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Check prices for these dates

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Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Browse Select Chassahowitzka Villas

Waterfront Retreat with Community Private Dock – Pet-Friendly!
Stylish single-story home with a sloped roof and attached garage, set amidst a lush grassy area and trees.

Waterfront Retreat with Community Private Dock – Pet-Friendly!

9.4 out of 10, Exceptional, (26)
"This VRBO was perfect in every way! Can’t wait to stay again!"
Waterfront Retreat with Community Private Dock – Pet-Friendly!
Large 4-bedroom villa with pool and hot tub
Stunning single-story home with a central entrance, arched windows, and a garage, set amidst lush greenery.

Large 4-bedroom villa with pool and hot tub

9.0 out of 10, Wonderful, (39)
"Everything we needed was there. Comfortable beds and furniture. Plenty of room for our party of nine. Fully equipped kitchen, which made cooking a breeze. The hot tub spa was the cherry on top, heating fast and offering plenty of room. Thank you for a wonderful stay and we hope to book this same property in February."
Large 4-bedroom villa with pool and hot tub
Main river home: Jon boat with trolling motor and hot tub!
Enjoy al fresco dining and take in the views of the surrounding area from this outdoor deck with a table and chairs.

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

Main river home: Jon boat with trolling motor and hot tub!
Luxurious Pool Home on Golf Course
Stunning single-story home with a central entrance, double doors, and attached garage, set amidst a beautifully manicured lawn.

Luxurious Pool Home on Golf Course

9.0 out of 10, Wonderful, (8)
"We fall in love with the house! So roomy and comfortable!"
Luxurious Pool Home on Golf Course
The perfect family getaway at Villa S & G
Stunning two-story residence with a central entrance, large windows, and a beautifully manicured lawn.

The perfect family getaway at Villa S & G

10.0 out of 10, Exceptional, (12)
"The team that stayed absolutely loved their stay in the house. And host/property management was very communitive. Would definitely recommend and stay again."
The perfect family getaway at Villa S & G
3-bedroom lakefront villa with three kayaks
Set amidst mature trees with Spanish moss, this charming house offers a serene natural setting.

3-bedroom lakefront villa with three kayaks

8.6 out of 10, Excellent, (27)
"It was absolutely beautiful"
3-bedroom lakefront villa with three kayaks
20 yrds to water! BBQ, Scalloping And Manatee Watching, Families welcome!
Welcome to this two-story home with a spacious layout and a charming entrance on a well-maintained lawn.

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

9.6 out of 10, Exceptional, (40)
"Used as a home base for a family wedding - tons of space and plenty of amenities. We'll have to come back in the winter to see the Manatees and this would be a great to do that from. "
20 yrds to water! BBQ, Scalloping And Manatee Watching, Families welcome!
Tradewinds DEEP WATER 4Br3.5Ba Kayaks/Pr. Dock
Enjoy al fresco dining with a barbecue grill and comfortable seating.

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
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

9.8 out of 10, Exceptional, (21)
"Quiet, modern, comfortable, great windows"
The Studio at Mason Creek Preserve - Old Homosassa
Cobia Villa Tradewinds 3bed 2.5bath
Enjoy the view from this balcony with a balustrade and two comfortable rocking chairs.

Cobia Villa Tradewinds 3bed 2.5bath

7.0 out of 10, Good, (4)
"The location is excellent—having a boat ramp on-site is a huge perk and made our stay much more convenient. The house itself has a great layout and is a good fit for a small family, but it’s definitely in need of some basic maintenance and attention.Several things felt worn down or neglected. For example, the upstairs shared bathroom door drags loudly across the floor due to loose hinges, the downstairs toilet ran constantly, and the back door only locks if you hold it just right. Many light...
Cobia Villa Tradewinds 3bed 2.5bath
90 yrds to water! BBQ, Com. Pool, Pet friendly, Families welcome!
Enjoy a serene canal view from the balcony, surrounded by lush greenery and residential buildings.

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!
Brand new -Jan 2025- 2 BR, 2 BA villa in TradeWinds, Homosassa
Enjoy a peaceful outdoor space with a deck offering a view of the surrounding neighborhood.

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
Beautiful Villa Bettina
Stylish single-story home with a garage and well-manicured lawn.

Beautiful Villa Bettina

9.2 out of 10, Wonderful, (5)
"This property was perfect for our needs. Room for everyone and a beautiful pool for sun-filled days! We look forward to renting again."
Beautiful Villa Bettina
4-bedroom villa with solar heated pool
Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

4-bedroom villa with solar heated pool

9.4 out of 10, Exceptional, (8)
"The home itself was nice and clean for the most part. They did have a problem with ants, roaches and spiders and it was obviously known because there were bait traps throughout the home. The kitchen faucet had what I believe was to be JB weld on it and I cut my hand in it twice. The pool was not clean and had algae in it. We also found bandaids on the walls of them home. When entering the neighborhood it was very nice and kept up, the yard was nice and when entering the home it was nice. The...
4-bedroom villa with solar heated pool
Lovely and spacious brand new - July 2024 - 2 BR, 2 BA villa on stilts
Relax on the covered deck with a ceiling fan overhead, surrounded by a wooden railing and comfortable seating for two.

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

2.0 star property
9.8 out of 10, Exceptional, (6)
"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
Waterfront! Boat dock available for rent, pet friendly, families welcome!
Enjoy al fresco dining with a view of the surrounding neighborhood from this outdoor patio, featuring a table, chairs, grill, and ceiling fan.

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
Staircase leads to a balcony area with a simple handrail and a patch of grass.

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

Signature@TradeWinds Homosassa. Charming 3-bedroom villa, brand new, 2025
80 yards to water! Community pool, newly built, families welcome!
Stroll up to the charming front entrance, featuring a covered porch and stairs, surrounded by a lush lawn and mature trees.

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

10.0 out of 10, Exceptional, (8)
"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!
Waterfront! Boat dock available for, families welcome!
Traditional two-story building with a balcony and a small garden area.

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
Relax on the covered outdoor deck with a comfortable sofa and coffee table.

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

2.0 star property
10.0 out of 10, Exceptional, (2)
"Beautiful home with everything we could’ve needed. Wonderful location! Would love to come back in the future. "
Charming and spacious brand new - July 2024 - 2 BR, 2 BA villa on stilts
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 Chassahowitzka Hotel Reviews

The Port Hotel & Marina

The Port Hotel & Marina

10/10 Excellent
"Quite clean room nice restaurant on property "
Vincent 1-night trip
Posted 2 days ago
The Port Hotel & Marina