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Vacation rentals on Pine Island

Find 42 available vacation homes
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Top 15 Recommended vacation rentals on Pine Island

Find your perfect vacation rental on Pine Island from just $76 per night!

Lodge Pine Island
Lodge ∙ 2 guests ∙ 1 bedroom

Lodge with BBQ | Water view

Pine Island, Hernando County, Florida, United States
from $167
per night
Excellent(89 ratings)
from $167
per night
View deal
Lodge Pine Island
Lodge ∙ 2 guests ∙ 1 bedroom

Lodge with barbecue | Water view

Pine Island, Hernando County, Florida, United States
from $140
per night
Excellent(89 ratings)
from $140
per night
View deal
House Pine Island
House ∙ 6 guests ∙ 3 bedrooms

House with grill, garden & patio

Pine Island, Hernando County, Florida, United States
from $228
per night
Outstanding(69 ratings)
from $228
per night
View deal
House Pine Island
House ∙ 6 guests ∙ 3 bedrooms

Family-oriented house with patio & grill

Pine Island, Hernando County, Florida, United States
from $237
per night
Outstanding(32 ratings)
from $237
per night
View deal
House Pine Island
House ∙ 6 guests ∙ 1 bedroom

Vacation home with BBQ, private pool & fast internet | Water view

Pine Island, Hernando County, Florida, United States
from $316
per night
from $316
per night
View deal
Lodge Pine Island
Lodge ∙ 2 guests ∙ 1 bedroom

Lodge with grill | Water view

Pine Island, Hernando County, Florida, United States
from $153
per night
Excellent(89 ratings)
from $153
per night
View deal
House Pine Island
House ∙ 12 guests ∙ 3 bedrooms

House with terrace

Pine Island, Hernando County, Florida, United States
from $349
per night
Good(10 ratings)
from $349
per night
View deal
House Pine Island
House ∙ 7 guests ∙ 3 bedrooms

Family-oriented wonderful house with yard & barbecue | Pets are welcome

Pine Island, Hernando County, Florida, United States
from $202
per night
Outstanding(7 ratings)
from $202
per night
View deal
Lodge Pine Island
Lodge ∙ 2 guests ∙ 1 bedroom

Lodge with 1 room for 2 persons

Pine Island, Hernando County, Florida, United States
from $141
per night
Outstanding(45 ratings)
from $141
per night
View deal
House Pine Island
House ∙ 6 guests ∙ 2 bedrooms

House with terrace, BBQ & yard | Nature view | Perfect for remote work

Pine Island, Hernando County, Florida, United States
from $182
per night
Outstanding(2 ratings)
from $182
per night
View deal
House Pine Island
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with 3 rooms for 6 persons

Pine Island, Hernando County, Florida, United States
from $237
per night
from $237
per night
View deal
House Pine Island
House ∙ 10 guests ∙ 3 bedrooms

House with garden, barbecue & patio | Good for workation

Pine Island, Hernando County, Florida, United States
from $218
per night
Outstanding(53 ratings)
from $218
per night
View deal
Lodge Pine Island
Lodge ∙ 7 guests ∙ 3 bedrooms

Child-friendly beautiful lodge with grill

Pine Island, Hernando County, Florida, United States
from $176
per night
Outstanding(100 ratings)
from $176
per night
View deal
Apartment Pine Island
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment with 1 room for 2 persons

Pine Island, Hernando County, Florida, United States
from $76
per night
Outstanding(19 ratings)
from $76
per night
View deal
House Pine Island
House ∙ 6 guests ∙ 3 bedrooms

Child-friendly vacation home with garden, barbecue & terrace | Nature view | Suitable for remote work

Pine Island, Hernando County, Florida, United States
from $239
per night
Outstanding(6 ratings)
from $239
per night
View deal

Vacation houses with Balconies or Patios

House  Pine Island
from $327
per night
House ∙ 8 guests ∙ 2 bedrooms

House with garden & barbecue

5.0
Outstanding(1 rating)
Pine Island, Hernando County, Florida, United States
Balcony/Patio
View deal
House  Pine Island
from $113
per night
House ∙ 9 guests ∙ 3 bedrooms

House with BBQ, patio & yard | Suitable for remote work

4.7
Excellent(151 ratings)
Pine Island, Hernando County, Florida, United States
Balcony/Patio
View deal
Cabin  Pine Island
from $249
per night
Cabin ∙ 4 guests ∙ 2 bedrooms

Cabin with BBQ, patio & garden | City view

4.9
Outstanding(236 ratings)
Pine Island, Hernando County, Florida, United States
Balcony/Patio
View deal
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Vacation rentals with a balcony

Accommodation  Pine Island
from $196
per night
Accommodation ∙ 7 guests ∙ 1 bedroom

Rental with yard

Pine Island, Hernando County, Florida, United States
Balcony
View deal
House  Pine Island
from $178
per night
House ∙ 4 guests ∙ 1 bedroom

Vacation home with barbecue, yard & patio | Good for workation

4.9
Outstanding(73 ratings)
Pine Island, Hernando County, Florida, United States
Balcony
View deal
House  Pine Island
from $137
per night
House ∙ 4 guests ∙ 2 bedrooms

Lovely house with grill & patio | Nature view

5.0
Outstanding(227 ratings)
Pine Island, Hernando County, Florida, United States
Balcony
View deal
See all offers

Vacation Rentals With Fireplaces

House  Pine Island
from $638
per night
House ∙ 13 guests ∙ 4 bedrooms

Vacation home with terrace & barbecue

4.9
Outstanding(80 ratings)
Pine Island, Hernando County, Florida, United States
Fireplace
View deal
House  Pine Island
from $311
per night
House ∙ 12 guests ∙ 2 bedrooms

Family-friendly charming house with terrace, garden & grill | Suitable for remote work

4.9
Outstanding(26 ratings)
Pine Island, Hernando County, Florida, United States
Fireplace
View deal
House  Pine Island
from $231
per night
House ∙ 8 guests ∙ 3 bedrooms

Children-friendly vacation home with garden, BBQ & terrace | Pets are welcome

4.9
Outstanding(73 ratings)
Pine Island, Hernando County, Florida, United States
Fireplace
View deal
See all offers

Budget-friendly Vacation Rentals on Pine Island

Find Fantastic yet Inexpensive Offers

House Pine Island
from $233
per night
House ∙ 9 guests ∙ 3 bedrooms

Family-friendly vacation home with barbecue, garden & patio

4.9
Outstanding(39 ratings)
Pine Island, Hernando County, Florida, United States
View deal
House Pine Island
from $173
per night
House ∙ 7 guests ∙ 2 bedrooms

Children-friendly vacation home with garden, terrace & BBQ

4.9
Outstanding(279 ratings)
Pine Island, Hernando County, Florida, United States
View deal
House Pine Island
from $377
per night
House ∙ 8 guests ∙ 3 bedrooms

Child-friendly house with garden, jacuzzi & patio | Nature view | Suitable for remote work

4.8
Outstanding(172 ratings)
Pine Island, Hernando County, Florida, United States
View deal

Top-Rated Rentals and Accommodations on Pine Island

Book Vacation Rental Offers with the Highest User Rating

House Pine Island
from $862
per night
House ∙ 12 guests ∙ 4 bedrooms

Fully equipped wonderful vacation home with yard, terrace & barbeque | Nature view | Perfect for remote work

5.0
Outstanding(2 ratings)
Pine Island, Hernando County, Florida, United States
View deal
House Pine Island
from $421
per night
House ∙ 10 guests ∙ 4 bedrooms

Family-oriented vacation home with terrace & BBQ | Nature view

5.0
Outstanding(119 ratings)
Pine Island, Hernando County, Florida, United States
View deal
House Pine Island
from $482
per night
House ∙ 8 guests ∙ 3 bedrooms

House with private pool, BBQ & patio | Nature view

5.0
Outstanding(114 ratings)
Pine Island, Hernando County, Florida, United States
View deal

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Popular Rental Amenities on Pine Island

  • Pool (5)
  • Pet-friendly (9)
  • Fishing (30)
  • Balcony/patio (19)
  • WiFi (40)
  • Air conditioning (39)
  • Kitchen (30)
  • TV (37)
  • Washing machine (26)
  • Parking (1)
  • Microwave (38)
  • Dishwasher (21)

Experience the Perfect Island Getaway with Pine Island Vacation Rentals

Finally! You have decided to cross the glorious Pine Island off your bucket list. This is the perfect chance to unwind in a quiet, laid-back environment, with a scenic, lush, natural environment and plenty of fishing and birdwatching opportunities. Other activities you can enjoy include boating, kayaking, and canoeing. Whether in Pine Island for a short or extended stay, you can live in one of the numerous vacation homes available in the region based on your preference and budget. Beach houses are quite popular for travelers who want direct access to the beach. Other vacation rentals available include cottages and condominiums.

What are the best activities for families on Pine Island?

Family Fun and Adventure Activities Aplenty at Pine Island

Take a tour of the Matlacha Art District, home to numerous restaurants, art galleries, and buildings. Take a stroll, a few miles away from one of the island’s vacation rentals, and appreciate the region’s wide-ranging mix of art and beautiful and vibrant buildings. You can also shop for mementos such as home decor and handmade crafts, and treat your taste buds to delicious cuisine in one of the many restaurants. Vacationers are also allowed to attend the many events in the region, including holiday celebrations, concerts, and art festivals held throughout the year.

Leave the comfort of your vacation rentals and explore the Calusa Heritage Trail at the Randell Research Center. Self-guided vacationers are allowed a limited 1000-foot trail every day from sunrise to sunset. There are on-site signage and markings for directional guidance and interpretive signs to educate you on the People of Calusa, the original inhabitants of the Pineland site. Take in the glorious views of the region on the observation platforms conveniently placed at the top of the tallest shell mound on the site.

Mangoes for everyone! Take a fun, guided tour to the gorgeous 25-acre mango plantation for a mango mango-picking adventure. This is a chance for your family to learn about the various mango varieties and everything that goes into growing them. You will also get to pick the mangoes that are in season. The mangoes are fresh, sweet, juicy, fiberless, and the best you have ever tasted. Mangoes can be purchased and shipped anywhere across the nation, including bringing some to your vacation rentals. Even better, you will have some free samples to taste and purchase others to take back to your vacation homes.

What are the must-see attractions on Pine Island?

Top 3 Best Vacation Spots in Pine Island

Turn Back Time With a Visit to the Museum of the Islands

Located at Pine Island Center and near the island’s best vacation rentals, this museum preserves the history of the island for tomorrow’s generation of Islanders and vacationers alike. It is located in what was the first and only library in the region. The Museum of Islands features Pine Island’s Sound history, numerous unique local artifacts, and a Manatee skeleton boasting gorgeous heart shapes running from each bone extending to the spine.

Explore the Nature Trail at Pine Island Audubon Sanctuary

If you want to leave your vacation homes and connect with nature, visit the Pine Island Audubon Sanctuary. The sanctuary features a 2.5-mile trail open to residents and travelers with a reservation. You can also take kayak trips during spring and summer - April through September - and enjoy one of the most complex Marsh mazes ever.

Explore the Beauty of Pine Island’s Village of Bokeelia

If you want to experience the ultimate peace, calm, and solitude, book one of the small condo vacation rentals in the village of Bokeelia. This remote village brings out the Old Florida charm. Nature enthusiasts can enjoy fishing or take a boat tour at the recently reopened fishing pier for a small fee. You can also visit the Promised Land Mangoes and explore the beautiful Useppa Islands.

Information about vacation rentals on Pine Island

🏡 Vacation rentals available 42 rentals
🌙 Nightly prices starting at $76
⭐ Popular amenities Pool, Pets allowed and Fishing
🐾 Pet friendly homes 9 homes
🏊 Vacation rentals with pools 5 homes

Frequently Asked Questions

What is the price per night for a vacation home on Pine Island?

The average accommodation on Pine Island is priced at $76 per night. Nightly prices for house rentals are $337 on average. Apartment rentals on Pine Island cost on average $142 per night.

How many vacation rentals are available for booking on Pine Island?

Currently there are 42 vacation homes on Pine Island to browse and book for your upcoming trip.

What are the most popular amenities for vacation homes on Pine Island?

Three most popular amenities for home rentals on Pine Island include accommodations that have: Pool, Pets allowed, and Fishing.

How many vacation rentals with pools are on Pine Island?

Check out 5 vacation rentals available to book on Pine Island.

Are dogs allowed in vacation rentals on Pine Island?

If traveling with a dog on Pine Island, 21% of vacation rentals are pet-friendly.

What's the best month to travel to Pine Island?

If you are booking a vacation rental on Pine Island, consider that rainy season is typically in July or June, with November often being the driest.

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