Windsor Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Windsor Vacation Homes

Tranquil Townhouse 🏡💤 - A peaceful retreat that promises restful slumber
Smart TV

Tranquil Townhouse 🏡💤 - A peaceful retreat that promises restful slumber

9.4 out of 10, Exceptional, (50)
"MY STAY WAS AMAZING "
The price is CA $124
CA $298 total
includes taxes & fees
Aug 24 - Aug 25
Tranquil Townhouse 🏡💤 - A peaceful retreat that promises restful slumber
CHOMP HOUSE - 0.8m to Stadium, Pool, Sleeps 16, Mini Golf, Huge TV
Pool

CHOMP HOUSE - 0.8m to Stadium, Pool, Sleeps 16, Mini Golf, Huge TV

9.4 out of 10, Exceptional, (10)
"Wonderful stay here in the house. Had everything we needed. Really loved the bunk room for our teenagers. Perfect little getaway. Thank you "
The price is CA $251
CA $637 total
includes taxes & fees
Aug 12 - Aug 13
CHOMP HOUSE - 0.8m to Stadium, Pool, Sleeps 16, Mini Golf, Huge TV
Lovely Renovated Townhouse Adjacent Haile Village King Bed Stocked Kitchen 2BR
Property grounds

Lovely Renovated Townhouse Adjacent Haile Village King Bed Stocked Kitchen 2BR

10.0 out of 10, Exceptional, (52)
"This property was within walking distance to Haile Plantation Village"
The price is CA $168
CA $430 total
includes taxes & fees
Aug 12 - Aug 13
Lovely Renovated Townhouse Adjacent Haile Village King Bed Stocked Kitchen 2BR
Gator Pool and Hot Tub House -1.5 miles to Stadium
Exterior

Gator Pool and Hot Tub House -1.5 miles to Stadium

10.0 out of 10, Exceptional, (18)
"Very Nice! Would Stay here again"
Gator Pool and Hot Tub House -1.5 miles to Stadium
Close to UF, Downtown and Airport!
Fridge, microwave, oven, stovetop

Close to UF, Downtown and Airport!

9.0 out of 10, Wonderful, (2)
"Overall it is a very nice place. Just needs a few upgrades to make your stay better. "
The price is CA $135
CA $209 total
includes taxes & fees
Aug 12 - Aug 13
Close to UF, Downtown and Airport!
Beautiful Newly Remodeled Home on Lake Santa Fe
Terrace/patio

Beautiful Newly Remodeled Home on Lake Santa Fe

10.0 out of 10, Exceptional, (46)
"This place worked out great for our family of 4, fantastic views and great outdoor spaces, very quiet spot on the lake. We would definitely come back!"
Beautiful Newly Remodeled Home on Lake Santa Fe
Azalea Farmhouse
Exterior detail

Azalea Farmhouse

9.6 out of 10, Exceptional, (43)
"This is a great spot for a couple to stay while visiting Orange Lake."
The price is CA $150
CA $310 total
includes taxes & fees
Aug 12 - Aug 13
Azalea Farmhouse
The Lotus Suite. Newly Built, Upscale, Central
Terrace/patio

The Lotus Suite. Newly Built, Upscale, Central

10.0 out of 10, Exceptional, (13)
"Property was grear location and very clean!"
The price is CA $136
CA $305 total
includes taxes & fees
Aug 19 - Aug 20
The Lotus Suite. Newly Built, Upscale, Central
Chic Condo w/ Community Pool - Under 10 mins to UF
Interior

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."
The price is CA $101
CA $379 total
includes taxes & fees
Aug 13 - Aug 14
Chic Condo w/ Community Pool - Under 10 mins to UF
TIDE + TAILGATE - Sleeps 12, Arcades, Mini Golf
Terrace/patio

TIDE + TAILGATE - Sleeps 12, Arcades, 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 CA $163
CA $440 total
includes taxes & fees
Aug 12 - Aug 13
TIDE + TAILGATE - Sleeps 12, Arcades, Mini Golf
Unique Melrose Home w/ Private Dock & Lake Access!
TV, fireplace, books

Unique Melrose Home w/ Private Dock & Lake Access!

9.4 out of 10, Exceptional, (9)
"Beautiful stay!"
Unique Melrose Home w/ Private Dock & Lake Access!
1940 cottage seen on FYI, 2bd 2ba
Terrace/patio

1940 cottage seen on FYI, 2bd 2ba

2.0 star property
7.4 out of 10, Good, (3)
"Cool and simple stay."
The price is CA $131
CA $296 total
includes taxes & fees
Aug 12 - Aug 13
1940 cottage seen on FYI, 2bd 2ba
Quiet, convenient & Modern Haven
TV

Quiet, convenient & Modern Haven

9.8 out of 10, Exceptional, (24)
"This is the second time we’ve stayed here. Close to our son’s apartment so convenient. Modern decor, clean, and great kitchen."
The price is CA $131
CA $346 total
includes taxes & fees
Aug 13 - Aug 14
Quiet, convenient & Modern Haven
Peaceful Golf Stay 2BR/2BA – Gainesville/Alachua
Fridge, microwave, oven, dishwasher

Peaceful Golf Stay 2BR/2BA – Gainesville/Alachua

9.8 out of 10, Exceptional, (16)
"Very quiet and great getaway vibe."
The price is CA $124
CA $313 total
includes taxes & fees
Aug 12 - Aug 13
Peaceful Golf Stay 2BR/2BA – Gainesville/Alachua
Stylish Studio in B&B Locale
TV

Stylish Studio in B&B Locale

9.6 out of 10, Exceptional, (4)
"House was a great affordable place to stay for the weekend near food, grocery, and shopping."
The price is CA $208
CA $354 total
includes taxes & fees
Aug 27 - Aug 28
Stylish Studio in B&B Locale
The Royal Crane Suite, New Build, Upscale, Central
Fridge, microwave, oven, stovetop

The Royal Crane Suite, New Build, Upscale, Central

10.0 out of 10, Exceptional, (15)
"Clean, pretty very close to everything. Wonderful host. "
The price is CA $136
CA $305 total
includes taxes & fees
Aug 19 - Aug 20
The Royal Crane Suite, New Build, Upscale, Central
Pet-Friendly Family Home w/ Yard
Fridge, microwave, oven, stovetop

Pet-Friendly Family Home w/ Yard

10.0 out of 10, Exceptional, (3)
"We were here for several days. We enjoyed this property as it had a convenient location and was clean and was drama free. "
The price is CA $94
CA $254 total
includes taxes & fees
Aug 12 - Aug 13
Pet-Friendly Family Home w/ Yard
Tiny Victorian built on TV show 2br 1 ba
2 bedrooms, desk, iron/ironing board, WiFi

Tiny Victorian built on TV show 2br 1 ba

2.0 star property
8.6 out of 10, Excellent, (8)
"Very cool property close to everything. Super cool house. Highly recommend."
The price is CA $140
CA $308 total
includes taxes & fees
Aug 12 - Aug 13
Tiny Victorian built on TV show 2br 1 ba
Stylish Bungalow, Walk to UF, BHG, Publix
Terrace/patio

Stylish Bungalow, Walk to UF, BHG, Publix

9.8 out of 10, Exceptional, (31)
"Great place, as advertised"
The price is CA $124
CA $297 total
includes taxes & fees
Aug 18 - Aug 19
Stylish Bungalow, Walk to UF, BHG, Publix
Modern, Fully Upgraded Home with BBQ and Firepit!
Fridge, microwave, oven, stovetop

Modern, Fully Upgraded Home with BBQ and Firepit!

10.0 out of 10, Exceptional, (49)
"House was clean and spacious enough for us to gather to spend a holiday weekend with our Gator grad."
Modern, Fully Upgraded Home with BBQ and Firepit!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Hotel Reviews

Comfort Suites Gainesville near University

Comfort Suites Gainesville near University

10/10 Excellent
"Would recommend if traveling short term. The staff is very friendly, I appreciated a shower without bathtub and the breakfast was included. On the not so positive note, the breakfast buffet could be improved with a bit more food variety. "
Andrea 2-night trip
Posted 15 hours ago
Comfort Suites Gainesville near University