
House holiday rentals in Simpson Bay
Find and book unique houses on Airbnb
Quick stats about house rentals in Simpson Bay

Total holiday rentals
Explore 20 holiday rentals in Simpson Bay

Nightly prices starting at
Simpson Bay holiday rentals start at $98 AUD per night before taxes and fees

Verified guest reviews
Over 620 verified reviews to help you choose

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

Holiday rentals with a pool
10 properties feature pools

Wi-Fi availability
20 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 house rentals in Simpson Bay
Guests agree: These houses are highly rated for location, cleanliness and more.

Sunrise Over St. Barths
BRAND NEW CONDO in a quiet gated community! "Sunrise Over St. Barths" is an oasis of luxury and elegance, built into the hillside overlooking the Atlantic Ocean and St Barth. Enjoy the sunrise every morning in this modern property consisting of 2 master bedrooms with 2 bathrooms, living room with fully equipped kitchen, exterior terrace and laundry area. Each bedroom and the living room have unobstructed panoramic views of the ocean. A breathtaking infinity pool and a sundeck overlook the ocean.
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Slowlife - Villa Wellness 4 beds
Wellness Villa is a luxury vacation home, this villa will be your majestic vacation home in the Caribbean. Since the moment you step into the elegant entrance surrounded by a beautiful tropical garden. This elegant villa was designed for our guest’s greatest comfort and relaxation, located in Terres Basses with spectacular lagoon and ocean view from our large terrace with an infinity pool and a jacuzzi, just 5 minutes from the exclusive and gorgeous Long Bay, you will experience a unique holiday
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Luxury Villa Turquoise Heaven in Pelican Key
Welcome to Villa Turquoise Heaven- Modern Luxury in Pelican Key, SXM Experience the pinnacle of Caribbean elegance at Villa Turquoise Heaven, the newest luxury villa in the exclusive Tepui Residence. Designed for relaxation and style, this modern retreat offers a seamless blend of indoor-outdoor living with unparalleled views of the turquoise Caribbean Sea. From waking up to the gentle sound of waves to savoring sunsets from your private infinity pool, Villa TH offers an unforgettable escape.
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Townhouse Villa LX
Superbe Maison mitoyenne, faisant partie d’une petite copropriété sécurisée dans le quartier de Beacon Hill. Située à 5 minutes de l’aéroport, vous pourrez admirer le ballet unique des avions au dessus de la plage de Maho, sans nuisances sonores, depuis la piscine partagée installée sur un rooftop. Très spacieuse avec ses 3 belles chambres, 2 salles de bain, entièrement climatisée, terrasse arborée et cuisine équipée. Située à proximité des restaurants et clubs. Accès plage direct en 1 minute.
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Endless Views @ Acqua Bleu
Nestled in the heart of Saint Martin, Acqua Bleu offers breathtaking views of turquoise waters and pristine beaches. You'll have direct access to some of the most gorgeous spots on the island, ensuring endless fun in the sun. You’ll enjoy access to various amenities, including a fully equipped kitchen, spacious living areas, a refreshing swimming pool, and much more! Acqua Bleu features two king bedrooms, each accompanied by a private bathroom. Get ready to enjoy a truly rejuvenating vacation!
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Teresa’s Ocean Paradise
St. Maarten’s best kept secret with breathtaking ocean views from every room! Step into Teresa’s Ocean Paradise where you’ll wake up to panoramic views of turquoise water. Nestled in a private gated community with a communal pool overlooking the ocean, fully equipped kitchen, and two king bedrooms – each with private bathrooms. Perfectly located to enjoy the best of the Dutch and French side’s beaches and restaurants. A one-of-a-kind property to make your vacation an unforgettable retreat.
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ALMOND BLUE ...Pinel bay view - caribbean feeling
Relaxez-vous aux Caraïbes dans cette superbe maison avec sa vue extraordinaire sur la baie de Pinel, élue 3ème plus belle destination des Caraïbes. Au milieu d'une réserve naturelle avec vue sur St Barthélémy, vous nagerez avec les tortues et les poissons exotiques. Avec un accès à la mer en contre-bas de la maison, vous profiterez des kayaks mis à disposition pour aller déguster une langouste ou un cocktail dans l'un des 2 restaurants sur l'ilet Pinel. St Martin - La perle des Caraïbes !
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Indigo Bay Condo Shamrock 2 Bed 2 Bath Ocean Views
Welcome to Condo Shamrock, a refined luxury vacation rental in Indigo Bay, St. Maarten, where modern comfort meets Caribbean elegance. This 2-bedroom, 2-bathroom residence offers panoramic ocean views, upscale finishes, and access to Indigo Bay’s exclusive gated community. Whether you’re visiting St. Maarten for romance, family time, or a long island escape, Condo Shamrock provides the perfect blend of style, security, and serenity.stylish experience at this centrally-located place.
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Blue Palm Estate Townhouse w/ Ocean View
Welcome to Blue Palm Estate! Sint Maarten/Saint Martin is a very small island owned by the Netherlands and France. This 2 bedroom 3 bathroom is located in Pelican Key. It is a beautiful, safe and private area in a gated 4 unit villa. It is walking distance to many restaurants on the main street which is a very popular area with tons of delicious restaurants and wonderful shops to peruse. You will also see a beautiful sandy beach within 5 minute walking distance to the unit!
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La Pearle - Luxurious 1 Bedroom Condo By the Beach
Nestled on the hills of Indigo Bay, La Pearle is located midway between Philipsburg and the Simpson Bay touristic hang out. La Pearle exudes relaxation the minute you walk through the door! Awake to watching the Allure of the Seas make its way into the harbor. La Pearle, elegant, sophisticated and distinguished! The 1- bedroom spacious condo sleeps two! Experience luxury with a huge verandah overlooking the Indigo beach, Caribbean living, yours to enjoy!
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Villa Pandora
Charmante Maison avec Vue sur Mer et Piscine à Cul-de-Sac pour 4 Personnes Bienvenue dans notre grande maison de deux chambres située dans le quartier de Cul-de-Sac à proximité de l’ile Pinel et à quelques minutes de Anse Marcel, la plage de Orient Bay ou de Grand Case sur la partie française de l'île. Idéale pour des vacances reposantes, notre maison offre tout le confort nécessaire pour un séjour inoubliable.
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Slowlife! Blooming Villa! Freshly Renovated
Located in Terres Basses, near Baie Rouge beach, and with a magnificent view of the ocean, you will find a fully private 2 bedrooms, 2 bathrooms villa, ideal place for a family, couples or friends. With a large covered terrace, a pretty salt water swimming pool in the middle of a deck, all in the heart of a tropical garden, where you will definitely enjoy the wonderful ocean view that will allow you to relax.
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Popular amenities for Simpson Bay house rentals
House rentals with a pool

3 Bed 3 Bath Villa | Private Pool | Pelican | SXM
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Pelican Pearl Villa with Pool and Generator
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Villa Calma – Vue lagon, piscine & calme
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SeaRenity Villa With Private Pool Indigo Bay
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Bungalow luxueux avec piscine privée
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Ocean View Villa-Indigo Bay W/Private Pool/0 Steps
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Sweet Home on the Beach rdc
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Maison SABLE, 2 pers. Vue mer, piscine privée.
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Weekly house rentals

Villa Kansha | 3BR Wellness Escape & Hot Tub
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Villa Terres Basses
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Atypik Villa
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Luxurious Villa "Sea La Vie"
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Maison Gama, 2 bdr with pool!
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3BR Townhouse in Pelican Key
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2 Bedroom Ocean Front Villa, Private Infinity Pool
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Villa Madame
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Private house rentals

Stunning Ocean View from Balcony & Pool - Sleep 10
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Villa Kailani 4 bedroom with Stunning Ocean Views
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ALOHA penthouse
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Fun times ahead! Devine in You Cupecoy is calling.
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3-Bedroom Home In Philipsburg, Near the Beach
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Vue mer paradisiaque - Piscine privée - Friars Bay
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Villa Areca • 3BR waterfront with kayaks, WiFi, AC
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Spacious 3 Bedroom 2 Bathroom Marigot Home
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When is the best time to visit Simpson Bay?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $421 AUD | $328 AUD | $387 AUD | $387 AUD | $422 AUD | $549 AUD | $416 AUD | $418 AUD | $176 AUD | $281 AUD | $281 AUD | $387 AUD |
| 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
- Family-friendly rentals Simpson Bay
- Rentals with beach access Simpson Bay
- Beach condo rentals Simpson Bay
- Rentals with pools Simpson Bay
- Pet-friendly rentals Simpson Bay
- Apartment rentals Simpson Bay
- Rentals with a hot tub Simpson Bay
- Condo rentals Simpson Bay
- Waterfront rentals Simpson Bay
- Serviced apartment rentals Simpson Bay
- Villa rentals Simpson Bay
- Beachfront rentals Simpson Bay
- House rentals Sint Maarten





