1. Sint Maarten
  2. Cole Bay
  3. Cay Bay
  4. Rentals by Owner

Discover Your Perfect Cay Bay Rentals by Owner

Cay Bay Rentals by Owner

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

Why Choose Rent By Owner for your Cay Bay 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 Cay Bay Rentals by Owner

Where are the best neighborhoods to stay in Cay Bay?

When choosing where to stay in Cay Bay, Cole Bay, Sint Maarten, you'll find a range of neighborhoods that cater to diverse preferences. These areas offer convenient access to local amenities and stunning views, making them ideal for a comfortable and memorable getaway. Whether you're seeking a quiet retreat or a lively vicinity, selecting the right neighborhood can enhance your experience on this vibrant Caribbean island. Trust Rent By Owner to help you find the perfect rental by owner in these sought-after locations for a seamless booking process and a dependable stay.

Pelican Key

Located near the vibrant Simpson Bay area, Pelican Key offers a tranquil retreat with easy access to beautiful beaches and popular local amenities, making it an ideal spot for your vacation rental in this region.

View 99+ Rentals in Pelican Key

Indigo Bay

Nestled close to the bustling town of Philipsburg, Indigo Bay provides a perfect blend of beachside serenity and convenience, ensuring a comfortable stay in the heart of Sint Maarten's lively scenery.

View 62+ Rentals in Indigo Bay

Best Times to Visit Cay Bay

When should you plan your Rentals by Owner stay?

Choosing the ideal time to vacation here can enhance your experience, as the region enjoys a warm climate year-round, making it perfect for relaxing stays in vacation rentals by owner in Cay Bay and surrounding areas.

Peak Season Highlights

spring
December to April

During these months, the weather in the region is warm and sunny, making it an ideal time to explore Cay Bay and its surroundings. Expect the highest demand for vacation rentals by owner as travelers seek to enjoy the prime Caribbean climate.

Average Temperature Daytime: 28°C (82°F) - Nighttime: 22°C (72°F)
spring
June to August

This period marks the summer peak when visitors flock to the area for its lively atmosphere and excellent sailing conditions. Booking early through Rent By Owner ensures you secure the best rental options during this bustling season.

Average Temperature Daytime: 30°C (86°F) - Nighttime: 24°C (75°F)

Off-Season Highlights

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May and November

These shoulder months offer a quieter experience with fewer tourists, providing a peaceful environment to enjoy the region's natural beauty. It’s an ideal time for those seeking more relaxed accommodations at competitive rates.

Average Temperature Daytime: 27°C (81°F) - Nighttime: 21°C (70°F)
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September and October

Typically considered off-peak due to increased rainfall and the possibility of tropical storms, this period still offers opportunities for budget-conscious travelers to find favorable rentals while avoiding the crowds.

Average Temperature Daytime: 28°C (82°F) - Nighttime: 23°C (73°F)

Weekly Weather Forecast for Cay Bay

How to Book Your Cay Bay 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 Cay Bay

More Top-Rated Rentals by Owner in Cay Bay 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 private outdoor seating areas where you can relax and take in the tropical surroundings.
  • Take advantage of a swimming pool to cool off after a day exploring the area’s natural beauty.
  • Make use of outdoor BBQ grills for preparing flavorful meals in the open air.
  • Relax in a shaded patio or veranda, perfect for lounging during warm sunny days.
  • Benefit from well-maintained gardens that add to the scenic outdoor environment.
  • Use outdoor dining spaces designed for alfresco meals with stunning views of the region.
  • Access secure parking facilities within the outdoor premises for added convenience.

Top Attractions Around Cay Bay

What attractions are nearby?

Within this vibrant area, you can enjoy a variety of activities nearby, from relaxing on beautiful beaches to exploring local dining options and water-based adventures that showcase the stunning surroundings of Cay Bay, Cole Bay, Sint Maarten.

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Family Activities

  • Snorkeling Adventures: Discover the vibrant marine life just off the coast, making it an ideal family activity to explore the clear waters of this Caribbean destination.
  • Beach Day at Cupecoy Beach: Enjoy relaxing on the sandy shores with your family while taking in stunning sunset views that highlight the region’s natural beauty.
  • Watersports for Kids and Families: Engage in safe and exciting water activities such as paddleboarding and kayaking, perfect for creating lasting memories here.
  • Visit the Local Fish Markets: Experience authentic local culture by exploring fresh seafood markets, offering a fun and educational outing for children and adults alike.
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Adult Activities

  • Scuba Diving and Snorkeling: Explore the vibrant marine life just off the coast, making the most of your stay with immersive underwater adventures in this popular area.
  • Eco-Tours and Nature Walks: Discover the region’s natural beauty through guided eco-tours that showcase local flora, fauna, and scenic landscapes surrounding your rental.
  • Yachting and Boat Cruises: Embark on a leisurely boat cruise or charter a yacht to enjoy stunning views of the coastline and nearby islands from a unique perspective.
  • Local Cuisine Experiences: Savor authentic Caribbean flavors at nearby restaurants and food spots, offering a taste of the region’s vibrant culinary scene during your visit.

Other Places to Stay in Cay Bay

Burgeaux Bay Beach
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Cay Bay Travel Tips

How Can You Make the Most of Your Stay?

  • Prioritize Local Experiences: Immerse yourself in the vibrant culture of the area by exploring local eateries and markets to make your stay memorable.
  • Choose a Prime Rental Location: Select a rental by owner that offers easy access to the region's popular beaches and attractions for maximum convenience.
  • Plan Water Activities in Advance: Take advantage of the destination’s renowned watersports by booking boat tours or snorkeling excursions early through your rental host.
  • Respect the Environment: Help preserve the natural beauty of here by following eco-friendly practices during your stay, ensuring its charm endures for future visitors.

Transportation Options

  • Public Buses: Affordable and reliable, local buses provide convenient transportation around the area for exploring nearby attractions and essentials.
  • Taxis: Readily available in this destination, taxis offer quick and direct transfers whether you're heading to the airport or venturing into neighboring areas.
  • Rental Cars: Renting a car here gives you the flexibility to discover the region at your own pace, with numerous rental agencies serving the locale.
  • Bike Rentals: For a more active approach, bike rentals are an eco-friendly way to enjoy the area's scenic views and explore local neighborhoods comfortably.

Local Customs Options

  • Local Greetings: You’ll find that warm, friendly greetings are a common way to show respect and hospitality here in the area.
  • Festivals and Celebrations: Participating in vibrant local festivals offers insight into the cultural heritage and community spirit of this destination.
  • Cuisine Etiquette: When dining, expect a laid-back atmosphere where sharing traditional dishes is a cherished social custom.
  • Respect for Nature: Environmental awareness is emphasized through customs that promote the preservation of the region’s natural beauty and resources.

Frequently Asked Questions About Cay Bay Rentals by Owner

1. What are the top vacation rentals in Cay Bay?

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

2. How many Rentbyowner vacation rentals are available in Cay Bay?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 934 in the Cay Bay 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 Cay Bay. 

3. What is the cancellation policy for rental by owner accommodations in Cay Bay, Cole Bay?

The cancellation policy varies depending on the individual listing. You should review the specific cancellation terms provided on the listing page or contact the owner directly to understand the options and any potential fees involved.

4. How do I communicate with the owner before booking my rental in this area?

You can reach out to the property owner through the messaging system provided on the Rent By Owner platform. This allows you to ask questions about the rental, clarify details, and ensure the accommodation meets your needs before confirming your reservation.

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

Additional fees such as cleaning charges, service fees, or taxes may apply. These will typically be detailed during the booking process or listed in the rental description, so reviewing the listing carefully will give you a clear understanding of the total cost.

6. What amenities are usually included in rentals by owner in this region?

Most rentals by owner in this area offer essential amenities like Wi-Fi, air conditioning, kitchen facilities, and parking. However, specific features can vary, so it’s best to check each listing for the exact amenities available.

7. Is it possible to modify or extend my stay after booking a rental here?

Modifications or extensions depend on the owner's policies and the current availability. Contacting the owner directly through the platform is recommended to discuss any changes to your reservation.

More Rentals You May Like Near Cay Bay

10.0 (31 Reviews)
Apartment
MAHO BEACH VIEW
  • Air Conditioner
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  • Pool
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More Top-Rated Rentals by Owner in Cay Bay Area