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Pine Island holiday lettings

We found 393 holiday rentals — enter your dates for availability

Discover a selection of 7 homes and other holiday rentals in Pine Island that are perfect for your trip. Holiday rentals offer the best amenities for your stay with friends, family or just your pet, such as a pool and a washer and dryer. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Pine Island

Showing deals for:17 Oct - 24 Oct
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Why visit Pine Island

  • Stunning natural scenery: Pine Island boasts breathtaking landscapes, including serene beaches and winding rivers, perfect for nature lovers.
  • Family-friendly beach activities: Enjoy relaxing days at Pine Island Beach Park, ideal for families seeking outdoor fun.
  • Variety of accommodations: Choose from charming cottages, private vacation homes, and modern condos to suit your preferences.
  • Outdoor adventures: Engage in exciting excursions that allow you to explore the beautiful surroundings and partake in various activities.
  • Welcoming atmosphere: Experience a friendly and relaxed environment that makes for an enjoyable holiday.

Popular types of accommodation in Pine Island

If you’re planning a getaway to Pine Island, the excitement begins with selecting the perfect accommodation. The most sought-after options include houses, quaint cottages, and modern condos. Whether you prefer a beach house with stunning views, beach chairs for leisurely sunbathing, or barbecue grills for evening gatherings, Pine Island has something to suit every traveller's needs. Discover your ideal vacation rental and make unforgettable memories on this beautiful island.

  • Houses: The top choice for visitors to Pine Island, offering spacious and comfortable living, ideal for families or groups.
  • Condos: A popular option that combines convenience and amenities, perfect for those seeking a modern retreat.
  • Cottages: These charming dwellings provide a quaint and cosy atmosphere, perfect for a romantic getaway.
  • Apartments: An excellent choice for self-catering, offering flexibility and a homely feel during your stay.
  • Villas: Luxurious and spacious accommodations, ideal for those looking for an upscale experience.**

Top attractions near Pine Island

Pine Island in Spring Hill, Hernando County, Florida, is an ideal destination for families seeking outdoor beach holidays. Visitors can enjoy the stunning scenery and explore various points of interest, including beautiful islands, serene beaches, and winding rivers. Whether you're travelling with family or friends, Pine Island offers a plethora of activities and experiences for those who appreciate nature and outdoor adventures.

  • Pine Island Beach Park: A delightful beach located 186m from Pine Island, offering a relaxing atmosphere with sandy shores and tranquil waters, ideal for sunbathing and picnicking.
  • Weeki Wachee River: Situated 3.7km away, this picturesque river boasts stunning scenery and outdoor activities, perfect for kayaking, canoeing, and enjoying nature's beauty.
  • Weeki Wachee Springs State Park: Also 3.7km from Pine Island, this state park provides thrilling adventures, outdoor exploration, and captivating scenery, featuring the famous mermaid shows and river rides.

Things to do recommended for couples

For a romantic getaway in Pine Island, explore the enchanting Weeki Wachee Springs for underwater adventures, indulge in luxury at Silverthorn Country Club, or enjoy an evening of entertainment at Colorama Music. Each offers a unique experience perfect for couples seeking memorable moments together.

Things to do recommended for families

Families can unwind at Wever Recreation Park, a delightful recreational area located 9.3km from Pine Island. With its emphasis on wellness and relaxation, it's the perfect spot for a family day out, offering opportunities for picnics, nature walks, and enjoying the great outdoors together.

Things to do recommended for groups

Discover the Indigo Lane Trailhead for a thrilling outdoor adventure, challenge your mates at The Dunes Golf Club, or enjoy a delightful evening at the Show Palace Dinner Theater, where entertainment and culture come alive. Perfect for group bonding in Pine Island!

Booking with Vrbo is simple

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay often results in significant savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of accommodation.

Where to stay near Pine Island

Embarking on a holiday to Pine Island, Spring Hill, offers a delightful escape into nature. This charming village is perfect for family beach vacations, where you can unwind at Pine Island Beach Park or embark on exciting excursions. The surrounding areas in Southwest Florida boast a friendly atmosphere, ideal for both relaxation and adventure. Whether you're looking for a tranquil getaway or budget-friendly options, Pine Island provides a welcoming experience for all travellers.

  • Spring Hill: Located 5.6km from Pine Island, Spring Hill is a vibrant city that beckons outdoor enthusiasts and families alike. Known for its stunning scenery, visitors can enjoy a plethora of activities including adventure sports and underwater exploration. The area boasts beautiful parks, picturesque rivers, and inviting beaches, making it an ideal spot for leisurely strolls and picnics. Whether you're kayaking on the river or enjoying a family day out at the local recreational areas, Spring Hill offers a delightful blend of relaxation and adventure.
  • Bayport: Situated a mere 1.2km from Pine Island, Bayport is a quaint village famed for its outdoor charm and family-friendly atmosphere. This delightful locale is perfect for those seeking adventure, with numerous opportunities for underwater sports and recreational activities. The nearby rivers, parks, and beaches provide a scenic backdrop for a day spent enjoying nature’s beauty. Visitors can immerse themselves in the tranquillity of the area while engaging in various outdoor pursuits that the village has to offer.
  • Weeki Wachee Gardens: Just 1.9km from Pine Island, Weeki Wachee Gardens is a picturesque village renowned for its natural beauty and adventurous spirit. This charming area invites visitors to explore its stunning landscapes while indulging in a variety of outdoor activities, including adventure sports and underwater experiences. With a national state park nearby, Weeki Wachee Gardens offers a perfect blend of relaxation and exploration, making it a must-visit destination for nature lovers and families seeking adventure.

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

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

If you're travelling with a group, family, pets, or planning for an extended stay, be sure to tailor your search with the appropriate priorities. 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 fully equipped kitchen or outdoor areas for socialising with a group. Thankfully, you can easily refine your search for these options and many others on Vrbo.
  • Traveling to Pine Island with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with suitable amenities for their age, like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Pine Island: For many, a family holiday 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. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Pine Island: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include additional preferences in your search, such as a parking space, a well-equipped kitchen, or even a private pool.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient area for you to plan new adventures, keep track of your arrangements, or manage your bookings. Your saved or reserved properties are neatly categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Book a holiday rental for your Pine Island getaway

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

Activities and attractions in and around Pine Island

Are you looking for attractions to visit during your stay? Venture out of your cosy holiday rental and experience everything that makes Pine Island a fun spot to go on holiday. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Silverthorn Country Club (11.4 mi / 18.3 km)
  • Adventure Coast Fun Park (10.9 mi / 17.5 km)
  • Cabot Citrus Farms (13.1 mi / 21 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 appreciate the scenery, Pine Island is a great spot to appreciate mother nature. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • 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)

Transport options to and around Pine Island

Fly into Tampa, FL (TPA-Tampa Intl.), the closest airport, located 41.7 mi (67 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to St. Petersburg, FL (PIE-St. Petersburg-Clearwater Intl.), which is 46.1 mi (74.2 km) away.

Frequently asked questions

What is the most popular type of holiday 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 holiday 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 holiday rental in Pine Island?
The average price for a holiday 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 cosy 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 holiday 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 holiday rentals in Pine Island?
Pack a suitcase and a bone for your pup because Pine Island has six holiday 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 holiday 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 holiday homes include the best amenities for ultimate relaxation with the people you love.
Are there large group holiday rentals in Pine Island?
Yes, there are six holiday 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 holiday 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 holiday 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 favourite.
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 holiday rentals in Pine Island?
Gather your family and enjoy peace, privacy and comfort in one of the four two-bedroom holiday rentals Pine Island has to offer.
Are there holiday rentals with WiFi in Pine Island?
Pine Island has two holiday rentals with WiFi, so you can stay connected while you're on holiday. 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 holiday rentals with air conditioning in Pine Island?
Pine Island has six holiday 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 holiday 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 holiday home before you book.
How long can I rent a holiday rental in Pine Island for?
The amount of time you can stay in a Pine Island holiday 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 holiday homes may also offer discounted weekly or monthly prices, so you can stick around for longer for less.

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