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

Pine Island Holiday Rentals

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Our top choices for Pine Island holiday rentals

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, (139 reviews)
"Great, peaceful stay!! You could not ask for a better location!! "
United States
Allison Y.
The price is NZ$870
includes taxes & fees
20 July - 21 July
WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA

Affordable Old Homosassa! Close to the action and the boat ramp!

Affordable Old Homosassa! Close to the action and the boat ramp!
Homosassa
9.0 out of 10, Wonderful, (20 reviews)
"Very nice, convenient to everything, would absolutely stay here again"
United States
darren b.
The price is NZ$393
includes taxes & fees
2 July - 3 July
Affordable Old Homosassa! Close to the action and the boat ramp!

Cozy RV Retreat with Private Hot Tub and Fenced Yard

Cozy RV Retreat with Private Hot Tub and Fenced Yard
Spring Hill
10.0 out of 10, Exceptional, (1 review)
"Property very private and I recommend the stay there very highly."
United States
Raul Rivera
The price is NZ$353
includes taxes & fees
7 July - 8 July
Cozy RV Retreat with Private Hot Tub and Fenced Yard

Cabin in the Olive Orchard

Cabin in the Olive Orchard
Brooksville
10.0 out of 10, Exceptional, (11 reviews)
"Great gateaway! Beautiful place and love that we could sleep in a comfortable bed while looking at the stars! "
United States
Delphine R.
The price is NZ$251
includes taxes & fees
6 July - 7 July
Cabin in the Olive Orchard

Modern studio apartment with covered outside seating area

Modern studio apartment with covered outside seating area
Spring Hill
9.6 out of 10, Exceptional, (64 reviews)
"Great stay! Super clean and cozy. "
United States
Michelle C.
The price is NZ$206
includes taxes & fees
12 July - 13 July
Modern studio apartment with covered outside seating area

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
The price is NZ$204
includes taxes & fees
2 July - 3 July
Pleasant Days Lodging Southwest Cottage

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, (22 reviews)
"Cabin was super cozy, and it’s a beautiful spot. "
United States
Dallas R.
The price is NZ$356
includes taxes & fees
7 July - 8 July
Cabin #2 A Joyful Place 5 Star Adult Resort minutes from scalloping & fishing

Garden Cottage Within Walking Distance to Downtown Brooksville

Garden Cottage Within Walking Distance to Downtown Brooksville
Brooksville
10.0 out of 10, Exceptional, (8 reviews)
"So enjoyed our stay, lovely cottage had everything we needed. Loved the shower 🚿. Will definitely stay again "
United States
Corinn
The price is NZ$439
includes taxes & fees
2 July - 3 July
Garden Cottage Within Walking Distance to Downtown Brooksville

NEW - Hippie Hut Minutes from the Boat Ramp

NEW - Hippie Hut Minutes from the Boat Ramp
Homosassa
9.0 out of 10, Wonderful, (42 reviews)
"There are no words to describe how beautiful this place is…. I love everything inside and outside and this morning also before leaving a kitten came to say hallo."
United States
Stefania
The price is NZ$199
includes taxes & fees
6 July - 7 July
NEW - Hippie Hut Minutes from the Boat Ramp

Relaxing Studio Just Minutes from Weeki Wachee Springs

Relaxing Studio Just Minutes from Weeki Wachee Springs
Spring Hill
10.0 out of 10, Exceptional, (5 reviews)
"Super cute and close to everything!"
United States
Laura
The price is NZ$273
includes taxes & fees
2 July - 3 July
Relaxing Studio Just Minutes from Weeki Wachee Springs

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
8.0 out of 10, Very good, (2 reviews)
"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.
The price is NZ$161
includes taxes & fees
5 July - 6 July
Private Entry Cozy Suite w/ Ensuite Bath • Quiet • Parking • Long Stay Ready

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, (39 reviews)
"The place was clean and comfortable. It was quiet and the pool was lovely. I highly recommend."
United States
RebeccaL
The price is NZ$330
includes taxes & fees
2 July - 3 July
Cheerful 1 bedroom guest suite with pool and yard

Bear Creek Lodge

Bear Creek Lodge
Bayonet Point
8.6 out of 10, Excellent, (4 reviews)
"This place was beautiful and very clean. Leslie is a very welcoming host, thank you! We really enjoyed our stay and look forward to coming back. The bed was comfortable too."
United States
Charlotte R.
The price is NZ$364
includes taxes & fees
8 July - 9 July
Bear Creek Lodge

Cabin #3 Zen At The Palms Private HOT TUB

Cabin #3 Zen At The Palms Private HOT TUB
Homosassa
9.8 out of 10, Exceptional, (9 reviews)
"Had a great stay. Very relaxing and peaceful. Debra was very good at communicating and handling everything. We will definitely be back. Thank you. "
United States
Heidi K.
The price is NZ$406
includes taxes & fees
7 July - 8 July
Cabin #3 Zen At The Palms Private HOT TUB

Entire home with Screened- In Pool , Fully Fenced.

Entire home with Screened- In Pool , Fully Fenced.
Berkeley Manor
9.8 out of 10, Exceptional, (30 reviews)
"The host was wonderful and house clean and welcoming "
United States
Kelly F.
The price is NZ$598
includes taxes & fees
8 July - 9 July
Entire home with Screened- In Pool , Fully Fenced.

A/C, Firepit, Grill, Pet Friendly

A/C, Firepit, Grill, Pet Friendly
Homosassa
9.4 out of 10, Exceptional, (38 reviews)
"Quiet private location"
United States
Andrew C.
The price is NZ$360
includes taxes & fees
14 July - 15 July
A/C, Firepit, Grill, Pet Friendly

Charming 1-bedroom apartment with WiFi, AC in marvelous Spring Hill

Charming 1-bedroom apartment with WiFi, AC in marvelous Spring Hill
Spring Hill
9.8 out of 10, Exceptional, (14 reviews)
"Very clean, well stocked suite in a quiet residential neighborhood. Jorge thought of everything to make our stay complete! "
United States
William B.
The price is NZ$330
includes taxes & fees
2 July - 3 July
Charming 1-bedroom apartment with WiFi, AC in marvelous Spring Hill

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.
The price is NZ$377
includes taxes & fees
2 July - 3 July
Cozy River Cabin | Escape to Seven Sisters Springs

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.
The price is NZ$216
includes taxes & fees
2 July - 3 July
Pleasant Days Lodging Southwest Cottage

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.
The price is NZ$278
includes taxes & fees
15 July - 16 July
South Brooksville, New Cozy Cottage, Convenient. 30 minutes from Tampa
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

Find out more about Pine Island

Everything you need to know about Pine Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pine Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pine Island holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pine Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pine Island holiday rentals we have selected for you start as low as NZ$360 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pine Island rentals

At Expedia, we put the best Pine Island holiday 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 holiday.

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 holiday rentals in Pine Island?

Yes, there are holiday rentals close to the most popular sights in Pine Island, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pine Island has to offer?

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

How many holiday rentals will I find in Pine Island?

Choose from 10 Expedia holiday rentals in Pine Island for a memorable holiday.

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 wider area.

What’s a holiday rental in Pine Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pine Island. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for family trips.