Vacation rentals in Windsor, FL

Best vacation rentals and Airbnb offers in Windsor, FL

Tiny Victorian built on TV show 2br 1 ba

Holiday Home, Windsor

Tiny Victorian built on TV show 2br 1 ba is a holiday home in Windsor, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Tiny Victorian built on TV show 2br 1 ba

Tiny Victorian built on TV show 2br 1 ba is a holiday home in Windsor, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,923.

From$208/night

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Cute Condo Close to Campus - Walk to Shands/Pool!

Condo, Windsor

Cute Condo Close to Campus - Walk to Shands/Pool! is a condo in Windsor, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cute Condo Close to Campus - Walk to Shands/Pool!

Cute Condo Close to Campus - Walk to Shands/Pool! is a condo in Windsor, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $788.

From$113/night

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Convene With Nature With First Class Amenities! Create Memories! - Free Bike Use

Apartment, Windsor

Convene With Nature With First Class Amenities! Create Memories! - Free Bike Use is a apartment in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Convene With Nature With First Class Amenities! Create Memories! - Free Bike Use

Convene With Nature With First Class Amenities! Create Memories! - Free Bike Use is a apartment in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $793.

From$113/night

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Entire 1-Bed Condo Across From Shands Hospital & Close To University Of Florida

Apartment, Windsor

Entire 1-Bed Condo Across From Shands Hospital & Close To University Of Florida is a apartment in Windsor, with pool access, parking, and kitchen access. This stay gives travelers a…

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About Entire 1-Bed Condo Across From Shands Hospital & Close To University Of Florida

Entire 1-Bed Condo Across From Shands Hospital & Close To University Of Florida is a apartment in Windsor, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $801.

From$114/night

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Vacation rentals with a pool in Windsor, FL

Add a pool to the search when you want an easy place to cool off between outings.

Close to UF Condo 2 Beds 1 Bath with parking in Gainesville, FL

Condo, Windsor

Close to UF Condo 2 Beds 1 Bath with parking in Gainesville, FL is a condo in Windsor, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Close to UF Condo 2 Beds 1 Bath with parking in Gainesville, FL

Close to UF Condo 2 Beds 1 Bath with parking in Gainesville, FL is a condo in Windsor, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $812.

From$116/night

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❈❈ Spacious Condo with balcony mins to UF, Shands, and DOWNTOWN ❈❈

Condo, Windsor

❈❈ Spacious Condo with balcony mins to UF, Shands, and DOWNTOWN ❈❈ is a condo in Windsor, with pool access and outdoor space. This stay gives travelers a comfortable base for exploring the…

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About ❈❈ Spacious Condo with balcony mins to UF, Shands, and DOWNTOWN ❈❈

❈❈ Spacious Condo with balcony mins to UF, Shands, and DOWNTOWN ❈❈ is a condo in Windsor, with pool access and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $984.

From$141/night

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Chic Condo w/ Community Pool - Under 10 mins to UF

Holiday Home, Windsor

Chic Condo w/ Community Pool - Under 10 mins to UF is a holiday home in Windsor, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Chic Condo w/ Community Pool - Under 10 mins to UF

Chic Condo w/ Community Pool - Under 10 mins to UF is a holiday home in Windsor, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $985.

From$141/night

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Neat Condo - Short Walk to UF!

Condo, Windsor

Neat Condo - Short Walk to UF! is a condo in Windsor, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Neat Condo - Short Walk to UF!

Neat Condo - Short Walk to UF! is a condo in Windsor, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,033.

From$148/night

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Vacation rentals with parking in Windsor, FL

Find vacation rentals that make arriving by car easier.

StayGainesville`s Peaceful Condo Near UF / Shands

Condo, Windsor

StayGainesville`s Peaceful Condo Near UF / Shands is a condo in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About StayGainesville`s Peaceful Condo Near UF / Shands

StayGainesville`s Peaceful Condo Near UF / Shands is a condo in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,039.

From$148/night

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Walk to Shands 1st Floor Condo

Condo, Windsor

Walk to Shands 1st Floor Condo is a condo in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Walk to Shands 1st Floor Condo

Walk to Shands 1st Floor Condo is a condo in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,075.

From$154/night

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Walk to Shands/ UF - Budget 2 Bedroom Condo, Pool!

Condo, Windsor

Walk to Shands/ UF - Budget 2 Bedroom Condo, Pool! is a condo in Windsor, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Walk to Shands/ UF - Budget 2 Bedroom Condo, Pool!

Walk to Shands/ UF - Budget 2 Bedroom Condo, Pool! is a condo in Windsor, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,141.

From$163/night

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Beautiful, Historic 1 BR Apartment- Walk Downtown

Apartment, Windsor

Beautiful, Historic 1 BR Apartment- Walk Downtown is a apartment in Windsor, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Beautiful, Historic 1 BR Apartment- Walk Downtown

Beautiful, Historic 1 BR Apartment- Walk Downtown is a apartment in Windsor, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,221.

From$174/night

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Pet-friendly vacation rentals in Windsor, FL

Bring your pet along with stays that welcome four-legged travelers.

Pool Access! UF + Game Day Base in Gainesville

Condo, Windsor

Pool Access! UF + Game Day Base in Gainesville is a condo in Windsor, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Pool Access! UF + Game Day Base in Gainesville

Pool Access! UF + Game Day Base in Gainesville is a condo in Windsor, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $941.

From$134/night

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The Cozy Gator-Walk to Shands, UF & Gators 2BR

Condo, Windsor

The Cozy Gator-Walk to Shands, UF & Gators 2BR is a condo in Windsor, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About The Cozy Gator-Walk to Shands, UF & Gators 2BR

The Cozy Gator-Walk to Shands, UF & Gators 2BR is a condo in Windsor, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,134.

From$162/night

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Belong Downtown 1br 1ba

Apartment, Windsor

Belong Downtown 1br 1ba is a apartment in Windsor, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Belong Downtown 1br 1ba

Belong Downtown 1br 1ba is a apartment in Windsor, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,148.

From$164/night

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Cozy Hideaway in the Duck Pond area of Gainesville

Apartment, Windsor

Cozy Hideaway in the Duck Pond area of Gainesville is a apartment in Windsor, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Cozy Hideaway in the Duck Pond area of Gainesville

Cozy Hideaway in the Duck Pond area of Gainesville is a apartment in Windsor, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,414.

From$172/night

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Vacation rentals with a kitchen in Windsor, FL

Compare stays with kitchen access for longer trips and easier meals.

2BR / 1B Walk to Shands and UF Campus, Desk, Pool!

Condo, Windsor

2BR / 1B Walk to Shands and UF Campus, Desk, Pool! is a condo in Windsor, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 2BR / 1B Walk to Shands and UF Campus, Desk, Pool!

2BR / 1B Walk to Shands and UF Campus, Desk, Pool! is a condo in Windsor, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,195.

From$171/night

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Charming Waldo Getaway Near Lake Santa Fe!

Holiday Home, Windsor

Charming Waldo Getaway Near Lake Santa Fe! is a holiday home in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Charming Waldo Getaway Near Lake Santa Fe!

Charming Waldo Getaway Near Lake Santa Fe! is a holiday home in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,233.

From$176/night

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Soothing 1-bedroom apartment with AC in charming Gainesville

Apartment, Windsor

Soothing 1-bedroom apartment with AC in charming Gainesville is a apartment in Windsor, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Soothing 1-bedroom apartment with AC in charming Gainesville

Soothing 1-bedroom apartment with AC in charming Gainesville is a apartment in Windsor, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,274.

From$182/night

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Cozy Gator Getaway Near UF - 2Bed/1Bath for 6 guests - Wifi, AC/Heat, Parking

Holiday Home, Windsor

Cozy Gator Getaway Near UF - 2Bed/1Bath for 6 guests - Wifi, AC/Heat, Parking is a holiday home in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Cozy Gator Getaway Near UF - 2Bed/1Bath for 6 guests - Wifi, AC/Heat, Parking

Cozy Gator Getaway Near UF - 2Bed/1Bath for 6 guests - Wifi, AC/Heat, Parking is a holiday home in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,301.

From$186/night

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Family-friendly vacation rentals in Windsor, FL

Plan a trip with stays that give families more room to spread out.

Pet-Friendly Family Home w/ Yard

Holiday Home, Windsor

Pet-Friendly Family Home w/ Yard is a holiday home in Windsor, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Pet-Friendly Family Home w/ Yard

Pet-Friendly Family Home w/ Yard is a holiday home in Windsor, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $881.

From$126/night

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Cozy 1-bedroom cottage in recreation Paradise and within minutes to airport

Cottage, Windsor

Cozy 1-bedroom cottage in recreation Paradise and within minutes to airport is a cottage in Windsor, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Cozy 1-bedroom cottage in recreation Paradise and within minutes to airport

Cozy 1-bedroom cottage in recreation Paradise and within minutes to airport is a cottage in Windsor, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,062.

From$152/night

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Charming Waldo Getaway Near Lake Santa Fe!

Cottage, Windsor

Charming Waldo Getaway Near Lake Santa Fe! is a cottage in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Charming Waldo Getaway Near Lake Santa Fe!

Charming Waldo Getaway Near Lake Santa Fe! is a cottage in Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,555.

From$166/night

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1940 cottage seen on FYI, 2bd 2ba

Holiday Home, Windsor

1940 cottage seen on FYI, 2bd 2ba is a holiday home in Windsor, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 1940 cottage seen on FYI, 2bd 2ba

1940 cottage seen on FYI, 2bd 2ba is a holiday home in Windsor, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,414.

From$202/night

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