Windsor Vacation Rentals

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Vacation Rentals in Windsor

Charming room in a stylish house at cool Gainesville with AC, WiFi

10.0 out of 10, Exceptional, (1)
"Very nice host "
The price is ¥10,721
¥15,039 total
includes taxes & fees
Jul 17 - Jul 18
Charming room in a stylish house at cool Gainesville with AC, WiFi

Hawthorne Retreat w/ Waterfront Fire Pit!

The price is ¥6,701
¥48,271 total
includes taxes & fees
Jul 29 - Jul 30
Hawthorne Retreat w/ Waterfront Fire Pit!

Pet friendly 1bd/1b unit with full kitchen and dining area

9.8 out of 10, Exceptional, (6)
"It was very cute"
The price is ¥6,581
¥20,433 total
includes taxes & fees
Jul 20 - Jul 21
Pet friendly 1bd/1b unit with full kitchen and dining area

⋘ Hidden Retreat 12min to UF or Downtown Gainesville 30min to the Springs ⋙

10.0 out of 10, Exceptional, (28)
"Clean, cool, comfortable! We very much enjoyed our stay & will definitely stay here again!"
The price is ¥12,731
¥42,390 total
includes taxes & fees
Jul 20 - Jul 21
⋘ Hidden Retreat 12min to UF or Downtown Gainesville 30min to the Springs ⋙

Azalea Farmhouse

9.6 out of 10, Exceptional, (43)
"Enjoyed our stay, the property was well furnished, clean, and comfortable …. Will gladly stay here next time we’re in the area."
The price is ¥16,230
¥33,526 total
includes taxes & fees
Jul 17 - Jul 18
Azalea Farmhouse

Family friendly - Fire pit -4 min to UF - Spacious

2.0 star property
9.0 out of 10, Wonderful, (2)
"All good. Simple and quick trip to the Gainesville area… this house was perfect. I liked the quick responses. "
The price is ¥19,327
¥51,711 total
includes taxes & fees
Jul 20 - Jul 21
Family friendly - Fire pit -4 min to UF - Spacious

Glamping with A/C bedroom and luxury bath near UF and Springs

The price is ¥15,486
¥28,775 total
includes taxes & fees
Jul 19 - Jul 20
Glamping with A/C bedroom and luxury bath near UF and Springs

The Monterey -- Private Pool & Grill - 4 KING Beds

2.0 star property
10.0 out of 10, Exceptional, (6)
"Great location, quite neighborhood, very nice an clean!"
The price is ¥19,953
¥58,307 total
includes taxes & fees
Jul 18 - Jul 19
The Monterey -- Private Pool & Grill - 4 KING Beds

4 Bedroom Single Family home 5 mins to University!

9.4 out of 10, Exceptional, (15)
"This was not a vacation for my family, so it was nice to come back to this comfortable home after a long day of clearing a relative's home."
The price is ¥12,731
¥40,120 total
includes taxes & fees
Jul 27 - Jul 28
4 Bedroom Single Family home 5 mins to University!

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

8.0 out of 10, Very Good, (4)
"Very nice, location was great, owner was quick to answer messages, will definitely rent again."
Chic Condo w/ Community Pool - Under 10 mins to UF

Orange Blossom in Historic McIntosh

10.0 out of 10, Exceptional, (97)
"Great property, good for a private get away. A bonus if you are a fisherman with its relative location to surrounding lakes! Highly recommended. "
The price is ¥16,230
¥33,526 total
includes taxes & fees
Jul 17 - Jul 18
Orange Blossom in Historic McIntosh

2 Miles to UF & DT - Pergola, Fire Pit, Game Room

10.0 out of 10, Exceptional, (6)
"The house looks as pictured. The interior was nice and the place was clean. It had the perfect amount of space for our family. The beds were comfortable as well. The outside was my favorite. It was the perfect place to gather around the fire pit or under the pergola to sip coffee, socialize, and enjoy the weather. The morning when we woke up it was quiet so you could listen to nature as well. The owner of the place was nice and quickly responsive as well. The only cons I would say about the...
2 Miles to UF & DT - Pergola, Fire Pit, Game Room

Cute downtown home near UF and Depot Park

The price is ¥11,056
¥29,115 total
includes taxes & fees
Jul 20 - Jul 21
Cute downtown home near UF and Depot Park

Gainesville Game Day Home with Patio and Grill!

9.2 out of 10, Wonderful, (19)
"Perfect place for the family to stay."
The price is ¥13,915
¥58,910 total
includes taxes & fees
Jul 28 - Jul 29
Gainesville Game Day Home with Patio and Grill!

Cheerful & Charming Stay 3 Miles to UF/Shands/Downtown

9.8 out of 10, Exceptional, (9)
"My team had a wonderful stay! Lisa was a great host, and we have already booked with her again!"
The price is ¥14,339
¥45,279 total
includes taxes & fees
Jul 19 - Jul 20
Cheerful & Charming Stay 3 Miles to UF/Shands/Downtown

Summer Escape Pool+Hot Tub+Games Home in Keystone Heights, Pet friendly

8.0 out of 10, Very Good, (2)
"Great place and great host. Thank you"
The price is ¥18,091
¥50,691 total
includes taxes & fees
Jul 21 - Jul 22
Summer Escape Pool+Hot Tub+Games Home in Keystone Heights, Pet friendly

Expansive Forest Ridge Retreat in Central GNV

9.6 out of 10, Exceptional, (5)
"Excellent"
The price is ¥10,944
¥45,648 total
includes taxes & fees
Jul 17 - Jul 18
Expansive Forest Ridge Retreat in Central GNV

Tiny Victorian built on TV show 2br 1 ba

2.0 star property
8.4 out of 10, Very Good, (5)
"Very cool property close to everything. Super cool house. Highly recommend."
The price is ¥15,188
¥33,224 total
includes taxes & fees
Jul 24 - Jul 25
Tiny Victorian built on TV show 2br 1 ba

1703 NW 38th · Modern & Peaceful Home

10.0 out of 10, Exceptional, (2)
"Perfectlocation for our stay"
The price is ¥16,230
¥41,990 total
includes taxes & fees
Jul 20 - Jul 21
1703 NW 38th · Modern & Peaceful Home

🌊TIDE + TAILGATE 🏈 - Hot Tub, Sleeps 12, Arcades, Cowboy Pool, Mini Golf

9.8 out of 10, Exceptional, (8)
"I recently stayed at this VRBO and had a great experience. The house was exactly as shown in the photos—exceptionally clean and well-maintained. The host was very responsive and communicated well. The location was convenient for accessing UF campus and town, which I appreciated. Overall, I would recommend this property for its cleanliness and amenities."
The price is ¥17,207
¥47,184 total
includes taxes & fees
Jul 20 - Jul 21
🌊TIDE + TAILGATE 🏈 - Hot Tub, Sleeps 12, Arcades, Cowboy Pool, Mini Golf
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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Frequently asked questions

Can I find vacation rentals in Windsor?

Yes, you can find vacation rentals close to popular sights in Windsor, or you can go with a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Windsor?

Tranquil Townhouse 🏡💤 - A peaceful retreat that promises restful slumber: This vacation home rental outside of Windsor offers an outdoor pool, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a garden.

What can I see and do in Windsor?

While exploring the area, visit family-friendly sights like Florida Museum of Natural History, or get outside and enjoy nature at Santa Fe Lake. Thomas Center and Gainesville Raceway are a couple of places you'll find in the larger area.

What are vacation rentals like in Windsor?

Vacation rentals are private properties you can reserve for a few days or a quick weekend in Windsor. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a small group gathering.