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

Pine Island Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Pine Island vacation rentals

Exterior

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 ￥34,295
￥80,344 total
includes taxes & fees
Jul 9 - Jul 10
WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA
Outdoor pool

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 ￥24,024
￥54,998 total
includes taxes & fees
Jun 28 - Jun 29
Entire home with Screened- In Pool , Fully Fenced.
1 bedroom, free WiFi, bed sheets

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 ￥12,375
￥32,559 total
includes taxes & fees
Jul 1 - Jul 2
Cabin #2 A Joyful Place 5 Star Adult Resort minutes from scalloping & fishing
Property grounds

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 ￥16,721
￥19,814 total
includes taxes & fees
Jun 30 - Jul 1
Pleasant Days Lodging Southwest Cottage
Cabin, 1 Bedroom, Smoking, Garden View | Property entrance

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 ￥15,030
￥18,770 total
includes taxes & fees
Jul 2 - Jul 3
Pleasant Days Lodging Southwest Cottage
Smart TV, fireplace

*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 ￥38,048
￥93,312 total
includes taxes & fees
Jun 28 - Jun 29
*Booking Summer* Nature Cabin & Bunkroom-HOT TUB, Grill, Fire Pit
Terrace/patio

#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 ￥40,604
￥66,877 total
includes taxes & fees
Jul 2 - Jul 3
#3 Charming 2 Bdrm -1 Bath - Boat Parking Incl. - Convenient Location
Smart TV, DVD player, books, video library

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 ￥29,119
￥64,903 total
includes taxes & fees
Jul 1 - Jul 2
Charming Waterfront Canal Home in beautiful Old Homosassa! 5 Kayaks, Dock, Bikes
1 bedroom, free WiFi, bed sheets

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 ￥18,765
￥40,298 total
includes taxes & fees
Jun 28 - Jun 29
Waterfall Suite at Zen at the Palms with a Private Hot Tub by the Waterfall!
Full-size fridge, microwave, oven, stovetop

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 ￥31,224
￥39,027 total
includes taxes & fees
Jun 29 - Jun 30
Sunshine Escape | Luxe Canal Home + Gulf Access
Property grounds

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.
The price is ￥52,579
￥105,772 total
includes taxes & fees
Jul 6 - Jul 7
Waterfront Home - GameRoom / Saltwater Pool / Tropical Sunsets / Fish / Swim
Outdoor dining

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 ￥66,700
￥127,576 total
includes taxes & fees
Jul 2 - Jul 3
Bigfoot Bungalow -Enjoy being directly on clear waters of the Weeki Wachee River
House (2 Bedrooms) | Front of property

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)
The price is ￥29,282
￥65,454 total
includes taxes & fees
Jul 10 - Jul 11
Private Dock: Canal-front Homosassa Home!
1 bedroom, WiFi, bed sheets

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 ￥9,464
￥18,231 total
includes taxes & fees
Jul 7 - Jul 8
NEW - Hippie Hut Minutes from the Boat Ramp
Marina

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 house was perfect. Clean and neat. Our host replied immediately to any concerns we had. "
United States
Patricia R.
The price is ￥35,391
￥69,614 total
includes taxes & fees
Jul 8 - Jul 9
Tiki Tropical Retreat - directly on the clear Weeki Wachee River (not a canal)
Exterior

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 ￥40,769
￥108,476 total
includes taxes & fees
Jun 28 - Jun 29
Homosassa River Waterfront, Dock, Kayaks, Golf Cart & EV Charger!
Property grounds

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
Smart TV, offices

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 ￥33,488
￥80,529 total
includes taxes & fees
Jun 27 - Jun 28
The Pink Palm - Waterfront - Boat & RV’s Welcome!
Fridge, microwave, oven, stovetop

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 ￥25,359
￥35,605 total
includes taxes & fees
Jun 28 - Jun 29
3-bedroom Private Forest Retreat Home with Wifi and Full Kitchen
Property grounds

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 ￥22,164
￥65,718 total
includes taxes & fees
Jul 10 - Jul 11
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

Hampton Inn & Suites Port Richey

Hampton Inn & Suites Port Richey

10/10 Excellent
"Clean room and facilities were updated. Breakfast was delicious and well stocked. Staff were very attentive and friendly."
Rebecca 5-night trip
Posted 14 hours ago
Hampton Inn & Suites Port Richey

Find out more about Pine Island

Search for holiday rentals in Pine Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Pine Island using one of the methods below:

  • View our selection of featured holiday rentals in Pine Island
  • Use the map to find apartments and other holiday homes in the Pine Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pine Island while they last

Look no further and take a look at our great range of rental properties in Pine Island!

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.