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Pine Island vacation rentals

We found 359 vacation rentals — enter your dates for availability

Discover a selection of 7 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.
  • Peace of mind
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  • More quality time
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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
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Find out more about Pine Island

Find out more about Pine Island

Why visit Pine Island

  1. Beautiful Beaches: Enjoy pristine sands and tranquil waters, perfect for family beach vacations.
  2. Outdoor Activities: Explore scenic rivers and charming islands, ideal for kayaking, fishing, and hiking.
  3. Family-Friendly Atmosphere: Pine Island offers a welcoming environment, perfect for creating lasting memories with loved ones.
  4. Diverse Vacation Rentals: Choose from cozy cottages to modern condos, ensuring a comfortable stay for every type of traveller.
  5. Budget-Friendly Excursions: Discover affordable attractions and experiences, making it easy to enjoy a memorable getaway.

Popular types of accommodation in Pine Island

Discover the charm of Pine Island with our diverse selection of vacation rentals, including houses, cozy cottages, and modern condos. Whether you’re seeking a family getaway or a romantic retreat, Pine Island rentals offer something for everyone. Enjoy the transparency and savings of our vacation rental properties, ensuring a memorable stay in this beautiful destination. Find your perfect Pine Island vacation rental today!

  • Houses: The top choice for visitors in Pine Island, offering spacious and comfortable accommodations ideal for families or groups.
  • Condos: A popular option for those seeking modern amenities and shared facilities, perfect for couples or small families.
  • Cottages: Quaint and charming, these cozy getaways provide a rustic atmosphere for a relaxing retreat.
  • Apartments: Convenient and flexible, ideal for longer stays with all the comforts of home.
  • Villas: Luxurious and expansive, perfect for those looking for an upscale experience in Pine Island.**

Top attractions in Pine Island

Pine Island in Spring Hill, Hernando County, Florida, is perfect for outdoor and family beach vacations, boasting beautiful beaches, scenic rivers, and charming islands. Visitors can enjoy a range of attractions that cater to those seeking outdoor adventures and stunning natural landscapes. With its inviting atmosphere, Pine Island promises a memorable getaway filled with relaxation and exploration.

  1. Pine Island Beach Park: A beautiful beach located 483m from Pine Island, perfect for soaking up the sun, swimming, and enjoying the relaxed beach vibes.
  2. Weeki Wachee River: Situated 9.7km away, this picturesque river offers stunning scenery and a great spot for outdoor activities like kayaking and tubing.
  3. Weeki Wachee Springs State Park: Also 9.7km from Pine Island, this national park combines adventure and natural beauty, featuring crystal-clear springs and thrilling water shows.

Things to do recommended for couples

Immerse yourselves in romance at Pine Island! Dive into adventure at Weeki Wachee Springs, indulge in luxury at Silverthorn Country Club, and savour delightful wines at Strong Tower Vineyard. Each experience will create unforgettable memories for you as a couple, making your vacation truly special.

Things to do recommended for families

Families vacationing in Pine Island can unwind at Wever Recreation Park, located 24.1km away. This recreational area offers wellness and relaxation vibes, making it an ideal spot for family activities and enjoying the great outdoors together.

Things to do recommended for groups

Discover the scenic Indigo Lane Trailhead for a thrilling outdoor adventure, enjoy a captivating show at the Show Palace Dinner Theater for a taste of local culture, and challenge your friends at The Dunes Golf Club for a fun day of sports in the sun.

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

If you're travelling with friends, family, your pets, or planning an extended stay, be sure to apply the appropriate filters to meet your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Pine Island with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, 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 important to prioritize their comfort and safety, as well as seek out suitable amenities, like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your travel experience.
  • Taking your pets with you to Pine Island: For many families, a trip isn’t truly fulfilling without their furry companion by their side. If you can relate to this, take a look at Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds to ensure that every member of your family feels at home.
  • Planning for a long term stay visiting Pine Island: If you're searching for vacation rentals that offer 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 consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search as well.

Where to stay in Pine Island

Pine Island, nestled in Hernando County, Florida, offers a delightful blend of outdoor adventures and family-friendly relaxation. This charming village is perfect for beach vacations, featuring stunning coastal beauty and luxurious seaside retreats. Nearby attractions, such as Cocoa Beach, provide further opportunities for exploration. With its welcoming atmosphere and budget-friendly excursions, Pine Island is an ideal destination for Canadians seeking a memorable getaway filled with sun, sand, and community spirit.

  • Bayport: Located a mere 3.2km from Pine Island, Bayport is a charming village that offers a delightful blend of outdoor adventures and family-friendly activities. Visitors can enjoy the beautiful scenery while participating in various water sports or exploring the local recreational areas. The nearby river, park, and beach provide perfect spots for picnicking, fishing, or simply soaking in the sun. Bayport’s tranquil atmosphere makes it an ideal destination for those looking to unwind and connect with nature.
  • Weeki Wachee Gardens: Just 4.8km from Pine Island, Weeki Wachee Gardens is a picturesque village known for its stunning outdoor landscapes and adventurous spirit. The area is perfect for nature enthusiasts, offering a range of activities such as underwater sports and exploration of the surrounding national state park. With its serene rivers and lush parks, Weeki Wachee Gardens is a haven for those seeking scenic beauty and adventure in one place.
  • Weeki Wachee: Situated 9.7km from Pine Island, Weeki Wachee is a vibrant neighbourhood that captivates visitors with its outdoor experiences and picturesque scenery. The area is renowned for its adventurous activities and recreational spots, attracting thrill-seekers and families alike. With easy access to the nearby river, parks, and the national state park, Weeki Wachee offers countless opportunities for exploration, relaxation, and enjoyment of Florida's natural beauty.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Also, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides an excellent platform for you to design new trips, refine your plans, or manage your existing bookings. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips. To discover the features of 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:

  • Silverthorn Country Club (11.4 mi / 18.3 km)
  • Cabot Citrus Farms (13.1 mi / 21 km)
  • Southern Woods Golf Club (13.6 mi / 21.9 km)
  • Hernando Oaks Golf and Country Club (14.3 mi / 23.1 km)
  • High Point Golf Club (8.2 mi / 13.2 km)
  • Adventure Coast Fun Park (10.9 mi / 17.5 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 most popular type of vacation rental accommodation in Pine Island?
Based on our data, houses are the most in-demand type of property in Pine Island. But that goes without saying, everyone’s idea of the perfect stay is bound to be different. Vrbo has vacation rentals with every size, shape and budget in mind, so you’re sure to find your ideal fit.
How much does it cost to rent a vacation rental in Pine Island?
The average price for a vacation home in Pine Island is based on several factors, such as property type, length of stay and season. Whether you’re dreaming about a sprawling villa with lots of space or a cozy cottage perfect for just you and the kids, just add your travel dates to discover stays with unbeatable value.
How much does it cost to rent a beach house in Pine Island?
The average price for a vacation home near the beach in Pine Island will depend on when you’re going and the type and size of property you want. You can easily and quickly find prices on Vrbo by entering your dates of travel. Then use our handy filter tool to select the number of bedrooms and amenities important to you, such as WiFi, air conditioning and a pool.
Are there pet-friendly vacation rentals in Pine Island?
Pack a suitcase and a bone for your pup because Pine Island has six vacation homes that put out the welcome mat to pets. Let your four-legged pal have fun with the family at one of our pet-friendly vacation rentals on Vrbo. Simply enter your destination and dates, then check the “Pets allowed” filter box.
What are popular rental amenities in Pine Island?
The most popular rental amenities people are searching for in Pine Island include nearby museums, a barbecue grill and an electric car charging station. Whether you’re on the road with buddies, family or even pets, Vrbo vacation homes include the best amenities for ultimate relaxation with the people you love.
Are there large group vacation rentals in Pine Island?
Yes, there are six vacation properties in Pine Island that can accommodate five or more guests. From family trips to special occasions like birthday parties, these stays have enough space to gather with the people you love.
Are there vacation rentals in Pine Island that welcome kids?
Gather your entire family for a memorable adventure in Pine Island at one of our six family-friendly vacation properties. A lot of these stays offer amenities that are perfect for getaways with children, such as laundries, multiple bedrooms and pools. Just click on the “Properties good for families” filter box and pick out your favorite.
What are the top attractions for families in Pine Island?
There are plenty of exciting things to see and do with the family in Pine Island, such as:

  • Pine Island Beach Park
  • Weeki Wachee Springs
  • Weeki Wachee Springs State Park

Can I find two-bedroom vacation rentals in Pine Island?
Gather your family and enjoy peace, privacy and comfort in one of the four two-bedroom vacation rentals Pine Island has to offer.
Are there vacation rentals with WiFi in Pine Island?
Pine Island has two vacation rentals with WiFi, so you can stay connected while you’re on vacation. Simply check the “WiFi” box in our search filter for a list of properties with this feature. From streaming movies with the family to writing and sending emails, these Vrbo homes make it a cinch to go online.
How can I find vacation rentals with air conditioning in Pine Island?
Pine Island has six vacation rentals where you’ll be able to chill out in air-conditioned comfort. To book a property on Vrbo with this perk, enter your preferred travel dates and use the convenient filters to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in Pine Island?
The minimum age is normally 16, 18 or 21. It can differ across properties on Vrbo, so check the rules of your preferred Pine Island vacation home before you book.
How long can I rent a vacation rental in Pine Island for?
The amount of time you can stay in a Pine Island vacation rental for is up to each property. Just tap in your travel dates to browse available options that offer long-term stays. They come with everything you need to make your extended getaway more comfortable and convenient, such as kitchens and laundries. Some vacation homes may also offer discounted weekly or monthly prices, so you can stick around for longer for less.

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