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

Pine Island Vacation Rentals

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Pine Island vacation rentals

House, Patio | Interior

1. 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
$260 nightly
The price is $290
Sep 26 - Sep 27
Total with taxes and fees
Cabin by the Sea
Cabin, 1 Bedroom, Smoking, Garden View | Property entrance

2. Pleasant Days Lodging Southwest Cottage

Pleasant Days Lodging Southwest Cottage
2.0 star property
Homosassa
9.0 out of 10, Wonderful, (12 reviews)
"Wonderful stay! Bed was SO comfortable and we LOVED the horses/dogs. Thank you!"
United States
Amy
$106 nightly
The price is $116
Sep 4 - Sep 5
Total with taxes and fees
Pleasant Days Lodging Southwest Cottage
Apartment (2 Bedrooms) | Front of property

3. 3 Mi to State Park! Unit w/ Courtyard in Homosassa

3 Mi to State Park! Unit w/ Courtyard in Homosassa
3.0 star property
Homosassa
$302 nightly
The price is $335
Sep 4 - Sep 5
Total with taxes and fees
3 Mi to State Park! Unit w/ Courtyard in Homosassa
House, Patio, Courtyard View | Exterior

4. Relaxing 3 bedroom Vacation Home

Relaxing 3 bedroom Vacation Home
2.0 star property
Spring Hill
$334 nightly
The price is $373
Sep 5 - Sep 6
Total with taxes and fees
Relaxing 3 bedroom Vacation Home
Apartment (2 Bedrooms) | Front of property

5. Boat Parking & Fenced Yard! Breezy Homosassa Unit

Boat Parking & Fenced Yard! Breezy Homosassa Unit
3.0 star property
Homosassa
$271 nightly
The price is $301
Sep 4 - Sep 5
Total with taxes and fees
Boat Parking & Fenced Yard! Breezy Homosassa Unit
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

Motel 6 Spring Hill, FL - Weeki Wachee

Motel 6 Spring Hill, FL - Weeki Wachee

10/10 Excellent
"Clean And quick check in"
raymond 1-night trip
Posted 14 hours ago
Motel 6 Spring Hill, FL - Weeki Wachee

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?

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.