Pine Island Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

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

Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

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, (141 reviews)
"We loved our break at Springtide. Perfect location in the lovely village of St Merryn. The accommodation is very well equipped, clean and comfortable. We can’t wait to book again"
United States
leah c.
$448 nightly
The price is $494
Jun 8 - Jun 9
Total with taxes and fees
WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA
Shower, hair dryer, towels, soap

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
9.8 out of 10, Exceptional, (21 reviews)
"Cabin was super cozy, and it’s a beautiful spot. "
United States
Dallas R.
$183 nightly
The price is $200
Jun 6 - Jun 7
Total with taxes and fees
Cabin #2 A Joyful Place 5 Star Adult Resort minutes from scalloping & fishing
Towels, toilet paper

Private Entry Cozy Suite w/ Ensuite Bath • Quiet • Parking • Long Stay Ready

Private Entry Cozy Suite w/ Ensuite Bath • Quiet • Parking • Long Stay Ready
Spring Hill
10.0 out of 10, Exceptional, (1 review)
"First and foremost hosts were extremely hospitable, kept to themselves didn't even know they were there unless we needed something, they would appear and offer anything we needed at the right time. Room was neat and tidy very clean very cozy warm colors brand new bedding, amenities were perfect, nice and cool, great Ac and fan, TV has every channel you could think of, the bathroom was just right, roomy full bath with private entry which made it perfect for us.We highly recommend this spot if...
United States
KEITH G.
$84 nightly
The price is $91
Jun 6 - Jun 7
Total with taxes and fees
Private Entry Cozy Suite w/ Ensuite Bath • Quiet • Parking • Long Stay Ready
Cabin, 1 Bedroom, Smoking, Garden View | Bathroom

Pleasant Days Lodging Southwest Cottage

Pleasant Days Lodging Southwest Cottage
2.0 star property
Homosassa
8.8 out of 10, Excellent, (10 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
Jun 17 - Jun 18
Total with taxes and fees
Pleasant Days Lodging Southwest Cottage
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, (25 reviews)
"The host was wonderful and house clean and welcoming "
United States
Kelly F.
$318 nightly
The price is $351
Jun 28 - Jun 29
Total with taxes and fees
Entire home with Screened- In Pool , Fully Fenced.
Shower, hair dryer, towels

Pleasant Days Lodging Southwest Cottage

Pleasant Days Lodging Southwest Cottage
Homosassa
9.4 out of 10, Exceptional, (23 reviews)
"Very clean, nice property, friendly owner. Definitely would stay again."
United States
Sean S.
$116 nightly
The price is $122
Jun 17 - Jun 18
Total with taxes and fees
Pleasant Days Lodging Southwest Cottage
Interior

A/C, Firepit, Grill, Pet Friendly

A/C, Firepit, Grill, Pet Friendly
Homosassa
9.4 out of 10, Exceptional, (36 reviews)
"Quiet private location"
United States
Andrew C.
$168 nightly
The price is $184
Jun 7 - Jun 8
Total with taxes and fees
A/C, Firepit, Grill, Pet Friendly
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)
"Absolutely amazing, definitely coming back."
United States
Thomas H.
$227 nightly
The price is $249
Jun 6 - Jun 7
Total with taxes and fees
Waterfall Suite at Zen at the Palms with a Private Hot Tub by the Waterfall!
Beach towels

Weeki Wachee Pod

Weeki Wachee Pod
Spring Hill
10.0 out of 10, Exceptional, (25 reviews)
"Great place"
United States
John
$208 nightly
The price is $229
Jun 18 - Jun 19
Total with taxes and fees
Weeki Wachee Pod
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, (136 reviews)
"Very convenient stay for the snorkeling with the manatees. House was as described and very spacious. Had some minor issues with host that resulted in a confrontational phone call, however this resolved. "
United States
Ashley T.
$358 nightly
The price is $394
Jun 8 - Jun 9
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, (59 reviews)
"The people were great and the place was quiet. The place was very clean and comfortable. Would recommend the place."
United States
Gloria S.
$107 nightly
The price is $117
Jun 6 - Jun 7
Total with taxes and fees
Modern studio apartment with covered outside seating area
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, (7 reviews)
"An Excellant stay... 6 stars....many thanks for such a wonderful home...."
United States
Vicki Y.
$226 nightly
The price is $249
Jun 6 - Jun 7
Total with taxes and fees
Garden Cottage Within Walking Distance to Downtown Brooksville
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, (39 reviews)
"Great place, very clean"
United States
Sean
$104 nightly
The price is $113
Jun 6 - Jun 7
Total with taxes and fees
NEW - Hippie Hut Minutes from the Boat Ramp
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.
$156 nightly
The price is $172
Jun 28 - Jun 29
Total with taxes and fees
South Brooksville, New Cozy Cottage, Convenient. 30 minutes from Tampa
Shower, towels, soap, shampoo

Relaxing Studio Just Minutes from Weeki Wachee Springs

Relaxing Studio Just Minutes from Weeki Wachee Springs
Spring Hill
10.0 out of 10, Exceptional, (4 reviews)
"Super cute and close to everything!"
United States
Laura
$123 nightly
The price is $134
Jun 7 - Jun 8
Total with taxes and fees
Relaxing Studio Just Minutes from Weeki Wachee Springs
Property grounds

Cozy River Cabin | Escape to Seven Sisters Springs

Cozy River Cabin | Escape to Seven Sisters Springs
Homosassa
9.4 out of 10, Exceptional, (13 reviews)
"Wonderful location!"
United States
Robin J.
$195 nightly
The price is $214
Jun 6 - Jun 7
Total with taxes and fees
Cozy River Cabin | Escape to Seven Sisters Springs
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, (61 reviews)
"Everything was as advertised and maybe even better! Great location, kitchen had everything we needed, very quiet neighborhood."
United States
Beverly L.
$335 nightly
The price is $367
Jun 8 - Jun 9
Total with taxes and fees
Charming Waterfront Canal Home in beautiful Old Homosassa! 5 Kayaks, Dock, Bikes
Fridge, microwave, oven, stovetop

Warm and cozy home in quiet neighborhood!! LLC

Warm and cozy home in quiet neighborhood!! LLC
Spring Hill
9.6 out of 10, Exceptional, (30 reviews)
"Nice home and convenient location"
United States
Anonymous traveler
Warm and cozy home in quiet neighborhood!! LLC
Terrace/patio

Backyard Oasis with Pool • 10 min to Weeki Wachee

Backyard Oasis with Pool • 10 min to Weeki Wachee
Spring Hill
9.0 out of 10, Wonderful, (4 reviews)
"Just what we needed for attending a wedding in the area conveniently located to so much"
United States
Corina
$290 nightly
The price is $319
Jun 6 - Jun 7
Total with taxes and fees
Backyard Oasis with Pool • 10 min to Weeki Wachee
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, (15 reviews)
"Absolutely wonderful place!! Beautiful grounds and house. Would stay there again!!"
United States
Marc J.
$513 nightly
The price is $563
Jun 8 - Jun 9
Total with taxes and fees
*Booking Summer* Nature Cabin & Bunkroom-HOT TUB, Grill, Fire Pit
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pine Island Hotel Reviews

Holiday Inn Express Hotel & Suites Port Richey by IHG

Holiday Inn Express Hotel & Suites Port Richey by IHG

8/10 Good
"Short day, but everything was clean. Breakfast was hot."
Richard 1-night trip
Posted 20 hours ago
Holiday Inn Express Hotel & Suites Port Richey by IHG

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.

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 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.