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  2. Cole Bay
  3. Rentals by Owner

Discover Your Perfect Cole Bay Rentals by Owner

Cole Bay Rentals by Owner

10.0 (4 Reviews)
Apartment
Boheme
  • Air Conditioner
  • Parking
  • Balcony/Terrace
View Availability
More Top-Rated Rentals by Owner in Cole Bay Area

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

Where are the best neighborhoods to stay in Cole Bay?

When choosing where to stay in Cole Bay, Sint Maarten, you'll find a variety of neighborhoods that cater to different preferences, all offering convenient access to the island’s natural beauty and vibrant local culture. Each area provides unique surroundings, whether you’re seeking a peaceful retreat or a lively atmosphere, making it easy to find a rental by owner through Rent By Owner that perfectly matches your needs. Exploring these neighborhoods ensures a comfortable and memorable stay on this stunning Caribbean destination.

Pelican Key

Located just moments from the vibrant waters of Simpson Bay, Pelican Key offers a tranquil retreat while providing easy access to the best beaches and attractions in the region. It's an ideal choice for visitors seeking a peaceful stay with convenient proximity to local amenities.

View 99+ Rentals in Pelican Key

Cay Bay

This area provides a perfect blend of serenity and accessibility within Cole Bay, making it a popular spot for travelers looking to enjoy waterfront views and nearby leisure activities. Here, you can find comfortable rentals that serve as a welcoming home base during your Sint Maarten visit.

View 1010+ Rentals in Cay Bay

Almond Grove

Nestled in the heart of Cole Bay, Almond Grove offers a cozy environment close to local conveniences, making it suitable for travelers wanting a relaxed yet well-connected experience. The neighborhood's charming atmosphere is ideal for exploring the region's natural beauty and vibrant culture.

View 1024+ Rentals in Almond Grove

Indigo Bay

While slightly outside the immediate area, Indigo Bay provides stunning waterfront vistas and a peaceful ambiance, perfect for those who prefer a quiet escape near Phillipsburg. Its location makes it an excellent choice for enjoying both the tranquility of the bay and the lively city attractions.

View 62+ Rentals in Indigo Bay

Best Times to Visit Cole Bay

When should you plan your Rentals by Owner stay?

Finding the ideal time to vacation here can enhance your experience, as the best seasons often align with favorable weather and lively local events, making it easier to secure a comfortable rental by owner through Rent By Owner in this vibrant destination.

Peak Season Highlights

spring
December to April

During these months, the region experiences its peak season, attracting visitors seeking warm weather and perfect beach conditions. This is an ideal time for you to enjoy outdoor activities and vibrant local events.

Average Temperature Daytime: around 80°F (27°C) - Nighttime: about 70°F (21°C)
spring
July to August

The summer months bring high demand as travelers flock here for sunny days and lively festivities. Booking your rental by owner early ensures you secure the best options during this busy period.

Average Temperature Daytime: approximately 88°F (31°C) - Nighttime: roughly 76°F (24°C)

Off-Season Highlights

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May to June

This shoulder season offers a quieter experience with fewer tourists. It’s a perfect time to enjoy more relaxed surroundings while still benefiting from pleasant weather.

Average Temperature Daytime: around 85°F (29°C) - Nighttime: about 75°F (24°C)
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September to November

Late summer and fall see a dip in visitor numbers, making it easier to find affordable rentals here. The weather remains warm, although it's advisable to stay updated on weather patterns due to occasional showers.

Average Temperature Daytime: approximately 86°F (30°C) - Nighttime: roughly 74°F (23°C)

Weekly Weather Forecast for Cole Bay

How to Book Your Cole 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 Cole Bay

More Top-Rated Rentals by Owner in Cole 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 access to a private or shared outdoor swimming pool, perfect for cooling off in the Caribbean sun.
  • Relax in beautifully landscaped gardens or tropical patios that enhance your outdoor experience.
  • Take advantage of spacious decks or verandas ideal for lounging, dining, or watching the sunset over the region.
  • Make the most of outdoor dining areas equipped with BBQ grills for socializing and entertaining.
  • Benefit from secure parking spaces within the property’s outdoor area for convenient access during your stay.
  • Explore well-maintained walking paths or garden trails to enjoy the scenic beauty of the area.
  • Utilize outdoor shower facilities to rinse off after enjoying nearby beaches or water activities in this destination.

Top Attractions Around Cole Bay

What attractions are nearby?

Here in this vibrant destination, you can explore a variety of nearby activities including relaxing on pristine beaches and enjoying water sports, making it an ideal spot for memorable outdoor experiences during your stay.

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Family Activities

  • Maho Beach: You can enjoy the famous sunset and watch airplanes fly directly overhead at this lively beach in the region, perfect for family photo opportunities.
  • Simpson Bay Lagoon: Explore the calm waters of the lagoon where families often indulge in safe water activities like paddleboarding and sailing nearby rental properties.
  • Fort Louis: Discover history and panoramic views of the area from this historic fortress, offering an educational outing for all ages.
  • Indigo Bay Beach: Relax and build sandcastles on this family-friendly beach with gentle waves, ideal for a day of leisure here in the destination.
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Adult Activities

  • Sailing and Catamaran Cruises: Embark on a scenic sailing adventure around the region's vibrant waters, offering you a relaxing way to explore the area's stunning coastline.
  • Beach Relaxation at Simpson Bay Beach: Unwind on the soft sands and enjoy the tranquil ambiance of this popular spot favored by visitors seeking sun and serenity in the area.
  • Watersports Activities: Experience snorkeling, paddleboarding, or jet skiing in the clear, warm waters that define this destination’s lively aquatic scene.
  • Local Dining Experiences: Savor authentic Caribbean cuisine at nearby restaurants, immersing yourself in the region's culinary culture with every bite.

Other Places to Stay in Cole Bay

Almond Grove
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Cay Bay
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Seaside Nature Park
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Indigo Beach
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Burgeaux Bay Beach
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Cole Bay Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the area’s authentic Caribbean cuisine by visiting local eateries to experience the regional flavors during your stay.
  • Plan Water Activities Early: Book boat trips, snorkeling, or other water-based adventures in advance to enjoy the region's pristine waters without any last-minute hassles.
  • Utilize Transportation Services: Use reliable transportation options within the destination to easily access popular spots and make the most of your time here.
  • Choose a Strategic Rental Location: Select a rental by owner close to key attractions for convenient access to the region’s vibrant culture and stunning scenery.

Transportation Options

  • Public Buses: You can rely on the local bus system to conveniently explore the area, offering an affordable transportation option around this Caribbean destination.
  • Taxis and Rideshares: Taxis and rideshare services provide quick and direct transfers for your travels within the region, ensuring you reach your rental comfortably and on time.
  • Car Rentals: Renting a car in this popular destination gives you the freedom to discover nearby beaches and attractions at your own pace, with many rental agencies available locally.
  • Bike Rentals: For a more active way to see the region, bike rentals are a sustainable choice that allows you to enjoy the scenic views at your leisure.

Local Customs Options

  • Local Greeting Etiquette: You will find that a warm handshake or friendly nod is customary when greeting residents in this lively region of Sint Maarten.
  • Beach and Marine Respect: It’s important to observe local customs by respecting the marine environment and following guidelines for beach activities along the coast.
  • Festive Celebrations: Participating in regional festivals involves embracing vibrant music, dance, and colorful attire that highlight the area’s cultural heritage.
  • Dining Customs: When enjoying meals here, expect to share traditional dishes communally, reflecting the area's rich culinary traditions rooted in Caribbean flavors.

Frequently Asked Questions About Cole Bay Rentals by Owner

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

There are a lot of options in Cole Bay. If you plan on staying in the Cole 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 Cole Bay:

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 94 in the Cole 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 Cole Bay. 

3. What is the cancellation policy for rental properties by owner in this destination?

Cancellation policies vary depending on the individual listing. To ensure you understand the specific terms, please review the cancellation details provided in the listing or contact the property owner directly.

4. How do I confirm a booking with a private owner in this region?

Booking confirmation is generally handled through the Rent By Owner platform once you complete your reservation and payment process. For any questions or special requests, reach out to the owner through the messaging system.

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

Additional fees, such as cleaning or service charges, are typically outlined in the listing details. Make sure to review the full cost breakdown before confirming your reservation.

6. What amenities are usually included in owner-managed rentals in this area?

Amenities vary between properties, but many include essentials like Wi-Fi, air conditioning, and kitchen facilities. For specific amenities, consult the listing description or contact the owner directly.

7. Is it possible to modify or extend my stay after booking with a private owner?

Modifications or extensions depend on the owner's policies. Contact the owner through the platform promptly to discuss any changes to your reservation and ensure availability.

More Rentals You May Like Near Cole Bay

10.0 (1 Review)
Apartment
Lagoonside Evasion
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
More Top-Rated Rentals by Owner in Cole Bay Area