Discover Your Ideal Pelican Key Vacation Rental in Simpson Bay for a Memorable Sint Maarten Getaway
Discover Your Perfect Pelican Key Vacation Homes
Best Vacation Homes in Pelican Key
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- 1130 ftยฒ Resort
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Pelican Key Luxury Rentals
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Pelican Key Pet Friendly Vacation Rentals
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Pelican Key Large Vacation Homes
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Why Choose Rent By Owner for your Pelican Key Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Pelican Key Vacation Rentals
Where are the best neighborhoods to stay in Pelican Key?
Pelican Key in Simpson Bay offers a vibrant and picturesque setting for your stay, featuring a variety of convenient locations that cater to different preferences. Whether youโre seeking the tranquility of beachfront properties or the lively atmosphere of nearby amenities, this neighborhood provides an ideal backdrop for your Sint Maarten vacation. With its accessible location within Simpson Bay, Pelican Key ensures you are close to the islandโs best attractions while maintaining a peaceful environment. When booking through trusted platforms, you'll find a range of comfortable options designed to enhance your experience in this beautiful part of Sint Maarten.
Cay Bay
In this part of the region, you can enjoy a peaceful atmosphere while being close to the area's vibrant amenities. Itโs an ideal spot for travelers seeking a tranquil retreat with convenient access to local attractions and pristine beaches.
View 1010+ Rentals in Cay BaySimpson Bay
This lively neighborhood offers a perfect blend of relaxation and entertainment, making it a favorite among visitors looking to immerse themselves in the local culture. Here, you'll find stylish vacation rentals that place you near beautiful waterfront views and popular dining options.
View 401+ Rentals in Simpson BayBest Times to Visit Pelican Key
When should you plan your Vacation Rentals stay?
Timing your visit to Pelican Key in Simpson Bay allows you to experience this tropical paradise at its best, with considerations for peak seasons and weather patterns ensuring a memorable and enjoyable stay.
Peak Season Highlights
December to April
This period marks the peak season when visitors flock to the area for its warm weather and lively atmosphere, making it an ideal time to secure your vacation rental.
June to August
During summer months, the region experiences high demand as travelers enjoy sunny days and vibrant events, so early booking is recommended for your preferred vacation rentals.
Off-Season Highlights
May to June
This shoulder season offers fewer crowds and more flexible availability, making it a great time to find affordable vacation rentals and enjoy quieter beaches.
September to November
The area sees lower visitor numbers during these months, providing a peaceful retreat with plentiful options for vacation rentals at attractive rates.
Weekly Weather Forecast for Pelican Key
How to Book Your Pelican Key Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Pelican Key
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 a private outdoor pool for relaxing and swimming in the warm Caribbean sun.
- Take advantage of lush, landscaped gardens that create a serene outdoor atmosphere.
- Make use of spacious patios or balconies ideal for outdoor dining and entertaining.
- Benefit from direct access to nearby beaches, perfect for sunbathing and water activities.
- Utilize outdoor grills for hosting barbecues amidst tropical surroundings.
- Experience well-maintained walking paths or jogging trails within the property grounds.
- Relax in shaded lounge areas designed for unwinding while enjoying scenic views of the destination.
Top Attractions Around Pelican Key
What attractions are nearby?
During your stay here, you'll find plenty of nearby activities to enjoy, from relaxing on beautiful beaches to exploring vibrant local dining and entertainment options in the region.

Family Activities
- Snorkeling at Maho Bay: Discover vibrant marine life and crystal-clear waters just a short trip from your Pelican Key accommodation, perfect for family-friendly underwater adventures.
- Sunset Sailing Tours: Experience breathtaking sunsets over the Caribbean Sea aboard a family-oriented sailing tour, making for unforgettable memories here in the region.
- Explore Simpson Bay Lagoon: Engage in calm, shallow waters ideal for paddleboarding or kayaking, offering safe and fun aquatic activities suitable for all ages.
- Visit local beaches: Relax and play on pristine sands at nearby beaches where gentle waves and scenic surroundings provide the perfect setting for family outings in this area.
Adult Activities
- Sailing and Yacht Charters: Experience the thrill of exploring the waters surrounding the area on a private sailing or yacht charter, perfect for enjoying the scenic coastline and vibrant marine life.
- Relaxing Beach Days: Spend your day lounging on pristine beaches, where crystal-clear waters and soft sands offer a peaceful retreat just moments from your vacation rental.
- Nightlife and Sunset Cruises: Enjoy the lively nightlife scene or book a sunset cruise that offers unforgettable views while you unwind with signature cocktails.
- Water Sports Adventures: Engage in exhilarating water sports such as jet skiing, paddleboarding, or snorkeling right here, making the most of the calm Caribbean waters.
Other Places to Stay in Pelican Key
Pelican Key Travel Tips
How Can You Make the Most of Your Stay?
- Explore local dining options: Sampling the regionโs authentic cuisine will enrich your stay and give you a true taste of this destinationโs vibrant culture.
- Plan outdoor activities early in the day: Taking advantage of the area's pleasant weather allows you to enjoy beaches and water sports without the midday crowd.
- Utilize local transportation services: Making use of convenient transport options helps you easily access key spots and explore the region at your own pace.
- Respect local customs and environment: Being mindful of the community and natural surroundings ensures a responsible visit that preserves the areaโs beauty for future travelers.
Transportation Options
- Car Rentals: Local car rental services offer convenient mobility, allowing you to explore the area and its stunning surroundings at your own pace during your stay.
- Taxis and Ride-Sharing Services: Reliable taxis and ride-sharing options provide quick, hassle-free transportation within this destination, making it easy to access popular spots and amenities.
- Public Buses: Public bus routes connect key parts of the region, offering an affordable and eco-friendly way to get around and experience the local vibe.
- Private Transfers and Shuttle Services: Customized transfer services can be arranged for seamless, comfortable journeys between the airport, your accommodation, and nearby attractions here.
Local Customs Options
- Greetings and Respect: In this tropical destination, itโs customary to greet others with a friendly handshake or a warm 'Good morning' to show respect and friendliness.
- Language Etiquette: While English is widely spoken, locals appreciate polite greetings and basic phrases in Dutch or Patois as a sign of cultural appreciation.
- Celebrating Local Festivals: Participating respectfully in local festivals and events highlights your interest in the region's vibrant traditions and community spirit.
- Dress Code for Religious Sites: When visiting churches or religious sites here, modest dress is expected to honor local customs and maintain decorum.
Frequently Asked Questions About Pelican Key?
What are the top vacation rentals in Pelican Key?
There are a lot of options in Pelican Key. If you plan on staying in the Pelican Key area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Pelican Key:
- WOW! WOW! WOW!, NEW VILLA LIBRE` STUNNING INSIDE AND OUT!
- Oceanfront villa with breathtaking viewsโ2BR/2BA in Pelican Key, Simpson Bay
- Amazing Ocean Front Villa in Pelican Key - Pool and Private Ocean Access
- ENJOY THE BEAUTY OF ST MAARTEN BY STAYING RIGHT ON THE OCEAN IN LUXURY CONDO
- Villa Seaclusion accommodates 20 guests 10 beds 6 villas Ocean view pool
- very nice condo full equiped
- Stunning 2BD oceanfront villa; spacious, modern, and close to restaurants/bars
- Peaceful Paradise
- Charming 2-bedroom villa with AC, WiFi, stunning ocean views
- Pelican 2 bedr ocean view apt - shared pool
How many vacation rentals have private pools in Pelican Key?
There are 36 vacation rentals with private pools near Pelican Key. Top-rated RBO homes that have access to a swimming pool include:
Which vacation homes in Pelican Key are best for families?
If you are looking for a family-friendly vacation home in Pelican Key, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Pelican Key:
How many Rentbyowner vacation rentals are available in Pelican Key?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 132 in the Pelican Key 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 Pelican Key.โฏ
Pelican Key Top Rated Vacation Rentals
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