Discover Your Perfect Flamingo Beach Rentals by Owner

Flamingo Beach Rentals by Owner

10.0 (4 Reviews)
Apartment
Boheme
  • Air Conditioner
  • Parking
  • Balcony/Terrace
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10.0 (3 Reviews)
Apartment
The Lady Bug
  • Air Conditioner
  • Parking
  • View
View Availability
More Top-Rated Rentals by Owner in Flamingo Beach Area

Why Choose Rent By Owner for your Flamingo Beach vacation rental?

What makes our Rentals by Owner 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 Flamingo Beach Rentals by Owner

Where are the best neighborhoods to stay in Flamingo Beach?

When choosing a neighborhood to stay in Flamingo Beach, Simpson Bay, Sint Maarten, you'll find a variety of options that cater to different preferences. This coastal area offers a blend of serene seaside living and lively local culture, making it an ideal spot for travelers seeking both relaxation and adventure. Renting by owner through Rent By Owner ensures you have access to trustworthy vacation rentals in this vibrant community, providing a seamless booking experience. Whether you prefer the peaceful ambiance near the beach or the convenience of being close to local amenities, staying in this neighborhood guarantees a memorable Caribbean getaway with easy access to all that Sint Maarten has to offer.

Pelican Key

In Pelican Key, you can enjoy a peaceful atmosphere just moments from the vibrant heart of Simpson Bay, making it an ideal spot for those seeking both tranquility and convenience in the region. This area offers easy access to popular beaches and local amenities, ensuring a comfortable stay during your visit.

View 99+ Rentals in Pelican Key

Maho

Maho is renowned for its lively nightlife and proximity to the island’s famous airport, providing visitors with easy access to entertainment and exciting attractions. Staying here places you close to the action while still offering a variety of rental options for a relaxed and enjoyable vacation experience.

View 451+ Rentals in Maho

Cay Bay

Cay Bay is a sought-after neighborhood offering stunning views and quick access to nearby beaches and dining venues on this destination. It’s perfect for travelers looking for a blend of scenic beauty and easy connectivity within the region.

View 1010+ Rentals in Cay Bay

Almond Grove

Located near the lively areas of Simpson Bay, Almond Grove provides a peaceful retreat with convenient access to local attractions, making it an excellent choice for guests who want comfort and ease during their stay here.

View 1024+ Rentals in Almond Grove

Indigo Bay

Indigo Bay offers a tranquil setting just outside the bustling capital of Philipsburg, where you can enjoy serene surroundings while remaining close to key amenities and the island’s vibrant shopping scene.

View 62+ Rentals in Indigo Bay

Belair

Set in the vicinity of Philipsburg, Belair is a quiet neighborhood ideal for those who prefer a relaxed environment with convenient access to the area's shops and beaches, perfect for a comfortable rental experience.

View 31+ Rentals in Belair

St. Peters

St. Peters offers a charming escape near Cul-de-Sac, where you’ll find a peaceful ambiance combined with proximity to natural beauty and local attractions—perfect for a laid-back stay.

View 824+ Rentals in St. Peters

Fort William

Fort William is a historic yet accessible neighborhood close to Philipsburg, providing a unique blend of cultural charm and modern convenience, suitable for visitors looking to explore the area from a comfortable base.

View 1015+ Rentals in Fort William

Best Times to Visit Flamingo Beach

When should you plan your Rentals by Owner stay?

Choosing the optimal time to vacation here ensures you can fully enjoy the stunning surroundings and relaxed atmosphere, making it an ideal destination for your next getaway through Rent By Owner in Flamingo Beach, Simpson Bay, Sint Maarten.

Peak Season Highlights

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December to April

During this period, the area experiences its peak season with warm weather and plenty of sunshine, making it ideal for enjoying the beaches and outdoor activities.

Average Temperature Daytime: 28°C to 30°C - Nighttime: 22°C to 24°C
spring
July to August

These months mark another busy time when visitors flock here for their summer getaway, taking advantage of the lively atmosphere and beautiful coastal views.

Average Temperature Daytime: 29°C to 31°C - Nighttime: 23°C to 25°C

Off-Season Highlights

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May to June

The early summer months see fewer travelers, offering a more relaxed experience while still enjoying warm weather along this destination’s scenic coast.

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

Late summer and fall bring quieter times to the region, providing a peaceful retreat for those seeking less crowded beaches and accommodations.

Average Temperature Daytime: 28°C to 30°C - Nighttime: 21°C to 23°C

Weekly Weather Forecast for Flamingo Beach

How to Book Your Flamingo Beach vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. 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 Flamingo Beach

More Top-Rated Rentals by Owner in Flamingo Beach Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner 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 access to a private outdoor swimming pool for relaxing under the sun.
  • Take advantage of well-maintained outdoor patios or decks ideal for lounging or dining al fresco.
  • Make the most of lush, landscaped gardens that add to the tropical ambiance of your stay.
  • Utilize barbecue grills available for outdoor cooking and entertaining with friends or family.
  • Benefit from direct beach access or nearby shoreline views, perfect for sunset strolls.
  • Stay active with outdoor fitness amenities such as tennis courts or walking trails in the area.
  • Capitalize on shaded areas or cabanas designed for relaxing comfortably outdoors while enjoying the scenic surroundings.

Top Attractions Around Flamingo Beach

What attractions are nearby?

In this vibrant area, you'll find a variety of engaging activities nearby, from relaxing on the pristine sands to exploring local dining options, allowing you to make the most of your stay at your rental by owner in Flamingo Beach, Simpson Bay, Sint Maarten.

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Family Activities

  • Snorkeling at Flamingo Beach: You can explore the vibrant marine life just off the shore, making it perfect for family adventures in this tropical destination.
  • Visit to Simpson Bay Lagoon: Enjoy calm waters ideal for kayaking and paddleboarding, offering safe water activities for kids and parents alike.
  • Sunset Cruises: Take a family-friendly boat tour around the region, experiencing breathtaking views and the relaxed island atmosphere.
  • Local Markets and Shops: Discover authentic Caribbean crafts and treats that provide a cultural taste of the area, great for family outings and souvenirs.
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Adult Activities

  • Sailing and Yacht Charters: Experience the thrill of exploring the Caribbean waters with private sailing or yacht charter tours departing from this area, offering a luxurious way to enjoy the region’s stunning coastline.
  • Snorkeling Excursions: Discover vibrant marine life and coral reefs just offshore, making it a perfect spot for adults to indulge in memorable snorkeling adventures here.
  • Local Dining Experiences: Savor authentic Caribbean cuisine at nearby restaurants that highlight the region's flavors, providing a delightful culinary journey without straying far from your rental accommodation.
  • Nightlife and Bars: Unwind after a day of exploration by visiting lively bars and entertainment venues in the area, where you can enjoy the vibrant atmosphere and refreshing beverages.

Flamingo Beach Travel Tips

How Can You Make the Most of Your Stay?

  • Research Local Events and Festivals: Check the area's event calendar before your stay to experience authentic local culture and enjoy unique festivities during your visit.
  • Choose a Rental Close to Popular Spots: Select accommodations near the most frequented beaches and dining options to maximize your leisure time in this vibrant destination.
  • Engage with Your Hosts for Insider Tips: Reach out to your property owner to receive personalized suggestions on the best ways to explore the region and hidden gems nearby.
  • Plan Water Activities in Advance: Book boat trips, snorkeling, or other water-based adventures early to ensure availability and make the most of what this area’s pristine waters offer.

Transportation Options

  • Rental Car Services: You can easily access rental car agencies nearby, offering flexible transportation options to explore the region at your own pace.
  • Taxis and Ride-Sharing: Taxis and ride-sharing services operate conveniently in the area, providing quick and reliable transfers between your rental and key destinations.
  • Public Buses: Public bus routes serve the surrounding area, offering an affordable way to navigate around the popular spots in this destination.
  • Private Transfers: Private shuttle services are available for a comfortable and personalized way to travel from the airport or between local attractions here.

Local Customs Options

  • Greetings and Personal Space: Visitors are often greeted with warm smiles and friendly gestures, reflecting the welcoming spirit of the local community in this Caribbean destination.
  • Local Cuisine Customs: Sharing traditional dishes and participating in communal meals is common here, offering a taste of the region’s rich culinary heritage.
  • Dress Code for Beaches and Events: Casual and lightweight clothing is typically worn to suit the tropical climate, especially during beach outings and local gatherings.
  • Respect for the Environment: Conservation efforts are valued in this area, and you'll find locals encouraging environmentally friendly practices like waste separation and reef preservation.

Frequently Asked Questions About Flamingo Beach Rentals by Owner

1. What are the top vacation rentals in Flamingo Beach?

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

2. How many Rentbyowner vacation rentals are available in Flamingo Beach?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 1266 in the Flamingo Beach area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Flamingo Beach. 

3. What is the cancellation policy for a rental by owner in this area?

The cancellation policy varies depending on the individual owner’s listing. To ensure you understand the specific terms, please review the cancellation details provided in the listing or contact the owner directly before completing your booking.

4. How do I communicate with the property owner before booking my stay?

You can reach out to the owner through the messaging system on the Rent By Owner platform. This allows you to ask questions about the rental, confirm availability, and discuss any special requests prior to finalizing your reservation.

5. Are there any additional fees or charges I should be aware of when booking a rental by owner here?

Additional fees such as cleaning, service charges, or local taxes may apply depending on the individual listing. These details are typically outlined in the listing description, but it’s advisable to review them carefully or confirm with the owner to avoid surprises.

6. What amenities can I expect in a rental by owner in this region?

Amenities vary from one property to another, but common features include Wi-Fi, kitchen facilities, air conditioning, and access to outdoor spaces. For specific amenities, please refer to the listing details or contact the owner directly.

7. Is it safe to book a rental by owner in this destination?

Rent By Owner prioritizes trustworthy listings and provides a secure platform for booking. To enhance your safety, always read reviews, verify the owner’s credentials, and communicate through the official platform before confirming your reservation.

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10.0 (31 Reviews)
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MAHO BEACH VIEW
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