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Windsor Holiday Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Windsor holiday rentals

A wooden dock with a chair, surrounded by trees and a calm water body.

1. Yearling Restaurant and Cabins

Yearling Restaurant and Cabins
2.5 star property
Hawthorne
9.2 out of 10, Wonderful, (215 reviews)
"Beautiful venue."
United States
Riley
The price is S$199
includes taxes & fees
21 Aug - 22 Aug
Yearling Restaurant and Cabins
A modern kitchen with wooden cabinets, a glass dining table, and yellow chairs. There is a living area with a gray sofa and a blue chair.

2. 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
Gainesville
8.8 out of 10, Excellent, (11 reviews)
"Only would be improved if the blinds were darker. Some street noise but slept just fine."
United States
Bradley
The price is S$355
includes taxes & fees
23 Aug - 24 Aug
Grand Two Bedroom Two Bathroom Apartment with Balcony by The Scholar
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

Comfort Suites Gainesville near University

Comfort Suites Gainesville near University

10/10 Excellent
"Front desk staff is friendly and vey helpful"
Xiaofei 2-night trip
Posted 1 hour ago
Comfort Suites Gainesville near University

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 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. Gainesville Raceway and University of Florida 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.