Cay Bay Hill holiday lettings

We found 3,144 holiday rentals — enter your dates for availability

Discover a selection of 16 apartments, 31 villas and other holiday rentals in Cay Bay Hill that are perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the best amenities for spending time at your holiday home, which might include parking and a pool. No matter what you're looking for, you're sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Cay Bay Hill

Showing deals for:3 Jul - 10 Jul

Image gallery for Luxury 5 Bedroom Villa

Pool Deck
9.8 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)

Luxury 5 Bedroom Villa

Les Terres Basses

9% off
Price is £6,893
for 7 nights, 1 villa
£985 per night
includes taxes & fees
Luxury 5 Bedroom Villa

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Cay Bay Hill getaway

Learn about the unique charm of Cay Bay Hill with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Cay Bay Hill

Do you want to find attractions to see in the city? Venture out of your holiday home and experience everything that makes Cay Bay Hill a fun spot to go on holiday. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Mullet Bay Golf (3.7 mi / 5.9 km)
  • Aurora International Golf Club (11.4 mi / 18.3 km)

Exploring the natural landscape of Cay Bay Hill

Whether you're an active traveller or just want to appreciate the scenery, Cay Bay Hill is a great place to get outside. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Maho Beach (3.5 mi / 5.7 km)
  • Little Bay Beach (0.6 mi / 1 km)
  • Great Bay Beach (1 mi / 1.6 km)
  • Kim Sha Beach (1.8 mi / 2.8 km)
  • Flamingo Beach (1.8 mi / 2.9 km)
  • Simpson Bay Beach (3 mi / 4.9 km)

Travelling to and around Cay Bay Hill

The closest airport is in Philipsburg (SXM-Princess Juliana Intl.), located 3.1 mi (5.1 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into Grand Case (SFG-L'Esperance), which is 5.8 mi (9.3 km) away.

Frequently asked questions

What is the best area to stay in Cay Bay Hill when booking a holiday rental?
When considering a holiday rental in Cay Bay Hill, Sint Maarten, it's worth looking into nearby neighbourhoods that offer a delightful blend of comfort and convenience. One such area is the vicinity around the picturesque Great Bay, which is known for its stunning beachfront and vibrant setting. Here, you can enjoy the soft sands and crystal-clear waters, making it ideal for relaxation and water sports. Additionally, this area is home to the popular Fort Amsterdam, a historical site that provides insights into the island's rich heritage and offers breathtaking views of the surrounding coastline.

Another charming neighbourhood to consider is Philipsburg, which is just a short distance away. This lively area boasts a variety of shops, restaurants, and bars, great for those looking to experience local culture and cuisine. The famous Front Street is particularly top for its duty-free shopping and vibrant setting.

In terms of accommodation, the Cay Bay Hill region itself has a selection of properties ranging from luxurious villas to more modest apartments, offering something for every type of traveller.
How much does it cost to rent a holiday home in Cay Bay Hill?
Prices for holiday rentals in Cay Bay Hill vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Cay Bay Hill to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Cay Bay Hill holiday house rentals?
You can find great discounts on house rentals in Cay Bay Hill on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay holiday rentals in Cay Bay Hill?
A long-stay holiday rental in Cay Bay Hill is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Cay Bay Hill holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Cay Bay Hill with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
When is the best time to visit Cay Bay Hill for a holiday rental?
The peak season for holiday rentals in Cay Bay Hill is from July to September, when the island comes alive with vibrant energy and sunny skies. This is an ideal time for travellers looking to immerse themselves in the stunning beaches and crystal-clear waters of Sint Maarten, particularly during July, the most popular month for visitors. The warm temperatures, typically ranging from 25 to 30 degrees Celsius, create a superb backdrop for outdoor activities, such as snorkelling, sailing, and exploring the local culture.

During this lively period, Cay Bay Hill offers an array of events and activities, ensuring that every day is filled with adventure. Visitors can enjoy leisurely strolls along the beach or indulge in exquisite dining experiences at nearby restaurants, all while soaking up the delightful Caribbean atmosphere.

For those seeking a more budget-friendly option, consider visiting in October, when the crowds begin to thin out, and the island maintains its charm without the bustling tourist scene. This month allows for a more tranquil experience, with opportunities for exploring the local markets and enjoying a slower pace of life.

Ultimately, your choice of when to visit Cay Bay Hill will depend on whether you prefer the vibrant buzz of peak season or the serene beauty of the shoulder month.
How early should I book a Cay Bay Hill holiday rental?
Book your Cay Bay Hill holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Cay Bay Hill?
In Cay Bay Hill, Sint Maarten, visitors can enjoy a tranquil atmosphere with beautiful views of the bay. The area is known for its stunning coastal scenery and proximity to the island's famous beaches, making it a great spot for relaxation. Although Cay Bay Hill is primarily residential, it's a short drive to Philipsburg, the capital, where you can explore attractions like the historic Fort Amsterdam and the vibrant shopping district along Front Street.

Additionally, the nearby Great Bay Beach offers opportunities for water sports and sunbathing, while the scenic boardwalk provides a pleasant space for strolling and enjoying local cuisine.
Can I change or cancel my Cay Bay Hill home rental booking on Vrbo?
To find Cay Bay Hill holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Cay Bay Hill holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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