Vacation rentals in Simpson Bay Beach

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Top-rated vacation rentals in Simpson Bay Beach

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Guest favorite

Condo in Simpson Bay

4.99 out of 5 average rating, 70 reviews

Beach front luxury! Huge 2BR that has it all! 😍🤩😍

5 star hotel luxury is yours in this modern beach home! 2 guest rooms with en-suite bathrooms and deck access. Enjoy cooking your own meals and dine inside or on the deck (or beach!). Largest deck on Simpson Bay beach has it all: huge daybed, loungers, living and dining areas for your comfort and pleasure. Unwind in the den and enjoy the big screen there or in either bedroom. Your neighbor is a boutique hotel and will gladly serve you meals and drinks right to your deck! Much more info available

Superhost

Rental unit in Point Pirouette

4.92 out of 5 average rating, 100 reviews

Secret View amazing apartment- Private pool

Secret View, amazing apartment directly on the lagoon with private pool. Totally and newly renovated apartment with one separate bedroom, 1,5 bath, full equipped kitchen, huge terrace, private pool, directly on the lagoon. Very quiet and secure location, next to Maho, Mullet Bay , golf course , supermarket, bars, restaurants, casinos. A really relaxing place, it will be the best part of your holidays. Private and free parking. Sint Maarten is currently experiencing some daily power outages

Guest favorite

Rental unit in Simpson Bay

5 out of 5 average rating, 30 reviews

Le Papillon -Modern, beachfront, 550sq. ft terrace

Le Papillon enjoys one of the best locations on St. Martin, with many wonderful restaurants nearby and a beach that is close to private and ideal for long walks. Overlooking the entire Simpson Bay beach, the comfortable 2150 sq. feet apartment is equipped with everything a visitor might need. The long list of our luxurious amenities is shown below. The terrace itself is so comfortable and large that many guests mentioned that they would not mind living there. The view is breathtaking.

Superhost

Rental unit in Simpson Bay

4.86 out of 5 average rating, 14 reviews

At the Beach: Beachfront Oasis

Dive into St. Maarten's charm from our chic 1st-floor beachfront apartment. Direct ocean views await from the porch in a secure gated community. Features Modern amenities include Full Size Sleeper Sofa, AC, smart TV, WiFi, full kitchen, & washer/dryer. Located just 15 mins to the airport, near the Causeway, and close to casinos & eateries. Enjoy our private pool, direct beach access, free private parking & nightly security. Discover the perfect blend of location & beachfront luxury.

Guest favorite

Rental unit in Simpson Bay

5 out of 5 average rating, 191 reviews

The Beach House Apartment

A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more

Superhost

Rental unit in Simpson Bay

4.94 out of 5 average rating, 110 reviews

Le Petit Paradis - Beachfront 1 Bedroom Apartment

"Petit Paradis" (Little Paradise), a genuine Caribbean getaway. A spacious one-bedroom Beachfront apartment right on beautiful Simpson Bay Beach and in the center of all the happenings. Relaxing terrace, five stairs away from the Beach, and within walking distance from great Restaurants, Nightlife, Activities, and Watersports. This modern, fully furnished, and equipped apartment has everything you need for a dream vacation, Hope to invite you soon in our Paradise, Elodie

Guest favorite

Condo in Maho

4.89 out of 5 average rating, 188 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!

Guest favorite

Rental unit in Simpson Bay

4.97 out of 5 average rating, 178 reviews

Lilly's Beach

This is a very SPECIAL SMAll RESIDENCE known as Ocean Edge . Beach Front located directly on beautiful Simpson Bay Beach! Enjoys one of the best locations on the island . Panoramic sea views with your toes in the sand and balmy Caribbean breezes. A clear turquoise sea dazzles in tropical sun, powdery white sands stretching along one of St. Maarten's longest beaches. New totally refurbished modern apartment with modern amenities and comforts. A perfect vacation spot !

Superhost

Rental unit in Simpson Bay

5 out of 5 average rating, 4 reviews

*NEW* SeaWaves Beachfront 1 Brm Apt with Generator

Escape to paradise in this charming 1-bedroom beachfront apartment located in the heart of Simpson Bay, Sint Maarten. Wake up to the soothing sounds of the ocean and step out onto your private balcony to enjoy stunning views of the turquoise Caribbean Sea. This bright and airy apartment features a spacious bedroom with a comfortable queen-sized bed, a fully equipped kitchen, and a cozy living area perfect for relaxing after a day of island adventures.

Guest favorite

Rental unit in Simpson Bay

5 out of 5 average rating, 114 reviews

Simpson bay beach, spacious, beautiful views!

Amazing spacious 3 bedroom, 2 bathroom apartment with awesome location in the heart of Simpson Bay. location, location, location in the middle of it all. Right across the 2.5 mile beautiful Simpson Bay Beach. All the beach necessities are there to enjoy, beachchairs, snorkeling gear, fishing rod and even 2 kayaks. You can walk to many nearby restaurants, grocery stores and other shops. Public transportation is also steps away.

Superhost

Guest suite in Simpson Bay

4.81 out of 5 average rating, 194 reviews

MYRIEL — Perfect Location/Nightlife/Beach

This Duplex 1 Bed apt is all about LOCATION. Nicest/Safest area of St.Maarten. Few steps from Simpson beach, Maho Beach nightlife/restaurants. 5-10mn walk on the beach to Karakter Beach bar and Sunset Beach Café. Very clean. Perfect for single or couple. Sleep up to 3 with sofa bed.. Private entrance, full kitchen, Stove, Microwave, A/C, WIFI, Linens and towels.

Guest favorite

Home in Simpson Bay

5 out of 5 average rating, 73 reviews

Villa Blue View .. stunning views of endless sea!

"Blue View" Villa needs few words. Spacious and welcoming with stunning views day and night overlooking Simpson Bay and the beautiful Caribbean sea. This private villa with pool is ready to welcome you. Located cliffside in Beacon Hill (Maho area), the villa is within walking distance to beaches, restaurants, shopping, a casino and the famous Sunset Beach bar.