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, (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.
The price is AU$686
includes taxes & fees
25 May - 26 May
WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA

Beach front!!! Step off the last stair and into the Gulf!!!

Beach front!!! Step off the last stair and into the Gulf!!!
Spring Hill
The price is AU$883
includes taxes & fees
27 May - 28 May
Beach front!!! Step off the last stair and into the Gulf!!!

Sweet retreat in the springs home near 19 on quiet, secluded half acre

Sweet retreat in the springs home near 19 on quiet, secluded half acre
Homosassa
9.8 out of 10, Exceptional, (16 reviews)
"Host was super sweet, beds were very comfy, and we had everything we needed! Would definitely stay again."
United States
Anonymous traveller
The price is AU$378
includes taxes & fees
25 May - 26 May
Sweet retreat in the springs home near 19 on quiet, secluded half acre

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 AU$287
includes taxes & fees
8 June - 9 June
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 AU$203
includes taxes & fees
25 May - 26 May
Cabin in the Olive Orchard

Modern studio apartment with covered outside seating area

Modern studio apartment with covered outside seating area
Spring Hill
9.4 out of 10, Exceptional, (58 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.
The price is AU$167
includes taxes & fees
25 May - 26 May
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 AU$163
includes taxes & fees
25 May - 26 May
Pleasant Days Lodging Southwest Cottage

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
The price is AU$161
includes taxes & fees
25 May - 26 May
NEW - Hippie Hut Minutes from the Boat Ramp

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.
The price is AU$261
includes taxes & fees
26 May - 27 May
A/C, Firepit, Grill, Pet Friendly

Pleasant Days Lodging Southwest Cottage

Pleasant Days Lodging Southwest Cottage
Homosassa
9.4 out of 10, Exceptional, (23 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.
The price is AU$172
includes taxes & fees
26 May - 27 May
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
9.6 out of 10, Exceptional, (20 reviews)
"Cabin was super cozy, and it’s a beautiful spot. "
United States
Dallas R.
The price is AU$317
includes taxes & fees
25 May - 26 May
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, (7 reviews)
"So enjoyed our stay, lovely cottage had everything we needed. Loved the shower 🚿. Will definitely stay again "
United States
Corinn
The price is AU$355
includes taxes & fees
25 May - 26 May
Garden Cottage Within Walking Distance to Downtown Brooksville

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
The price is AU$117
includes taxes & fees
23 June - 24 June
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, (38 reviews)
"The place was clean and comfortable. It was quiet and the pool was lovely. I highly recommend."
United States
RebeccaL
The price is AU$267
includes taxes & fees
27 May - 28 May
Cheerful 1 bedroom guest suite with pool and yard

Entire home with Screened- In Pool , Fully Fenced.

Entire home with Screened- In Pool , Fully Fenced.
Berkeley Manor
9.8 out of 10, Exceptional, (24 reviews)
"The host was wonderful and house clean and welcoming "
United States
Kelly F.
The price is AU$483
includes taxes & fees
29 May - 30 May
Entire home with Screened- In Pool , Fully Fenced.

Cabin #3 Zen At The Palms Private HOT TUB

Cabin #3 Zen At The Palms Private HOT TUB
Homosassa
10.0 out of 10, Exceptional, (8 reviews)
"Great communication, well located, and quiet. "
United States
Kaila S.
The price is AU$366
includes taxes & fees
25 May - 26 May
Cabin #3 Zen At The Palms Private HOT TUB

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
The price is AU$191
includes taxes & fees
4 June - 5 June
Relaxing Studio Just Minutes from Weeki Wachee Springs

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, (135 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.
The price is AU$512
includes taxes & fees
31 May - 1 June
3 Bed ~ 2 Bath~ Pool ~ Wifi ~ Pets Welcome ~Optional Heated Pool ~SS Barbecue

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 AU$236
includes taxes & fees
17 June - 18 June
South Brooksville, New Cozy Cottage, Convenient. 30 minutes from Tampa

Small but Cozy Private Stay/Weeki Wachee Springs

Small but Cozy Private Stay/Weeki Wachee Springs
Spring Hill
10.0 out of 10, Exceptional, (1 review)
"Great spot in an area that does not have alot of hotel options. Which was great as this little studio style space was far better than a hotel. Cutie little private patio to sit and have a glass of wine at the end of the day, as the patio faces east it is shaded from the hot FL sunshine in the evening. Well equipt little kitchenette with hot plate and all the necessities we needed to make and eat meals on site. "
United States
Jason
Small but Cozy Private Stay/Weeki Wachee Springs
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 favourite 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 depend 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 AU$161 per night. Entering your travel dates in the search wizard might find you 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?

Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping: This holiday home rental outside of Pine Island is located on a river, and has a patio, a BBQ 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 that you can cook with friends or family.

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.