House vacation rentals in Simpson Bay

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Top-rated house rentals in Simpson Bay

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Top guest favorite

An outdoor dining area is set for a meal with an expansive table that accommodates eight or more guests. The space features sleek chairs and offers unobstructed views of the ocean and horizon, framed by clear skies. The surrounding area reflects a serene coastal ambiance.

Home in Sint Maarten

5 out of 5 average rating, 31 reviews

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps

Welcome to paradise in Indigo Bay, St. Maarten! Our brand new property offers ultimate indoor-outdoor living with sliders opening to breathtaking sea views. Open-concept layout, fully-equipped kitchen, private pool and courtyard, NO STEPS, and three ocean-view bedrooms. Experience luxury and comfort at our oceanfront villa. Book now for an unforgettable vacation! *There is construction of a new hotel in the bay. Noise has been minimal but is subject to change. Contact us with any questions!*

Guest favorite

A spacious bedroom is showcased with a large bed featuring neutral-toned linens. A panoramic window offers stunning views of the ocean and coastline, framed by soft drapes. A bedside table holds a lamp, and a television is positioned across the room, enhancing the modern decor.

Home in Upper Prince's Quarter

5 out of 5 average rating, 51 reviews

Endless Views @ Acqua Bleu

Nestled in the heart of Saint Martin, Acqua Bleu offers breathtaking views of turquoise waters and pristine beaches. You'll have direct access to some of the most gorgeous spots on the island, ensuring endless fun in the sun. You’ll enjoy access to various amenities, including a fully equipped kitchen, spacious living areas, a refreshing swimming pool, and much more! Acqua Bleu features two king bedrooms, each accompanied by a private bathroom. Get ready to enjoy a truly rejuvenating vacation!

Guest favorite

A panoramic view of the turquoise sea is captured from the rooftop, with the coastline and palm trees visible in the foreground. Soft white clouds drift over the lush green mountains in the distance, creating a serene backdrop to the vibrant scene.

Home in Simpson Bay

4.92 out of 5 average rating, 12 reviews

Townhouse Villa LX

Superbe Maison mitoyenne, faisant partie d’une petite copropriété sécurisée dans le quartier de Beacon Hill. Située à 5 minutes de l’aéroport, vous pourrez admirer le ballet unique des avions au dessus de la plage de Maho, sans nuisances sonores, depuis la piscine commune installée sur un rooftop. Très spacieuse avec ses 3 belles chambres, 2 salles de bain, entièrement climatisée, terrasse arborée et cuisine équipée. Située à proximité des restaurants et clubs. Accès plage direct en 1 minute.

Top guest favorite

A tranquil infinity pool is visible, its clear blue water reflecting the sky above. The pool's edge borders a serene landscape, with lush greenery and distant ocean views framed under a sky filled with fluffy white clouds.

Home in Les Terres Basses

5 out of 5 average rating, 32 reviews

Luxury Bungalow Sea & Pool View

Come and enjoy our very confortable modern bungalow with his spacious bathroom, fully equipped kitchen, covered terrace and amazing view with gorgeous sunsets everyday. The huge pool and peaceful garden will assure you a perfect relaxing stay. It’s located in a very secure gated community, 5 minutes walking distance from the beautiful plum bay beach. On the French side but still only a few minutes from the Dutch side and all convenient stores, gas station, restaurants, pharmacy, beauty salon…

Guest favorite

An outdoor lounge area features a modern pergola with plush seating and neatly arranged towels. The infinity pool, with its seamless edge, reflects the vibrant blue of the ocean under a clear sky, providing expansive views of the coastline and surrounding landscape.

Home in Upper Prince's Quarter

4.96 out of 5 average rating, 47 reviews

Teresa’s Ocean Paradise

St. Maarten’s best kept secret with breathtaking ocean views from every room! Step into Teresa’s Ocean Paradise where you’ll wake up to panoramic views of turquoise water. Nestled in a private gated community with a communal pool overlooking the ocean, fully equipped kitchen, and two king bedrooms – each with private bathrooms. Perfectly located to enjoy the best of the Dutch and French side’s beaches and restaurants. A one-of-a-kind property to make your vacation an unforgettable retreat.

Top guest favorite

A modern pool area is positioned by the ocean, featuring a clear blue water pool and two sun loungers. A potted palm adds a tropical touch, with the horizon visible beyond gentle waves and scattered clouds.

Home in Cole Bay

5 out of 5 average rating, 21 reviews

New-Sunset Place Villa w Stunning Waterfront Views

Sunset Place is a lovely waterfront villa located within the exclusive gated beachfront community of Pelican Cove on St. Maarten’s beautiful Coast. The villa is on one level, fully air-conditioned includes a comfortable living/dining room, open kitchen and generator. 3 bedrooms, 3 bathrooms, swimming pool on the sea with spectacular views of the sunset. Quality designer furniture - 10 minutes from the airport - Supermarkets - Casinos - Clubs - Bars - Restaurants 5 minutes away..

Superhost

The villa is presented from an elevated angle, showcasing a private pool surrounded by a sleek patio. Large glass doors provide a view of the inviting interior, while sun loungers are placed alongside the pool, integrating seamlessly with the lush surroundings.

Home in Lowlands

4.72 out of 5 average rating, 114 reviews

SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay

Luxurious Three-Bedroom Villa with Private Pool and Tropical Garden Indulge in Caribbean elegance at this one-of-a-kind villa, designed and built by the owner, a master craftsman in marble and precious stones. Featuring high-end finishes, a private pool, and a lush tropical garden, this villa offers the perfect blend of sophistication and comfort. Located just a 5-minute walk from vibrant Maho Village Daily room service included during high season (Dec 15–Apr 15).

Superhost

The upper-level house is framed by palm trees and surrounded by a spacious, paved area. A staircase leads to the entrance, while multiple seating arrangements are positioned on the balcony. The blue sky and ample sunlight create a vibrant setting.

Home in Simpson Bay

4.64 out of 5 average rating, 11 reviews

“Les Medes” 3 bedroom in Beautiful Beacon Hill

Perfectly located in Beacon Hill neighborhood, this spacious 3-bedroom, upper-level house offers the ideal vacation getaway. Just a 2-minute walk to the stunning Simpson Bay Beach, where you can enjoy clear waters and laid-back vibes of D’s Beach Bar & Grill, serving delicious food, drinks, and entertainment. 10-minute walk to Maho Beach, famous for planes flying overhead, Maho Village with great restaurants, nightlife, and shopping. The perfect vacation awaits you!

Guest favorite

A spacious outdoor seating area features comfortable wicker furniture, including a circular sofa and lounge chair. Lush tropical plants and vibrant flowers provide a scenic backdrop, while distant green hills are visible under a partly cloudy sky. A glass coffee table sits centrally among the seating.

Home in Calabash Rd, Cole Bay

4.92 out of 5 average rating, 142 reviews

THE HILL HOUSE, 2 Bdr, pool, panoramic view

Your private oasis with pool and breathtaking views Treat yourself to a dream getaway in this elegant house, nestled in the secure Almond Grove Estate neighborhood. Enjoy 2 air-conditioned bedrooms, a bright living room, a full kitchen, and especially an idyllic outdoor space with a pool and panoramic views of Simpson Bay. Just 5 min from Marigot, 10 min from the airport and 15 min from the beaches, it is the perfect address for an unforgettable stay!

Superhost

A spacious living area features a light-colored sofa adorned with various cushions. Large sliding glass doors open to a private balcony, where outdoor furniture is arranged for dining. Lush greenery and a partial ocean view are visible in the background.

Home in Sandy Ground

4.57 out of 5 average rating, 14 reviews

Blyss Condo

Discover the charm of St. Martin at the Blyss Condo, located in the serene La Baie Nettlé area of Saint Martin . This cozy 1-bedroom, 1-bathroom haven is perfect for couples or solo travelers seeking a blend of comfort and convenience. Enjoy modern essentials, a fully equipped kitchen stove, air conditioning for those warm Caribbean days, and stay connected with high-speed wireless internet. Make your getaway memorable at this delightful retreat!

Superhost

A vibrant mural showcases a colorful underwater scene depicting marine life including a turtle, dolphins, and various coral formations. The mural features the text 'St. Maarten' prominently, surrounded by shades of blue and bright colors, highlighting the local coastal theme.

Home in Simpson Bay

4.87 out of 5 average rating, 23 reviews

Sea La’Vie — 2mins walk from the beach!

Welcome to Sea La'Vie Relax & Unwind at our beach paradise home in St.Maarten! Dive into your coastal escape at Sea La'Vie. Nestled within a quiet, security-guarded community, this captivating sea-themed home offers you a sense of tranquility during your stay. Our cozy home is just a quick 5-minute drive or a pleasant 20-minute stroll from the airport. Your vacation starts here, book your stay today!

Guest favorite

The living area features modern furnishings, including a light gray sofa and an accent chair. A round wooden coffee table sits on a soft area rug. A unique light fixture adds a touch of style against the dark blue accent wall, while a plant brings a hint of nature.

Home in Cole Bay

4.98 out of 5 average rating, 48 reviews

Modern 3BR with Private Pool

Escape to this modern 3-bedroom, 2.5 bath retreat with own private pool on a tropical island paradise. Each bedroom features comfortable beds and quality linens. The open-concept living area includes a fully equipped kitchen, comfortable living room, and dining area. Just a short drive from the beach, restaurants, and shops. Special long term rates available. Just send an inquiry to discuss further!