1. USA
  2. Florida
  3. Port Richey
  4. Pine Island
  5. Rentals by Owner

Pine Island Rentals by Owner

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8.0 (2 Reviews)
House
  • Air Conditioner
  • View
  • Wheelchair Accessible

Why Choose Rent By Owner for your Pine Island vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

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

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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.

Average Temperature Daytime: 75°F - Nighttime: 55°F
spring
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.

Average Temperature Daytime: 78°F - Nighttime: 58°F

Off-Season Highlights

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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.

Average Temperature Daytime: 88°F - Nighttime: 72°F
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Fall (September to November)

During fall, the region experiences fewer visitors, offering you a quieter stay while still enjoying favorable weather conditions.

Average Temperature Daytime: 82°F - Nighttime: 62°F

Weekly Weather Forecast for Pine Island

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

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.
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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.
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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 Beach Park

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

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?

The cancellation policy varies by listing, so it is important to review the specific terms outlined in the rental description or contact the owner directly before booking.

4. How do I contact the property owner for special requests or questions?

You can reach out to the property owner through the messaging system provided on the rental listing platform to discuss any special requests or inquire further about the property.

5. Are there any additional fees or deposits required when booking a rental here?

Additional fees or security deposits are detailed in each listing. Be sure to read the full description and policies or contact the owner for clarification before completing your reservation.

6. What amenities can I expect to find at rental properties in this region?

Amenities vary by property but typically include essentials like Wi-Fi, parking, and kitchen facilities. Check the individual listing for a complete list of included amenities.

7. How far in advance should I book to secure my stay in this destination?

It is recommended to book well in advance, especially during peak seasons, to ensure availability. You can also contact the owner directly for last-minute inquiries or to confirm booking options.

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