Pine Island Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Pine Island vacation rentals

Exterior

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, (138 reviews)
"Great, peaceful stay!! You could not ask for a better location!! "
United States
Allison Y.
$448 nightly
The price is $494
Apr 13 - Apr 14
Total with taxes and fees
WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA
Fridge, microwave, oven, stovetop

Cozy RV Retreat with Private Hot Tub and Fenced Yard

Cozy RV Retreat with Private Hot Tub and Fenced Yard
Spring Hill
$175 nightly
The price is $193
Apr 29 - Apr 30
Total with taxes and fees
Cozy RV Retreat with Private Hot Tub and Fenced Yard
Cabin, 1 Bedroom, Smoking, Garden View | Property entrance

Pleasant Days Lodging Southwest Cottage

Pleasant Days Lodging Southwest Cottage
2.0 star property
Homosassa
8.8 out of 10, Excellent, (9 reviews)
"We had a good experience and would book it again if we’re in the area. "
United States
Dale
$106 nightly
The price is $116
Apr 11 - Apr 12
Total with taxes and fees
Pleasant Days Lodging Southwest Cottage
Property grounds

Pleasant Days Lodging Southwest Cottage

Pleasant Days Lodging Southwest Cottage
Homosassa
9.2 out of 10, Wonderful, (22 reviews)
"We loved staying in the Southwest Cottage at Pleasant days. The host was so accommodating are very nice. We loved feeding the horses and interacting with the dogs on site. We have already made reservations to stay again in August. We highly recommend staying here!!!"
United States
Deborah K.
$116 nightly
The price is $122
Apr 10 - Apr 11
Total with taxes and fees
Pleasant Days Lodging Southwest Cottage
1 bedroom, free WiFi, bed sheets

Waterfall Suite at Zen at the Palms with a Private Hot Tub by the Waterfall!

Waterfall Suite at Zen at the Palms with a Private Hot Tub by the Waterfall!
Homosassa
9.6 out of 10, Exceptional, (12 reviews)
"wonderful view, relaxing environment, host is very clean and helpful! will be booking again soon!"
United States
Jennyvette
$256 nightly
The price is $281
Apr 12 - Apr 13
Total with taxes and fees
Waterfall Suite at Zen at the Palms with a Private Hot Tub by the Waterfall!
Exterior detail

Garden Cottage Within Walking Distance to Downtown Brooksville

Garden Cottage Within Walking Distance to Downtown Brooksville
Brooksville
10.0 out of 10, Exceptional, (4 reviews)
"An Excellant stay... 6 stars....many thanks for such a wonderful home...."
United States
Vicki Y.
$228 nightly
The price is $251
Apr 12 - Apr 13
Total with taxes and fees
Garden Cottage Within Walking Distance to Downtown Brooksville
1 bedroom, free WiFi, bed sheets

Cabin #2 A Joyful Place 5 Star Adult Resort minutes from scalloping & fishing

Cabin #2 A Joyful Place 5 Star Adult Resort minutes from scalloping & fishing
Homosassa
9.6 out of 10, Exceptional, (20 reviews)
"The property was comfortable, clean, and very private. "
United States
Dave L.
$203 nightly
The price is $222
Apr 10 - Apr 11
Total with taxes and fees
Cabin #2 A Joyful Place 5 Star Adult Resort minutes from scalloping & fishing
1 bedroom, WiFi, bed sheets

NEW - Hippie Hut Minutes from the Boat Ramp

NEW - Hippie Hut Minutes from the Boat Ramp
Homosassa
9.0 out of 10, Wonderful, (38 reviews)
"Great place, very clean"
United States
Sean
$104 nightly
The price is $113
Apr 12 - Apr 13
Total with taxes and fees
NEW - Hippie Hut Minutes from the Boat Ramp
Interior

A/C, Firepit, Grill, Pet Friendly

A/C, Firepit, Grill, Pet Friendly
Homosassa
9.4 out of 10, Exceptional, (33 reviews)
"Perfect cabin weekend getaway. "
United States
Lindsey G.
$168 nightly
The price is $184
Apr 14 - Apr 15
Total with taxes and fees
A/C, Firepit, Grill, Pet Friendly
Fridge, microwave, oven, stovetop

Entire home with Screened- In Pool , Fully Fenced.

Entire home with Screened- In Pool , Fully Fenced.
Berkeley Manor
9.8 out of 10, Exceptional, (23 reviews)
"This is our second time our family has stayed in this home. Everything is clean and the space works well for our family. I love the upgrades added since we stayed summer 2023. We will be back next summer! "
United States
Amanda H.
$303 nightly
The price is $334
Apr 18 - Apr 19
Total with taxes and fees
Entire home with Screened- In Pool , Fully Fenced.
Outdoor pool, a heated pool

3 Bed ~ 2 Bath~ Pool ~ Wifi ~ Pets Welcome ~Optional Heated Pool ~SS Barbecue

3 Bed ~ 2 Bath~ Pool ~ Wifi ~ Pets Welcome ~Optional Heated Pool ~SS Barbecue
Spring Hill
9.4 out of 10, Exceptional, (134 reviews)
" It’s nice to have a house to stay in for a few days that is close to family. We had the space we needed to be comfortable instead of a hotel room."
United States
Noreen G.
$348 nightly
The price is $384
Apr 20 - Apr 21
Total with taxes and fees
3 Bed ~ 2 Bath~ Pool ~ Wifi ~ Pets Welcome ~Optional Heated Pool ~SS Barbecue
1 bedroom, desk, WiFi

Modern studio apartment with covered outside seating area

Modern studio apartment with covered outside seating area
Spring Hill
9.4 out of 10, Exceptional, (54 reviews)
"Clean, modern, comfortable."
United States
Jayne H.
$107 nightly
The price is $117
Apr 16 - Apr 17
Total with taxes and fees
Modern studio apartment with covered outside seating area
Property grounds

Cozy River Cabin | Escape to Seven Sisters Springs

Cozy River Cabin | Escape to Seven Sisters Springs
Homosassa
9.6 out of 10, Exceptional, (11 reviews)
"Great place, great staff highly recommend "
United States
Ashley
$195 nightly
The price is $214
Apr 11 - Apr 12
Total with taxes and fees
Cozy River Cabin | Escape to Seven Sisters Springs
Smart TV, fireplace

*Booking Summer* Nature Cabin & Bunkroom-HOT TUB, Grill, Fire Pit

*Booking Summer* Nature Cabin & Bunkroom-HOT TUB, Grill, Fire Pit
Homosassa
10.0 out of 10, Exceptional, (14 reviews)
"Absolutely wonderful place!! Beautiful grounds and house. Would stay there again!!"
United States
Marc J.
$488 nightly
The price is $535
Apr 12 - Apr 13
Total with taxes and fees
*Booking Summer* Nature Cabin & Bunkroom-HOT TUB, Grill, Fire Pit
Oven, stovetop

Charming 2-bedroom house in peaceful Old Homosassa

Charming 2-bedroom house in peaceful Old Homosassa
Homosassa
10.0 out of 10, Exceptional, (18 reviews)
"The house is super cute and was perfect for our needs. The location was great. The rooms were incredibly clean and we really appreciated the snacks!"
United States
Erin
$178 nightly
The price is $195
Apr 13 - Apr 14
Total with taxes and fees
Charming 2-bedroom house in peaceful Old Homosassa
Smart TV, DVD player, books, video library

Charming Waterfront Canal Home in beautiful Old Homosassa! 5 Kayaks, Dock, Bikes

Charming Waterfront Canal Home in beautiful Old Homosassa! 5 Kayaks, Dock, Bikes
Homosassa
10.0 out of 10, Exceptional, (58 reviews)
"Everything was as advertised and maybe even better! Great location, kitchen had everything we needed, very quiet neighborhood."
United States
Beverly L.
$376 nightly
The price is $412
Apr 19 - Apr 20
Total with taxes and fees
Charming Waterfront Canal Home in beautiful Old Homosassa! 5 Kayaks, Dock, Bikes
Exterior detail

South Brooksville, New Cozy Cottage, Convenient. 30 minutes from Tampa

South Brooksville, New Cozy Cottage, Convenient. 30 minutes from Tampa
Masaryktown
10.0 out of 10, Exceptional, (2 reviews)
"Pet friendly. Nicely decorated. Great bedding snd linens. Host has thought of everything with how the home is set up. "
United States
Dan N.
$148 nightly
The price is $163
Apr 30 - May 1
Total with taxes and fees
South Brooksville, New Cozy Cottage, Convenient. 30 minutes from Tampa
Interior

Waterfront River Cabin | At Seven Sisters Springs

Waterfront River Cabin | At Seven Sisters Springs
Homosassa
9.0 out of 10, Wonderful, (6 reviews)
"Excellent location! Staff members were incredibly kind and responsive when we needed anything. "
United States
Nancy
$198 nightly
The price is $218
Apr 12 - Apr 13
Total with taxes and fees
Waterfront River Cabin | At Seven Sisters Springs
Smart TV, offices

The Pink Palm - Waterfront - Boat & RV’s Welcome!

The Pink Palm - Waterfront - Boat & RV’s Welcome!
Crystal River
10.0 out of 10, Exceptional, (4 reviews)
"Wonderful property in a outdoor playground. "
United States
Paul
$382 nightly
The price is $419
Apr 13 - Apr 14
Total with taxes and fees
The Pink Palm - Waterfront - Boat & RV’s Welcome!
1 bedroom, WiFi, bed sheets

Cheerful 1 bedroom guest suite with pool and yard

Cheerful 1 bedroom guest suite with pool and yard
Spring Hill
9.4 out of 10, Exceptional, (35 reviews)
"Clean room, comfortable bed, felt safe and private. Had a nice little kitchenette area, and the host was responsive when needed to message. Price was good, pool was clean, and it felt like I was in a completely separate location and not actually in someone else’s house. Would stay here again. "
United States
Shawn
$170 nightly
The price is $187
Apr 25 - Apr 26
Total with taxes and fees
Cheerful 1 bedroom guest suite with pool and yard
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

10/10 Excellent
"This is an older hotel, with its share of wear and tear. But it is spotlessly clean, the staff is great, the pool is sparkling, clean and well maintained at a great location with a restaurant on property. "
Christopher 3-night trip
Posted 4 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 $117 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.

Explore a world of travel with Expedia

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?

Main River Mermaid 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 8 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.