Pelican Key holiday lettings

We found 301 holiday rentals — enter your dates for availability

Discover a selection of 28 apartments, 37 villas and other holiday rentals in Pelican Key that are perfect for your trip. Holiday homes provide the best amenities for you and your friends, family or even pets, such as Wi-Fi and cable TV. At the end of the day, you'll find a property to rent for everyone's needs, including accessible or non-smoking choices.
  • 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

Frequently asked questions

How much does it cost to rent a holiday home in Pelican Key?
Prices for holiday rentals in Pelican Key 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 Pelican Key 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 Pelican Key holiday house rentals?
You can find great discounts on house rentals in Pelican Key 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.
Are there any Pelican Key holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Pelican Key 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.
Can I find long-stay holiday rentals in Pelican Key?
A long-stay holiday rental in Pelican Key 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.
When is the best time to visit Pelican Key for a holiday rental?
The best time to visit Pelican Key for a holiday rental is during September, when the island offers a delightful blend of pleasant weather and fewer crowds. This month falls within the peak season, which spans from July to September, attracting visitors eager to soak up the sun and enjoy the beautiful beaches.

The summer months bring warm temperatures averaging around 28 to 31 degrees Celsius, creating a friendly space for outdoor activities such as swimming, snorkelling, and exploring the vibrant local culture. September is particularly appealing, as the hustle and bustle of July and August begins to ease off, allowing for a more relaxed experience while still enjoying the warm Caribbean sun.

For those looking to save some money, October can be an excellent choice as it marks the beginning of the low season. While some may see this time as less favourable due to slightly higher chances of rain, it's an opportunity to enjoy quieter beaches and lower rental rates. Plus, the lush landscape is at its most vibrant following the summer months.

Ultimately, your ideal time to visit Pelican Key will depend on whether you're seeking the lively option of the peak season or the tranquillity and value of the quieter months.
How early should I book a Pelican Key holiday rental?
Book your Pelican Key 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 Pelican Key, Sint Maarten?
In Pelican Key, visitors can enjoy a variety of attractions that showcase the beauty and culture of Sint Maarten. The area is renowned for its stunning beaches, particularly the beautiful Pelican Beach, which offers clear waters and soft sands, great for sunbathing and swimming. Just a short distance away, the vibrant nightlife and dining options at nearby Simpson Bay provide a lively option for evening entertainment.

For those interested in water sports, Pelican Key offers easy access to activities such as snorkelling, diving, and sailing, with several local operators providing excursions. The nearby Maho Beach is famous for its great experience of watching planes land just above the shore, making it a must-visit for aviation enthusiasts.

Additionally, the scenic views from the hills surrounding Pelican Key provide excellent opportunities for hiking and enjoying the natural beauty of the island.
Can I change or cancel my Pelican Key home rental booking on Vrbo?
To find Pelican Key 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 Pelican Key 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.