- USA
- Florida
- Port Richey
- Pine Island
- Rentals by Owner
Discover Your Ideal Pine Island, Spring Hill Florida Rental by Owner for a Comfortable and Authentic Stay
Discover Your Perfect Pine Island Rentals by Owner
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Rentals by Owner
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Luxury Vacation Rentals
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Pet Friendly Vacation Rentals
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Unique Vacation Rentals
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Cabin Rentals
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Cottage Rentals
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Timeshares
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Family Vacation Rentals
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Sustainable Travel
Pine Island Rentals by Owner
- Air Conditioner
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- TV
- Air Conditioner
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- Pool
- Air Conditioner
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- Pool
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- Pet Friendly
- Air Conditioner
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- View
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- Pool
- View
- Air Conditioner
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- TV
- Air Conditioner
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- Wheelchair Accessible
- Air Conditioner
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- TV
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- View
- Ocean View
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Air Conditioner
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Why Choose Rent By Owner for your Pine Island vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Pine Island
When should you plan your Rentals by Owner stay?
Choosing the optimal time to visit ensures you can fully enjoy your stay here, whether you're seeking the warmest weather or the quietest season in this destination renowned for its inviting climate and relaxed atmosphere.
Peak Season Highlights
Winter (December to February)
During the winter months, this area experiences its peak season as visitors seek warmer escapes from colder climates, making it an ideal time for booking a rental by owner in Pine Island.
Spring (March to May)
Spring attracts travelers looking to enjoy pleasant weather and blooming landscapes, ensuring your rental stays in high demand during these months.
Off-Season Highlights
Summer (June to August)
Summer sees a slight dip in visitor numbers due to heat and humidity, providing a more relaxed experience with potentially lower rental rates.
Fall (September to November)
During fall, the region experiences fewer visitors, offering you a quieter stay while still enjoying favorable weather conditions.
Weekly Weather Forecast for Pine Island
How to Book Your Pine Island vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Pine Island
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 outdoor pool access for relaxing swims during your stay.
- Take advantage of a spacious backyard or garden area for outdoor gatherings.
- Utilize the barbecue grill to host delightful cookouts with friends and family.
- Relax on a private patio or terrace designed for outdoor leisure.
- Make use of outdoor dining spaces to enjoy meals al fresco.
- Benefit from nearby walking or biking trails to explore the scenic surroundings.
- Experience the tranquility of waterfront or canal access, ideal for kayaking or fishing.
Top Attractions Around Pine Island
What attractions are nearby?
Nearby, you can enjoy a variety of outdoor activities and local attractions that showcase the natural beauty and relaxed pace of this area, making it an ideal destination for those seeking both adventure and relaxation during their stay.

Family Activities
- Hernando County Sports Complex: Enjoy a variety of family-friendly sports and recreational activities in the area, perfect for active outings.
- Nature Coast Botanical Gardens: Explore beautifully landscaped gardens and educational programs that offer a peaceful retreat suitable for all ages.
- Spring Hill Aquatic Center: Spend a fun-filled day cooling off at this local water park with pools, slides, and splash features designed for families.
- Linda Pedersen Park: Discover spacious picnic areas, playgrounds, and walking trails where families can relax and enjoy the outdoors together.
Adult Activities
- Golfing at Spring Hill Golf & Country Club: Enjoy a round of golf on scenic courses nestled in the area, perfect for leisurely afternoons and challenging your skills.
- Fishing at Weeki Wachee River: Experience serene fishing opportunities along this popular river, known for its diverse aquatic life and tranquil settings.
- Exploring Nature at Heather Hills Conservation Area: Discover the region’s natural beauty with peaceful hiking trails and birdwatching spots ideal for outdoor enthusiasts.
- Dining at Local Restaurants: Savor delicious cuisine at nearby eateries that showcase the region’s local flavors, making it easy to enjoy a relaxing evening out.
Other Places to Stay in Pine Island, FL
Pine Island Travel Tips
How Can You Make the Most of Your Stay?
- Research local hidden gems: Take the time to explore lesser-known spots in this region to enjoy a more authentic and tranquil experience during your stay.
- Plan outdoor activities wisely: With its inviting climate, you can maximize your visit by scheduling outdoor adventures like boating or fishing early in the morning or late afternoon.
- Choose accommodations thoughtfully: Select a rental by owner that offers convenient amenities and proximity to key attractions, ensuring a comfortable and effortless trip.
- Engage with the community: Interact with locals and fellow travelers to gain insider tips and enhance your understanding of the area's unique charm.
Transportation Options
- Personal Vehicle Rentals: Renting a car provides the flexibility to explore this destination and its surrounding areas at your own pace, making it an ideal transportation choice for visitors staying in rental properties here.
- Shuttle Services: Shuttle services operate frequently within the region, offering convenient transfers between local attractions, accommodations, and nearby airports for a stress-free travel experience.
- Taxi and Ride-Sharing Options: Taxis and ride-sharing services are readily available throughout the area, providing quick and reliable transportation directly from your vacation rental to various destinations.
- Public Transportation: Local bus routes connect key points of interest in the region, allowing budget-friendly travel for those who prefer public transit during their stay near Pine Island and Spring Hill.
Local Customs Options
- Welcome Greetings: Locals in the area often greet visitors with a warm and friendly handshake or a simple nod, reflecting the region's welcoming community spirit.
- Respect for Nature: Conservation and appreciation of the local natural environment are highly valued, so you’ll find residents practicing eco-friendly habits and wildlife preservation.
- Casual Attire: When attending local events or visiting community spaces, expect a relaxed dress code that emphasizes comfort and practicality over formality.
- Community Events: Participating in seasonal festivals and outdoor gatherings is a common way to connect with neighbors and experience the area's rich local culture firsthand.
Frequently Asked Questions About Pine Island Rentals by Owner
1. What are the top vacation rentals in Pine Island?
There are a lot of options in Pine Island. If you plan on staying in the Pine Island area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Pine Island:
- "Like a Tree House" Overlooking the Water
- Come Stay On Weeki Wachee! Kayaks, Canoe Included!
- Pine island - Weeki Wachee Ocean View Home- Walk to Beach on secluded island
- Beautiful Home Located DIRECTLY ON RIVER!
- Steps to the beach! KAYAKS! Minutes to WEEKI WACHEE.
- 3/2 FL GULFSIDE BCH-HOUSE & 2 BEACHES! 10-EXCEPTIONAL. SPOTLESS! SLEEPS 6. Ahh!
- PIRATES COVE - Bikes, Kayaks, Outdoor Grill, Boat Dock, and more included.
- Mermaid Life, Sleeps 6 W/Gulf Access
- Weeki Wachee House - Private Pool & Nearby to Nature Preserves
- Hawaiian House Waterfront on the Weeki Wachee river
2. How many Rentbyowner vacation rentals are available in Pine Island?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 74 in the Pine Island 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 Pine Island.
3. What is the cancellation policy for rental properties in this area?
4. How do I contact the property owner for special requests or questions?
5. Are there any additional fees or deposits required when booking a rental here?
6. What amenities can I expect to find at rental properties in this region?
7. How far in advance should I book to secure my stay in this destination?
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