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 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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 CA $300
CA $707 total
includes taxes & fees
Oct 20 - Oct 21
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 CA $89
CA $167 total
includes taxes & fees
Oct 20 - Oct 21
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 CA $325
CA $730 total
includes taxes & fees
Oct 20 - Oct 21
Quiet getaway on a hidden Spring-run
A riverside picnic area with wooden benches and a blue Adirondack chair, surrounded by trees and a calm waterway.

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 CA $162
CA $272 total
includes taxes & fees
Oct 20 - Oct 21
The Muddy Mermaid - Neptune's Grotto Old Florida Adventure Retreats
A sunlit room with wicker furniture, a ceiling fan, and large windows offering a view of the outside.

5. 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, (4 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 CA $223
CA $566 total
includes taxes & fees
Oct 20 - Oct 21
Cozy Coastal style home with the river at your back door!
A beach with a concrete walkway, palm trees, and people walking.

6. Weeki Mermaid Retreat | Dock & River Adventures

Weeki Mermaid Retreat | Dock & River Adventures
Weeki Wachee
9.8 out of 10, Exceptional, (32 reviews)
"We had an absolutely amazing time. Location is perfect, house is perfect, service was excellent!!! Can’t wait to come back."
United States
Caitlin R.
The price is CA $294
CA $753 total
includes taxes & fees
Oct 20 - Oct 21
Weeki Mermaid Retreat | Dock & River Adventures
A patio with stone tiles, blue Adirondack chairs, and a small table.

7. 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 CA $154
CA $514 total
includes taxes & fees
Oct 20 - Oct 21
Little Bohemia!Springs/Gulf access! Kayaks & dock!
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 CA $308
CA $868 total
includes taxes & fees
Oct 20 - Oct 21
Bigfoot Bungalow -Enjoy being directly on clear waters of the Weeki Wachee River
A calm waterfront area with boats docked, houses along the shore, and a large tree in the center.

9. 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, (51 reviews)
"Always a wonderful time!!"
United States
Lori C.
The price is CA $285
CA $582 total
includes taxes & fees
Oct 29 - Oct 30
Tiki Tropical Retreat - directly on the clear Weeki Wachee River (not a canal)
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.

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

Weeki Palace w/ Backyard Escape & River Access!
Spring Hill
10.0 out of 10, Exceptional, (37 reviews)
"Amazing place to stay at! And great host!"
United States
mady a.
The price is CA $156
CA $419 total
includes taxes & fees
Oct 20 - Oct 21
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.

11. 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 CA $172
CA $440 total
includes taxes & fees
Oct 25 - Oct 26
Entire home with Screened- In Pool , Fully Fenced.
A waterfront property with a multi-level deck, surrounded by trees and a calm body of water.

12. 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 CA $359
CA $1,004 total
includes taxes & fees
Oct 20 - Oct 21
Waterfront Retreat + Kayaks - Extended Stay Deal
A kitchen with a stainless steel sink, a dish rack, a window with a view of trees, and wooden cabinets.

13. 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 CA $273
CA $672 total
includes taxes & fees
Oct 20 - Oct 21
Weeki Wachee Pirate House
A kitchen with a granite countertop, stainless steel sink, and a unique gold-colored faucet.

14. 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 CA $204
CA $523 total
includes taxes & fees
Oct 20 - Oct 21
Fabulous waterfront home in Hernando Beach. Boat dock with direct gulf access.
A patio with outdoor seating, a fire pit, and a view of a river surrounded by greenery.

15. Stay directly on crystal clear waters of Weeki Wachee River with your own beach!

Stay directly on crystal clear waters of Weeki Wachee River with your own beach!
weekiwachee
10.0 out of 10, Exceptional, (16 reviews)
"Beautiful home with everything we needed for a wonderful stay. Perfectly positioned on the spring with cozy beds and wonderful outdoor areas. "
United States
Christine C.
The price is CA $655
CA $1,180 total
includes taxes & fees
Nov 4 - Nov 5
Stay directly on crystal clear waters of Weeki Wachee River with your own beach!
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 CA $162
CA $272 total
includes taxes & fees
Oct 20 - Oct 21
Vintage Mermaid - Neptune's Grotto Old Florida Adventure Retreats
A riverside picnic area with a wooden table and chairs, a sandy area, and boats docked along the water.

17. 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 CA $177
CA $290 total
includes taxes & fees
Oct 21 - Oct 22
Sirenity - Neptune's Grotto Old Florida Adventure Retreats
A kitchen with a large window, a double sink, and a view of a body of water.

18. 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
Waterfront - Private Fishing & Boating Dock - 4 Kayaks - Gulf of America Access
A kitchen with wooden cabinets, a black refrigerator, a granite countertop island, and two wooden bar stools.

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)
"Quiet and great price"
United States
Tom P.
The price is CA $235
CA $329 total
includes taxes & fees
Oct 20 - Oct 21
3-bedroom Private Forest Retreat Home with Wifi and Full Kitchen
A bedroom with a bed, a ceiling fan, a mounted TV, an air conditioning unit, and a large mirror.

20. Cozy little apartment in Sprin Hill!

Cozy little apartment in Sprin Hill!
Spring Hill
9.8 out of 10, Exceptional, (27 reviews)
"The apartment was very clean and comfortable.nice modern finishes and a very nice, large shower. We would definitely stay again!"
United States
Sue B.
The price is CA $92
CA $249 total
includes taxes & fees
Oct 31 - Nov 1
Cozy little apartment in Sprin 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.
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Top Pine Island Hotel Reviews

Quality Inn Weeki Wachee - Spring Hill

Quality Inn Weeki Wachee - Spring Hill

10/10 Excellent
"Good"
Harry 2-night trip
Posted 2 hours ago
Quality Inn Weeki Wachee - Spring Hill

Find out more about Pine Island

Everything you need to know about Pine Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pine Island vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pine Island vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pine Island vacation rentals we have selected for you start as low as CA $159 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 vacation 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 vacation.

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 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.