Vacation rentals on Pine Island - HomeToGo base64Hash Vacation rentals on Pine Island - HomeToGo

Vacation rentals on Pine Island

Browse 39 available vacation homes and compared across 2 trusted partners
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Top 15 most Recommended Vacation Rentals on Pine Island

Discover your ideal Pine Island vacation rental with real-time comparisons of 38 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Apartment Pine Island
Apartment ∙ 3 guests ∙ 1 bedroom

Rental apartment with grill

Pine Island, Hernando County, Florida, United States
from $154
per night
Excellent(21 ratings)
from $154
per night
View deal
Apartment Pine Island
Apartment ∙ 3 guests ∙ 1 bedroom

Rental apartment with 1 room for 3 persons

Pine Island, Hernando County, Florida, United States
from $138
per night
Outstanding(13 ratings)
from $138
per night
View deal
House Pine Island
House ∙ 10 guests ∙ 3 bedrooms

House with garden & barbecue | Nature view

Pine Island, Hernando County, Florida, United States
from $310
per night
Outstanding(2 ratings)
from $310
per night
View deal
Apartment Pine Island
Apartment ∙ 2 guests ∙ 1 bedroom

Lovely apartment with 1 room for 2 persons

Pine Island, Hernando County, Florida, United States
from $140
per night
Outstanding(36 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 $209
per night
Outstanding(65 ratings)
from $209
per night
View deal
House Pine Island
House ∙ 6 guests ∙ 2 bedrooms

Family-friendly vacation home with patio, BBQ & yard | Nature view | Close to the beach

Pine Island, Hernando County, Florida, United States
from $246
per night
Outstanding(152 ratings)
from $246
per night
View deal
House Pine Island
House ∙ 8 guests ∙ 3 bedrooms

House with patio & grill

Pine Island, Hernando County, Florida, United States
from $339
per night
from $339
per night
View deal
House Pine Island
House ∙ 12 guests ∙ 3 bedrooms

Fully equipped beautiful vacation home | Beach nearby

Pine Island, Hernando County, Florida, United States
from $232
per night
from $232
per night
View deal
House Pine Island
House ∙ 6 guests ∙ 3 bedrooms

Family-oriented house with patio & grill | Nature view

Pine Island, Hernando County, Florida, United States
from $145
per night
Outstanding(34 ratings)
from $145
per night
View deal
House Pine Island
House ∙ 6 guests ∙ 2 bedrooms

Fully equipped nice house with garden & grill | Suitable for remote work | Pet-friendly

Pine Island, Hernando County, Florida, United States
from $176
per night
Outstanding(2 ratings)
from $176
per night
View deal
House Pine Island
House ∙ 6 guests ∙ 2 bedrooms

Vacation home with grill, yard & patio | Nature view | Suitable for remote work

Pine Island, Hernando County, Florida, United States
from $210
per night
Excellent(44 ratings)
from $210
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 $186
per night
Outstanding(19 ratings)
from $186
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 $178
per night
Outstanding(100 ratings)
from $178
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 $189
per night
Outstanding(13 ratings)
from $189
per night
View deal
House Pine Island
House ∙ 7 guests ∙ 3 bedrooms

House with garden, private pool & terrace | Nature view | Perfect for remote work

Pine Island, Hernando County, Florida, United States
from $192
per night
Outstanding(32 ratings)
from $192
per night
View deal

Vacation rentals with a balcony

House  Pine Island
from $133
per night
House ∙ 4 guests ∙ 2 bedrooms

Lovely house with grill & patio

5.0
Outstanding(245 ratings)
Pine Island, Hernando County, Florida, United States
Balcony
View deal
House  Pine Island
from $158
per night
House ∙ 4 guests ∙ 1 bedroom

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

4.9
Outstanding(77 ratings)
Pine Island, Hernando County, Florida, United States
Balcony
View deal
House  Pine Island
from $176
per night
House ∙ 7 guests ∙ 3 bedrooms

Family-oriented charming house with garden, patio & barbecue

5.0
Outstanding(19 ratings)
Pine Island, Hernando County, Florida, United States
Balcony
View deal
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Vacation houses with Balconies or Patios

Lodge  Pine Island
from $118
per night
Lodge ∙ 2 guests ∙ 1 bedroom

Lodge with grill | Water view

4.6
Excellent(89 ratings)
Pine Island, Hernando County, Florida, United States
Balcony/Patio
View deal
Lodge  Pine Island
from $133
per night
Lodge ∙ 2 guests ∙ 1 bedroom

Lodge with barbecue | Water view

4.6
Excellent(89 ratings)
Pine Island, Hernando County, Florida, United States
Balcony/Patio
View deal
Lodge  Pine Island
from $143
per night
Lodge ∙ 2 guests ∙ 1 bedroom

Lodge with BBQ | Water view

4.6
Excellent(89 ratings)
Pine Island, Hernando County, Florida, United States
Balcony/Patio
View deal
See all offers

Vacation rentals and apartments with air conditioning

House  Pine Island
from $375
per night
House ∙ 12 guests ∙ 4 bedrooms

Family-oriented beautiful vacation home with patio, hot tub & BBQ | Good for workation

4.7
Excellent(26 ratings)
Pine Island, Hernando County, Florida, United States
Air conditioning
View deal
House  Pine Island
from $308
per night
House ∙ 12 guests ∙ 3 bedrooms

Children-friendly pleasant vacation home with terrace & barbecue

4.9
Outstanding(37 ratings)
Pine Island, Hernando County, Florida, United States
Air conditioning
View deal
House  Pine Island
from $161
per night
House ∙ 6 guests ∙ 3 bedrooms

House with terrace, yard & barbecue | Suitable for remote work

4.9
Outstanding(106 ratings)
Pine Island, Hernando County, Florida, United States
Air conditioning
View deal
See all offers

Budget-friendly rental options

Enjoy affordable vacation rentals on Pine Island offering exceptional value for money

House Pine Island
from $192
per night
House ∙ 8 guests ∙ 3 bedrooms

Children-friendly beautiful vacation home with garden, BBQ & private pool | Nature view | Pets allowed

4.8
Outstanding(169 ratings)
Pine Island, Hernando County, Florida, United States
View deal
Mobile home Pine Island
from $167
per night
Mobile home ∙ 7 guests ∙ 2 bedrooms

Mobile home with barbecue, patio & yard

4.7
Excellent(30 ratings)
Pine Island, Hernando County, Florida, United States
View deal
House Pine Island
from $316
per night
House ∙ 10 guests ∙ 4 bedrooms

Children-friendly vacation home with barbeque & terrace | Good for workation | Pet-friendly

5.0
Outstanding(9 ratings)
Pine Island, Hernando County, Florida, United States
View deal

Top-Rated Vacation rentals on Pine Island

Book the highest-rated Pine Island vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Pine Island
from $88
per night
House ∙ 5 guests ∙ 2 bedrooms

Vacation home with garden & patio

4.8
Outstanding(89 ratings)
Pine Island, Hernando County, Florida, United States
View deal
House Pine Island
from $215
per night
House ∙ 6 guests ∙ 2 bedrooms

Family-friendly charming house with garden, hot tub & grill | Nature view

4.9
Outstanding(59 ratings)
Pine Island, Hernando County, Florida, United States
View deal
House Pine Island
from $274
per night
House ∙ 8 guests ∙ 3 bedrooms

Family-oriented house with grill, garden & patio | Suitable for remote work | Pets are welcome

4.9
Outstanding(39 ratings)
Pine Island, Hernando County, Florida, United States
View deal

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Trust in the quality and comfort of your stay with verified guest reviews.

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Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Features & Amenities on Pine Island

  • Pool (4)
  • Pet-friendly (10)
  • Fishing (27)
  • Balcony/patio (17)
  • WiFi (39)
  • Air conditioning (37)
  • Kitchen (27)
  • TV (37)
  • Washing machine (25)
  • Parking (1)
  • Microwave (37)
  • 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 38 rentals
🌙 Nightly prices starting at $90
⭐ Popular amenities Pool, Pets allowed and Fishing
🐾 Pet friendly homes 9 homes
🏊 Vacation rentals with pools 4 homes

Frequently Asked Questions

What is the average nightly price for a vacation home on Pine Island?

The price of a night's stay on Pine Island starts at $90. Average prices for house rentals are $316 per night. Apartment rentals on Pine Island cost $142 per night on average.

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

There are 38 rentals from 2 different providers on Pine Island.

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

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

How many vacation homes with pools are on Pine Island?

Check out 4 vacation rentals available on Pine Island for renting.

Are pets allowed in vacation homes on Pine Island?

Finding a rental on Pine Island that allows pets is definitely possible, with 9 pet-friendly available.

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