Cay Bay Hill vacation rentals

We found 3,266 vacation rentals — enter your dates for availability

Discover a selection of 15 apartments, 34 villas, and other vacation rentals in Cay Bay Hill that are perfect for your trip. Whether you're traveling with family, friends, or just your furry companion, vacation rentals have the amenities you need and want for your stay, which might include hot tub and a washer and dryer. No matter what you're looking for, you'll be able to choose a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Cay Bay Hill

Showing deals for:Nov 14 - Nov 21

Image gallery for Luxury 5 Bedroom Villa

Pool Deck
10 out of 10 rating
Exceptional
(5 reviews)

Luxury 5 Bedroom Villa

Les Terres Basses, Collectivité de Saint-Martin

10% off
Price is CA $1,549
CA $11,997 total
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, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

Find out more about Cay Bay Hill

Find out more about Cay Bay Hill

Book a vacation rental for your Cay Bay Hill getaway

Experience the unique character of Cay Bay Hill with a stay in a vacation home rental. There's no shortage of things to see and do in the area.A vacation 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 visit during your stay? Venture out of your cozy vacation rental and experience everything that makes Cay Bay Hill a one-of-a-kind vacation spot. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

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

Exploring the natural landscape of Cay Bay Hill

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Cay Bay Hill is a great place to spend some time outside. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Orient Bay Beach (5.8 mi / 9.3 km)
  • Little Bay Beach (0.6 mi / 1 km)
  • Great Bay Beach (1 mi / 1.6 km)
  • Flamingo Beach (1.8 mi / 2.9 km)
  • Simpson Bay Beach (3 mi / 4.9 km)
  • Maho Bay (3.5 mi / 5.7 km)

Traveling to and around Cay Bay Hill

The nearest airport is in Princess Juliana Intl. Airport (SXM), located 3.1 mi (5.1 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to 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 vacation rental?
When considering a vacation rental in Cay Bay Hill, Sint Maarten, a popular area to stay is in the vicinity of Pelican Key. This neighbourhood is highly regarded for its beautiful beachfront properties and stunning ocean views, making it a favourite among vacationmakers. The area boasts a variety of rental options, with numerous properties available that cater to different budgets and preferences.

Staying in Pelican Key places you close to the Caribbean's enchanting beaches, such as the renowned Kim Sha Beach, which is great for sunbathing and water sports. Additionally, the lively atmosphere of the area is enhanced by its proximity to several restaurants, bars, and shops, ensuring that you have everything you need at your fingertips.

Another appealing option is to consider the Simpson Bay area, known for its vibrant nightlife and beach clubs. This neighbourhood offers a mix of charming villas and modern condos, appealing to both families and couples. Here, you can easily access the stunning Simpson Bay Beach and enjoy activities like sailing or windsurfing. Furthermore, the famous Maho Beach, known for its spectacular plane-spotting experiences, is just a short drive away, adding to the allure of this location.
How much does it cost to rent a vacation home in Cay Bay Hill?
Prices for vacation 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 travelling 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.
Are there any discounts for Cay Bay Hill vacation 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 vacation rentals in Cay Bay Hill?
A long-stay vacation 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 vacation rentals with parking?
Vrbo offers a wide selection of vacation 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.
What are popular rental amenities in Cay Bay Hill?
In Cay Bay Hill, the specific rental amenities are not clearly defined, so options may vary widely. However, travellers can generally expect vacation rentals to offer basic conveniences such as kitchen facilities, living areas, and access to outdoor spaces. Some properties might feature stunning views of the bay, private balconies, or terraces for enjoying the scenic surroundings.
When is the best time to visit Cay Bay Hill for a vacation rental?
The best time to visit Cay Bay Hill for a vacation rental is during the peak season from July to September. This period attracts a plethora of sun-seekers eager to bask in the tropical warmth and enjoy the stunning beaches that Sint Maarten has to offer. With average temperatures reaching the mid-30s Celsius, it's an ideal time for outdoor activities such as swimming, snorkelling, and lounging by the crystal-clear waters.

July stands out as the most popular month, where the vibrant atmosphere is enhanced by various local events and festivities. Visitors can partake in lively celebrations, explore the island's rich culture, and indulge in delicious Caribbean cuisine, all while mingling with fellow travellers.

For those looking to enjoy a more tranquil experience, consider visiting in October. This month marks the beginning of the low season, where the island is less crowded, allowing you to savour the serene beauty of Cay Bay Hill. With pleasant weather and fewer tourists, October provides an excellent opportunity to explore the stunning landscapes and immerse yourself in the local culture at a relaxed pace.
How early should I book a Cay Bay Hill vacation rental?
Book your Cay Bay Hill vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Cay Bay Hill home rental booking on Vrbo?
To find Cay Bay Hill vacation 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Cay Bay Hill vacation 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.

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