Discover Your Ideal Cay Bay, Cole Bay Vacation Rentals for a Memorable Stay
Discover Your Perfect Cay Bay Vacation Homes
Best Vacation Homes in Cay Bay
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Balcony/Terrace
- 1345 ftยฒ Apartment
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pool
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
Cay Bay Luxury Rentals
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
Cay Bay Pet Friendly Vacation Rentals
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- 1345 ftยฒ Apartment
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
Cay Bay Large Vacation Homes
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- TV
- Balcony/Terrace
- Parking
- Pool
- Balcony/Terrace
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
Why Choose Rent By Owner for your Cay Bay Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Cay Bay Vacation Rentals
Where are the best neighborhoods to stay in Cay Bay?
When planning your stay in Sint Maarten, exploring the neighborhoods of Cay Bay and Cole Bay offers a convenient and inviting experience. These areas provide a variety of options for those seeking comfortable and accessible vacation rentals, whether you're looking to relax by the water or enjoy local amenities. Staying in Cay Bay or Cole Bay means you'll be close to key attractions and vibrant local culture, making it easy to immerse yourself in the islandโs unique atmosphere. With trusted vacation rentals available, you can enjoy a seamless booking process and a memorable Caribbean getaway in these desirable neighborhoods.
Pelican Key
In this lively area, youโll find a range of comfortable vacation rentals that provide easy access to the scenic beauty and vibrant local atmosphere of Sint Maarten. Itโs an ideal spot for those seeking a relaxing yet conveniently located place to stay during their visit.
View 96+ Rentals in Pelican KeyIndigo Bay
Here, you can enjoy a peaceful setting with proximity to nearby attractions within the region, making it a perfect choice for travelers looking for serenity combined with convenient access to the best of Sint Maarten.
View 55+ Rentals in Indigo BayBest Times to Visit Cay Bay
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here ensures you enjoy the best weather and local events, making your stay in this destination truly memorable.
Peak Season Highlights
December to April
During this period, you can experience the warm and sunny weather ideal for enjoying the beaches and outdoor activities in the area.
June to August
This summer season offers lively festivities and perfect conditions for water sports and exploring the regionโs natural beauty.
Off-Season Highlights
May and November
Visit during these shoulder months when the region is less crowded, providing a more relaxed atmosphere to enjoy your stay.
September to October
This off-peak period sees fewer visitors, with occasional rain showers, offering a quieter experience while still benefiting from warm weather.
Weekly Weather Forecast for Cay Bay
How to Book Your Cay Bay Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Cay Bay
Common Vacation Rentals Amenities
What amenities can you expect?
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 outdoor seating areas that provide stunning views of the surrounding waters and islands.
- Take advantage of private pools to relax and unwind in the warm Caribbean climate.
- Make use of spacious patios or decks ideal for outdoor dining and entertaining.
- Benefit from lush gardens or landscaped yards that enhance your stay in this vibrant area.
- Utilize barbecue grills for enjoying local flavors in a casual, outdoor setting.
- Feel secure with gated outdoor spaces that offer privacy during your visit.
- Experience the convenience of nearby outdoor recreation options such as beaches or walking trails within the region.
Top Attractions Around Cay Bay
What attractions are nearby?
Within this vibrant region, you can enjoy a variety of activities including exploring beautiful beaches, engaging in water sports, and discovering local dining options, all easily accessible from your stay here in Cay Bay, Cole Bay, Sint Maarten.

Family Activities
- Maho Beach: Relax with your family while watching aircrafts land right over the beach at this iconic destination in the region.
- Paradise Peak Nature Trail: Embark on a family-friendly hike through lush surroundings to enjoy breathtaking views of the area and explore local flora and fauna.
- Local Markets and Shops: Discover vibrant markets nearby where you can sample regional cuisine and purchase handcrafted souvenirs perfect for family memories.
- Water Sports and Snorkeling: Enjoy beginner-friendly water activities along the coast, allowing your family to explore colorful marine life safely and conveniently.
Adult Activities
- Scuba Diving and Snorkeling: Explore the vibrant coral reefs just off the coast, offering you an unforgettable underwater experience in this Caribbean destination.
- Visit Maho Beach: Experience the thrill of watching airplanes fly low overhead at this popular spot, a must-do activity for visitors staying nearby.
- Sunset cruises: Enjoy a relaxing boat tour around the region to witness stunning sunsets that highlight the area's natural beauty.
- Local dining experiences: Savor the diverse culinary offerings at seaside restaurants, which showcase the flavors of the Caribbean in this lively destination.
Other Places to Stay in Cay Bay
Cay Bay Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities in Advance: Take advantage of the regionโs vibrant local scene by planning your excursions early to make the most of your time here.
- Choose a Convenient Location: Select a rental close to key beaches and attractions to enjoy easy access and maximize your leisure time.
- Explore Local Cuisine: Sample authentic flavors at nearby restaurants or markets to immerse yourself in the local culture during your stay.
- Utilize Reliable Transportation Options: Consider renting a vehicle or using local transit to explore the surrounding areas comfortably and efficiently.
Transportation Options
- Car Rentals: Exploring the area becomes convenient with car rentals, allowing you to enjoy the scenic views and vibrant local culture at your own pace.
- Taxis and Ride-Sharing Services: Taxis and ride-sharing options provide quick and reliable transportation for getting around this destination comfortably and efficiently.
- Public Buses: Public buses offer an affordable way to travel between key spots in the region, making it easy to explore on a budget.
- Seaports and Ferry Services: For scenic excursions or island-hopping adventures, ferries operate from nearby ports, providing breathtaking views of the surrounding waters.
Local Customs Options
- Local Cuisine Etiquette: Youโll find that sharing traditional dishes like Johnny cakes and fresh seafood is a cherished custom, reflecting the region's friendly and communal spirit.
- Respect for Cultural Festivals: Participating respectfully in local festivals such as Carnival allows you to immerse yourself in the vibrant traditions and lively celebrations of this destination.
- Greeting Customs: Greeting with a warm handshake or a friendly nod is customary here, helping you connect with locals and experience their welcoming hospitality.
- Environmental Respect: Practicing eco-friendly behaviors such as proper waste disposal and conserving natural resources aligns with the communityโs commitment to preserving the region's scenic beauty.
Frequently Asked Questions About Cay Bay?
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:
- Anchor House - Direct Oceanfront - Luxury & Modern Style
- Beautiful beachfront at The Villas On Great Bay
- 3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at $225/nt!
- FLASH SALE June-Oct. 2025! Tropical Gem! Ocean+Beach+Garden Views + MANY PERKS!
- WOW! WOW! WOW!, NEW VILLA LIBRE` STUNNING INSIDE AND OUT!
- LUXURIOUS BEACH FRONT UNIT - SPECTACULAR OCEAN VIEWS.
- Top of the art penthouse on the beach - 4000 sq. ft of luxury
- ALMA - DIRECT BEACH ACCESS 4 BR VILLA
- Popular Beachfront Condo directly on Simpson Bay beach in St. Maarten
- The Penthouse at LaSiesta ~STUNNING VIEWS OF THE MAGICAL CARIBBEAN OCEAN~
How many vacation rentals have private pools in Cay Bay?
There are 243 vacation rentals with private pools near Cay Bay. Top-rated RBO homes that have access to a swimming pool include:
Which vacation homes in Cay Bay are best for families?
If you are looking for a family-friendly vacation home in Cay Bay, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Cay Bay:
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 1214 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.โฏ
Cay Bay Top Rated Vacation Rentals
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool