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Discover Your Perfect Simpson Bay Cabin Rentals

Simpson Bay Cabin Rentals

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10.0 (1 Review)
Apartment
Island Bliss Condo
  • Air Conditioner
  • Parking
  • Security/Safety
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More Top-Rated Cabin Rentals in Simpson Bay Area

Why Choose Rent By Owner for your Simpson Bay Cabin Rentals?

What makes our Cabin Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Simpson Bay Cabin Rentals

Where are the best neighborhoods to stay in Simpson Bay?

When visiting Simpson Bay, you’ll find that neighborhoods here offer a perfect blend of tranquil waterfront views and lively local scenes. Staying in areas close to the main harbor provides convenient access to various amenities, making it ideal for exploring the vibrant surroundings. Whether you prefer a serene retreat or a lively atmosphere, Simpson Bay’s neighborhoods cater to diverse preferences, ensuring a memorable stay with easy access to beautiful beaches and scenic landscapes.

Pelican Key

This area offers a tranquil retreat with serene surroundings, making it an ideal choice for those seeking peace and privacy near Simpson Bay. Here, you can find cozy cabins that blend seamlessly with the natural beauty of the region.

View 100+ Rentals in Pelican Key

Maho

Famous for its vibrant atmosphere and proximity to lively entertainment, Maho provides an exciting base within easy reach of the region’s attractions. The cabins here offer a comfortable stay while you explore the dynamic energy that defines this part of Sint Maarten.

View 441+ Rentals in Maho

Best Times to Visit Simpson Bay

When should you plan your Cabin Rentals stay?

To make the most of your stay here, it's important to choose the right time to visit, as the region offers ideal conditions for relaxing and exploring when weather patterns align favorably with your vacation plans.

Peak Season Highlights

spring
December to April

During this period, the weather is warm and sunny, making it an ideal time for outdoor activities and enjoying the scenic beauty of the area.

Average Temperature Daytime: 25-28°C - Nighttime: 20-23°C
spring
June to August

This summer months attract many visitors seeking vibrant beach events and lively nightlife, offering a bustling atmosphere in the region.

Average Temperature Daytime: 29-31°C - Nighttime: 24-26°C

Off-Season Highlights

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May and November

These shoulder months provide a quieter escape with fewer crowds, ideal for relaxing stays and exploring the area at a leisurely pace.

Average Temperature Daytime: 27-29°C - Nighttime: 21-23°C
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September to October

During this time, the region experiences less tourist activity due to increased chances of showers, offering a peaceful environment for those seeking solitude.

Average Temperature Daytime: 28-30°C - Nighttime: 22-24°C

Weekly Weather Forecast for Simpson Bay

How to Book Your Simpson Bay Cabin Rentals

What's our booking process?

Our platform allows you to browse a curated selection of cabin rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Simpson Bay

More Top-Rated Cabin Rentals in Simpson Bay Area

Common Cabin Rentals Amenities

What amenities can you expect?

Our Cabin Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy the sunshine and ocean breezes from your private outdoor patio or veranda.
  • Take advantage of well-maintained swimming pools offering a refreshing escape within the property grounds.
  • Relax in landscaped gardens that provide a tranquil setting amidst the tropical surroundings.
  • Make use of outdoor dining areas perfect for savoring meals while soaking up the scenery.
  • Benefit from outdoor grilling facilities to enhance your culinary experience during your stay.
  • Explore nearby walking trails or paved pathways designed for leisurely strolls and outdoor activities.
  • Utilize convenient parking spaces often available for guests, making exploring the region effortless.

Top Attractions Around Simpson Bay

What attractions are nearby?

In the vicinity, you can enjoy a variety of activities such as exploring stunning beaches, engaging in water sports, or visiting local shops and restaurants that showcase the vibrant culture of the area.

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Family Activities

  • Simpson Bay Yacht Tours: Embark on a family-friendly boat tour to explore the vibrant waters and enjoy scenic views of this Caribbean destination.
  • Fort Louis Sunset Walk: Discover history and stunning vistas as you stroll through the area, culminating in breathtaking sunset views over the coastline.
  • Millionaire's Bay Beach: Spend a relaxing day at this picturesque beach, perfect for swimming, picnicking, and building sandcastles with your loved ones.
  • Snorkeling Adventures: Experience the region’s marine life firsthand by snorkeling in clear waters teeming with colorful fish and coral formations.
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Adult Activities

  • Sailing and Yacht Tours: Experience the stunning waters with guided sailing excursions or private yacht charters, perfect for exploring the region’s vibrant marine life and scenic coastlines.
  • Snorkeling and Diving: Discover the colorful underwater world just off the shores, offering an exciting opportunity to observe coral reefs and tropical marine species close to your accommodation.
  • Beach lounging and water sports: Relax on the pristine beaches while enjoying various water activities such as paddleboarding, jet skiing, or windsurfing, ideal for a fun-filled day in this tropical paradise.
  • Local Dining Experiences: Savor authentic Caribbean flavors at nearby restaurants or beachfront cafes, where you can indulge in fresh seafood and regional specialties within walking distance from your stay.

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Simpson Bay Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities in Advance: To maximize your stay, organize your excursions and dining reservations early, ensuring you enjoy the best experiences this destination has to offer.
  • Choose a Central Location for Your Cabin: Selecting accommodations near popular spots will make it easier to explore the region without spending too much time on daily commutes.
  • Utilize Local Transportation Options: Take advantage of available transit or rental services around the area to navigate effortlessly and discover hidden gems nearby.
  • Respect the Local Environment and Community: Engage responsibly with the surroundings by following eco-friendly practices and supporting local businesses during your visit here.

Transportation Options

  • Rental Cars: Renting a car is one of the most flexible options for exploring Simpson Bay and the surrounding region at your own pace.
  • Taxis and Private Transfers: This convenient transportation method offers door-to-door service, making it easy to reach your accommodations or local attractions without hassle.
  • Public Buses: Budget-friendly and reliable, public buses connect key areas within Simpson Bay, providing an affordable way to navigate the area.
  • Boat Charters and Water Taxis: For scenic travel across the waters, consider boat charters or water taxis, which offer quick access to nearby islands and beaches.

Local Customs Options

  • Local Music and Dance Traditions: You can experience lively local music and dance styles that reflect the vibrant culture of this Caribbean destination.
  • Seafood Culinary Customs: Indulging in freshly caught seafood prepared with traditional recipes is a popular way to connect with the area's culinary heritage.
  • Festivals and Celebrations: Participating in annual festivals and religious celebrations offers insight into the region’s rich cultural history and community spirit.
  • Respect for Marine Environment: Respect for the pristine marine environment is a core local custom, encouraging sustainable practices during your stay here.

Simpson Bay Cabin Rentals Frequently Asked Questions

1. What are the top Cabins in Simpson Bay?

There are a lot of options in Simpson Bay. If you plan on staying in the Simpson Bay area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cabins in Simpson Bay:

2. How many Cabins are available in Simpson Bay?

Currently, the total number of properties listed by RBO in 2026 is over 647 in the Simpson Bay area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cabins in Simpson Bay. 

3. What is the cancellation policy for cabins in Simpson Bay, Sint Maarten?

Cancellation policies vary by listing. It is recommended that you review the specific cancellation terms listed on the property page or contact the owner directly to understand the rules regarding cancellations and refunds.

4. Are there any additional fees I should be aware of when booking a cabin in this destination?

Additional fees such as cleaning fees, service charges, or security deposits may apply. Details about these fees will be outlined on the listing page, and you can reach out to the owner for clarification before completing your reservation.

5. What amenities are included with cabins in the region?

The amenities offered differ between properties. Common features include Wi-Fi, air conditioning, kitchens, and private outdoor spaces. To confirm the available amenities, please check the specific listing or contact the owner directly.

6. How do I ensure my booking is secure and reliable?

Bookings made through official platforms are protected by secure payment systems and verified listings. For added confidence, read reviews from previous guests and communicate with the host if needed before finalizing your reservation.

7. What is the check-in and check-out process for cabins here?

Check-in and check-out procedures vary by property. Details including access instructions and timing are typically provided in your booking confirmation, but you can contact the owner directly for any special arrangements or questions.

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More Top-Rated Cabin Rentals in Simpson Bay Area