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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Pine Island vacation rentals

Property entrance

1. 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
The price is AED 341
AED 426 total
includes taxes & fees
1 Oct - 2 Oct
Pleasant Days Lodging Southwest Cottage
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

Holiday Inn Express Hotel & Suites Brooksville West by IHG

Holiday Inn Express Hotel & Suites Brooksville West by IHG

10/10 Excellent
"The beds were extremely comfortable and the pillows as well."
Timothy 2-night trip
Posted 9 hours ago
Holiday Inn Express Hotel & Suites Brooksville West by IHG

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.