a two-bedroom villa in Indigo Bay, Sint Maarten. Enjoy modern elegance, a private pool, and ocean views. Relax indoors or outdoors, savor gourmet meals, and unwind under starlit skies. Luxurious bedrooms offer ocean vistas. Whether for romance or family, this villa promises a memorable Caribbean escape at Ocean Dream, where luxury meets natural beauty. Book now for an extraordinary island retreat.

Guest favourite

An outdoor seating area features a black wicker sofa with colorful cushions. Nearby, a private pool glistens under the sun, surrounded by lush greenery. The terrace's wooden flooring leads to steps down to the pool, offering a relaxing space to enjoy the warm weather.

Villa in Cole Bay

5 out of 5 average rating, 13 reviews

Sol y Mar - Beachfront Penthouse with private pool

✨ Sol y Mar with IRE Vacations ✨ Beautiful beach penthouse Sol Y Mar is located in the heart of Simpson Bay. Sol Y Mar is steps away from the popular Kimsha beach, as well as many restaurants and activities of the area. This beach penthouse sits in the midst of it all. Ideal if you are looking to be within walking distance to supermarkets, restaurants, bars, clubs & watersports.

Guest favourite

The villa's outdoor area features a private pool surrounded by lounge chairs, complemented by vibrant blue towels. The two-story white structure showcases multiple arched windows and balconies, while lush greenery provides a tranquil backdrop under a clear sky.

Villa in Cole Bay

5 out of 5 average rating, 13 reviews

Caribbean View Villa - Sea - Sunset - Location#1

Perfect location for this beautiful villa which offers you a spectacular and unique view of the Caribbean Sea . You can relax and and see mega yacht and cruise ships pass by as well as enjoy beautiful sunsets The neighbourhood is very quiet, few to the beach and few minutes to the Simpson Bay nightlife. Restaurants, supermarket, casinos, bars, French bakery… walking distance.

Top Guest favourite

An infinity pool with crystal-clear water extends alongside the terrace, offering views of the lagoon and surrounding landscape. Palm trees and sun loungers can be seen at the water's edge, with blue skies and fluffy clouds reflecting on the water's surface.

Villa in Les Terres Basses

5 out of 5 average rating, 33 reviews

Brand new! - Slowlife - Enjoy Villa

Completely NEW Villa!! Enjoy is a beautiful house that we «placed» on the sand. Thinking on every detail for your greatest comfort, you will appreciate its unique location, an exceptional interior design, and its extraordinary outdoor spaces. In the very exclusive and secure residence of Terre Basses, very close to the beach of Baie Longue, experience an incomparable holiday.

Superhost

A refreshing pool is surrounded by a tiled deck, offering ocean views. A wooden pergola with decorative plants provides a shaded seating area, complemented by lounge chairs for sunbathing. The tranquil water reflects the clear sky, enhancing the outdoor relaxation space.

Villa in Pelican

4.69 out of 5 average rating, 16 reviews

Oceanfront Villa

Amazing 2 bedroom oceanfront property in Pelican with breathtaking views and magnificent tropical breeze. Two designated parking spaces and gated security as well as wifi. Secluded location yet a 5 minute drive to the beach and the strip with the hottest night life and restaurants. We can not wait to welcome you to your home away from home in paradise!

Top Guest favourite

A panoramic view captures the serene turquoise waters of Great Bay, framed by rolling hills and lush greenery. The horizon features a blend of clouds and sunlight, creating a tranquil coastal atmosphere. Cruise ships are subtly visible along the shoreline.

Villa in Little Bay

4.99 out of 5 average rating, 78 reviews

Barefoot Villas GreatBay View in Hot Tub & Balcony

Wake up to stunning panoramic views of Philipsburg and Great Bay. Sip your morning coffee as cruise ships glide into port, all while soaking in the refreshing ocean breeze. This centrally located property puts you just minutes away from Philipsburg’s vibrant shopping scene, local supermarkets, restaurants, and some of the island’s best beaches.