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

Pine Island Holiday Rentals

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Our top choices for Pine Island holiday rentals

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 NZ$843
includes taxes & fees
14 Sept - 15 Sept
WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA

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 NZ$202
includes taxes & fees
14 Sept - 15 Sept
The Funky Flamingo - Neptune's Grotto Old Florida Adventure Retreats

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

Weeki Palace w/ Backyard Escape & River Access!
Spring Hill
10.0 out of 10, Exceptional, (32 reviews)
"Amazing place to stay at! And great host!"
United States
mady a.
The price is NZ$468
includes taxes & fees
16 Sept - 17 Sept
Weeki Palace w/ Backyard Escape & River Access!

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, (7 reviews)
"Wife stayed 12 years ago and she awesome improvement we will definitely come back"
United States
chad c.
The price is NZ$328
includes taxes & fees
14 Sept - 15 Sept
The Muddy Mermaid - Neptune's Grotto Old Florida Adventure Retreats

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

Entire home with Screened- In Pool , Fully Fenced.
Berkeley Manor
9.8 out of 10, Exceptional, (39 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 NZ$517
includes taxes & fees
18 Sept - 19 Sept
Entire home with Screened- In Pool , Fully Fenced.

6. 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 NZ$684
includes taxes & fees
13 Sept - 14 Sept
Little Bohemia!Springs/Gulf access! Kayaks & dock!

7. Cabin by the Sea

Cabin by the Sea
2.0 star property
Hernando Beach
10.0 out of 10, Exceptional, (1 review)
"This was a nice break in our travels. We got to Florida earlier than expected and needed a place to crash. Thankfully this rental was available."
United States
Elizabeth
The price is NZ$471
includes taxes & fees
13 Sept - 14 Sept
Cabin by the Sea

8. 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 NZ$328
includes taxes & fees
13 Sept - 14 Sept
Vintage Mermaid - Neptune's Grotto Old Florida Adventure Retreats

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 NZ$620
includes taxes & fees
14 Sept - 15 Sept
Fabulous waterfront home in Hernando Beach. Boat dock with direct gulf access.

10. 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 NZ$695
includes taxes & fees
14 Sept - 15 Sept
Tiki Tropical Retreat - directly on the clear Weeki Wachee River (not a canal)

11. 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 NZ$678
includes taxes & fees
14 Sept - 15 Sept
Cozy Coastal style home with the river at your back door!

12. Relax & Unwind at NEWLY Remodeled Triple Palms on Hernando Beach

Relax & Unwind at NEWLY Remodeled Triple Palms on Hernando Beach
Hernando Beach
10.0 out of 10, Exceptional, (16 reviews)
"Host was wonderful, house was great, great place to stay. "
United States
Delmar S.
The price is NZ$567
includes taxes & fees
16 Sept - 17 Sept
Relax & Unwind at NEWLY Remodeled Triple Palms on Hernando Beach

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

Waterfront - Private Fishing & Boating Dock - 4 Kayaks - Gulf of America Access
Hernando Beach
9.6 out of 10, Exceptional, (30 reviews)
"We had an awesome trip - house was great and in a great area with lots to do. "
United States
kimmielou62
The price is NZ$551
includes taxes & fees
13 Sept - 14 Sept
Waterfront - Private Fishing & Boating Dock - 4 Kayaks - Gulf of America Access

14. Direct Gulf Access Waterfront 10 Minutes to Gulf! Rent our Pontoon or Bring Your Boat! Floating Dock!

Direct Gulf Access Waterfront 10 Minutes to Gulf! Rent our Pontoon or Bring Your Boat! Floating Dock!
Hernando Beach
9.4 out of 10, Exceptional, (12 reviews)
"Place is awesome. Even when we had a rain storm our last day. We got to watch a few movies which was perfect. "
United States
Karen A.
The price is NZ$576
includes taxes & fees
20 Sept - 21 Sept
Direct Gulf Access Waterfront 10 Minutes to Gulf! Rent our Pontoon or Bring Your Boat! Floating Dock!

15. 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, (34 reviews)
"Loved easy access to water/kayaks!"
United States
Kelli F.
Gulf Sunset View on Deep Water Canal minutes from Weeki Wachee Springs

16. 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 NZ$803
includes taxes & fees
15 Sept - 16 Sept
Weeki Wachee Pirate House

17. 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 NZ$320
includes taxes & fees
11 Sept - 12 Sept
Cheerful 1 bedroom guest suite with pool and yard

18. 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, (4 reviews)
"My family and I enjoyed our stay and loved having everything right there! The kids loved fishing from the dock, we went kayaking, and swam in the pool. Owner was quick to respond when I had a few questions."
United States
Renee M.
The price is NZ$716
includes taxes & fees
23 Sept - 24 Sept
Waterfront,Private Beach • Dock • Kayaks, Grill ,Firepit,SUN,HeatedPool,3 Beds

19. 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 NZ$394
includes taxes & fees
13 Sept - 14 Sept
3-bedroom Private Forest Retreat Home with Wifi and Full Kitchen

20. 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 NZ$382
includes taxes & fees
16 Sept - 17 Sept
Spring Hill Serenity:Cozy Escape
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

Find out more about Pine Island

Everything you need to know about Pine Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pine Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pine Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pine Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pine Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pine Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pine Island holiday rentals we have selected for you start as low as NZ$192 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pine Island rentals

At Expedia, we put the best Pine Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pine Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pine Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pine Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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. Weeki Wachee Springs State Park and Weeki Wachee River 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.