Windsor Vacation Rentals

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Check prices for these dates

Tonight
Oct 25 - Oct 26
Tomorrow
Oct 26 - Oct 27
Next weekend
Oct 31 - Nov 2
In two weeks
Nov 7 - Nov 9

Vacation Rentals in Windsor

Premium bedding, individually decorated, individually furnished
Yearling Restaurant and Cabins
Yearling Restaurant and Cabins
2.5 star property
9.2 out of 10, Wonderful, (192)
"The property was very quite and relaxing. The restaurant at the property was great."
United States
Lawrence
The price is ￥21,210
￥23,862 total
includes taxes & fees
Oct 26 - Oct 27
Yearling Restaurant and Cabins
Dining
The Pond House! Large Pool, 10 sleeps, Pool Table, Firepit, 10 min UF
The Pond House! Large Pool, 10 sleeps, Pool Table, Firepit, 10 min UF
10.0 out of 10, Exceptional, (34)
"Relaxing atmosphere and well-equipped home for a crowd. "
United States
Krista R.
The price is ￥33,570
￥94,588 total
includes taxes & fees
Oct 27 - Oct 28
The Pond House! Large Pool, 10 sleeps, Pool Table, Firepit, 10 min UF
1 bedroom, iron/ironing board, WiFi, bed sheets
Private suite with own entry in vibrant Gainesville
Private suite with own entry in vibrant Gainesville
10.0 out of 10, Exceptional, (3)
"A great location and a great space. Very quiet house and a great bed! Highly recommend. "
United States
Valrie D.
The price is ￥9,155
￥21,934 total
includes taxes & fees
Nov 7 - Nov 8
Private suite with own entry in vibrant Gainesville
Luxury Apartment | In-room dining
Grand Two Bedroom Two Bathroom Apartment with Balcony by The Scholar
Grand Two Bedroom Two Bathroom Apartment with Balcony by The Scholar
4.0 star property
8.4 out of 10, Very Good, (7)
"The unit was located in the perfect are, there was so much to do around within 10 minutes driving distance. The unit was was spacious and comfortable we felt like home."
United States
NANCY
The price is ￥16,342
￥39,844 total
includes taxes & fees
Oct 27 - Oct 28
Grand Two Bedroom Two Bathroom Apartment with Balcony by The Scholar
Smart TV
Tranquil Townhouse 🏡💤 - A peaceful retreat that promises restful slumber
Tranquil Townhouse 🏡💤 - A peaceful retreat that promises restful slumber
9.4 out of 10, Exceptional, (54)
"The place was clean and well maintained in general."
United States
Lina
The price is ￥15,106
￥34,543 total
includes taxes & fees
Nov 2 - Nov 3
Tranquil Townhouse 🏡💤 - A peaceful retreat that promises restful slumber
Outdoor dining
White Sands Lake 2-bedroom Cottage, Sleeps 6, Kayaks/Fishing
White Sands Lake 2-bedroom Cottage, Sleeps 6, Kayaks/Fishing
2.0 star property
9.4 out of 10, Exceptional, (9)
"As expected, very quiet area, nice stay."
United States
Chad F.
The price is ￥12,382
￥29,884 total
includes taxes & fees
Oct 30 - Oct 31
White Sands Lake 2-bedroom Cottage, Sleeps 6, Kayaks/Fishing
Property grounds
University House - 8 Bedrooms - Walk to UF / Stadium
University House - 8 Bedrooms - Walk to UF / Stadium
9.2 out of 10, Wonderful, (34)
"We loved the size of the house, perfect for a large family. The pool needs some work but we didn’t use it. "
United States
Tracy B.
University House - 8 Bedrooms - Walk to UF / Stadium
Property grounds
Palmetto Cottage-1930’s Florida Cottage
Palmetto Cottage-1930’s Florida Cottage
9.8 out of 10, Exceptional, (39)
"Cute place. Would definitely stay here again "
United States
Diane
The price is ￥16,632
￥35,272 total
includes taxes & fees
Oct 26 - Oct 27
Palmetto Cottage-1930’s Florida Cottage
Fridge, microwave, oven, stovetop
4 Bedroom Single Family home 5 mins to University!
4 Bedroom Single Family home 5 mins to University!
9.0 out of 10, Wonderful, (18)
"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."
United States
Teresa P.
The price is ￥14,522
￥43,432 total
includes taxes & fees
Nov 23 - Nov 24
4 Bedroom Single Family home 5 mins to University!
TV
Stylish Studio in B&B Locale
Stylish Studio in B&B Locale
9.6 out of 10, Exceptional, (9)
"House was a great affordable place to stay for the weekend near food, grocery, and shopping."
United States
taylor w.
The price is ￥8,011
￥24,514 total
includes taxes & fees
Nov 9 - Nov 10
Stylish Studio in B&B Locale
Terrace/patio
Remodeled Vintage Private Home. <5 min to UF and Downtown
Remodeled Vintage Private Home. <5 min to UF and Downtown
9.8 out of 10, Exceptional, (51)
"Just what we needed for a weekend stay in Gainesville. We would stay again for sure. "
United States
Gabrielle W.
Remodeled Vintage Private Home. <5 min to UF and Downtown
Fireplace
Raceway Retreat, just 12 miles from UF/downtown, relaxing country getaway!
Raceway Retreat, just 12 miles from UF/downtown, relaxing country getaway!
10.0 out of 10, Exceptional, (1)
"Property was just as listed. Just 1 one night stop over for us. Thought about going and watching some local racing, but rain prevailed. Anyone actually planning trip for a race weekend. This just might he your place"
United States
Allyson T.
The price is ￥12,207
￥33,951 total
includes taxes & fees
Nov 19 - Nov 20
Raceway Retreat, just 12 miles from UF/downtown, relaxing country getaway!
Fridge, microwave, oven, stovetop
❈❈ Spacious Condo with balcony mins to UF, Shands, and DOWNTOWN ❈❈
❈❈ Spacious Condo with balcony mins to UF, Shands, and DOWNTOWN ❈❈
9.4 out of 10, Exceptional, (34)
"Check in was easy, communication was great. Perfect location for us during our stay in Gainesville."
Canada
Kerri L.
The price is ￥15,106
￥44,136 total
includes taxes & fees
Nov 7 - Nov 8
❈❈ Spacious Condo with balcony mins to UF, Shands, and DOWNTOWN ❈❈
Property grounds
Orange Blossom in Historic McIntosh
Orange Blossom in Historic McIntosh
10.0 out of 10, Exceptional, (101)
"You’ll love the peacefulness and beauty "
United States
Diana
The price is ￥16,632
￥34,815 total
includes taxes & fees
Oct 27 - Oct 28
Orange Blossom in Historic McIntosh
Terrace/patio
Gator Getaway - Walk to Stadium!
Gator Getaway - Walk to Stadium!
9.6 out of 10, Exceptional, (4)
"This place was perfect."
United States
Elizabeth S.
The price is ￥27,314
￥82,037 total
includes taxes & fees
Oct 27 - Oct 28
Gator Getaway - Walk to Stadium!
Fridge, microwave, oven, stovetop
Amazing 2br 2ba with Loft C
Amazing 2br 2ba with Loft C
2.0 star property
10.0 out of 10, Exceptional, (3)
"Convenient location. Good 2/2 option. "
United States
Rob C.
The price is ￥15,259
￥33,246 total
includes taxes & fees
Oct 27 - Oct 28
Amazing 2br 2ba with Loft C
Exterior
Shands Hospital Guesthouse - Free Parking
Shands Hospital Guesthouse - Free Parking
2.0 star property
8.2 out of 10, Very Good, (10)
"Very close to Shands hospital. Easy walking distance. Very nice 1 bedroom condo. "
United Kingdom
Kelley S.
The price is ￥9,613
￥26,212 total
includes taxes & fees
Oct 27 - Oct 28
Shands Hospital Guesthouse - Free Parking
Pool
The Monterey -- Private Pool & Grill - 4 KING Beds
The Monterey -- Private Pool & Grill - 4 KING Beds
2.0 star property
10.0 out of 10, Exceptional, (7)
"Great location, quite neighborhood, very nice an clean!"
United States
Guy C.
The price is ￥17,090
￥54,523 total
includes taxes & fees
Oct 27 - Oct 28
The Monterey -- Private Pool & Grill - 4 KING Beds
2 bedrooms, desk, iron/ironing board, WiFi
Tiny Victorian built on TV show 2br 1 ba
Tiny Victorian built on TV show 2br 1 ba
2.0 star property
8.4 out of 10, Very Good, (9)
"In town for UF volleyball camp."
United States
Matthew S.
The price is ￥17,700
￥35,840 total
includes taxes & fees
Nov 18 - Nov 19
Tiny Victorian built on TV show 2br 1 ba
Fridge, coffee/tea maker
Sleek condo UF crossing
Sleek condo UF crossing
9.0 out of 10, Wonderful, (21)
"This apartment was 9 minutes from Shands Hospital, very clean and perfect for my son and I."
United States
Judy W.
The price is ￥10,895
￥29,859 total
includes taxes & fees
Nov 17 - Nov 18
Sleek condo UF crossing
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 Windsor Hotel Reviews

SpringHill Suites by Marriott Gainesville

SpringHill Suites by Marriott Gainesville

10/10 Excellent
"very friendly, clean and relaxing with good space."
Linda 1-night trip
Posted 3 days ago
SpringHill Suites by Marriott Gainesville

Find out more about Windsor

Search for holiday rentals in Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in Windsor using one of the methods below:

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Look no further and take a look at our great range of rental properties in Windsor!

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?

The Pond House! Large Pool, 10 sleeps, Pool Table, Firepit, 10 min UF: This vacation home rental outside of Windsor is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

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 University of Florida Bat Houses. 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.