
Condo holiday rentals in Simpson Bay
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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
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

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

Beachfront Caribbean Breeze in Paradise, SXM
Caribbean Breeze inviting Beach front home. A few steps to our beach and pool. Walk to mainstream. 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 , bathrooms, dining area,etc. 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, 1 minute walk away. Amenities enclosed & Wi-Fi included.

On the Sea - 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.

Beacon Hill Hideaway: Luxury Condo in Simpson Bay
Escape to luxury at Beacon Hill Hideaway, a modern beachfront condo overlooking Simpson Bay Beach. This spacious 2-bedroom property features stunning ocean views, elegant modern interiors, and direct beach access. Enjoy a covered terrace, private gated entry, and proximity to vibrant Maho nightlife. With high-end finishes, ample amenities, and the beach at your doorstep, it’s the perfect Sint Maarten getaway for families, couples, or friends. Book today and experience Caribbean paradise!

Maho Beach House: Luxe 1-Bedroom Suite, OceanView
Escape to your ocean sanctuary at Maho Beach House, a luxurious 1-bedroom suite perfectly positioned just minutes from SXM Airport. Enjoy sunset views over the ocean from your private suite, with the best of Sint Maarten’s dining, nightlife, and entertainment right outside your door. Steps away, a hidden beach path awaits, alongside nearby family-friendly amenities like a playground and optional paid access to a resort pool and gym—ideal for couples or seeking a memorable island retreat.

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...

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 Nest: 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
Weekly condo rentals

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub

Studio COCO

Villa Belharra, amazing view

Beachfront Condo| Pool View + Private Beach Access

Luxury Condo "The Q" + Huge Pool Patio + Beach/Bar

cosy apartment

Vacation in Paradise on the Beach

Ocean Breeze at Las Arenas
Pet-friendly condo rentals

2 Bedroom Duplex up to 5 guests right on the beach

Princess Anouk, Orient Bay, pool, on the beach

Rare gem, breathtaking sea views

Beautiful Large 2 Bedrooms apartment in Maho

Baie Orientale Cosy Duplex 1

Casa Nova, Indigo Bay SXM

Blue vista - Paradise in nettle Bay-1BR Queen Size

Modern / cosy Studio next to university / Beach
Condo rentals with a pool

Ti Sable, your condo right on the beach

The Cliff in Cupecoy Beach HEAVEN!!!

Studio Iguana

New studio with superb view of the Caribbean Sea

Luxury Little Bay- Caribbean Blue

'Emerald Pearl' Studio in Maho with Full Amenities

Royal Palm-1st floor-walk right out to the beach

Beachfront Penthouse Best View Best location
When is the best time to visit Simpson Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $493 NZD | $469 NZD | $488 NZD | $364 NZD | $327 NZD | $346 NZD | $367 NZD | $343 NZD | $310 NZD | $310 NZD | $338 NZD | $408 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 |
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 $121 NZD per night before taxes and fees

Verified guest reviews
Over 3,330 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
80 properties feature pools

Rentals with dedicated workspaces
50 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, Wi-Fi and Pool across Simpson Bay rentals

4.8 Average rating
Simpson Bay stays are highly rated by guests—averaging 4.8 out of 5!
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