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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Our top choices for Pine Island vacation 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 CA $294
CA $689 total
includes taxes & fees
Aug 31 - Sep 1
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 CA $87
CA $164 total
includes taxes & fees
Sep 1 - Sep 2
The Funky Flamingo - Neptune's Grotto Old Florida Adventure Retreats

3. Peaceful Home with Private Heated Pool, 8 Min Drive to Weeki Wachee Springs

Peaceful Home with Private Heated Pool, 8 Min Drive to Weeki Wachee Springs
Weeki Wachee
10.0 out of 10, Exceptional, (31 reviews)
"Beds were comfy house was clean and the pool was a must have "
United States
Jesse m.
The price is CA $170
CA $666 total
includes taxes & fees
Aug 31 - Sep 1
Peaceful Home with Private Heated Pool, 8 Min Drive to Weeki Wachee Springs

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

Weeki Palace w/ Backyard Escape & River Access!
Spring Hill
10.0 out of 10, Exceptional, (31 reviews)
"Amazing place to stay at! And great host!"
United States
mady a.
The price is CA $122
CA $369 total
includes taxes & fees
Sep 1 - Sep 2
Weeki Palace w/ Backyard Escape & River Access!

5. 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 CA $159
CA $268 total
includes taxes & fees
Aug 30 - Aug 31
The Muddy Mermaid - Neptune's Grotto Old Florida Adventure Retreats

6. 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 CA $205
CA $384 total
includes taxes & fees
Sep 29 - Sep 30
Cabin by the Sea

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

Entire home with Screened- In Pool , Fully Fenced.
Berkeley Manor
9.8 out of 10, Exceptional, (37 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 $125
CA $372 total
includes taxes & fees
Aug 31 - Sep 1
Entire home with Screened- In Pool , Fully Fenced.

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 CA $159
CA $268 total
includes taxes & fees
Aug 30 - Aug 31
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
9.8 out of 10, Exceptional, (9 reviews)
"The home was spacious, comfortable & pet friendly. We enjoyed our time spent kayaking & sitting beside the water."
United States
Danielle S.
The price is CA $199
CA $511 total
includes taxes & fees
Sep 1 - Sep 2
Fabulous waterfront home in Hernando Beach. Boat dock with direct gulf access.

10. Sunshine Escape | Luxe Canal Home + Gulf Access

Sunshine Escape | Luxe Canal Home + Gulf Access
Hernando Beach
10.0 out of 10, Exceptional, (54 reviews)
"This was the perfect home and perfect location for a nice, relaxing weekend with my daughter. We had a wonderful time relaxing on the outdoor patio, riding bikes, and kayaking to the Gulf of America to see a sunset - bonus, we also seen dolphins!"
United States
Donita F.
The price is CA $238
CA $383 total
includes taxes & fees
Aug 30 - Aug 31
Sunshine Escape | Luxe Canal Home + Gulf Access

11. 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 $196
CA $559 total
includes taxes & fees
Sep 1 - Sep 2
Little Bohemia!Springs/Gulf access! Kayaks & dock!

12. 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 $173
CA $287 total
includes taxes & fees
Aug 30 - Aug 31
Sirenity - Neptune's Grotto Old Florida Adventure Retreats

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 CA $169
CA $456 total
includes taxes & fees
Aug 30 - Aug 31
Waterfront - Private Fishing & Boating Dock - 4 Kayaks - Gulf of America Access

14. 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, (33 reviews)
"Loved easy access to water/kayaks!"
United States
Kelli F.
The price is CA $168
CA $454 total
includes taxes & fees
Aug 31 - Sep 1
Gulf Sunset View on Deep Water Canal minutes from Weeki Wachee Springs

15. Weeki Wachee Pod

Weeki Wachee Pod
Spring Hill
10.0 out of 10, Exceptional, (27 reviews)
"Great place"
United States
John
The price is CA $82
CA $307 total
includes taxes & fees
Sep 17 - Sep 18
Weeki Wachee Pod

16. 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 CA $231
CA $474 total
includes taxes & fees
Sep 1 - Sep 2
Direct Gulf Access Waterfront 10 Minutes to Gulf! Rent our Pontoon or Bring Your Boat! Floating Dock!

17. Weeki Mermaid Retreat w/Kayaks SUPs Hammock Games

Weeki Mermaid Retreat w/Kayaks SUPs Hammock Games
Weeki Wachee
9.8 out of 10, Exceptional, (32 reviews)
"Excellent amenities, very responsive hosts. We had a magical experience."
United States
Sonya
The price is CA $288
CA $735 total
includes taxes & fees
Sep 7 - Sep 8
Weeki Mermaid Retreat w/Kayaks SUPs Hammock Games

18. Relaxing Studio Just Minutes from Weeki Wachee Springs

Relaxing Studio Just Minutes from Weeki Wachee Springs
Spring Hill
10.0 out of 10, Exceptional, (6 reviews)
"Super cute and close to everything!"
United States
Laura
The price is CA $112
CA $199 total
includes taxes & fees
Aug 31 - Sep 1
Relaxing Studio Just Minutes from Weeki Wachee Springs

19. 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 CA $200
CA $467 total
includes taxes & fees
Sep 14 - Sep 15
Relax & Unwind at NEWLY Remodeled Triple Palms on Hernando Beach

20. Tranquil Waterfront Home in Hernando Beach

Tranquil Waterfront Home in Hernando Beach
Hernando Beach
10.0 out of 10, Exceptional, (2 reviews)
"Spacious home right on the water - fish from the dock. Inside was super clean and organized. Include this home on your list."
United States
Tom S.
The price is CA $193
CA $326 total
includes taxes & fees
Sep 1 - Sep 2
Tranquil Waterfront Home in Hernando Beach
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Pine Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Mermaid Life Main River Sleeps 8 kayaks for everyone. Gulf access for scalloping: This vacation home rental outside of Pine Island is located on a river and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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. Weeki Wachee Springs State Park and Weeki Wachee River 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.