
Condo vacation rentals in Simpson Bay
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Top-rated condo rentals in Simpson Bay
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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

Havya Cozy Stays | In Maho, Near Beaches & Airport
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.

Oceanfront w Pool | Maho Beach area
Location , Location Location ! You can not get any closer to the ocean than in this cliff side apartment. The sound of waves crashing below and incredible ocean views from every room. The sunrise is magical everyday and by night the glowing lights of Simpson bay. This cliff side apartment has everything you need for a dream stay away from the crowds. . Just steps from 4 beaches Simpson bay, Mullet bay, burgeux bay and a 5minute walk to the world famous Maho Beach with its famous plane landings

Beachfront Paradise with Pool & Stunning Sunsets
Escape to a beachfront paradise with a pool and stunning sunsets. Wake up to the soothing sound of ocean waves and lounge on the private patio overlooking turquoise waters. Step onto white sandy beaches with direct access, or stroll to nearby restaurants and vibrant nightlife. Your coastal sanctuary offers unforgettable moments of relaxation and tranquility. Designed for comfort and convenience, the community and unit include: • Ocean-view pool • Elevator access • Full-building generator

Deep Blue Sea at LaSiesta - Oceanfront Condo
This stunning beach front / poolside ground floor 1 bedroom condo was completely renovated August 2025! Deep Blue Sea is an immaculate and well appointed luxury property centrally located in Simpson Bay right on the sparkling waters of Simpson Bay Beach. Nearly everything in this condo is brand new and updated in a chic & modern beach style with all the amenities and comforts of a luxury resort, but without the crowds or bustle that go with it. Peace, privacy, pool and the Deep Blue Sea...

Modern Oceanview 2-Bedroom Condo on Mullet Bay
Welcome to Fourteen, one of the most luxurious beachfront residences in St Maarten located directly on the famous Mullet Bay beach and golf course. Located on the 9th floor, You will find this spacious 2 bedroom condo offering beautiful ocean views, great for a group, family, or romantic getaway. Indulge yourself in all of the amenities, outstanding concierge services and dining experience Fourteen has to offer. We aim to make your stay unforgettable. $5 per night resort fee not included

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.

Sur Mer - Beachfront 3 bedroom on Simpson Bay
✨Sur Mer with IRE Vacations ✨ Directly on the beach of Simpson Bay, this spacious 3 bedroom, 3 bathroom apartment is the perfect place for your next Sint Maarten vacation. In a private residence Sur Mer is close to the airport, restaurants, shops and night life. Step out onto the white sandy beach, or catch the sunset on your balcony while listening to the crashing waves below. You can admire planes taking off and landing from your back terrace. Shared pool and gym within the residence.

Saint 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...

Hamaka condo, a beachfront retreat on Simpson Bay
Escape to the ultimate beachfront retreat at Hamaka, a fully equipped condo recently renovated to offer the perfect private beach escape with easy walking distance access to restaurants, bars, and nightly entertainment in Simpson Bay, Saint-Martin. Experience waking up to the sound of the waves and having your morning drink to the sight of the endless shades of the ocean. At the end of your day, unwind and enjoy the magnificent sunsets that this beautiful island has to offer.

Maho Love Shack: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 for you to indulge.

"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.
Popular amenities for Simpson Bay condo rentals
Condo rentals with a pool

Waterfront, beautiful ELBA! 2 to 4 people

Studio Iguana

WHY NOT Splendid apartment right on the beach

Maho 1 Bed Condo with ocean view & Free Wi-Fi

cosy apartment

Studio on the water in the Simpson Bay Yacht Club

The Bay Shack

It’s all about Love...St. Maarten
Weekly condo rentals

The heart of Simpson Bay

Little Bay Condo with Private Pool

WILD-Luxurious apartment with sea view Anse Marcel

Bright studio next to the beach

Maazoon -Luxury modern 3BR Apt for 6 – Central SXM

Brand New- Maho Condo Studio with Seaview and Pool

Coral Villa- Steps From BEACH!

Rainbow Beach Condo Vacation in Paradise
Pet-friendly condo rentals

2 Bedroom Duplex up to 5 guests right on the beach

"Coco Beach" 2 bedrooms beachfront

Paradise Getaway With Best View of SXM!

Rare gem, breathtaking sea views

Beautiful Large 2 Bedrooms apartment in Maho

Eastern Bays Cozy Duplex 1

Casa Nova, Indigo Bay SXM

Blue vista - Paradise in nettle Bay-1BR Queen Size
When is the best time to visit Simpson Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,050 | ﺩ.ﺇ999 | ﺩ.ﺇ1,039 | ﺩ.ﺇ775 | ﺩ.ﺇ698 | ﺩ.ﺇ738 | ﺩ.ﺇ782 | ﺩ.ﺇ731 | ﺩ.ﺇ661 | ﺩ.ﺇ698 | ﺩ.ﺇ793 | ﺩ.ﺇ1,091 |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C |
Quick stats about condo rentals in Simpson Bay

Total vacation rentals
Explore 90 vacation rentals in Simpson Bay

Nightly prices starting at
Simpson Bay vacation rentals start at ﺩ.ﺇ367 per night before taxes and fees

Verified guest reviews
Over 3,420 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
90 of Simpson Bay vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Simpson Bay rentals

4.9 Average rating
Simpson Bay stays are highly rated by guests—averaging 4.9 out of 5!
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