Pet-friendly vacation rentals in Simpson Bay

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Top-rated pet-friendly home rentals in Simpson Bay

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Top guest favorite

A white, modern condo complex is set atop a rocky outcrop overlooking a sandy beach. Waves gently lapping at the shore and a clear blue sky serve as a backdrop, creating a serene coastal atmosphere.

Condo in Simpson Bay

4.98 out of 5 average rating, 55 reviews

Coral Villa- Steps From BEACH!

Step into our oceanfront paradise on Simpson Bay beach. Just steps away from the sandy coast! Cherish sunrise serenity and late-night tranquility. Relax on the patio, absorb vistas, let waves weave their soothing symphony – a cherished moment! : ) Great location too! Close to Sunset Beach Bar—grab an ice-cold Heineken, watch planes land above. Famous Maho is also a quick stroll (5min from Sunset Bar). food, shops, nightlife, casinos its all there. A perfect location to properly discover SXM!

Guest favorite

A bright and modern kitchen area features sleek cabinetry and stainless steel appliances. A dining table with four upholstered chairs is set next to a comfortable sofa, creating an open and inviting living space. Neutral tones enhance the contemporary design.

Apartment in Simpson Bay

4.88 out of 5 average rating, 50 reviews

NEW Double S Suite

In the heart of Simpsonbay, close to bars, restaurants, and the beach, you'll find this stylish and newly constructed apartment. Only 4 min from the airport and have double-paned windows to keep out the noise. The apartment has a queen-size bed, free Wi-Fi, and 2 flat-screen TVs; it's also only 2 minutes from Simpson bay beach, known for its clear water. This chic grey and white studio comes with all the amenities necessary for a restful and romantic beach getaway in the middle of St. Maarten.

Superhost

An infinity pool extends over the edge, offering panoramic views of the lagoon. The tranquil water reflects the blue sky, while steps lead from the pool's edge to the terrace. Lush greenery is visible, enhancing the serene atmosphere of the space.

Guest suite in Cupecoy

4.9 out of 5 average rating, 111 reviews

Panoramic View Terrace Infinity Pool Top Penthouse

Wake up to the magnificent panoramic view of the lagoon on the top floor, rejuvenate your body with a refreshing dip in the private rooftop infinity pool with a coffee or tropical drink. Take a 10 mins stroll to the famous Mullet bay Beach and grab a few freshly French croissants by the Square. After sunset, enjoy the plentiful neighborhood bars and restaurants or take 5 mins drive to Maho where you will find a vast variety of restaurants, casino and clubs or Porto Cupecoy for romance spot.

Top guest favorite

A panoramic view of turquoise waters showcases numerous boats anchored in the distance, framed by lush palm trees. A rainbow appears across the sky, adding a colorful touch to the serene coastal landscape.

Townhouse in Cole Bay

5 out of 5 average rating, 101 reviews

Hillside Beach Townhouse Simpson Bay

Dreaming of a gorgeous sunset, turquoise waters and enjoyable nightlife? Welcome to Simpson Bay Beach Front Townhouse where sunny memories are made! Less than 1 minute walking (50meters) from the beach and surrounded by bars and popular restaurants featuring local and international food, spas, shops and casinos! Next to Simpson Bay Beach Resort and Marina where you have departures to different islands with numerous boat charter activities. The location assures that you will have an awesome!

Superhost

An open-concept living area is highlighted by large glass doors, providing an unobstructed view of the pool and garden. A dining table is set with modern chairs, while a comfortable sofa sits in the corner. Kitchen appliances are neatly arranged in sleek cabinetry.

Condo in Collectivité de Saint-Martin

4.72 out of 5 average rating, 18 reviews

Blue vista - Paradise in nettle Bay-1BR Queen Size

Beautiful 1 BR with Queen size bed fully equipped. Blue Vista located on Nettle Bay by the water, with pool as well. The area is close to shops, restaurants, water sports, bakery, gas station, … Completely renovated it is fully equipped, the bedding is very comfortable as well as the convertible sofa bed. Linen, beach towels and welcome products are provided. Wifi , air conditioning, TV with Amazon firestick, parking, washing machine, JBL speaker will complete this wonderful apartment.

Guest favorite

Two wooden lounge chairs with red fabric sit on a balcony, overlooking a panoramic view of the Caribbean Sea. The scene includes the white rooftops of nearby buildings and lush palm trees in the foreground, under a clear sky.

Apartment

4.92 out of 5 average rating, 39 reviews

Condo with stunning sea views and Mullet Bay Beach

470 ft² accommodation with 75 ft² terrace on the 6th floor with an elevator. Built in 2019. The view overlooks the Caribbean Sea. Private parking for residents at the base of the building. The accommodation is idealy located, next to Mullet Bay Beach, the most beautiful beach of St Maarten, and the beautiful coves of Cupecoy Beach. Situated next to the golf course, it is centrally located among restaurants, supermarkets, Starz Casino, and just a few minutes' walk from Cupecoy Marina.

Top guest favorite

A well-lit bedroom features a spacious bed with crisp white linens and various decorative pillows. Matching bedside tables hold stylish lamps. A wall-mounted television is positioned in front of the bed, while light streaming through partially opened shutters adds a bright touch to the room.

Home in Simpson Bay

5 out of 5 average rating, 14 reviews

The beachcomber

Welcome to your perfect island retreat! Located in the heart of Beacon Hill, this cozy unit offers the ideal home base for exploring all that Sint Maarten has to offer. Just steps away from the island’s top attractions, you'll be within walking distance to: Maho Beach, Casinos,Restaurants & Bars. This unit is perfect for couples or solo travelers. Don’t miss out on the best location on the island – book your stay in Beacon Hill today and live like a local just steps from the action!

Top guest favorite

A small dining area features a round wooden table surrounded by four rustic chairs. A heart-shaped mirror is framed by greenery on the wall, complemented by two wall sconces. Soft natural light filters through sheer curtains, enhancing the serene ambiance.

Condo in Maho

4.9 out of 5 average rating, 211 reviews

Serene Oasis: Unwind by the Rooftop Pool & Hot Tub

This charming, cozy, and tranquil tropical nest is located where all the action is! The golf course, iconic bars, the unprecedented landing strip, the popular Maho and Mullet bay beaches, Maho market with daily fresh take away breakfast/lunch buffets and a divine selection of exotic restaurants are all in walking distance! If you wish to just lounge and relax by the pool, jacuzzi, and private gazebo bar or enjoy the nightlife; it’s all readily available, at your fingertips!

Top guest favorite

A bright living area is visible, featuring a comfortable couch and an armchair. The large glass doors showcase stunning ocean views and a spacious balcony, while soft drapes frame the opening, adding to the serene atmosphere.

Apartment in Simpson Bay

4.91 out of 5 average rating, 23 reviews

Maho Beach House: Deluxe 1-Bedroom, Oceanview Luxe

Discover our premier corner unit in Maho Beach House, where breathtaking, unobstructed sunset views over iconic Maho Beach await. Step onto the wrap-around balcony for a stunning vantage point over the ocean and watch the planes soar overhead. Inside, you’ll find elegant interiors crafted for relaxation and style. Located in the heart of Maho, everything you need is a short stroll away - Perfect for those seeking a memorable Sint Maarten experience in the heart of the action.

Top guest favorite

A hanging chair with a patterned cushion is positioned beside a sparkling swimming pool, overlooking the expansive azure ocean. The clear sky displays a few fluffy clouds, enhancing the serene coastal view.

Villa in Simpson Bay

4.96 out of 5 average rating, 73 reviews

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

Top guest favorite

A modern kitchen and living area are visible, featuring a large island with bar seating, complemented by pendant lighting. Floor-to-ceiling glass doors provide access to an outdoor terrace with ocean views. Natural light fills the space, enhancing the contemporary decor.

Home in Upper Prince's Quarter

5 out of 5 average rating, 18 reviews

Aman Oceanview

The Aman Oceanview is an oasis of calm, luxury and elegance, built into the hillside overlooking the sublime and sparkling Atlantic Ocean and Saint Barth. This a brand new modern property consists of two master bedrooms with two bathrooms, living room with fully equipped kitchen, exterior terrace and laundry area. All two bedrooms, the living room have unobstructed views of the ocean. A breathtaking infinity pool and a sundeck overlook the ocean, form the focal point of Aman

Guest favorite

A serene beachfront view is presented through sliding glass doors, showcasing a private terrace with a small round table and two chairs. Palm trees gently sway in the breeze, framing the clear turquoise sea and sandy beach beyond.

Condo in Marigot

4.95 out of 5 average rating, 121 reviews

"SeaBird" studio, feet in the water on the beach

The "SeaBird studio" is ideally located with a beautiful view of the Caribbean Sea and an idyllic beach just for you! It offers plenty of comfort and storage with refined and original decoration. The residence is perfectly secure with a large swimming pool and tropical garden. Everything is within walking distance: grocery store, local market, shops, traditional or gourmet restaurants, ferry station to other islands, etc... High-speed Wi-Fi and TV Europe and America.