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, (137 reviews)
"Great, peaceful stay!! You could not ask for a better location!! "
United States
Allison Y.
The price is NZ$820
includes taxes & fees
12 Mar - 13 Mar
WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA

Cabin in the Olive Orchard

Cabin in the Olive Orchard
Brooksville
9.8 out of 10, Exceptional, (10 reviews)
"The hosts were wonderful and the property was exactly what I needed. Great place for R&R. First visit but definitely not my last! Highly recommended!!"
United States
Dana A.
The price is NZ$238
includes taxes & fees
1 Apr - 2 Apr
Cabin in the Olive Orchard

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, (19 reviews)
"Very nice, convenient to everything, would absolutely stay here again"
United States
darren b.
The price is NZ$375
includes taxes & fees
6 Mar - 7 Mar
Affordable Old Homosassa! Close to the action and the boat ramp!

Comfy Half Acre Hideaway

Comfy Half Acre Hideaway
Spring Hill
10.0 out of 10, Exceptional, (3 reviews)
"Clean very much pet friendly comfortable and relaxing house loved the shower"
United States
Ann D.
The price is NZ$525
includes taxes & fees
4 Mar - 5 Mar
Comfy Half Acre Hideaway

Pleasant Days Lodging Southwest Cottage

Pleasant Days Lodging Southwest Cottage
2.0 star property
Homosassa
8.4 out of 10, Very good, (7 reviews)
"We had a good experience and would book it again if we’re in the area. "
United States
Dale
The price is NZ$193
includes taxes & fees
4 Mar - 5 Mar
Pleasant Days Lodging Southwest Cottage

Modern studio apartment with covered outside seating area

Modern studio apartment with covered outside seating area
Spring Hill
9.4 out of 10, Exceptional, (52 reviews)
"It was nice and clean. We had a great time "
United States
Marilyn P.
The price is NZ$195
includes taxes & fees
2 Mar - 3 Mar
Modern studio apartment with covered outside seating area

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)
"So enjoyed our stay, lovely cottage had everything we needed. Loved the shower 🚿. Will definitely stay again "
United States
Corinn
The price is NZ$417
includes taxes & fees
2 Mar - 3 Mar
Garden Cottage Within Walking Distance to Downtown Brooksville

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.
The price is NZ$204
includes taxes & fees
4 Mar - 5 Mar
Pleasant Days Lodging Southwest Cottage

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
The price is NZ$471
includes taxes & fees
2 Mar - 3 Mar
Waterfall Suite at Zen at the Palms with a Private Hot Tub by the Waterfall!

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.
The price is NZ$355
includes taxes & fees
4 Mar - 5 Mar
A/C, Firepit, Grill, Pet Friendly

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, (34 reviews)
"This was exactly what we wanted. Peaceful, quaint, and perfect location for our needs."
United States
Melissa B.
The price is NZ$314
includes taxes & fees
2 Mar - 3 Mar
Cheerful 1 bedroom guest suite with pool and yard

NEW - Hippie Hut Minutes from the Boat Ramp

NEW - Hippie Hut Minutes from the Boat Ramp
Homosassa
9.2 out of 10, Wonderful, (36 reviews)
"Great place, very clean"
United States
Sean
The price is NZ$188
includes taxes & fees
11 Mar - 12 Mar
NEW - Hippie Hut Minutes from the Boat Ramp

Waterfront River Cabin | At Seven Sisters Springs

Waterfront River Cabin | At Seven Sisters Springs
Homosassa
9.0 out of 10, Wonderful, (2 reviews)
"Excellent location! Staff members were incredibly kind and responsive when we needed anything. "
United States
Nancy
The price is NZ$326
includes taxes & fees
2 Mar - 3 Mar
Waterfront River Cabin | At Seven Sisters Springs

Warm and cozy home in quiet neighborhood!! LLC

Warm and cozy home in quiet neighborhood!! LLC
Spring Hill
9.6 out of 10, Exceptional, (28 reviews)
"2nd time staying here. Carmela the host is great.Clean and quiet. "
United States
Dustin P.
The price is NZ$596
includes taxes & fees
20 Mar - 21 Mar
Warm and cozy home in quiet neighborhood!! LLC

Cozy little apartment in Sprin Hill!

Cozy little apartment in Sprin Hill!
Spring Hill
9.6 out of 10, Exceptional, (23 reviews)
"We were very happy with our stay. Very clean and comfortable apartment."
United States
beth h.
The price is NZ$294
includes taxes & fees
7 Mar - 8 Mar
Cozy little apartment in Sprin Hill!

Welcome to our unique place where you can enjoy a quiet and pleasant atmosphere

Welcome to our unique place where you can enjoy a quiet and pleasant atmosphere
Spring Hill
9.8 out of 10, Exceptional, (6 reviews)
"Very clean and comfortable. Would stay there again. "
United States
Heidi S.
The price is NZ$247
includes taxes & fees
7 Mar - 8 Mar
Welcome to our unique place where you can enjoy a quiet and pleasant atmosphere

Charming Home with Pool

Charming Home with Pool
Spring Hill
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and quiet."
United States
Chris C.
The price is NZ$453
includes taxes & fees
8 Mar - 9 Mar
Charming Home with Pool

Cozy River Cabin | Escape to Seven Sisters Springs

Cozy River Cabin | Escape to Seven Sisters Springs
Homosassa
9.4 out of 10, Exceptional, (9 reviews)
"Great place, great staff highly recommend "
United States
Ashley
The price is NZ$326
includes taxes & fees
2 Mar - 3 Mar
Cozy River Cabin | Escape to Seven Sisters Springs

Charming 2-bedroom house in peaceful Old Homosassa

Charming 2-bedroom house in peaceful Old Homosassa
Homosassa
10.0 out of 10, Exceptional, (10 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
The price is NZ$323
includes taxes & fees
6 Mar - 7 Mar
Charming 2-bedroom house in peaceful Old Homosassa

Cozy Cottage | Fenced Yard & Fire Pit

Cozy Cottage | Fenced Yard & Fire Pit
Homosassa
10.0 out of 10, Exceptional, (1 review)
The price is NZ$404
includes taxes & fees
2 Mar - 3 Mar
Cozy Cottage | Fenced Yard & 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.

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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$195 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?

DIRECT WEEKI WACHEE RIVERFRONT!! KEY WEST PARADISE!: This holiday home rental outside of Pine Island is located on a river, and has a balcony, a garden and a BBQ 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. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

How many holiday rentals will I find in Pine Island?

Choose from 8 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.