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Pine Island vacation rentals

We found 418 vacation rentals — enter your dates for availability

Discover a selection of 6 homes and other vacation rentals in Pine Island that are perfect for your trip. Vacation rentals offer the amenities you expect for you and your friends, family, or even pets, such as a fireplace and a washer and dryer. You'll be sure to find a rental that has what everyone needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Pine Island

Showing deals for:Feb 6 - Feb 13

Image gallery for The Hidden Jim River Cottage -Kayaks & Canoe

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9.4 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)

The Hidden Jim River Cottage -Kayaks & Canoe

Spring Hill, FL

5% off
Price is CA $415
CA $3,818 total
includes taxes & fees
The Hidden Jim River Cottage -Kayaks & Canoe

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Find out more about Pine Island

Why visit Pine Island

  • Scenic Outdoor Adventures: Experience breathtaking natural beauty with island tours and lush landscapes, perfect for outdoor enthusiasts.
  • Family-Friendly Beaches: Enjoy stunning beaches ideal for relaxation, swimming, and sunbathing, making it perfect for family vacations.
  • Vibrant Community Atmosphere: Immerse yourself in the friendly local community, offering various attractions and recreational activities.
  • Diverse Vacation Rentals: Choose from charming cottages, stylish condos, or private homes to suit every traveler's needs.
  • Fishing and Water Activities: Engage in fishing and other water sports, ensuring an exciting getaway for adventure seekers.

Popular types of accommodation in Pine Island

Pine Island offers a variety of vacation rentals that cater to every traveler's needs. Whether you're looking for a charming private vacation home, a cozy cottage, or a stylish condo, you'll find the perfect spot to relax and unwind. With transparent pricing and a focus on customer satisfaction, our palm vacation rentals provide the ideal base for your next adventure. Explore the beauty of Pine Island while enjoying the comforts of home in one of our inviting vacation homes.

  • Houses: The top choice for visitors to Pine Island, these homes offer spacious accommodations perfect for families, friends, or couples seeking comfort and privacy.
  • Condos: A popular second option, condos provide modern amenities and a convenient location, ideal for those looking to enjoy the local atmosphere.
  • Cottages: These charming retreats come in third, offering a cozy, home-like experience surrounded by nature.
  • Apartments: Fourth in popularity, apartments are perfect for those seeking a practical and comfortable stay while exploring Pine Island.
  • Villas: Rounding out the list, villas offer luxurious accommodations for those wanting a more upscale experience during their vacation.**

Top attractions near Pine Island

Pine Island in Spring Hill, Hernando County, Florida, is perfect for outdoor family beach vacations, offering a blend of scenic island and river experiences. Visitors can enjoy island tours, explore adventure islands, and partake in recreational activities, including fishing. With its beautiful beaches and lush landscapes, Pine Island provides a delightful getaway for those seeking nature and relaxation in a vibrant setting.

  • Pine Island Beach Park: A serene beach located a mere 483m from Pine Island, this park offers a relaxing atmosphere with sandy shores and gentle waves, perfect for sunbathing and picnicking.
  • Weeki Wachee River: Situated 9.7km away, this picturesque river invites you to explore its stunning scenery while enjoying outdoor activities such as kayaking and paddleboarding in a tranquil setting.
  • Weeki Wachee Springs State Park: Also 9.7km from Pine Island, this park offers thrilling adventures, spectacular scenery, and outdoor fun, including the famous mermaid shows in its crystal-clear springs.

Things to do recommended for couples

Looking for a romantic getaway in Pine Island? Explore the enchanting underwater sports at Weeki Wachee Springs, take a leisurely stroll along the charming Bayport Park Pier, or indulge in luxury at Silverthorn Country Club. Perfect experiences await you and your partner.

Things to do recommended for families

Families visiting Pine Island can unwind at Wever Recreation Park, located 24.1km away, where they can enjoy wellness activities and relaxation in a beautiful natural setting, perfect for creating lasting memories together.

Things to do recommended for groups

Groups visiting Pine Island can embark on the Indigo Lane Trailhead for a thrilling outdoor adventure, enjoy a captivating performance at the Show Palace Dinner Theater for a taste of local culture, and tee off at Cabot Citrus Farms for a fun day of sports in the sunshine.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Pine Island

Whether you're traveling with a group, with family, bringing along your pets, or seeking longer stays, be sure to apply the appropriate filters to meet your needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Pine Island with a group: Think about how many bedrooms you require, as well as features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Pine Island with young kids: Traveling with young children can present its own set of challenges. It's essential to prioritize their comfort and safety, along with finding amenities that are suitable for their age, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Pine Island: For many families, a trip isn't truly complete without their furry companion. If you can relate, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Pine Island: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like parking, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Pine Island

Pine Island, a charming village in Hernando County, Florida, offers a delightful escape for families and outdoor enthusiasts alike. With its stunning beaches and inviting atmosphere, this lovely island is perfect for a relaxing vacation. Explore nearby attractions, enjoy beach house rentals, and immerse yourself in the friendly community. Whether you're seeking excursions or simply a peaceful retreat, Pine Island is an ideal destination for your Florida getaway.

  • Weeki Wachee Gardens: Nestled just 4.8km from Pine Island, Weeki Wachee Gardens offers a delightful blend of outdoor adventure and scenic beauty. This charming village is perfect for those seeking a relaxing yet adventurous experience. Visitors can explore lush parks and the stunning river, making it an ideal spot for swimming and underwater sports. The nearby Weeki Wachee Springs State Park is a must-visit, famous for its mermaid shows and captivating natural springs. Whether you’re kayaking through tranquil waters or enjoying a picnic in the park, Weeki Wachee Gardens promises a memorable escape into nature.
  • Spring Hill: As the city that encompasses Pine Island, Spring Hill is a vibrant hub for family-friendly activities and outdoor fun. With its picturesque parks and sandy beaches, visitors can engage in various adventure activities, including hiking, fishing, and swimming. The local rivers provide ample opportunities for canoeing and paddleboarding, while the scenic landscape offers a perfect backdrop for a family day out. Spring Hill’s welcoming atmosphere and diverse recreational options make it an excellent destination for both relaxation and adventure.
  • Bayport: Located a mere 3.2km from Pine Island, the quaint village of Bayport is a hidden gem for families and outdoor enthusiasts. Known for its breathtaking scenery and friendly vibe, Bayport invites visitors to experience its stunning parks and beautiful beaches. You can indulge in adventure activities like fishing and kayaking, or simply unwind by the waterfront. With its proximity to nature trails and recreational areas, Bayport is a fantastic spot for a family outing or a peaceful day in the sun.

Best time to go to Pine Island

If you're planning a trip to Pine Island, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January58.8°F (14.9°C)Light RainMostly SunnyAverageSlightly Low
February62.6°F (17.0°C)Light RainMostly SunnyAverageSlightly Low
March65.8°F (18.8°C)Light RainMostly SunnyAverageAverage
April71.6°F (22.0°C)Light RainMostly SunnyAverageAverage
May76.5°F (24.7°C)Light RainMostly SunnyAverageAverage
June80.4°F (26.9°C)Moderate RainMostly SunnyHighSlightly High
July81.5°F (27.5°C)Moderate RainMostly SunnyHighSlightly High
August81.9°F (27.7°C)Moderate RainMostly SunnyHighSlightly High
September79.3°F (26.3°C)Light RainMostly SunnyAverageAverage
October73.9°F (23.3°C)Light RainMostly SunnyLowSlightly Low
November66.7°F (19.3°C)Light RainMostly SunnyLowAverage
December62.8°F (17.1°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is a breeze

Are you hoping to save some dollars on your upcoming adventure? Being flexible with your travel dates can make a significant difference, as prices tend to vary. Additionally, booking a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to support you in making the most of your travel experience.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board is designed to help you plan your travels with ease. You can create new trips, pick up where you left off with your plans, or manage and review your bookings. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Pine Island getaway

Learn about the unique charm of Pine Island with a stay in a private vacation home. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Pine Island

Do you want to find top things to see and do during your stay? Venture out of your cozy vacation rental and experience everything that makes Pine Island a one-of-a-kind vacation spot. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Cabot Citrus Farms (13.1 mi / 21 km)
  • Adventure Coast Fun Park (10.9 mi / 17.5 km)
  • Silverthorn Country Club (11.4 mi / 18.3 km)
  • Hernando Oaks Golf and Country Club (14.3 mi / 23.1 km)
  • High Point Golf Club (8.2 mi / 13.2 km)
  • The Dunes Golf Club (10.9 mi / 17.6 km)

Exploring the natural features in Pine Island

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Pine Island is a great place to get out in nature. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Pine Island Beach Park (0.3 mi / 0.5 km)
  • Bayport Park Boat Ramp (2.5 mi / 4.1 km)
  • Weeki Wachee Springs State Park (6.2 mi / 10 km)
  • Weeki Wachee River (6.2 mi / 10 km)
  • Weeki Wachee Springs (6.3 mi / 10.1 km)
  • Bird Island (7.2 mi / 11.6 km)

Transportation options to and around Pine Island

Fly into Tampa Intl. Airport (TPA), the closest airport, located 41.7 mi (67 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into St. Petersburg-Clearwater Intl. Airport (PIE), which is 46.1 mi (74.2 km) away.

Frequently asked questions

What is the best area to stay in Pine Island when booking a vacation rental?
When considering a vacation rental in Pine Island, Florida, the best area to stay in is Bokeelia. This charming neighbourhood is known for its laid-back atmosphere and stunning natural beauty, making it an ideal spot for relaxation and outdoor activities. Bokeelia offers a selection of properties that cater to various preferences, from quaint cottages to spacious waterfront homes, ensuring there's something for everyone.

One of the top attractions in Bokeelia is the stunning Pine Island National Wildlife Refuge, where visitors can enjoy birdwatching, hiking, and kayaking amidst pristine mangroves and diverse wildlife. Additionally, the nearby Useppa Island provides a unique opportunity for exploration, complete with rich history and beautiful beaches. The area is also home to several local eateries where you can savour fresh seafood and enjoy the warm hospitality that Pine Island is known for.
How much does it cost to rent a vacation home in Pine Island?
Prices for vacation rentals in Pine Island 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 travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Pine Island to more spacious homes.
Are there any discounts for Pine Island vacation house rentals?
You can find great discounts on house rentals in Pine Island 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.
Can I find long-stay vacation rentals in Pine Island?
A long-stay vacation rental in Pine Island 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.
Are there any Pine Island vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Pine Island 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.
What are popular rental amenities in Pine Island?
In Pine Island, popular rental amenities tend to be quite varied, reflecting the area's laid-back, tropical vibe. While there might not be a specific list of amenities that stand out, travellers can generally expect properties to offer essentials such as fully equipped kitchens, outdoor spaces like patios or decks for enjoying the warm climate, and laundry facilities for convenience. Many rentals also provide access to private docks, which is ideal for those interested in boating or fishing.
When is the best time to visit Pine Island for a vacation rental?
The most popular time to visit Pine Island is during the summer months, particularly June, when the area welcomes a surge of travellers seeking sun-soaked relaxation and outdoor adventures. This peak season, which spans from June to August, is ideal for those who enjoy the warm Florida climate, with average temperatures comfortably sitting in the high 20s to low 30s Celsius.

During these months, visitors can take part in a variety of activities, from kayaking through the serene mangroves to enjoying the stunning sunsets on the island's beautiful beaches. The vibrant atmosphere attracts families and friends alike, making it a great time for social gatherings and exploration of the natural beauty that Pine Island has to offer.

If you're looking for more budget-friendly options, consider visiting in November. This month allows you to enjoy the tail end of the pleasant weather while avoiding the high tourist volume of summer. You'll find that November offers a serene atmosphere, ideal for leisurely strolls along the coast and enjoying the peaceful surroundings without the crowds.
How early should I book a Pine Island vacation rental?
Book your Pine Island vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Pine Island home rental booking on Vrbo?
To find Pine Island vacation 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Pine Island vacation 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.

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