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

Pine Island Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Pine Island vacation 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 CA $301
CA $707 total
includes taxes & fees
Jul 20 - Jul 21
WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA

NEW - Hippie Hut Minutes from the Boat Ramp

NEW - Hippie Hut Minutes from the Boat Ramp
Homosassa
9.0 out of 10, Wonderful, (43 reviews)
"Cute little place with the private yard being the highlight. We loved the Hippie Hut! It was a great value and very peaceful and quiet."
United States
Victoria W.
The price is CA $83
CA $160 total
includes taxes & fees
Jul 16 - Jul 17
NEW - Hippie Hut Minutes from the Boat Ramp

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
6.0 out of 10, (3 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 CA $77
CA $129 total
includes taxes & fees
Jul 13 - Jul 14
Private Entry Cozy Suite w/ Ensuite Bath • Quiet • Parking • Long Stay Ready

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 CA $132
CA $164 total
includes taxes & fees
Jul 23 - Jul 24
Pleasant Days Lodging Southwest Cottage

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 CA $66
CA $165 total
includes taxes & fees
Jul 13 - Jul 14
Modern studio apartment with covered outside seating area

Warm and cozy home in quiet neighborhood!! LLC

Warm and cozy home in quiet neighborhood!! LLC
Spring Hill
9.6 out of 10, Exceptional, (31 reviews)
"Nice home and convenient location"
United States
Anonymous traveller
The price is CA $84
CA $426 total
includes taxes & fees
Jul 13 - Jul 14
Warm and cozy home in quiet neighborhood!! LLC

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 CA $111
CA $290 total
includes taxes & fees
Jul 13 - Jul 14
Cabin #2 A Joyful Place 5 Star Adult Resort minutes from scalloping & fishing

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 CA $128
CA $328 total
includes taxes & fees
Jul 13 - Jul 14
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, (31 reviews)
"The host was wonderful and house clean and welcoming "
United States
Kelly F.
The price is CA $234
CA $515 total
includes taxes & fees
Jul 23 - Jul 24
Entire home with Screened- In Pool , Fully Fenced.

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 CA $106
CA $267 total
includes taxes & fees
Jul 13 - Jul 14
Cheerful 1 bedroom guest suite with pool and yard

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 CA $102
CA $277 total
includes taxes & fees
Jul 20 - Jul 21
Cozy RV Retreat with Private Hot Tub and Fenced Yard

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 CA $116
CA $278 total
includes taxes & fees
Jul 13 - Jul 14
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 CA $99
CA $267 total
includes taxes & fees
Jul 13 - Jul 14
Charming 1-bedroom apartment with WiFi, AC in marvelous Spring Hill

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 CA $135
CA $317 total
includes taxes & fees
Jul 21 - Jul 22
Affordable Old Homosassa! Close to the action and the boat ramp!

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 CA $113
CA $294 total
includes taxes & fees
Jul 16 - Jul 17
Bear Creek Lodge

Waterfront River Cabin | At Seven Sisters Springs

Waterfront River Cabin | At Seven Sisters Springs
Homosassa
9.2 out of 10, Wonderful, (7 reviews)
"Excellent location! Staff members were incredibly kind and responsive when we needed anything. "
United States
Nancy
The price is CA $146
CA $315 total
includes taxes & fees
Jul 12 - Jul 13
Waterfront River Cabin | At Seven Sisters Springs

Cozy & Stylish Studio Getaway

Cozy & Stylish Studio Getaway
Jasmine Estates
9.2 out of 10, Wonderful, (7 reviews)
"Had a great stay. Arian was very friendly and accommodating to a special request. Place was quiet and clean. Would stay again. "
United States
Jacqueline B.
The price is CA $85
CA $164 total
includes taxes & fees
Jul 15 - Jul 16
Cozy & Stylish Studio Getaway

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 CA $146
CA $173 total
includes taxes & fees
Jul 23 - Jul 24
Pleasant Days Lodging Southwest Cottage

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 CA $142
CA $353 total
includes taxes & fees
Jul 10 - Jul 11
Garden Cottage Within Walking Distance to Downtown Brooksville

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 CA $139
CA $305 total
includes taxes & fees
Jul 12 - Jul 13
Cozy River Cabin | Escape to Seven Sisters 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Pine Island Hotel Reviews

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pine Island vacation rentals we have selected for you start as low as CA $278 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 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?

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

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.