
Condo vacation 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

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.

Gorgeous 2 Bdrm Ground Floor Beach Access
Great for Families!! ONLY feet from the beach! Our ground floor 2-bdrm 2 bath full kitchen step out of your door directly onto the beach, pool, swim up bar and restaurant. Walking distance to outstanding restaurants. Enjoy water sports On-site gym, restaurant free internet laundry facility 24 hour security parking. *Guests are charged $26.20 per day resort fee at The Hilton Royal Palm (pool,beach, gym usage, pool towel changes,and tax are all included resort fee)
Popular amenities for Simpson Bay condo rentals
Weekly condo rentals

Ti Sable, your condo right on the beach

Studio COCO

Paradis Caraibes 1BR * On the Beach!

New "Coco Beach" 2 bedrooms beachfront

Vacation in Paradise on the Beach

Brand New- Maho Condo Studio with Seaview and Pool

Coral Villa- Steps From BEACH!

Studio on the water in the Simpson Bay Yacht Club
Pet-friendly condo rentals

Modern Oceanview Apartment

Princess Anouk, Orient Bay, pool, on the beach

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

Canelle Apartment
Condo rentals with a pool

CARIBBEAN RIVIERA 20 / PLAGE ORIENT BAY / 8 PERS !

The Cliff in Cupecoy Beach HEAVEN!!!

Spacious 2BR in Cupecoy w/ Private Beach

WHY NOT Splendid apartment right on the beach

The Coastal Condo: Beautiful Luxury 3 Bed 2.5 bath

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

Beachfront Penthouse Best View Best location

Island Time- Luxurious 2 BR Condo. Stunning views!
When is the best time to visit Simpson Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R4,825 ZAR | R4,588 ZAR | R4,774 ZAR | R3,559 ZAR | R3,205 ZAR | R3,391 ZAR | R3,593 ZAR | R3,357 ZAR | R3,036 ZAR | R3,036 ZAR | R3,306 ZAR | R3,998 ZAR |
| 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 R1,181 ZAR per night before taxes and fees

Verified guest reviews
Over 3,330 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
80 properties feature pools

Rentals with dedicated workspaces
50 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

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