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

Pine Island Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Pine Island holiday 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 HK$1,663
HK$3,896 total
includes taxes & fees
28 Oct - 29 Oct
WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA
A sandy area with a picnic table and blue chairs, a small building, and a water body with boats.

2. The Funky Flamingo - Neptune's Grotto Old Florida Adventure Retreats

The Funky Flamingo - Neptune's Grotto Old Florida Adventure Retreats
Weeki Wachee
9.6 out of 10, Exceptional, (14 reviews)
"This was truly an incredible stay for me and my coworker for a getaway Girls day! Perfect location, cute as can be!"
United States
Sarah F.
The price is HK$527
HK$963 total
includes taxes & fees
28 Oct - 29 Oct
The Funky Flamingo - Neptune's Grotto Old Florida Adventure Retreats
A pond surrounded by dense foliage, a wooden deck, and a brick pathway leading to a building with a balcony.

3. Quiet getaway on a hidden Spring-run

Quiet getaway on a hidden Spring-run
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 HK$1,804
HK$4,026 total
includes taxes & fees
28 Oct - 29 Oct
Quiet getaway on a hidden Spring-run
A sandy beach area with blue chairs and a picnic table, surrounded by buildings and palm trees.

4. 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, (8 reviews)
"Wife stayed 12 years ago and she awesome improvement we will definitely come back"
United States
chad c.
The price is HK$958
HK$1,598 total
includes taxes & fees
28 Oct - 29 Oct
The Muddy 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 HK$857
HK$2,567 total
includes taxes & fees
3 Nov - 4 Nov
Little Bohemia!Springs/Gulf access! Kayaks & dock!
A kitchen with a refrigerator, stove, and sink. There is a dining area with a table and chairs.

6. 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, (52 reviews)
"Always a wonderful time!!"
United States
Lori C.
The price is HK$1,582
HK$3,187 total
includes taxes & fees
29 Oct - 30 Oct
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.

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

Cozy Coastal style home with the river at your back door!
Spring Hill
9.0 out of 10, Wonderful, (7 reviews)
The price is HK$1,243
HK$3,107 total
includes taxes & fees
2 Nov - 3 Nov
Cozy Coastal style home with the river at your back door!
A poolside area with a wooden pergola, a welcome sign, and a seating area with red chairs.

8. 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 HK$2,172
HK$5,396 total
includes taxes & fees
3 Nov - 4 Nov
Bigfoot Bungalow -Enjoy being directly on clear waters of the Weeki Wachee River
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.

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

Weeki Palace w/ Backyard Escape & River Access!
Spring Hill
10.0 out of 10, Exceptional, (38 reviews)
"Amazing place to stay at! And great host!"
United States
mady a.
The price is HK$898
HK$2,337 total
includes taxes & fees
4 Nov - 5 Nov
Weeki Palace w/ Backyard Escape & River Access!
A kitchen with a stainless steel sink, a coffee machine, and a bottle of hand soap.

10. Briza Azul Studio Apartment 3 Mi to Weeki Wache

Briza Azul Studio Apartment 3 Mi to Weeki Wache
3.0 star property
Forest Oaks
The price is HK$745
HK$1,634 total
includes taxes & fees
28 Oct - 29 Oct
Briza Azul Studio Apartment 3 Mi to Weeki Wache
A waterfront property with a multi-level deck, surrounded by trees and a calm body of water.

11. 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 HK$1,991
HK$5,567 total
includes taxes & fees
3 Nov - 4 Nov
Waterfront Retreat + Kayaks - Extended Stay Deal
A cozy room with a wooden dining table, benches, a sofa, and a ceiling fan.

12. Weeki Wachee Pirate House

Weeki Wachee Pirate House
Spring Hill
9.8 out of 10, Exceptional, (9 reviews)
"This home was absolutely fabulous! We had such a great time exploring the river on the provided kayaks. Location is great, the access to the river and kayaks was perfect! Would stay here again if I ever go back!"
United States
Kristin G.
The price is HK$1,514
HK$3,691 total
includes taxes & fees
29 Oct - 30 Oct
Weeki Wachee Pirate House
A covered outdoor area with a pool, a gray sofa with cushions, a round table with a plant, and lounge chairs.

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

Entire home with Screened- In Pool , Fully Fenced.
Berkeley Manor
9.8 out of 10, Exceptional, (44 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 HK$812
HK$2,187 total
includes taxes & fees
30 Oct - 31 Oct
Entire home with Screened- In Pool , Fully Fenced.
A modern kitchen with white cabinetry, a large island with a sink, and a ceiling fan.

14. Spring Hill, 4 Bedroom, Pool & Golf Course!

Spring Hill, 4 Bedroom, Pool & Golf Course!
3.0 star property
Brooksville
The price is HK$1,140
HK$3,790 total
includes taxes & fees
1 Nov - 2 Nov
Spring Hill, 4 Bedroom, Pool & Golf Course!
Dining

15. 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 HK$1,130
HK$2,893 total
includes taxes & fees
28 Oct - 29 Oct
Fabulous waterfront home in Hernando Beach. Boat dock with direct gulf access.
A sandy area with a picnic table and blue chairs, a small building, and a water body with boats.

16. 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 traveller
The price is HK$957
HK$1,590 total
includes taxes & fees
15 Nov - 16 Nov
Vintage Mermaid - Neptune's Grotto Old Florida Adventure Retreats
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, (16 reviews)
"Quiet and great price"
United States
Tom P.
The price is HK$1,304
HK$1,833 total
includes taxes & fees
28 Oct - 29 Oct
3-bedroom Private Forest Retreat Home with Wifi and Full Kitchen
A sandy area with a picnic table and blue chairs, a small yellow building, and a calm water body with boats.

18. 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 HK$1,045
HK$1,711 total
includes taxes & fees
28 Oct - 29 Oct
Sirenity - Neptune's Grotto Old Florida Adventure Retreats
A balcony with a sliding glass door, white chairs, a small table, and a potted plant.

19. 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 HK$941
HK$1,755 total
includes taxes & fees
3 Nov - 4 Nov
Spring Hill Serenity:Cozy Escape
A kitchen with a marble countertop, a coffee maker, a blender, and a toaster.

20. Charming 1-bedroom apartment with WiFi, AC in marvelous Spring Hill

Charming 1-bedroom apartment with WiFi, AC in marvelous Spring Hill
Spring Hill
9.8 out of 10, Exceptional, (15 reviews)
"Very clean, well stocked suite in a quiet residential neighborhood. Jorge thought of everything to make our stay complete! "
United States
William B.
The price is HK$628
HK$1,572 total
includes taxes & fees
28 Oct - 29 Oct
Charming 1-bedroom apartment with WiFi, AC in marvelous Spring Hill
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pine Island Hotel Reviews

Microtel Inn & Suites by Wyndham Spring Hill/Weeki Wachee

Microtel Inn & Suites by Wyndham Spring Hill/Weeki Wachee

10/10 Excellent
"Room was very clean. Good location. Exactly what I needed for my 1 night stay. Would stay again"
Ryan 1-night trip
Posted 4 hours ago
Microtel Inn & Suites by Wyndham Spring Hill/Weeki Wachee

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
  • Use the map to find apartments and other holiday homes in the Pine Island neighbourhood you prefer
  • 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 holiday rentals in Pine Island?

Yes, there are holiday rentals close to the most popular sights in Pine Island, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pine Island has to offer?

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

How many holiday rentals will I find in Pine Island?

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

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 wider area.

What’s a holiday rental in Pine Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pine Island. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for family trips.