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Villas in Pine Island

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Next weekend
Jul 25 - Jul 27
In two weeks
Aug 1 - Aug 3
In one month
Aug 15 - Aug 17
In two months
Sep 12 - Sep 14

Villas in Pine Island

Waterfront Retreat with Community Private Dock – Pet-Friendly!
Kitchen features a central island with ample workspace and seating for four, clean cabinetry, and appliances.

Waterfront Retreat with Community Private Dock – Pet-Friendly!

9.6 out of 10, Exceptional, (25)
"This VRBO was perfect in every way! Can’t wait to stay again!"
Waterfront Retreat with Community Private Dock – Pet-Friendly!
Main river home: Jon boat with trolling motor and hot tub!
Relax in a serene hot tub surrounded by lush tropical gardens and a shaded pergola.

Main river home: Jon boat with trolling motor and hot tub!

Main river home: Jon boat with trolling motor and hot tub!
20 yrds to water! BBQ, Scalloping And Manatee Watching, Families welcome!
Stylish two-story home with a garage and front yard.

20 yrds to water! BBQ, Scalloping And Manatee Watching, Families welcome!

9.6 out of 10, Exceptional, (40)
"Great central location for touring the springs. House was great for our family group."
20 yrds to water! BBQ, Scalloping And Manatee Watching, Families welcome!
The Studio at Mason Creek Preserve - Old Homosassa
Relax on the elevated deck with wicker chairs and a metal table, surrounded by lush trees and shrubs.

The Studio at Mason Creek Preserve - Old Homosassa

9.6 out of 10, Exceptional, (20)
"Quiet, modern, comfortable, great windows"
The Studio at Mason Creek Preserve - Old Homosassa
Cobia Villa Tradewinds 3bed 2.5bath
Relax on the waterfront dock with railings and benches, taking in the serene views of the surrounding area.

Cobia Villa Tradewinds 3bed 2.5bath

7.4 out of 10, Good, (3)
"Our group had a wonderful stay. A perfect location to launch a boat & enjoy being on the water. Being able to park your boat in a slip onsite , hit the swimming pool afterwards- a great combination. Also, the security of a gated community is a plus. Very timely responses to all of our questions."
Cobia Villa Tradewinds 3bed 2.5bath
90 yrds to water! BBQ, Com. Pool, Pet friendly, Families welcome!
Enjoy waterfront views and a tranquil atmosphere at this upscale hotel.

90 yrds to water! BBQ, Com. Pool, Pet friendly, Families welcome!

9.4 out of 10, Exceptional, (24)
"Very clean and brand new villa. I loved to stay there and will soon return!"
90 yrds to water! BBQ, Com. Pool, Pet friendly, Families welcome!
Lovely and spacious brand new - July 2024 - 2 BR, 2 BA villa on stilts
Guests can enjoy a balcony with a view from the upper level of this two-story building.

Lovely and spacious brand new - July 2024 - 2 BR, 2 BA villa on stilts

2.0 star property
10.0 out of 10, Exceptional, (5)
"Had a great stay. Beds were super comfortable and it was very clean. Perfect for golf cart! "
Lovely and spacious brand new - July 2024 - 2 BR, 2 BA villa on stilts
Tradewinds DEEP WATER 4Br3.5Ba Kayaks/Pr. Dock
Classic two-story home with a red-tiled roof and a front porch.

Tradewinds DEEP WATER 4Br3.5Ba Kayaks/Pr. Dock

10.0 out of 10, Exceptional, (19)
"Overall the property was great! "
Tradewinds DEEP WATER 4Br3.5Ba Kayaks/Pr. Dock
Waterfront! Boat dock available for rent, pet friendly, families welcome!
Enjoy serene waterfront views and easy access to boating activities.

Waterfront! Boat dock available for rent, pet friendly, families welcome!

9.6 out of 10, Exceptional, (11)
"Nice, well appointed property in a great location. Highly recommended."
Waterfront! Boat dock available for rent, pet friendly, families welcome!
Signature@TradeWinds Homosassa. Charming 3-bedroom villa, brand new, 2025
Enjoy meals in the sleek kitchen with a central island, dishwasher, and granite countertop.

Signature@TradeWinds Homosassa. Charming 3-bedroom villa, brand new, 2025

Signature@TradeWinds Homosassa. Charming 3-bedroom villa, brand new, 2025
Brand new -Jan 2025- 2 BR, 2 BA villa in TradeWinds, Homosassa
Enjoy a beachside retreat with a balcony overlooking the ocean.

Brand new -Jan 2025- 2 BR, 2 BA villa in TradeWinds, Homosassa

10.0 out of 10, Exceptional, (1)
"The home was great! I would reccomend the community to add more pool chairs/ tables."
Brand new -Jan 2025- 2 BR, 2 BA villa in TradeWinds, Homosassa
Waterfront! Boat dock available for, families welcome!
Relax in this stylish living room with a sofa, coffee table, and TV on a white cabinet.

Waterfront! Boat dock available for, families welcome!

8.4 out of 10, Very Good, (6)
"Very nice unit, if you like stairs, not as clean as should be the master bedroom sheets had not been cleaned manager got right on it "
Waterfront! Boat dock available for, families welcome!
Charming and spacious brand new - July 2024 - 2 BR, 2 BA villa on stilts
Enjoy cooking in this well-equipped kitchen with a large island, bar stools, and ample counter space.

Charming and spacious brand new - July 2024 - 2 BR, 2 BA villa on stilts

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great location for our family. Close to a variety of local restaurants and shopping. Plenty of room to enjoy family games and dinner inside or on the deck. "
Charming and spacious brand new - July 2024 - 2 BR, 2 BA villa on stilts
Waterfront! Boat dock available for rent, pet friendly, families welcome!
Enjoy cooking in this well-lit kitchen with an oven, microwave, and large island with seating.

Waterfront! Boat dock available for rent, pet friendly, families welcome!

10.0 out of 10, Exceptional, (12)
"Can’t wait to return"
Waterfront! Boat dock available for rent, pet friendly, families welcome!
80 yards to water! Community pool, newly built, families welcome!
Relax in a spacious living room with a large window offering a view, a comfortable sofa set, and a cozy reading area.

80 yards to water! Community pool, newly built, families welcome!

10.0 out of 10, Exceptional, (7)
"The owner was extremely easy to communicate with during our stay. The house is amazing!"
80 yards to water! Community pool, newly built, families welcome!
New, August 2024! Beautiful porch, view of Marina
Stunning two-story residence with a balcony overlooking a beautifully manicured lawn.

New, August 2024! Beautiful porch, view of Marina

2.0 star property
9.4 out of 10, Exceptional, (3)
"This beautiful new build with direct view of the marina was perfect for our family of 5. We were on our third trip to Homosassa and this was the best vacation rental by far. We look forward to staying here again next year. Thanks so much for having us!!"
New, August 2024! Beautiful porch, view of Marina
Stunning, brand new - July 2024 - 3-bedroom villa with River view
Enjoy meals in the spacious kitchen with a large island, dining area, and views of the surrounding greenery.

Stunning, brand new - July 2024 - 3-bedroom villa with River view

2.0 star property
10.0 out of 10, Exceptional, (1)
"Clean, well decorated, good location but the view was lacking. They are dredging and it was a hot mess. No sitting outside with coffee or a relaxing view."
Stunning, brand new - July 2024 - 3-bedroom villa with River view
Brand new August 2023 3 BR, 2 BA Tarpon on stilts
Enjoy a peaceful outdoor space with a ceiling fan, table, and comfortable seating.

Brand new August 2023 3 BR, 2 BA Tarpon on stilts

Brand new August 2023 3 BR, 2 BA Tarpon on stilts
Haven Waterfront Walk to Beach, Pool, Kayak, Games
Relax on the deck with a pool and pergola providing shade.

Haven Waterfront Walk to Beach, Pool, Kayak, Games

Haven Waterfront Walk to Beach, Pool, Kayak, Games
Brand new villa with a large porch overlooking Marina
Stylish single-story home with a garage and beautifully manicured lawn.

Brand new villa with a large porch overlooking Marina

9.0 out of 10, Wonderful, (2)
"Listing was exactly as described. Easy check in and check out. Perfect location. We would definitely stay again. The only issue was the lack of extra basic amenities, only 1/2 roll of toilet paper in each bathroom with no extra, and no extra paper towels or garbage bags."
Brand new villa with a large porch overlooking Marina
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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