Pine Island Vacation Rentals - HomeToGo base64Hash Pine Island Vacation Rentals - HomeToGo

Pine Island Vacation Rentals

Find 44 available offers from 5 partners
Pine Island
Anytime
Guests
Pine Island
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+

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.

Show all 44 properties

Vacation rentals and apartments with air conditioning

Keep cool during your trip to Pine Island and book a vacation rental with air conditioning.

Apartment  Pine Island
Apr 13 - Apr 20
$85 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment in Bayport with Patio & Yard

4.9
Outstanding (15 ratings)
Pine Island, Hernando County, Florida, United States
Air conditioning
View deal
View deal
House  Pine Island
Nov 9 - Nov 16
$168 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Weeki Wachee Gardens with Yard, Patio & Grill + Waterfront Views

5.0
Outstanding (43 ratings)
Pine Island, Hernando County, Florida, United States
Air conditioning
View deal
View deal
House  Pine Island
Sep 7 - Sep 14
$271 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Pine Island with Patio & Grill + Water Views

5.0
Outstanding (97 ratings)
Pine Island, Hernando County, Florida, United States
Air conditioning
View deal
View deal
See all offers

Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Pine Island rental with full kitchen.

House  Pine Island
Apr 13 - Apr 20
$217 per night
House ∙ 6 guests ∙ 2 bedrooms

Family Friendly Vacation Home in Pine Island with Yard, Patio & Grill + Spectacular View + Beach Nearby

4.9
Outstanding (139 ratings)
Pine Island, Hernando County, Florida, United States
Kitchen
View deal
View deal
House  Pine Island
Dec 6 - Dec 13
-31%
$175
$121 per night
House ∙ 4 guests ∙ 2 bedrooms

House in Weeki Wachee Gardens with Grill

Pine Island, Hernando County, Florida, United States
Kitchen
View deal
View deal
House  Pine Island
May 4 - May 11
$85 per night
House ∙ 2 guests ∙ 1 bedroom

Lovely Vacation Home in Spring Hill with Grill & Yard + Spectacular Views

4.6
Excellent (40 ratings)
Pine Island, Hernando County, Florida, United States
Kitchen
View deal
View deal
See all offers

Vacation rentals with Wi-Fi

Stay connected while traveling and book a Pine Island accommodation with high-speed internet.

House  Pine Island
May 4 - May 11
$289 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Pine Island with Yard, Grill & Patio + Gulf Views

5.0
Outstanding (2 ratings)
Pine Island, Hernando County, Florida, United States
Internet
View deal
View deal
House  Pine Island
Aug 24 - Aug 31
$219 per night
House ∙ 6 guests ∙ 2 bedrooms

House in Weeki Wachee Gardens with Patio, Grill & Yard

4.9
Outstanding (132 ratings)
Pine Island, Hernando County, Florida, United States
Internet
View deal
View deal
House  Pine Island
May 4 - May 11
$210 per night
House ∙ 5 guests ∙ 2 bedrooms

Pleasant House in Pine Island with Grill

5.0
Outstanding (85 ratings)
Pine Island, Hernando County, Florida, United States
Internet
View deal
View deal
See all offers

Best Vacation Home Deals on Pine Island

Save up to 43%

House Pine Island
Dec 7 - Dec 14
-43%
$287
$164 per night
House ∙ 12 guests ∙ 3 bedrooms

House in Pine Island with Patio

Pine Island, Hernando County, Florida, United States
View deal
View deal
House Pine Island
Nov 2 - Nov 9
-33%
$289
$194 per night
House ∙ 7 guests ∙ 3 bedrooms

House in Bayport with Yard, Pool & Patio

5.0
Outstanding (16 ratings)
Pine Island, Hernando County, Florida, United States
View deal
View deal
House Pine Island
Jun 22 - Jun 29
-18%
$268
$219 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Pine Island with Yard, Grill & Patio + Gulf View

5.0
Outstanding (67 ratings)
Pine Island, Hernando County, Florida, United States
View deal
View deal

Book the ideal accommodation for as little as $70 per night by searching among the 44 properties listed in Pine Island. All of the offers from the different providers are instantaneously compared by our algorithm so you can save up to 40%.

Recommended Vacation Rentals on Pine Island

Find your perfect vacation rental on Pine Island: from $70 per night

House Pine Island
May 4 - May 11
$190 per night
House ∙ 7 guests ∙ 3 bedrooms

Wonderful House in Bayport with Patio & Yard

Pine Island, Hernando County, Florida, United States
View deal
View deal
Apartment Pine Island
Mar 30 - Apr 6
$119 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment in Weeki Wachee Gardens with Grill & Patio

5.0
Outstanding (12 ratings)
Pine Island, Hernando County, Florida, United States
View deal
View deal
House Pine Island
Apr 13 - Apr 20
$176 per night
House ∙ 5 guests ∙ 2 bedrooms

Whole House in Weeki Wachee Gardens with Patio, Grill & Yard + Beautiful View

4.9
Outstanding (100 ratings)
Pine Island, Hernando County, Florida, United States
View deal
View deal
House Pine Island
Apr 13 - Apr 20
$85 per night
House ∙ 2 guests ∙ 1 bedroom

Vacation Home in Weeki Wachee Gardens with Yard + Spectacular Views

4.9
Outstanding (47 ratings)
Pine Island, Hernando County, Florida, United States
View deal
View deal
House Pine Island
Apr 6 - Apr 13
$100 per night
House ∙ 4 guests ∙ 1 bedroom

Vacation Home in Bayport with Patio

5.0
Outstanding (4 ratings)
Pine Island, Hernando County, Florida, United States
View deal
View deal
House Pine Island
Mar 30 - Apr 6
$174 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Weeki Wachee Gardens

5.0
Outstanding (2 ratings)
Pine Island, Hernando County, Florida, United States
View deal
View deal
House Pine Island
Apr 13 - Apr 20
$70 per night
House ∙ 2 guests ∙ 1 bedroom

House in Weeki Wachee Gardens with Yard, Pool & Grill

5.0
Outstanding (7 ratings)
Pine Island, Hernando County, Florida, United States
View deal
View deal
House Pine Island
Apr 13 - Apr 20
$171 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Weeki Wachee Gardens with Patio, Grill & Yard

4.8
Outstanding (36 ratings)
Pine Island, Hernando County, Florida, United States
View deal
View deal
House Pine Island
Jan 4 - Jan 11
$286 per night
House ∙ 11 guests ∙ 4 bedrooms

Pleasant Vacation Home in Weeki Wachee Gardens with Salt-Water Pool

4.9
Outstanding (38 ratings)
Pine Island, Hernando County, Florida, United States
View deal
View deal
See all offers

Budget-friendly Vacation Rentals on Pine Island

Find Fantastic yet Inexpensive Offers

House Pine Island
May 18 - May 25
$199 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Weeki Wachee Gardens with Grill & Patio

4.9
Outstanding (40 ratings)
Pine Island, Hernando County, Florida, United States
View deal
View deal
Cottage Pine Island
May 4 - May 11
$400 per night
Cottage ∙ 6 guests ∙ 2 bedrooms

Cottage in Pine Island with Patio, Grill & Yard + Gulf View + Next to Beach

4.9
Outstanding (79 ratings)
Pine Island, Hernando County, Florida, United States
View deal
View deal
House Pine Island
May 25 - Jun 1
$205 per night
House ∙ 9 guests ∙ 3 bedrooms

House in Weeki Wachee Gardens with Yard, Grill & Patio

4.8
Outstanding (70 ratings)
Pine Island, Hernando County, Florida, United States
View deal
View deal

Top-Rated Rentals and Accommodations on Pine Island

Book Vacation Rental Offers with the Highest User Rating

Lodge Pine Island
Mar 23 - Mar 30
$119 per night
Lodge ∙ 2 guests ∙ 1 bedroom

Lodge in Weeki Wachee Gardens with Grill

4.5
Excellent (35 ratings)
Pine Island, Hernando County, Florida, United States
View deal
View deal
House Pine Island
Jul 6 - Jul 13
$1,173 per night
House ∙ 10 guests ∙ 3 bedrooms

Vacation Home in Spring Hill with Patio, Grill & Yard

4.9
Outstanding (30 ratings)
Pine Island, Hernando County, Florida, United States
View deal
View deal
House Pine Island
Apr 6 - Apr 13
-25%
$200
$150 per night
House ∙ 4 guests ∙ 2 bedrooms

Pleasant Vacation Home in Weeki Wachee Gardens

5.0
Outstanding (3 ratings)
Pine Island, Hernando County, Florida, United States
View deal
View deal
2024-americas-best-customer-service-newsweek-statista-award

Popular Rental Amenities on Pine Island

  • Pool (4)
  • Pet-friendly (10)
  • Fishing (30)
  • Balcony/patio (23)
  • WiFi (43)
  • Air conditioning (44)
  • Kitchen (38)
  • TV (43)
  • Washing machine (42)
  • Microwave (41)
  • Dishwasher (23)
  • Grill (34)

Our search page's filters will help you find the ideal accommodation in Pine Island. You can easily search and find a rental meeting your needs in Pine Island if you want a rental with a pool or you are looking for a pet-friendly rental, as most accommodations provide "Pool" or "Pets allowed." Plan your vacation in advance if you want to spend your vacation in privacy or you need a fenced-in backyard. There are just 3 listed rentals with "Detached" and 4 rentals providing "Fenced."

The Weather on Pine Island

max.
Min.
70°
46°
9 days 9
max.
Min.
73°
50°
9 days 9
max.
Min.
79°
54°
11 days 11
max.
Min.
84°
61°
8 days 8
max.
Min.
88°
64°
9 days 9
max.
Min.
90°
72°
19 days 19
max.
Min.
91°
73°
20 days 20
max.
Min.
91°
73°
19 days 19
max.
Min.
90°
72°
15 days 15
max.
Min.
84°
63°
8 days 8
max.
Min.
77°
54°
7 days 7
max.
Min.
77°
54°
7 days 7
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Find the Pine Island climate diagram. In the next 6 months, July will have higher average temperatures. However, temperatures can go lower than 46° on Pine Island in January. The rainiest month is July while the driest month is November.

7-Day Weather Forecast on Pine Island

Tue, 27 Feb
68°
59°

25%

5 h

3 mi/h

Wed, 28 Feb
69°
66°

10%

2 h

12 mi/h

Thu, 29 Feb
73°
68°

15%

3 h

8 mi/h

Fri, 1 Mar
69°
68°

10%

2 h

7 mi/h

Sat, 2 Mar
66°
66°

15%

0 h

11 mi/h

Sun, 3 Mar
69°
69°

10%

1 h

12 mi/h

Mon, 4 Mar
71°
71°

5%

5 h

12 mi/h

Accommodations for your vacation on Pine Island

All of the offers (100%) in Pine Island are house rentals. They are the most frequent vacation accommodations there. Interestingly, type of accommodation in particular, house rentals is $448 a night, with an average area of 900 ft². Moreover, if you are going in a group of 6, house rentals are the ideal type of accommodation in Pine Island, as they usually welcome this exact group size. You can also compare other accommodation options in Pine Island. Camping rentals are, for example, another typical accommodation option there with 3 being offered. The average size of camping rentals in Pine Island is 740 ft², and the average price is $121 per night.
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 best nightlife spots on Pine Island?

Enjoy Beautiful, Laid-Back Evenings in Pine Island vacation rentals

Pine Island experiences lovely and quiet evenings and a laid-back nightlife. There are several restaurants and bars near the vacation homes, such as Capt'n Con’s Fish House, which is one of the most popular restaurants in the region. Besides delicious fresh seafood, you can also visit for live music entertainment on the weekends as you enjoy the scenic waterfront views. Pine Island does not have a wild, noisy club scene.

Experience fine dining and dining at the iconic Tarpon Lodge, featuring a restaurant and a full bar. The almost 100-year-old lodge stuns its visitors with its Old Florida vibes- fresh fish menus dominating the food scene, gin and tonics gracing the porch, and elegantly dressed diners always ready to serve. Remember to visit the lodge on weekends to enjoy live music before returning to one of your favorite vacation homes.

The Olde Fish House Marina & Restaurant is a few minutes from your Matlacha downtown vacation rentals. This is your go-to place for fresh, delectable seafood served right off the boats. Treat yourself to the Florida Gator, peel and eat shrimps, coconut shrimp, and numerous dessert options as you enjoy the scenic and breathtaking waterfront views.

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 44 rentals
💳 Possible discounts up to 40%
🌙 Nightly prices starting at $70
⭐ Popular amenities Pool, Pets allowed and Fishing
🐾 Pet friendly homes 10 homes
🏊 Vacation rentals with pools 4 homes

Frequently Asked Questions

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

The price of a night's stay on Pine Island starts at $70. If you’re interested in a house rental, the average price is $315 per night. A apartment rental Pine Island will cost $139 per night on average.

How many vacation rentals are available to book on Pine Island?

There are currently 44 vacation homes from 5 different providers on Pine Island.

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

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

How many vacation homes with pools are on Pine Island?

There are 4 vacation homes from 5 providers on Pine Island.

Are dogs allowed in vacation rentals on Pine Island?

Yes, there are 10 vacation rentals on Pine Island that allow dogs , with an average nightly price of $326.

What's the best time of year to travel to Pine Island?

July and August are the warmest months on Pine Island with temperatures around 91 °F. The coldest months on Pine Island are January and February, with 46 °F on average.

Top cities to visit

Show more

Vacation Destinations Near Pine Island

Show more

Top Vacation Ideas

Explore More Vacation Ideas

Show more
image-tag