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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    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Pine Island vacation rentals

Cabin, 1 Bedroom, Smoking, Garden View | Property entrance

Pleasant Days Lodging Southwest Cottage

Pleasant Days Lodging Southwest Cottage
2.0 star property
Homosassa
9.0 out of 10, Wonderful, (11 reviews)
"The pets were very friendly!"
United States
James
$106 nightly
The price is $116
Jul 22 - Jul 23
Total with taxes and fees
Pleasant Days Lodging Southwest Cottage
House, Patio | Interior

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
$261 nightly
The price is $291
Jul 28 - Jul 29
Total with taxes and fees
Cabin by the Sea
House (4 Bedrooms) | Front of property

Waterfront Weeki Wachee Home w/ Dock & Game Room!

Waterfront Weeki Wachee Home w/ Dock & Game Room!
3.0 star property
Spring Hill
$703 nightly
The price is $783
Aug 14 - Aug 15
Total with taxes and fees
Waterfront Weeki Wachee Home w/ Dock & Game Room!
House, Multiple Beds, Pool Access, Pool View (9003 Nakoma Way) | Interior

Spring Hill, 4 Bedroom, Pool & Golf Course!

Spring Hill, 4 Bedroom, Pool & Golf Course!
3.0 star property
Brooksville
$518 nightly
The price is $578
Aug 6 - Aug 7
Total with taxes and fees
Spring Hill, 4 Bedroom, Pool & Golf Course!
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

Rodeway Inn Homosassa

Rodeway Inn Homosassa

8/10 Good
"The room was nice and the pool was great and it is right next to the Homosassa springs park a trolley car takes you into the park. The only thing was it seemed like everyone was smoking cigarettes or vaping all the grounds and around the pool. I have asthma and can’t be around it. But for the price of the room you can’t beat it."
Linda 1-night trip
Posted 6 hours ago
Rodeway Inn Homosassa

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Pine Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $113 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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?

Little House on the River - on main river not canal,includes kayaks,paddle-board: This vacation home rental outside of Pine Island is located on a river and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals will I find in Pine Island?

Choose from 10 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.