Windsor Holiday Rentals

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Holiday Rentals in Windsor

Yearling Restaurant and Cabins

2.5 star property
9.2 out of 10, Wonderful, (184)
"They were very accommodating "
The price is NZ$260
includes taxes & fees
15 July - 16 July
Yearling Restaurant and Cabins

Grand Two Bedroom Two Bathroom Apartment with Balcony by The Scholar

4.0 star property
8.0 out of 10, Very good, (4)
"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."
The price is NZ$451
includes taxes & fees
15 July - 16 July
Grand Two Bedroom Two Bathroom Apartment with Balcony by The Scholar

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

9.4 out of 10, Exceptional, (49)
"Nice quiet area for weekend stay in Gainesville. Close to both campus and restaurants."
The price is NZ$353
includes taxes & fees
3 Aug - 4 Aug
Tranquil Townhouse 🏡💤 - A peaceful retreat that promises restful slumber

Private pool in a spacious 3/2 NORTH FL home.

7.8 out of 10, Good, (25)
"Quiet, spacious, clean, comfortable, easy access, friendly neighborhood, quick responses from management, plenty towels and a privacy fence that blocks out the rest of the world. Can't wait to come back. Any previous negative reviews, have since been addressed. "
Private pool in a spacious 3/2 NORTH FL home.

Gator Den 6 Bedrooms Steps to UF

9.6 out of 10, Exceptional, (22)
"Communication was accurate and timely, home was clean, plenty of space for 5 of us to spread out and not be crowded. Location very convenient to campus, but neighborhood was quiet. "
Gator Den 6 Bedrooms Steps to UF

Lake Winnott Home w/ Boat Ramp & Dock

2.0 star property
9.8 out of 10, Exceptional, (9)
"Family enjoyed the stay. Loved the lake."
Lake Winnott Home w/ Boat Ramp & Dock

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 NZ$370
includes taxes & fees
24 July - 25 July
Tiny Victorian built on TV show 2br 1 ba

Sleek condo UF crossing

9.0 out of 10, Wonderful, (17)
"This condo is very clean and conveniently located to UF, restaurants, and shopping. Communication with the property manager was excellent."
The price is NZ$303
includes taxes & fees
11 Aug - 12 Aug
Sleek condo UF crossing

The Lotus Suite. Newly Built, Upscale, Central

10.0 out of 10, Exceptional, (10)
"Property was grear location and very clean!"
The price is NZ$347
includes taxes & fees
16 July - 17 July
The Lotus Suite. Newly Built, Upscale, Central

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 NZ$881
includes taxes & fees
5 Aug - 6 Aug
CHOMP HOUSE - 0.8m to Stadium, Pool, Sleeps 16, Mini Golf, Huge TV

Amazing 2br 2ba with Loft C

2.0 star property
10.0 out of 10, Exceptional, (3)
"The property was clean and very serviceable. The area outside the unit was a little messy but it didn’t impact our stay. Communication with the manager was really good and the price was reasonable. "
The price is NZ$369
includes taxes & fees
23 July - 24 July
Amazing 2br 2ba with Loft C

Big 4-bedroom home minutes from North Fl, Shands, Oaks Mall & Ben Hill Stadium

6.6 out of 10, (9)
"This was a great stay in an area with few options. Book quickly if you are considering."
The price is NZ$341
includes taxes & fees
15 July - 16 July
Big 4-bedroom home minutes from North Fl, Shands, Oaks Mall & Ben Hill Stadium

Hidden Ultimate Relaxation & Exploration Awaits!

10.0 out of 10, Exceptional, (30)
"Awesome place! "
Hidden Ultimate Relaxation & Exploration Awaits!

Gator Alumni House, 2 Miles From Campus

9.8 out of 10, Exceptional, (80)
"Great stay and awesome location. "
The price is NZ$801
includes taxes & fees
16 July - 17 July
Gator Alumni House, 2 Miles From Campus

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 NZ$263
includes taxes & fees
17 July - 18 July
Stylish Studio in B&B Locale

Treehouse Suite: Walk DNTN | Lux Apt | Pet Welcome

8.8 out of 10, Excellent, (20)
"It was a very nice and quiet stay. We very much enjoyed it"
The price is NZ$215
includes taxes & fees
17 July - 18 July
Treehouse Suite: Walk DNTN | Lux Apt | Pet Welcome

Gainesville Fur Friendly Condo

9.6 out of 10, Exceptional, (19)
"would stay again "
The price is NZ$344
includes taxes & fees
27 July - 28 July
Gainesville Fur Friendly Condo

Spacious 6-bedroom house, outdoor pool, and brand new pickleball court- on site!

10.0 out of 10, Exceptional, (1)
"A great place for family, pickle ball and pool!"
Spacious 6-bedroom house, outdoor pool, and brand new pickleball court- on site!

Cheerful 4 bedroom house 8 min away from UF

8.8 out of 10, Excellent, (6)
"Great Place"
The price is NZ$570
includes taxes & fees
10 Aug - 11 Aug
Cheerful 4 bedroom house 8 min away from UF

Rm Moon Q-size Bed and Private bath/TV, a cozy space near I-75, UF, and Shands H

9.4 out of 10, Exceptional, (3)
"This is an affordable place for 2 w a shared kitchen and common area in a great location. Clean and furnished w pans and utensils for cooking, with full size refrigerator and stove/oven. Owners responsive and available."
The price is NZ$177
includes taxes & fees
25 July - 26 July
Rm Moon Q-size Bed and Private bath/TV, a cozy space near I-75, UF, and Shands H
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 holiday rentals in Windsor?

Yes, there are holiday rentals close to the most popular sights in Windsor, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Windsor has to offer?

Tranquil Townhouse 🏡💤 - A peaceful retreat that promises restful slumber: This holiday home rental outside of Windsor offers an outdoor pool, a balcony and a BBQ 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 holiday with amenities such as 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 wider area.

What are holiday rentals like in Windsor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windsor. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip.