Apartment holiday rentals in Simpson Bay

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Top-rated apartment rentals in Simpson Bay

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Guest favourite

Apartment 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

Guest favourite

Apartment in Lowlands

4.86 out of 5 average rating, 44 reviews

Havya Cozy Stays

Keep it simple at this peaceful, well located studio unit at The Emerald at Maho with a common pool and gym. Just 5 minutes away from the International Airport, and walking distance from beaches with one being St. Maarten's famous end of the runway beach. Nowhere else in the world are you able to witness take-off and landing of Jumbo-jets as closely as here, all while sipping on a cocktail. Many shops stay open until 11pm, many bars, restaurants, nightclubs are all within easy walking distance.

Guest favourite

Apartment in Simpson Bay

5 out of 5 average rating, 42 reviews

OCEAN FRONT 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!

Superhost

Apartment in Maho Beach

4.83 out of 5 average rating, 24 reviews

Villa Spice For Life SXM

Use our beach chairs, towels, & umbrella to spend the day at a different beach every day - they're all within walking distance! Nightlife abounds in nearby hotspots. The casino is right next door, or you can simply take in the exquisite sunsets from your relaxing porch. You'll have a full kitchen if you want to cook & your choice of wonderful restaurants if you'd rather not. Whether you're looking for a relaxing stay or a trip full of new experiences, my Villa provides the perfect home base.

Superhost

Apartment in Marigot

4.82 out of 5 average rating, 115 reviews

Gorgeous studio ON THE BEACH,ocean view

BEAU STUDIO au 2 étage dans une résidence sécurisée,avec plage privée et accès directement par la résidence. Notre studio est l'endroit idéal pour passer de bonnes vacances.Une vue incroyable sur la mer turquoise des caraïbes et des couchers de soleil époustouflants.Il est entièrement équipé en cuisine et le linge de maison ,il y a un lit queen et un canapé lit Il as aussi le wifi et Tv. Il y a une épicerie à 200m,le parking est gratuit et nous sommes à 5 mn du ferry pour St Barth et Anguilla

Guest favourite

Apartment in Simpson Bay

4.91 out of 5 average rating, 11 reviews

Lovely Lagoon Townhouse SBYC

Yes we have a generator! See rules. Delightful, newly renovated and centrally located Simpson Bay Yacht ClubTownhouse. It comes with quality furnishings, a spacious one bedroom King size bed upstairs +Queen Sofa bed in living room. Private patios upstairs and downstairs on the lagoon. Three communal swimming pools/two tennis courts . 24-hour security for peace of mind. Central a/c. Own parking space. Short walking distance to the beach, cafe's, supermarket, restaurant and bars, cinema.

Guest favourite

Apartment in Lowlands

4.84 out of 5 average rating, 50 reviews

Maho studio overlooking airport, Free Wi-Fi!

Welcome to "Flight Deck", a cozy and unique studio apartment overlooking the Princess Juliana International Airport & runway and beautiful Simpson Bay Beach. This unit is in a prime location, as it is just a 5 minute walk to the heart of Maho Village, which is full of shops, restaurants, bars, nightclubs, casinos, and the world famous Maho Beach, where thrill-seekers can stand just feet below planes as they land and experience the thrilling sensation of the jet blast of planes taking off.

Guest favourite

Apartment in Lowlands

4.86 out of 5 average rating, 35 reviews

Maho 1BR Condo w/ocean view, pool & Free Wi-Fi

Our cozy 1 Bed 1 Bath condo has a view from the balcony of the ocean and the famous Maho Beach . Two air conditioning units (common area and bedroom) are separately controlled for everyone's comfort. There is FREE HIGH SPEED FIBER WIFI in this unit, an IN-UNIT washing machine and beachy rattan furniture. You have access to the large private pool on the complex and the front desk reception provides free towel service. This building has a generator in case of any island power outages

Guest favourite

Apartment in Lowlands

4.95 out of 5 average rating, 106 reviews

Sint Maarten La Terrasse Maho

It's a cozy large studio with a king size bed, a queen size sleeper sofa and a big balcony, it is at the second floor at Royal Islander Club Resort La Terrasse in Maho, fully equipped and furnished. Located just in front of Maho Bay beach and few minutes walk from Mullet bay beach. There are few restaurants and boutiques like cigar shops, jewelers and beauty store. Casino Royale is right next door. There are also a supermarket for grocery shopping, a pharmacy, a clinic and more...

Guest favourite

Apartment in Sint Maarten

4.96 out of 5 average rating, 72 reviews

Tropical Gem Ocean & Tropical Garden Views+PERKS!

NOTE=THIS IS A "STUDIO" CONDO, NOT A 1 BEDROOM, IN THE MOST HAPPENING SPOT ON THE ISLAND!!! BANG FOR YOUR BUCK!!! MANY PERKS!!! INTERESTED IN PURCHASING A PROPERTY IN ST. MAARTEN, I AM ALSO A REALTOR & I WILL BE HAPPY TO HELP WITH THAT!! NETFLIX, Movie DVD library, Binoculars, Snorkel Gear, Boogie Boards & MUCH More!! 2 guests Max. NO AUTO BOOKINGS FOR MORE THAN 2 PEOPLE, OR STAYS LONGER THAN one MONTH. YOU MUST CONTACT OWNER 1ST. CONTACT OWNER FOR BOOKINGS BEYOND ONE YEAR OUT.

Superhost

Apartment in Maho

4.82 out of 5 average rating, 17 reviews

'Emerald Pearl' Studio in Maho with Full Amenities

Kick back and relax in this calm, stylish and comfortable studio. Centrally located in the Maho district of St. Maarten. Minutes walk from the beach, world class restaurants, nightlife and entertainment. A short drive to adventure and explore in either the Dutch or French side of the island. A great location for remote workers, AUC students, and island hoppers exploring the Caribbean. Full amenities are included, so no need to worry about the small stuff. We've got you covered.

Guest favourite

Apartment in Maho

4.89 out of 5 average rating, 187 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!