
Condo holiday rentals in Simpson Bay
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Quick stats about condo rentals in Simpson Bay

Total holiday rentals
Explore 90 holiday rentals in Simpson Bay

Nightly prices starting at
Simpson Bay holiday rentals start at $137 NZD per night before taxes and fees

Verified guest reviews
Over 3,710 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday 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 holiday 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!
Top-rated condo rentals in Simpson Bay
Guests agree: These condos are highly rated for location, cleanliness and more.

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.

Footsteps to the beach.
Looking for a Caribbean get away? This is what you are looking for.. FOOTSTEPS to the beach! Suited too for single travelers. A quiet beach, morning walks & afternoon sunsets. Comfortable studio, nestled in popular Simpsonbay where supermarkets, beach bars, a diversity of very good restaurants, nightlife & water sports activities are in proximity. No rental - for short stay, most places are within walking distance. Airport 5 mins drive away. View of Planes. Plane activity stops approx. by 7p

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

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.

Hibiscus Condo, Amazing Seaview in Kombawa Domaine
Come and enjoy our very comfortable modern Kombawa Bungalow with his spacious bathroom, fully equipped kitchen, covered terrace and amazing view with gorgeous sunsets. The huge pool and peaceful garden will assure you a perfect relaxing stay. It’s located in a very secure gated community, 5 minutes walking distance from the beautiful plum bay beach. On the French side but still only a few minutes from the Dutch side and all convenient stores, gas station, restaurants, pharmacy, beauty salon…

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.

Horizon (Apt3) – Sea & Pool View, Terrace
Stylish triplex with 3 bedrooms, all with sea and pool view. Located in Black Palm, an elegant residence of 7 apartments in Indigo Bay, a calm and exclusive neighborhood. Indigo Beach is just a 5-minute walk away. Enjoy the shared pool with sea view. Ideal for up to 5 guests: couples, friends or families looking for relaxation. - 5 minutes’ walk from Indigo Beach - 5 minutes’ drive from the nearest supermarket - Private parking on site - Concierge service available for any request.

4 Bedroom Beachfront Condo with Private Pool D2.1
Welcome to Kim Sha Beach Front apartment where amazing memories are made! Location is our shining spot! Just mins walking to the beach and located in the busiest area! Surrounded by bars and popular restaurants with local and international food, spas, shops and casinos! Walking distance to Simpson Bay Marina where you have departures to different islands with numerous boat charter and water sports activities. The location assures that you will have an unforgettable holiday!

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.
Popular amenities for Simpson Bay condo rentals
Weekly condo rentals

Simpson Bay Beach - Modern 2 Bedroom -#1 Location

Beachfront Paradise with Pool & Stunning Sunsets

Renovated 2-Level Condo @ Simpson Bay Yacht Club

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

Ocean Breeze at Las Arenas

Beacon Hill Hideaway Luxury Condo in Simpson Bay

On the Sea - Beachfront 3 bedroom on Simpson Bay

Villa Bora Bora - Beach and Caribbean Sea
Pet-friendly condo rentals

2 Bedroom Duplex up to 5 guests right on the beach

Paradise Getaway With Best View of SXM!

Casita « Coconut » One Bedroom

"Shell Beach" Splendid 2 bedrooms on the beach

Beachfront 1 Bedroom Resort Condo with Terrace, Hot Tub & Stunning Views!

Beautiful Large 2 Bedrooms apartment in Maho

Coral Villa- Steps From BEACH!

Blue vista - Paradise in nettle Bay-1BR Queen Size
Condo rentals with a pool

The Penthouse at LaSiesta - 3 BD - Luxury Awaits!

1 bedroom apartment in the heart of Orient Bay

Indigo~2 KingSuites, Priv Pool, 2 Min Walk 2 Beach

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

cosy apartment

Brand New- Maho Condo Studio with Seaview and Pool

Mullet Bay Suite 802 - Your luxury vacation in SXM

Saint Maarten La Terrasse Maho
When is the best time to visit Simpson Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $583 NZD | $614 NZD | $590 NZD | $362 NZD | $326 NZD | $345 NZD | $365 NZD | $341 NZD | $309 NZD | $326 NZD | $370 NZD | $509 NZD |
| 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 |
Destinations to explore
- Rentals with a washing machine and dryer Simpson Bay
- Rentals with a patio Simpson Bay
- Rentals with beach access Simpson Bay
- Rentals with outdoor seating Simpson Bay
- Beachfront rentals Simpson Bay
- Beach condo rentals Simpson Bay
- Fitness-friendly rentals Simpson Bay
- Smoking-friendly rentals Simpson Bay
- Rentals with pools Simpson Bay
- Serviced apartment rentals Simpson Bay
- House rentals Simpson Bay
- Family-friendly rentals Simpson Bay
- Rentals with a hot tub Simpson Bay
- Villa rentals Simpson Bay
- Pet-friendly rentals Simpson Bay
- Apartment rentals Simpson Bay
- Waterfront rentals Simpson Bay
- Condo rentals Sint Maarten





