Villa holiday rentals in Pelican Key

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Top-rated villa rentals in Pelican Key

Guests agree: these villas are highly rated for location, cleanliness and more.

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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

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!

FamilyLocationTV

4.97 out of 5 average rating, 33 reviews

Guest favourite

A private pool is bordered by a spacious patio area, featuring two lounge chairs. Expansive ocean views are visible in the background, with lush greenery surrounding the space. A dining table is situated under a covered area, providing a shaded option for meals outdoors.

Villa in Indigo Bay

Villa Ocean - Indulge Yourself in Paradise

A three-bedroom, two-bathroom beauty overlooking beach/vast views of the ocean in Indigo Bay. Sunset viewing on the deck, private pool or down to the beach 10 min by walking. 10 min to airport, night life, other popular beaches. Close to town. groceries, restaurants. All the bedrooms have a view of beach and the ocean. There is free wireless internet, TV, air conditioning, a dishwasher, refrigerator, microwave, wine refrigerator, coffee maker, washer dryer, outdoor gas grill and private parking.

FamilyLocationCleanliness

4.95 out of 5 average rating, 81 reviews

Top guest favourite

Villa in Philipsburg

Ocean View Villa Little Bay

🌴 Villa Little Bay – Oceanview Bliss With 360° Views Enjoy the peaceful sound of the waves and a serene, private atmosphere that’s still close to everything. We’re located within walking distance to Philipsburg, the vibrant heart of SXM—Front Street, top shopping, restaurants, and the island’s best casinos. The beach is just 5 minutes away, Step outside to your private patio for sunbathing, and shimmering ocean‑view pool. Villa offers the perfect blend of tranquility and convenience.

ValueFamilyAccuracy

5.0 out of 5 average rating, 19 reviews

Superhost

Villa in Indigo Bay

AZUR 4BR 4.5BA Walk to Indigo Beach- Sea Side Dr.

Welcome to AZUR, the newest luxury villa at Indigo Bay, Sint Maarten. Stunning property features 4 BR, 4.5 BA each with a king bed, and en-suite full baths and fitted wardrobes. Guests can enjoy inside and outside dining, each room controlled AC , WiFi, Infinity pool, 3 large terraces, BBQ grill, rooftop lounge, tropical garden, turquoise sea, and sunsets. This captivating spacious villa has gourmet kitchen with island for casual dining. AZUR is your exclusive sanctuary by the sea.

LocationCheckoutCheck-in

4.83 out of 5 average rating, 18 reviews

Top guest favourite

A stunning sunset is captured over the calm sea, reflecting vibrant colors onto the water's surface. In the foreground, a serene pool mirrors the sky, enhancing the tranquil ambiance of the outdoor space. The silhouette of trees adds a natural element to the scene.

Villa in Simpson Bay

Waterfront "Bonjour" Beacon Hill St Maarten

This stunning 4-bedrooms, 4 bathrooms villa overlooks Maho Bay and provides a front row seat to beautiful SXM sunsets, and over the famous Maho Beach. Enjoy the views while taking a dip in the home’s infinity pool overlooking the ocean or from its multiple outdoor dining and seating options conveniently and securely located minutes from restaurants, bars, nightlife, Maho Market and more, steps away from direct beach access to Simpson Bay Beach. Back up Diesel Generator

ValueLocationBack garden

4.97 out of 5 average rating, 92 reviews

Guest favourite

A private pool is situated on a wooden deck, surrounded by lush greenery and palm trees. Sun loungers are positioned nearby, offering a view of the sea and distant boats. The clear water of the pool reflects the vibrant blue sky.

Villa

VILLA I LOVE VIEW – Luxury villa with sea view

Villa I LOVE VIEW is an oasis of tranquility – with its private pool (naturism possible), large terrace and luxurious kitchen area. Come and discover its view with multiple shades of blue while relaxing on the deckchairs by the pool with zen natural stone reflections Located in Cul de Sac, facing Saint Barth, Pinel Island and the Eastern Bay. Close to the most beautiful beaches of the island, restaurants, water sports, it is the ideal place for your vacation.

FamilyValueParking

5.0 out of 5 average rating, 110 reviews

Superhost

A private pool is framed by wooden decking, complemented by two lounge chairs and a side table. A scenic view of azure waters and distant islands is visible, with sailboats dotting the horizon. Lush palm trees provide a tropical ambiance.

Villa in Cul-de-Sac

Villa Bella sea view pool and jacuzzi 3 bedrooms

Wake up every morning facing Pinel Island, in a modern villa bathed in light, with a private pool and a quiet and green environment. The Villa is located in the Horizon Pinel residence overlooking Îlet Pinel, Petite Clef, Orient Bay, Tintamarre and Saint Barthélemy. It overlooks the incredible and famous Cul de Sac Bay Nature Reserve, known for its population of turtles, rays and pelicans. The shallow and always calm bay is ideal for snorkeling

ValueFamilyCheckout

4.85 out of 5 average rating, 157 reviews

Top guest favourite

An outdoor space features a private pool surrounded by lounge chairs and a dining area with a large table. Palms sway gently in the breeze, framing views of the turquoise waters and lush hills. The deck is paved with light-colored tiles, enhancing the serene atmosphere.

Villa in Cul-de-Sac

VILLA JADE3: 2 BEDROOMS & POOL FEET IN THE WATER

VILLA JADE is a complex of 3 villas, on the waterfront. VILLA JADE 3, our 2 bedroom villa is located in Cul de Sac Bay, facing PINEL Island and the turquoise water nature reserve. Life is peaceful there, kayaking, relaxing, BBQ... You are 5 minutes from the fabulous Baie Orientale, its restaurants, bars and water activities... The 3 villas are adjoining but very private and quiet, your only view is the sea... your only goal is to "enjoy"......

ValueLocationLaundry

4.96 out of 5 average rating, 137 reviews

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

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.

FamilyLocationHospitality

4.93 out of 5 average rating, 73 reviews

Guest favourite

A spacious poolside area features several lounge chairs, inviting relaxation under the clear blue sky. The pool, set against a backdrop of lush greenery and the ocean, reflects the sunlight, enhancing the serene environment.

Villa in Simpson Bay

Villa Saint-Tropez Breathtaking Sea Views

Pelican Key Luxury Villa | Ocean View, Private Pool, Sunset Retreat – Sint Maarten Welcome to Villa Saint-Tropez, a refined ocean view villa in Sint Maarten. Enjoy a private pool, expansive terrace, and spectacular sunset views. Two bedrooms open directly onto the pool deck, while the master suite offers breathtaking sea views. Ideal for travelers seeking luxury, comfort, and tranquility in Pelican Key.

FamilyLocationIndoor spaces

4.86 out of 5 average rating, 7 reviews

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 Koolbaai

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.

FamilyLocationHospitality

5.0 out of 5 average rating, 18 reviews

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 Koolbaai

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.

LocationFamilyAccess

4.96 out of 5 average rating, 27 reviews