- Sint Maarten
- Simpson Bay
- Pelican Key
- Rentals by Owner
Discover Your Ideal Pelican Key, Simpson Bay Rental by Owner for a Relaxing Sint Maarten Getaway
Discover Your Perfect Pelican Key Rentals by Owner
-
Rentals by Owner
-
Luxury Vacation Rentals
-
Pet Friendly Vacation Rentals
-
Unique Vacation Rentals
-
Cabin Rentals
-
Cottage Rentals
-
Ski Chalet Rentals
-
Timeshares
-
Villa Rentals
-
Hotels with Suites
-
Resort Rentals
-
Family Vacation Rentals
-
Vacation Rentals with Pools
-
Oceanfront Vacation Rentals
-
Beach House Rentals
-
Summer Vacation Rentals
-
Winter Vacation Rentals
-
Short Term Rentals
-
Corporate Accommodation
-
Large Group Vacation Rentals
-
Sustainable Travel
Pelican Key Rentals by Owner
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Parking
- Pool
- Balcony/Terrace
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- View
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
Why Choose Rent By Owner for your Pelican Key vacation rental?
What makes our Rentals by Owner special?
Popular Areas for Pelican Key Rentals by Owner
Where are the best neighborhoods to stay in Pelican Key?
When choosing a place to stay in Pelican Key, Simpson Bay, Sint Maarten, you'll find that the neighborhood offers a variety of rental options ideal for a relaxing Caribbean getaway. Known for its peaceful atmosphere and scenic views, this area provides convenient access to the island’s beautiful beaches and vibrant local culture. Whether you're seeking a cozy retreat or a spacious villa, renting by owner in Pelican Key ensures a seamless booking experience with trustworthy and reliable vacation accommodations. Discover the perfect home base in Simpson Bay, where comfort and accessibility meet on this picturesque Caribbean island.
Cay Bay
Located near the vibrant areas of Pelican Key and Simpson Bay, this neighborhood offers a peaceful retreat while still providing convenient access to the lively regions of Sint Maarten. Here, you can enjoy a serene stay with easy proximity to popular beaches and amenities.
View 1010+ Rentals in Cay BayBest Times to Visit Pelican Key
When should you plan your Rentals by Owner stay?
Timing your visit to this vibrant destination can enhance your experience, so consider planning your vacation during the region's optimal seasons to enjoy ideal weather and local events, making your stay in Pelican Key, Simpson Bay, Sint Maarten truly memorable.
Peak Season Highlights
December to April
During this period, you can experience the warmest and sunniest weather here, making it ideal for beach activities and outdoor exploration. This is when the area sees the highest influx of visitors seeking desirable vacation rentals in Sint Maarten.
July to August
This summer months bring vibrant festivities and lively atmospheres, attracting travelers to this Caribbean destination. Booking your rental by owner early ensures access to the best properties during this popular time.
Off-Season Highlights
May to June
The shoulder season offers a quieter experience with fewer crowds, giving you a more relaxed stay in this region. It’s an excellent time to secure affordable rentals by owner while enjoying pleasant weather.
September to November
This period tends to be less busy, with lower prices and fewer tourists, providing a peaceful environment for your visit here. Weather can be slightly more unpredictable, but it’s still a favorable time for booking reliable vacation rentals.
Weekly Weather Forecast for Pelican Key
How to Book Your Pelican Key vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Pelican Key
Common Rentals by Owner 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 swimming pool to relax and cool off under the sun.
- Take advantage of lush gardens or landscaped outdoor spaces that enhance your stay.
- Make the most of spacious patios or decks perfect for outdoor dining and entertaining.
- Benefit from direct access to nearby beaches or waterfront areas for outdoor activities.
- Experience outdoor lounging areas equipped with comfortable seating to unwind in the sunshine.
- Utilize barbecue grills available for outdoor cooking and family gatherings.
- Explore scenic walking paths or outdoor recreational areas close to your rental for active pursuits.
Top Attractions Around Pelican Key
What attractions are nearby?
In this vibrant area, you can enjoy a variety of water-based activities and explore local shops and dining options just moments from your rental by owner in Pelican Key, Simpson Bay, Sint Maarten, making it an ideal destination for a memorable Caribbean getaway.

Family Activities
- Beach Day at Simpson Bay Beach: Spend quality time with your family lounging on the soft sands and enjoying safe, shallow waters right in the heart of the area.
- Snorkeling Adventures: Discover vibrant marine life along the coral reefs near this popular destination, perfect for family-friendly snorkeling excursions.
- Boat Tours and Water Sports: Experience exciting boat rides and water activities that let you explore the scenic coastline and hidden coves nearby.
- Visit to Local Parks and Picnic Spots: Relax at well-maintained parks and picnic areas where your family can enjoy outdoor meals and leisurely afternoons together.
Adult Activities
- Snorkeling and Diving Tours: Explore vibrant coral reefs and marine life, offering an unforgettable underwater experience just minutes from your rental here in the region.
- Sunset Sailing Cruises: Enjoy relaxing evening sails along the coast, taking in the spectacular views and cool breezes that make this destination perfect for adult leisure activities.
- Luxury Spa Experiences: Indulge in rejuvenating treatments at nearby spas, providing a serene escape to unwind and pamper yourself during your stay.
- Fine Dining and Nightlife: Savor local cuisine and vibrant nightlife options within the area, ideal for those seeking cultural and culinary delights after a day of exploration.
Other Places to Stay in Pelican Key
Pelican Key Travel Tips
How Can You Make the Most of Your Stay?
- Choose a beachfront rental: Opt for accommodations with direct access to the shore to enjoy the stunning waters and relaxing seaside atmosphere of the area.
- Explore local dining options: Take advantage of the region’s vibrant culinary scene by visiting nearby restaurants and savoring authentic Caribbean flavors.
- Plan outdoor adventures: Make the most of your stay by engaging in water activities like snorkeling or sailing right from your rental location.
- Prioritize amenities and privacy: Select a rental that offers private terraces or pools, ensuring a comfortable and exclusive experience during your time here.
Transportation Options
- Rental Car Services: Conveniently explore the area at your own pace with rental cars available nearby, offering flexibility for discovering all that this destination has to offer.
- Local Taxis and Rideshare Options: Reliable taxi and rideshare services provide quick transportation around the region, making it easy to reach local attractions and beaches from your rental.
- Public Transportation: Buses operate within the surrounding area, providing an affordable way to travel between popular destinations without the need for personal vehicles.
- Boat Charters and Water Taxis: Enjoy scenic crossings and island-hopping opportunities with boat services that connect you to nearby spots, adding a unique perspective to your visit here.
Local Customs Options
- Respect for Local Traditions: You will find that embracing local customs, such as greeting with a warm "Bon Bini," enhances your experience in this vibrant Caribbean destination.
- Attire Etiquette: In the region, casual yet respectful clothing is customary when visiting beaches and local eateries, ensuring you blend seamlessly with the laid-back atmosphere.
- Celebration of Festivals: Participating in cultural events like Carnival and local parades offers a meaningful glimpse into the area's rich heritage and community spirit.
- Environmental Respect: It’s important to follow sustainable practices, such as proper waste disposal, to help preserve the pristine beaches and natural beauty that make this location special.
Frequently Asked Questions About Pelican Key Rentals by Owner
1. 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 views–2BR/2BA in Pelican Key, Simpson Bay
- Amazing Ocean Front Villa in Pelican Key - Pool and Private Ocean Access
- 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
- Bisou du Soleil - Oceanview Villa (Two Bedroom)
2. 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 121 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.
3. What is the cancellation policy for a rental by owner in Pelican Key?
4. How do I communicate with the owner of the rental property in Simpson Bay?
5. Are there any additional fees when booking a rental by owner in this area?
6. What amenities are usually included in rentals by owner near the region’s popular attractions?
7. Is there a minimum night stay requirement for rentals in Pelican Key?
More Rentals You May Like Near Pelican Key
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- 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
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool