An aerial view of a coastal town with residential areas, a baseball field, and a large body of water.

Holiday Homes in Pine Island

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Pine Island holiday homes

A small, single-story building with a blue exterior and a wooden deck, surrounded by lush greenery and a clear sky.

1. WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA

WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA
Spring Hill
9.8 out of 10, Exceptional, (139 reviews)
"This stay—this home—was beyond wonderful! A beautiful, out-of-the-hubbub location mere steps from the beach. We took advantage of both decks and the beach daily, including frequent swimming in the Gulf. A very well-appointed kitchen, including a small, quiet dishwasher. Big TV with ample streaming services for after dark entertainment. Delicious food and atmosphere at Bayport Inn a couple miles away, but we dined in more often than not. What a blessing that this place is made available for...
United States
Dale H.
The price is AU$683
includes taxes & fees
28 Sept - 29 Sept
WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA
A cozy living room with a wooden floor, a sofa, a coffee table, and a dining area with chairs. There is a large window with a view of trees and a balcony.

2. Weeki Palace w/ Backyard Escape & River Access!

Weeki Palace w/ Backyard Escape & River Access!
Spring Hill
10.0 out of 10, Exceptional, (34 reviews)
"Amazing place to stay at! And great host!"
United States
mady a.
The price is AU$409
includes taxes & fees
6 Oct - 7 Oct
Weeki Palace w/ Backyard Escape & River Access!
A covered outdoor area with a pool, a gray sofa with cushions, a round table with a plant, and lounge chairs.

3. Entire home with Screened- In Pool , Fully Fenced.

Entire home with Screened- In Pool , Fully Fenced.
Berkeley Manor
9.8 out of 10, Exceptional, (41 reviews)
"amazing stay! It's a great place and has the perfect amenities to make a trip special."
United States
Martin B.
The price is AU$400
includes taxes & fees
25 Sept - 26 Sept
Entire home with Screened- In Pool , Fully Fenced.
A patio with stone tiles, blue Adirondack chairs, and a small table.

4. Little Bohemia!Springs/Gulf access! Kayaks & dock!

Little Bohemia!Springs/Gulf access! Kayaks & dock!
Spring Hill
10.0 out of 10, Exceptional, (3 reviews)
"Great little property well maintained and very clean. We loved our weekend stay here. The host was very gracious and worked with me to get early access to the dock prior to check in so I could get a full day out on the river. "
United States
Erin G.
Little Bohemia!Springs/Gulf access! Kayaks & dock!
A modern bedroom with a large bed, a TV mounted on the wall, and a view of the outdoors through the sliding doors.

5. Cheerful 1 bedroom guest suite with pool and yard

Cheerful 1 bedroom guest suite with pool and yard
Spring Hill
9.4 out of 10, Exceptional, (40 reviews)
"Wonderful place"
United States
Karla C.
The price is AU$266
includes taxes & fees
28 Sept - 29 Sept
Cheerful 1 bedroom guest suite with pool and yard
A pond surrounded by dense foliage, a wooden deck, and a brick pathway leading to a building with a balcony.

6. Hidden Spring-run• Swimming • elevated Views & Game Rm

Hidden Spring-run• Swimming • elevated Views & Game Rm
Spring Hill
9.8 out of 10, Exceptional, (38 reviews)
"House was clean, fully equipped, and in a great location. We enjoyed our stay and would rent again!"
United States
Karey
The price is AU$579
includes taxes & fees
28 Sept - 29 Sept
Hidden Spring-run• Swimming • elevated Views & Game Rm
A kitchen with a large window, a double sink, and a view of a body of water.

7. Waterfront - Private Fishing & Boating Dock - 4 Kayaks - Gulf of America Access

Waterfront - Private Fishing & Boating Dock - 4 Kayaks - Gulf of America Access
Hernando Beach
9.8 out of 10, Exceptional, (31 reviews)
"We had an awesome trip - house was great and in a great area with lots to do. "
United States
kimmielou62
The price is AU$455
includes taxes & fees
27 Sept - 28 Sept
Waterfront - Private Fishing & Boating Dock - 4 Kayaks - Gulf of America Access
A beach with palm trees, a covered seating area, and a pier.

8. Weeki Wachee Pod

Weeki Wachee Pod
Spring Hill
10.0 out of 10, Exceptional, (28 reviews)
"Great place"
United States
John
The price is AU$304
includes taxes & fees
15 Oct - 16 Oct
Weeki Wachee Pod
A kitchen with a granite countertop, stainless steel sink, and a unique gold-colored faucet.

9. Fabulous waterfront home in Hernando Beach. Boat dock with direct gulf access.

Fabulous waterfront home in Hernando Beach. Boat dock with direct gulf access.
Hernando Beach
10.0 out of 10, Exceptional, (11 reviews)
"From the moment we arrived til we left this house had everything we needed and then some. Our kids loved the arcade games. Loved our stay there and loved that it was dog friendly with a fenced yard. The hosts were very friendly and answered any questions very quickly."
United States
Melissa C.
The price is AU$520
includes taxes & fees
25 Sept - 26 Sept
Fabulous waterfront home in Hernando Beach. Boat dock with direct gulf access.
A patio area with a table and chairs, a stepping stone path, and a fence.

10. Private Suite near Weeki Wachee Springs

Private Suite near Weeki Wachee Springs
Brooksville
The price is AU$349
includes taxes & fees
12 Oct - 13 Oct
Private Suite near Weeki Wachee Springs
A calm waterfront area with boats docked, houses along the shore, and a large tree in the center.

11. Tiki Tropical Retreat - directly on the clear Weeki Wachee River (not a canal)

Tiki Tropical Retreat - directly on the clear Weeki Wachee River (not a canal)
Spring Hill
9.8 out of 10, Exceptional, (50 reviews)
"Always a wonderful time!!"
United States
Lori C.
The price is AU$555
includes taxes & fees
28 Sept - 29 Sept
Tiki Tropical Retreat - directly on the clear Weeki Wachee River (not a canal)
A sunlit room with wicker furniture, a ceiling fan, and large windows offering a view of the outside.

12. Cozy Coastal style home with the river at your back door!

Cozy Coastal style home with the river at your back door!
Spring Hill
10.0 out of 10, Exceptional, (2 reviews)
"Loved it! I have stayed on the river more than a few times but never on this side (under the bridge past Roger’s park) but it was great! 5 min to Roger’s Park via my pedal Kayak. Home was clean and updated. Has so many kayaks available on-site including kids’ kayaks."
United States
ASHLEY D.
The price is AU$564
includes taxes & fees
22 Oct - 23 Oct
Cozy Coastal style home with the river at your back door!
A marina with docked boats, a wooden dock, and a clear blue sky with clouds.

13. Gulf Sunset View on Deep Water Canal minutes from Weeki Wachee Springs

Gulf Sunset View on Deep Water Canal minutes from Weeki Wachee Springs
Hernando Beach
9.8 out of 10, Exceptional, (35 reviews)
"Loved easy access to water/kayaks!"
United States
Kelli F.
The price is AU$560
includes taxes & fees
25 Sept - 26 Sept
Gulf Sunset View on Deep Water Canal minutes from Weeki Wachee Springs
A balcony with a sliding glass door, white chairs, a small table, and a potted plant.

14. Spring Hill Serenity:Cozy Escape

Spring Hill Serenity:Cozy Escape
Berkeley Manor
9.6 out of 10, Exceptional, (9 reviews)
"Amazing place and extremely nice host, would stay again"
United States
Wes P.
The price is AU$319
includes taxes & fees
25 Sept - 26 Sept
Spring Hill Serenity:Cozy Escape
A kitchen with a stainless steel sink, a dish rack, a window with a view of trees, and wooden cabinets.

15. Weeki Wachee Pirate House

Weeki Wachee Pirate House
Spring Hill
9.8 out of 10, Exceptional, (9 reviews)
"This property was as described, clean, and perfect for a couples getaway. The kitchen had pretty much everything we needed. We were able to enjoy the provided kayaks and enjoyed our time here!"
United States
Alanea L.
The price is AU$643
includes taxes & fees
28 Sept - 29 Sept
Weeki Wachee Pirate House
A modern living room with a black leather sofa, a dining area with a glass table and chairs, and a large window with curtains.

16. Lovely 2-bedroom house with AC, relaxing and stylish in Weeki Wachee, Fl

Lovely 2-bedroom house with AC, relaxing and stylish in Weeki Wachee, Fl
Spring Hill
The price is AU$463
includes taxes & fees
2 Oct - 3 Oct
Lovely 2-bedroom house with AC, relaxing and stylish in Weeki Wachee, Fl
A covered patio area with wicker furniture, a flat-screen TV mounted on the wall, and a ceiling fan.

17. 2-bedroom house with fully fenced in backyard with private pool.

2-bedroom house with fully fenced in backyard with private pool.
Spring Hill
10.0 out of 10, Exceptional, (14 reviews)
"FANTASTIC STAY!!! I will definitely stay again if in the area! Everything you need and then some for a great stay was provided!!!"
United States
Sabrina K.
The price is AU$374
includes taxes & fees
2 Oct - 3 Oct
2-bedroom house with fully fenced in backyard with private pool.
A rectangular outdoor swimming pool with a clear blue water, surrounded by a white pool deck and a metal safety fence.

18. 2BR 2BA Family & Pet Friendly Retreat minutes from Weeki Wachee

2BR 2BA Family & Pet Friendly Retreat minutes from Weeki Wachee
Spring Hill
9.0 out of 10, Wonderful, (4 reviews)
"The host was very communicative and the house was beautiful!"
United States
Rachelle S.
The price is AU$423
includes taxes & fees
28 Sept - 29 Sept
2BR 2BA Family & Pet Friendly Retreat minutes from Weeki Wachee
A kitchen with white cabinets, a stainless steel refrigerator, a microwave, a stove, and a decorative flower arrangement on the counter.

19. Njade & Luxury Stay

Njade & Luxury Stay
Spring Hill
10.0 out of 10, Exceptional, (1 review)
"It was a very pleasant stay and our host was very hospitable. Great communication and very responsive. The location was perfect for what we needed. It was a great place to visit with our two grandbabies and the pool was an excellent addition. Would recommend this property."
United States
Brent C.
The price is AU$431
includes taxes & fees
21 Oct - 22 Oct
Njade & Luxury Stay
A kitchen with wooden cabinets, a black refrigerator, a granite countertop island, and two wooden bar stools.

20. 3-bedroom Private Forest Retreat Home with Wifi and Full Kitchen

3-bedroom Private Forest Retreat Home with Wifi and Full Kitchen
Spring Hill
10.0 out of 10, Exceptional, (15 reviews)
"We booked this place so that we could get into Weeki Wachee without any issues, and this place was great It was clean, spacious, and the kids loved it! We'd definitely stay again."
United States
DAVID C.
3-bedroom Private Forest Retreat Home with Wifi and Full Kitchen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pine Island Hotel Reviews

Rodeway Inn Homosassa

Rodeway Inn Homosassa

10/10 Excellent
"Overall experience from interior, exterior, staff and rooms, highly recommend"
JOSEPH 3-night trip
Posted 10 hours ago
Rodeway Inn Homosassa

Find out more about Pine Island

Pine Island Holiday Homes information

Number of reviews
489
Accommodation
779 Holiday Homes
Lowest Price
AU$266
Highest Price
AU$683

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