Condo holiday rentals in Simpson Bay

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Top-rated condo rentals in Simpson Bay

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Guest favourite

Condo in Marigot, St. Martin

4.84 out of 5 average rating, 109 reviews

Tropical Modern Studio

Grand studio équipé dans une résidence calme et verdoyante, très bien située en bord de mer. Proche Marina, commerces, restaurants, gare maritime. Le studio est climatisé, équipé d'un lit King Size, Netflix, WiFi&TV . Cuisine, terrasse couverte, salle de bain moderne. - - Big studio equiped in a quiet Sea Front Residence, very well located near by shops, restaurants, ferry terminal. The studio is air conditioned, equipped with King Size bed, Netflix, WiFi&TV. Kitchen, covered terrace, bathroom.

2 – 9 Aug

$997 AUD total

Guest favourite

Condo in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 56 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

9 – 16 Aug

$7,615 AUD total

Guest favourite

Condo in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 29 reviews

Encanto -2BR beachfront w/pool & gorgeous sunsets!

Escape to paradise in this stunning 2-bed 2 bath beachfront condo at Simpson Bay, Sint Maarten. Wake up to the soothing ocean sounds, savor drinks on the patio with uninterrupted turquoise views as you enjoy the privacy of your seaside sanctuary. Immerse yourself in white sandy beaches with direct access to Simpson bay beach. Indulge in nearby restaurants and vibrant nightlife with a 5 min stroll to Simpson Bay Strip. Your coastal sanctuary beckons with unforgettable moments of tranquility

21 – 28 Nov

$4,124 AUD total

Superhost

Condo 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

29 Oct – 5 Nov

$1,303 AUD total

Superhost

Condo in Maho Beach, Sint Maarten

4.81 out of 5 average rating, 21 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.

4 – 11 Mar

$1,167 AUD total

Guest favourite

Condo in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 28 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!

7 – 14 Nov

$4,171 AUD total

Superhost

Condo in Lowlands, Sint Maarten

4.88 out of 5 average rating, 16 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. Close to the International Airport, and walking distance from a beach at the end at the end of the runway, St. Maarten's most famous attraction. 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.

11 – 18 Feb

$1,218 AUD total

Guest favourite

Condo in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 51 reviews

The Beach Condo

The Beach Condo, located in Palm Beach Apt. complex is a completely newly renovated 2 bedroom condo right on Simpson Bay Beach. Equipped with all amenities, this is your ideal tropical luxurious getaway. A brand new, fully equipped kitchen, large living and dining area and two king size bed-bedrooms with individual bathrooms give you all the space you need for a retreat in the Caribbean. Lounge on the porch, swim in the pool or live it up on the beach, it's all right there for you to enjoy.

21 – 28 July

$3,137 AUD total

Guest favourite

Condo in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 15 reviews

Beachfront Caribbean Breeze in Paradise, SXM

Caribbean Breeze inviting Beach front home. A few steps to our beach and pool. Walk to main stream. Amazing views . 2/2.5 with huge Master. Hear the waves flowing in onto the shore for those relaxing days and nights. New kitchen, living room area, bathrooms, dinning area with a Caribbean feel. Unwind on any balcony, penthouse ocean view, on daybed with a nice drink , looking over the verse tranquil ocean. Take a dip in the soothing crystal clear waters. Amenities enclosed & Wi-Fi included.

4 – 11 Nov

$3,994 AUD total

Guest favourite

Condo in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 27 reviews

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub

A spacious apt in a great location. This apt is located on the 2nd and 3rd floor in a gated +24/7 secured community of the Simpson Bay Yacht Club. A fully stocked kitchen. Open concept Dining/Living room combination leads to a covered patio for outdoor dining with panoramic bay views. 2 large and spacious bedrooms with private baths. Enjoy morning coffee or afternoon cocktails on one of the 3 patios all overlooking water. This complex offers 2 pools, Tennis, Jacuzzi, security and parking.

13 – 20 Apr

$3,006 AUD total

Guest favourite

Condo in Lowlands, Sint Maarten

4.94 out of 5 average rating, 88 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...

31 Mar – 7 Apr

$1,806 AUD total

Guest favourite

Condo in Maho, Sint Maarten

4.88 out of 5 average rating, 171 reviews

2 Min to Beach/Exclusive Rooftop Jacuzzi, Pool+Bar

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!

12 – 19 Oct

$1,944 AUD total