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

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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 £378
includes taxes & fees
29 Jun - 30 Jun
WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA

Entire home with Screened- In Pool , Fully Fenced.

Entire home with Screened- In Pool , Fully Fenced.
Berkeley Manor
9.8 out of 10, Exceptional, (29 reviews)
"The host was wonderful and house clean and welcoming "
United States
Kelly F.
The price is £258
includes taxes & fees
28 Jun - 29 Jun
Entire home with Screened- In Pool , Fully Fenced.

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 £154
includes taxes & fees
1 Jul - 2 Jul
Cabin #2 A Joyful Place 5 Star Adult Resort minutes from scalloping & fishing

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 £93
includes taxes & fees
27 Jun - 28 Jun
Pleasant Days Lodging Southwest Cottage

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 £88
includes taxes & fees
27 Jun - 28 Jun
Pleasant Days Lodging Southwest Cottage

*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.
The price is £431
includes taxes & fees
28 Jun - 29 Jun
*Booking Summer* Nature Cabin & Bunkroom-HOT TUB, Grill, Fire Pit

#3 Charming 2 Bdrm -1 Bath - Boat Parking Incl. - Convenient Location

#3 Charming 2 Bdrm -1 Bath - Boat Parking Incl. - Convenient Location
Homosassa Springs
10.0 out of 10, Exceptional, (29 reviews)
"It was very comfortable and everything I could think of was provided."
United States
Deb H.
The price is £314
includes taxes & fees
2 Jul - 3 Jul
#3 Charming 2 Bdrm -1 Bath - Boat Parking Incl. - Convenient Location

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.
The price is £299
includes taxes & fees
29 Jun - 30 Jun
Charming Waterfront Canal Home in beautiful Old Homosassa! 5 Kayaks, Dock, Bikes

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, (13 reviews)
"Absolutely amazing, definitely coming back."
United States
Thomas H.
The price is £192
includes taxes & fees
28 Jun - 29 Jun
Waterfall Suite at Zen at the Palms with a Private Hot Tub by the Waterfall!

Sunshine Escape | Luxe Canal Home + Gulf Access

Sunshine Escape | Luxe Canal Home + Gulf Access
Hernando Beach
10.0 out of 10, Exceptional, (53 reviews)
"This was the perfect home and perfect location for a nice, relaxing weekend with my daughter. We had a wonderful time relaxing on the outdoor patio, riding bikes, and kayaking to the Gulf of America to see a sunset - bonus, we also seen dolphins!"
United States
Donita F.
The price is £173
includes taxes & fees
29 Jun - 30 Jun
Sunshine Escape | Luxe Canal Home + Gulf Access

Waterfront Home - GameRoom / Saltwater Pool / Tropical Sunsets / Fish / Swim

Waterfront Home - GameRoom / Saltwater Pool / Tropical Sunsets / Fish / Swim
Hernando Beach
10.0 out of 10, Exceptional, (11 reviews)
"Great location and very clean"
United States
Desiree L.
Waterfront Home - GameRoom / Saltwater Pool / Tropical Sunsets / Fish / Swim

Bigfoot Bungalow -Enjoy being directly on clear waters of the Weeki Wachee River

Bigfoot Bungalow -Enjoy being directly on clear waters of the Weeki Wachee River
Weeki Wachee
10.0 out of 10, Exceptional, (28 reviews)
"Great place! Everything you need in a wonderful location. "
United States
Lynne E.
The price is £608
includes taxes & fees
2 Jul - 3 Jul
Bigfoot Bungalow -Enjoy being directly on clear waters of the Weeki Wachee River

Private Dock: Canal-front Homosassa Home!

Private Dock: Canal-front Homosassa Home!
3.0 star property
Old Homosassa
10.0 out of 10, Exceptional, (1 review)
"I’m disabled and use a walker. The house, porch and outside area was easy for me to get around."
United States
Barry
The price is £307
includes taxes & fees
10 Jul - 11 Jul
Private Dock: Canal-front Homosassa Home!

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 £88
includes taxes & fees
7 Jul - 8 Jul
NEW - Hippie Hut Minutes from the Boat Ramp

Tiki Tropical Retreat - directly on the clear Weeki Wachee River (not a canal)

Tiki Tropical Retreat - directly on the clear Weeki Wachee River (not a canal)
Spring Hill
9.8 out of 10, Exceptional, (45 reviews)
"The location was great for river activities and closeness to golf and restaurants. The home had everything we needed and more. Would definitely stay again. Stayed 28days min March."
United States
Darlene R.
The price is £339
includes taxes & fees
29 Jun - 30 Jun
Tiki Tropical Retreat - directly on the clear Weeki Wachee River (not a canal)

Homosassa River Waterfront, Dock, Kayaks, Golf Cart & EV Charger!

Homosassa River Waterfront, Dock, Kayaks, Golf Cart & EV Charger!
homossassa
10.0 out of 10, Exceptional, (61 reviews)
"Very nice and easy to navigate will definitely be coming back in the future. "
United States
Bassin 1.
The price is £509
includes taxes & fees
28 Jun - 29 Jun
Homosassa River Waterfront, Dock, Kayaks, Golf Cart & EV Charger!

Hidden Spring Run • Elevated Views • 2 Kings • 75" Smart TV • Game Rm

Hidden Spring Run • Elevated Views • 2 Kings • 75" Smart TV • Game Rm
Spring Hill
9.8 out of 10, Exceptional, (30 reviews)
"House was clean, fully equipped, and in a great location. We enjoyed our stay and would rent again!"
United States
Karey
Hidden Spring Run • Elevated Views • 2 Kings • 75" Smart TV • Game Rm

The Pink Palm - Waterfront - Boat & RV’s Welcome!

The Pink Palm - Waterfront - Boat & RV’s Welcome!
Crystal River
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful property in a outdoor playground. "
United States
Paul
The price is £381
includes taxes & fees
27 Jun - 28 Jun
The Pink Palm - Waterfront - Boat & RV’s Welcome!

3-bedroom Private Forest Retreat Home with Wifi and Full Kitchen

3-bedroom Private Forest Retreat Home with Wifi and Full Kitchen
Spring Hill
10.0 out of 10, Exceptional, (11 reviews)
"This is one of the cleanest and most well appointed VRBO‘s. I’ve ever stayed in and I’ve been using Vrbo for about 20 years now! Really nice quiet neighborhood and very easy to walk our dog as well. Thanks for having a great accommodation for us."
United States
Rachel R.
The price is £168
includes taxes & fees
28 Jun - 29 Jun
3-bedroom Private Forest Retreat Home with Wifi and Full Kitchen

Private Dock: Canal-Front Homosassa Home!

Private Dock: Canal-Front Homosassa Home!
Old Homosassa
9.6 out of 10, Exceptional, (33 reviews)
"The hostess was very nice and polite and provided any services needed. There were a few things that could use improvement and fixed but it did not affect our stay. "
United States
Kimberly A.
The price is £304
includes taxes & fees
10 Jul - 11 Jul
Private Dock: Canal-Front Homosassa Home!
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, apart-hotels, 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 £158 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.