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

Pine Island Vacation Rentals

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Check prices for these dates

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

Our top choices for Pine Island vacation rentals

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 ￥33,343
￥73,710 total
includes taxes & fees
Sep 28 - Sep 29
WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA
A pond surrounded by dense foliage, a wooden deck, and a brick pathway leading to a building with a balcony.

2. 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 ￥29,097
￥63,085 total
includes taxes & fees
Sep 28 - Sep 29
Hidden Spring-run• Swimming • elevated Views & Game Rm
A poolside area with a wooden pergola, a welcome sign, and a seating area with red chairs.

3. Bigfoot Bungalow -Enjoy being directly on clear waters of the Weeki Wachee River

Bigfoot Bungalow -Enjoy being directly on clear waters of the Weeki Wachee River
Weeki Wachee
10.0 out of 10, Exceptional, (34 reviews)
"Very nice home with excellent location."
United States
Theresa T.
The price is ￥40,802
￥99,450 total
includes taxes & fees
Sep 28 - Sep 29
Bigfoot Bungalow -Enjoy being directly on clear waters of the Weeki Wachee River
A sandy area with a picnic table and blue chairs, a small building, and a water body with boats.

4. Vintage Mermaid - Neptune's Grotto Old Florida Adventure Retreats

Vintage Mermaid - Neptune's Grotto Old Florida Adventure Retreats
Weeki Wachee
9.4 out of 10, Exceptional, (26 reviews)
"Loved our stay. Room and on site staff were great. Bed was amazing Will return!"
United States
Anonymous traveler
The price is ￥18,001
￥30,231 total
includes taxes & fees
Sep 30 - Oct 1
Vintage Mermaid - Neptune's Grotto Old Florida Adventure Retreats
A patio with stone tiles, blue Adirondack chairs, and a small table.

5. 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.
The price is ￥22,294
￥59,848 total
includes taxes & fees
Sep 28 - Sep 29
Little Bohemia!Springs/Gulf access! Kayaks & dock!
A waterfront property with a multi-level deck, surrounded by trees and a calm body of water.

6. Waterfront Retreat + Kayaks - Extended Stay Deal

Waterfront Retreat + Kayaks - Extended Stay Deal
Spring Hill
9.6 out of 10, Exceptional, (16 reviews)
"Location of property was great"
United States
Virginia W.
The price is ￥43,881
￥110,212 total
includes taxes & fees
Sep 28 - Sep 29
Waterfront Retreat + Kayaks - Extended Stay Deal
A riverside picnic area with wooden benches and a blue Adirondack chair, surrounded by trees and a calm waterway.

7. The Muddy Mermaid - Neptune's Grotto Old Florida Adventure Retreats

The Muddy Mermaid - Neptune's Grotto Old Florida Adventure Retreats
Weeki Wachee
9.6 out of 10, Exceptional, (7 reviews)
"Wife stayed 12 years ago and she awesome improvement we will definitely come back"
United States
chad c.
The price is ￥18,001
￥30,231 total
includes taxes & fees
Sep 28 - Sep 29
The Muddy Mermaid - Neptune's Grotto Old Florida Adventure Retreats
A calm waterfront area with boats docked, houses along the shore, and a large tree in the center.

8. 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 ￥31,716
￥60,588 total
includes taxes & fees
Sep 28 - Sep 29
Tiki Tropical Retreat - directly on the clear Weeki Wachee River (not a canal)
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, (12 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 ￥22,648
￥54,703 total
includes taxes & fees
Sep 28 - Sep 29
Fabulous waterfront home in Hernando Beach. Boat dock with direct gulf access.
A covered outdoor area with a pool, a gray sofa with cushions, a round table with a plant, and lounge chairs.

10. 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 ￥19,110
￥46,374 total
includes taxes & fees
Sep 28 - Sep 29
Entire home with Screened- In Pool , Fully Fenced.
A marina with docked boats, a wooden dock, and a clear blue sky with clouds.

11. 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.
Gulf Sunset View on Deep Water Canal minutes from Weeki Wachee Springs
A kitchen with a large window, a double sink, and a view of a body of water.

12. 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 ￥19,110
￥49,006 total
includes taxes & fees
Sep 28 - Sep 29
Waterfront - Private Fishing & Boating Dock - 4 Kayaks - Gulf of America Access
A sunlit room with wicker furniture, a ceiling fan, and large windows offering a view of the outside.

13. 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 ￥24,630
￥58,824 total
includes taxes & fees
Sep 28 - Sep 29
Cozy Coastal style home with the river at your back door!
A waterfront patio with blue chairs, a covered table, and a green boat.

14. Waterfront,Private Beach • Dock • Kayaks, Grill ,Firepit,SUN,HeatedPool,3 Beds

Waterfront,Private Beach • Dock • Kayaks, Grill ,Firepit,SUN,HeatedPool,3 Beds
Hernando Beach
10.0 out of 10, Exceptional, (5 reviews)
The price is ￥31,928
￥76,764 total
includes taxes & fees
Oct 10 - Oct 11
Waterfront,Private Beach • Dock • Kayaks, Grill ,Firepit,SUN,HeatedPool,3 Beds
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 ￥30,355
￥70,063 total
includes taxes & fees
Sep 28 - Sep 29
Weeki Wachee Pirate House
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.

16. 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 ￥15,052
￥41,851 total
includes taxes & fees
Oct 20 - Oct 21
Weeki Palace w/ Backyard Escape & River Access!
A kitchen with wooden cabinets, a black refrigerator, a granite countertop island, and two wooden bar stools.

17. 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.
The price is ￥26,148
￥35,808 total
includes taxes & fees
Sep 28 - Sep 29
3-bedroom Private Forest Retreat Home with Wifi and Full Kitchen
A balcony with a sliding glass door, white chairs, a small table, and a potted plant.

18. 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 ￥18,874
￥34,712 total
includes taxes & fees
Sep 28 - Sep 29
Spring Hill Serenity:Cozy Escape
A modern bedroom with a large bed, a TV mounted on the wall, and a view of the outdoors through the sliding doors.

19. 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 ￥11,796
￥29,451 total
includes taxes & fees
Sep 28 - Sep 29
Cheerful 1 bedroom guest suite with pool and yard
A riverside picnic area with a wooden table and chairs, a sandy area, and boats docked along the water.

20. Sirenity - Neptune's Grotto Old Florida Adventure Retreats

Sirenity - Neptune's Grotto Old Florida Adventure Retreats
Weeki Wachee
9.2 out of 10, Wonderful, (12 reviews)
"Our stay was perfect for the quiet getaway we ere looking for. The place was clean and easy to find. The hosts were quick to communicate and help us have a comfortable stay!"
United States
Rebekah J.
The price is ￥19,652
￥32,072 total
includes taxes & fees
Sep 28 - Sep 29
Sirenity - Neptune's Grotto Old Florida Adventure Retreats
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

La Vista Inn

La Vista Inn

10/10 Excellent
"Good"
Adrell 1-night trip
Posted 5 hours ago
La Vista Inn

Find out more about Pine Island

Search for holiday rentals in Pine Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Pine Island using one of the methods below:

  • View our selection of featured holiday rentals in Pine Island
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  • Enter your travel dates to view the best deals on holiday rentals in Pine Island while they last

Look no further and take a look at our great range of rental properties in Pine Island!

Frequently asked questions

Are there vacation rentals in Pine Island?

Yes, we give you a choice of vacation rentals close to popular points of interest in Pine Island, or you can choose a more secluded option if you want a relaxing place to stay.

What's the top vacation rental that Pine Island has to offer?

Snorkel with the Manatees in Your Back Yard - Kayaks Included: This vacation home rental outside of Pine Island is located on the waterfront and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals will I find in Pine Island?

Choose from 9 Expedia vacation rentals in Pine Island for a memorable vacation.

What’s there to see and do in Pine Island?

While exploring the area, visit family-friendly sights like Adventure Coast Fun Park, or get outside and enjoy nature at Pine Island Beach Park. Bayport Park Boat Ramp and Weeki Wachee Springs State Park are a couple of places you'll find in the larger area.

What’s a vacation rental in Pine Island like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Pine Island. Vacation rentals offer extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip or a small group gathering.