
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 $120 NZD 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, Wi-Fi 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.

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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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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Ocean View Villa-Indigo Bay W/Private Pool/0 Steps
Welcome to paradise in Indigo Bay, St. Maarten! Our brand new property offers ultimate indoor-outdoor living with sliders opening to breathtaking sea views. Open-concept layout, fully-equipped kitchen, private pool and courtyard, NO STEPS, and three ocean-view bedrooms. Experience luxury and comfort at our oceanfront villa. Book now for an unforgettable vacation! *There is construction of a new hotel in the bay. Noise has been minimal but is subject to change. Contact us with any questions!*
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SeaRenity Villa With Private Pool Indigo Bay
Welcome to SeaRenity Villa, your private escape in the exclusive gated community of Indigo Bay. This modern and tastefully decorated villa offers the perfect balance of comfort, style, and Caribbean charm. Wake up to breathtaking ocean views from the airy, light-filled living spaces, and step outside to your own private pool surrounded by lush privacy. Whether you’re lounging with a book, sharing meals on the terrace, or watching the sunset over the bay, every moment here feels effortless.
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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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Stunning Panoramic Views Of The Ocean & St Barth!
“Villa Senorita” is located in the private residential and secured Mandara Residences. This brand new modern condominium features 164sqm/1766 sqft of interior and exterior space with WIFI throughout. The Condo consists of two master bedrooms with two bathrooms, living room with kitchen area, exterior terrace, and laundry area. All two bedrooms, the living room have unobstructed and breathtaking views of the ocean, Guana Bay Beach, Saint Barthélémy and the beautiful island nature.
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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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ALMOND BLUE ...Pinel bay view - caribbean feeling
Relax in the Caribbean in this beautiful house with its extraordinary view of Pinel Bay, voted the 3rd most beautiful destination in the Caribbean. In the middle of a nature reserve overlooking St Barthélémy, you will swim with turtles and exotic fish. With access to the sea below the house, you can enjoy the kayaks available to go and enjoy a lobster or cocktail in one of the 2 restaurants on Pinel Island. St Martin – The Pearl of the Caribbean!
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Townhouse Villa LX
Beautiful townhouse, part of a small secure condominium in the Beacon Hill neighborhood. Located 5 minutes from the airport, you can admire the unique ballet of planes over Maho Beach, without noise pollution, from the shared rooftop pool. Very spacious with 3 beautiful bedrooms, 2 bathrooms, fully air-conditioned, wooded terrace and equipped kitchen. Located close to restaurants and clubs. Direct beach access in 1 minute.
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Préstige - Luxurious 3 bedroom by the Beach
Nestled on the hills of Indigo Bay, Préstige is located midway between Philipsburg and the Simpson Bay touristic hangout. Préstige exudes relaxation the minute you walk through the door, elegant and distinguished! The 3-bedroom spacious residence sleeps six! Overlooking Indigo Beach with private swimming pool! Caribbean living, yours to enjoy!
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Spacious 3BR with Private Cozy Pool
This spacious 3-bedroom, 2.5-bathroom home with its own private pool is the perfect retreat for those seeking a luxurious yet cozy getaway. The home is centrally located Cole Bay. It sleeps up to 6 guests and features a private backyard, a fully equipped kitchen and a short drive to beaches, restaurants and supermarkets.
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Popular amenities for Simpson Bay house rentals
House rentals with a pool

Slowlife! Blooming Villa! Freshly Renovated
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Sunrise Over St. Barths
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Villa Calma – Lagoon view, pool & tranquility
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3 Bed 3 Bath Villa | Private Pool | Pelican | SXM
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Sweet Home on the Beach rdc
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Luxurious villa with magnificent view ALSO 6bedr!
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Fun times ahead! Devine in You Cupecoy is calling.
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Villa Josefa SXM · Ocean View Above Friar’s Bay
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Weekly house rentals

3BR Townhouse in Pelican Key
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Villa Kansha | 3BR Wellness Escape & Hot Tub
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3-Bedroom Home In Philipsburg, Near the Beach
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ALOHA penthouse
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New "The Beach House"
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Atypik Villa
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SABLE house, sleeps 2. Sea view, private pool.
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Ocean view villa at Dawn beach
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Private house rentals

Spacious 3 Bedroom 2 Bathroom Marigot Home
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Villa Paradis - The best views of the island!
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Villa Madame
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Villa Suzanna in the middle of the Orient Bay
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House on Orient Bay, ideally located
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Vista Azul SXM
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Macassi Beach Paradise, villa 3 chambres
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Villa Kailani 4 bedroom with Stunning Ocean Views
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When is the best time to visit Simpson Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $514 NZD | $401 NZD | $473 NZD | $473 NZD | $516 NZD | $671 NZD | $509 NZD | $511 NZD | $215 NZD | $344 NZD | $344 NZD | $473 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
- Family-friendly rentals Simpson Bay
- Rentals with beach access Simpson Bay
- Rentals with pools Simpson Bay
- Beach condo rentals 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





