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Check prices for these dates

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Aug 22 - Aug 24
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Sep 12 - Sep 14
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Oct 10 - Oct 12

Browse Select Pine Island Cottages

1-bedroom cottage just 3 minutes drive to Homosassa Springs Wildlife State Park
Marina

1-bedroom cottage just 3 minutes drive to Homosassa Springs Wildlife State Park

10.0 out of 10, Exceptional, (114)
"We traveled to Homosassa so I could check off my #1 bucket list item-swimming with the manatees. This nice little cottage was in the perfect location for all we wanted to do. Relaxing mornings sitting by the water and evenings ending the same way. Close to excellent dining options, beautiful drives, and a nice quiet neighborhood. The homeowner was very responsive when we had any questions. Highly recommended this property if you are looking for a quiet, relaxing place to stay."
1-bedroom cottage just 3 minutes drive to Homosassa Springs Wildlife State Park
Tranquil Waterfront Cottage. 1 Bedroom, 1 Bathroom. Sleeps 2
Property grounds

Tranquil Waterfront Cottage. 1 Bedroom, 1 Bathroom. Sleeps 2

10.0 out of 10, Exceptional, (314)
"We were fortunate that the weather held out for us and we spent most of our time on the water. Looking forward to staying again "
Tranquil Waterfront Cottage. 1 Bedroom, 1 Bathroom. Sleeps 2
One bedroom cottage on the Homosassa River!
Marina

One bedroom cottage on the Homosassa River!

10.0 out of 10, Exceptional, (3)
"Very convenient, boat ramp is nice "
One bedroom cottage on the Homosassa River!
Weeki fun house
Outdoor dining

Weeki fun house

9.2 out of 10, Wonderful, (55)
"We had a blast. Great little spot. "
Weeki fun house
Escape to your cozy waterfront 2-bedroom cottage, kayaks & canoes included!
Property grounds

Escape to your cozy waterfront 2-bedroom cottage, kayaks & canoes included!

10.0 out of 10, Exceptional, (52)
"Great place for a relaxing getaway!"
Escape to your cozy waterfront 2-bedroom cottage, kayaks & canoes included!
Pleasant Days Lodging Southwest Cottage
Cabin, 1 Bedroom, Smoking, Garden View | Exterior

Pleasant Days Lodging Southwest Cottage

2.0 star property
9.0 out of 10, Wonderful, (4)
"It’s an experience we’ll never forget. The torrential rain made the conditions less desirable than they would be, but the friendly owner did everything possible to make the best of it. The cabin was compact, well appointed and attractively decorated. The two horses in the nearby stable were a welcome added attraction."
The price is CA $128
CA $142 total
includes taxes & fees
Aug 13 - Aug 14
Pleasant Days Lodging Southwest Cottage
Just a couple minute paddle to hospital hole in Weeki Wachee. Pet friendly.
Property grounds

Just a couple minute paddle to hospital hole in Weeki Wachee. Pet friendly.

2.0 star property
10.0 out of 10, Exceptional, (3)
"Thanks so much for awesome stay!"
The price is CA $247
CA $556 total
includes taxes & fees
Aug 23 - Aug 24
Just a couple minute paddle to hospital hole in Weeki Wachee. Pet friendly.
Green House Under the Oaks Near Weeki Wachee Springs & Cabot Farms Golf Course
Terrace/patio

Green House Under the Oaks Near Weeki Wachee Springs & Cabot Farms Golf Course

2.0 star property
10.0 out of 10, Exceptional, (11)
"It was just a quick stay but the cottage was adorable and perfect for what we needed. "
The price is CA $167
CA $423 total
includes taxes & fees
Aug 13 - Aug 14
Green House Under the Oaks Near Weeki Wachee Springs & Cabot Farms Golf Course
2-bedroom sleeps 4, waterfront cottage and mooring near Homosassa Springs
Property grounds

2-bedroom sleeps 4, waterfront cottage and mooring near Homosassa Springs

9.4 out of 10, Exceptional, (3)
"Very clean & well stocked waterfront home, complete with manatees! Location was great for us to take a scalloping charter out of Homosassa, enjoyed dinner in Crystal River & tubing in Rainbow Springs. Would definitely recommend & would stay here again if we come back to the west coast of FL!"
2-bedroom sleeps 4, waterfront cottage and mooring near Homosassa Springs
Salty Kayaker's Red Fish Cove Cottage
Property grounds

Salty Kayaker's Red Fish Cove Cottage

10.0 out of 10, Exceptional, (1)
"We absolutely loved out stay at this property! Just perfect for us and very convenient. Accommodations were great and zero issues! We would definitely stay at this location again in a heartbeat!"
Salty Kayaker's Red Fish Cove Cottage
Charming 1-bedroom cottage in delightful Brooksville with AC, WiFi
Fridge, microwave, oven, stovetop

Charming 1-bedroom cottage in delightful Brooksville with AC, WiFi

10.0 out of 10, Exceptional, (1)
"This property is close to all eminitites. Quite secluded and the host respected total privacy. Would definitely book in the future if any business needs conducted in the area. "
Charming 1-bedroom cottage in delightful Brooksville with AC, WiFi
Heated Pool & 4-in-1 Grill: Spring Hill Haven!
House (2 Bedrooms) | Interior

Heated Pool & 4-in-1 Grill: Spring Hill Haven!

3.0 star property
10.0 out of 10, Exceptional, (3)
"Place was amazing! Super clean, pool was perfect temperature! My daughter and granddaughters were visiting from New York and they really enjoyed their time there! "
Heated Pool & 4-in-1 Grill: Spring Hill Haven!
South Brooksville, New Cozy Cottage, Convenient. 30 minutes from Tampa
Microwave

South Brooksville, New Cozy Cottage, Convenient. 30 minutes from Tampa

The price is CA $97
CA $197 total
includes taxes & fees
Aug 19 - Aug 20
South Brooksville, New Cozy Cottage, Convenient. 30 minutes from Tampa
Screened Lanai /Clear Kayak / Waterfront / Fire Pit
Beach

Screened Lanai /Clear Kayak / Waterfront / Fire Pit

10.0 out of 10, Exceptional, (37)
"Matches description, great area, very cozy and well equipped. Decoration is amazing. Location is very convenient: short drive to stores, quiet place, good privacy compared to other houses in the area. I "
Screened Lanai /Clear Kayak / Waterfront / Fire Pit
Secluded Retreat – Walk to Boat Launch!
Exterior

Secluded Retreat – Walk to Boat Launch!

10.0 out of 10, Exceptional, (2)
"We had a great stay, excellent location. The house was adorable and perfect for our little get away."
Secluded Retreat – Walk to Boat Launch!
Riverfront Cottage in Homosassa: 'Chateau Relaxo'
TV, fireplace, foosball, table tennis

Riverfront Cottage in Homosassa: 'Chateau Relaxo'

9.2 out of 10, Wonderful, (17)
"This home was clean and beautifully decorated! The kids were able to fish and kayak. There are 4 pictured, however there were only two single rider kayaks when we got there. So many fun games were available and the kids were never bored! Definitely a favorite spot of mine!"
Riverfront Cottage in Homosassa: 'Chateau Relaxo'
Spring Hill Home - 3 Mi to Weeki Wachee Springs!
House (2 Bedrooms) | Interior

Spring Hill Home - 3 Mi to Weeki Wachee Springs!

3.0 star property
10.0 out of 10, Exceptional, (2)
"We loved staying here. They had all the basics and plenty of living space. It felt like home away from home. Having a washer and dryer was a huge plus and it was nice to cook meals and relax after a long day. It also was close to all the things we wanted to see and do."
Spring Hill Home - 3 Mi to Weeki Wachee Springs!
Charming Waterfront Canal Home in beautiful Old Homosassa! 5 Kayaks, Dock, Bikes
Fridge, microwave, oven, stovetop

Charming Waterfront Canal Home in beautiful Old Homosassa! 5 Kayaks, Dock, Bikes

10.0 out of 10, Exceptional, (52)
"We really enjoyed our stay. Everything was as described and more. Neighborhood was quiet and relaxing. We will definitely will be back. "
The price is CA $229
CA $529 total
includes taxes & fees
Aug 17 - Aug 18
Charming Waterfront Canal Home in beautiful Old Homosassa! 5 Kayaks, Dock, Bikes
Waterfront Cottage with a dock
Fridge, microwave, oven, stovetop

Waterfront Cottage with a dock

9.6 out of 10, Exceptional, (19)
"Had a great stay and would rent again. The property was in a great location at the end of a deep water canal and was adorable inside. "
Waterfront Cottage with a dock
13 Mi to Hudson Beach: Spring Hill Home w/ Lanai
House (3 Bedrooms) | Interior

13 Mi to Hudson Beach: Spring Hill Home w/ Lanai

3.0 star property
10.0 out of 10, Exceptional, (1)
"The house is very nice. Clean and comfortable. Beds are very comfortable!! "
13 Mi to Hudson Beach: Spring Hill Home w/ Lanai
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

Holiday Inn Express Hotel & Suites Brooksville West by IHG

Holiday Inn Express Hotel & Suites Brooksville West by IHG

10/10 Excellent
"Clean, comfortable. Great breakfast! Coffee was excellent! Nice staff. "
William 1-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites Brooksville West by IHG