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Windsor Vacation Rentals

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Windsor vacation rentals

Exterior

1. "La Grande" Retro Escape

"La Grande" Retro Escape
Gainesville
10.0 out of 10, Exceptional, (7 reviews)
"The host was very accommodating. Sweet place. "
United States
Deanne H.
The price is AED 272
AED 545 total
includes taxes & fees
31 Aug - 1 Sep
"La Grande" Retro Escape
1 bedroom, iron/ironing board, WiFi, bed sheets

2. Private suite with own entry in vibrant Gainesville

Private suite with own entry in vibrant Gainesville
Gainesville
9.8 out of 10, Exceptional, (23 reviews)
"What a great place to stay! Clean and in an absolutely beautiful neighborhood Bonus was the super friendly outdoor catWill definitely plan on staying again "
United States
Chris H.
The price is AED 220
AED 528 total
includes taxes & fees
24 Sep - 25 Sep
Private suite with own entry in vibrant Gainesville
View from property

3. 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 AED 511
AED 574 total
includes taxes & fees
25 Aug - 26 Aug
Yearling Restaurant and Cabins
Interior

4. Victorian Apt. w/ Tailgate Spot near Stadium!

Victorian Apt. w/ Tailgate Spot near Stadium!
Duckpond
9.8 out of 10, Exceptional, (7 reviews)
"This property is clean and spacious- and within walking distance to downtown Gainesville. There’s also plenty of street parking available - even on the weekend. "
United States
Jeanna J.
The price is AED 264
AED 944 total
includes taxes & fees
25 Aug - 26 Aug
Victorian Apt. w/ Tailgate Spot near Stadium!
Interior

5. Charming 2-bedroom Cottage in Gainesville. 10 to UF

Charming 2-bedroom Cottage in Gainesville. 10 to UF
Gainesville
9.4 out of 10, Exceptional, (10 reviews)
"the amenities were great and the ac"
United States
Teneka G.
The price is AED 317
AED 802 total
includes taxes & fees
23 Sep - 24 Sep
Charming 2-bedroom Cottage in Gainesville. 10 to UF
Exterior

6. Cheerful 2-BDRM/2.5 Bathroom Home Near DWTN & UF

Cheerful 2-BDRM/2.5 Bathroom Home Near DWTN & UF
Pleasant Street
10.0 out of 10, Exceptional, (62 reviews)
"Great location to downtown and campus! "
United States
Aubrey L.
The price is AED 301
AED 1,146 total
includes taxes & fees
28 Aug - 29 Aug
Cheerful 2-BDRM/2.5 Bathroom Home Near DWTN & UF
Interior

7. 🌟 Modern House Minutes from Downtown Gainesville, UF, VA & More! 🏡✨

🌟 Modern House Minutes from Downtown Gainesville, UF, VA & More! 🏡✨
Gainesville
9.0 out of 10, Wonderful, (41 reviews)
"Communication was great with host and house was very clean. Very close to Shands and the Swamp. Plenty of beds."
United States
Willie B.
The price is AED 314
AED 768 total
includes taxes & fees
30 Aug - 31 Aug
🌟 Modern House Minutes from Downtown Gainesville, UF, VA & More! 🏡✨
Coffee/tea maker, fridge, microwave, oven

8. Underwater Home w/Game Room ~6 min to Stadium & DT

Underwater Home w/Game Room ~6 min to Stadium & DT
Duckpond
10.0 out of 10, Exceptional, (12 reviews)
"Enjoyed staying here with our family "
United States
umasudhan P.
The price is AED 479
AED 1,118 total
includes taxes & fees
23 Sep - 24 Sep
Underwater Home w/Game Room ~6 min to Stadium & DT
Terrace/patio

9. Serene Place, Walk to UF, Stadium, Near Shands & Downtown

Serene Place, Walk to UF, Stadium, Near Shands & Downtown
Gainesville
10.0 out of 10, Exceptional, (6 reviews)
"Great location near University of Florida. Cute place with everything you need. "
United States
Dennis D.
The price is AED 312
AED 711 total
includes taxes & fees
25 Aug - 26 Aug
Serene Place, Walk to UF, Stadium, Near Shands & Downtown
Smart TV, offices

10. Fantastic Find in Finley Woods

Fantastic Find in Finley Woods
Gainesville
9.8 out of 10, Exceptional, (68 reviews)
"Wonderful place to stay, had everything we needed and was clean and comfortable. Just like staying at home the furniture was comfortable, and the location was amazing quite neighborhood and easy to find and everything you need is close."
United States
Scott M.
The price is AED 243
AED 906 total
includes taxes & fees
26 Aug - 27 Aug
Fantastic Find in Finley Woods
Interior

11. Cheerful 4 bedroom house 8 min away from UF

Cheerful 4 bedroom house 8 min away from UF
Gainesville
9.0 out of 10, Wonderful, (9 reviews)
"The home was adorable and had plenty of room for the children to play. "
United States
Ni B.
The price is AED 496
AED 1,210 total
includes taxes & fees
25 Aug - 26 Aug
Cheerful 4 bedroom house 8 min away from UF
Smart TV

12. Pet friendly 1bd/1b unit with living space and full kitchen

Pet friendly 1bd/1b unit with living space and full kitchen
Gainesville
9.0 out of 10, Wonderful, (31 reviews)
"Great spot and super close to everything. Would definitely stay here again."
United States
Emma
The price is AED 320
AED 433 total
includes taxes & fees
25 Aug - 26 Aug
Pet friendly 1bd/1b unit with living space and full kitchen
Coffee/tea maker, fridge, microwave, oven

13. TIDE + TAILGATE - Sleeps 12, Arcades, Mini Golf

TIDE + TAILGATE - Sleeps 12, Arcades, Mini Golf
Gainesville
9.2 out of 10, Wonderful, (24 reviews)
"Nice place to stay!"
United States
Jennifer B.
The price is AED 347
AED 1,278 total
includes taxes & fees
25 Aug - 26 Aug
TIDE + TAILGATE - Sleeps 12, Arcades, Mini Golf
Terrace/patio

14. Palmetto Cottage-1930’s Florida Cottage

Palmetto Cottage-1930’s Florida Cottage
Micanopy
9.8 out of 10, Exceptional, (60 reviews)
"Cute 1930’s cottage about 25 minutes from Gainesville."
United States
Michele W.
The price is AED 400
AED 845 total
includes taxes & fees
25 Aug - 26 Aug
Palmetto Cottage-1930’s Florida Cottage
TV

15. Bass Fishing Paradise w/ Shared Dock in Hawthorne!

Bass Fishing Paradise w/ Shared Dock in Hawthorne!
Hawthorne
10.0 out of 10, Exceptional, (3 reviews)
"Thank you for letting us stay. We had a great time fishing."
United States
cheryl M.
The price is AED 356
AED 1,031 total
includes taxes & fees
25 Aug - 26 Aug
Bass Fishing Paradise w/ Shared Dock in Hawthorne!
Coffee/tea maker, fridge, microwave, oven

16. Treehouse Suite: Walk DNTN | Lux Apt | Pet Welcome

Treehouse Suite: Walk DNTN | Lux Apt | Pet Welcome
Gainesville
9.0 out of 10, Wonderful, (30 reviews)
"The Depot Village Family were very responsive to my questions before arriving and for things needed while we were there! The location was super convenient to downtown and the campus. Would definitely stay again!! "
United States
Laura M.
The price is AED 320
AED 433 total
includes taxes & fees
1 Sep - 2 Sep
Treehouse Suite: Walk DNTN | Lux Apt | Pet Welcome
Coffee/tea maker, fridge, microwave, toaster

17. The Humming Bird Suite - Affordable Lakefront Fun

The Humming Bird Suite - Affordable Lakefront Fun
Keystone Heights
10.0 out of 10, Exceptional, (3 reviews)
"Nice cozy stay and exactly what we were looking for. Communication with the owner was unmatched. Very accommodating and friendly."
United States
Preston F.
The price is AED 191
AED 483 total
includes taxes & fees
25 Aug - 26 Aug
The Humming Bird Suite - Affordable Lakefront Fun
3 bedrooms, iron/ironing board, WiFi, bed sheets

18. The Canopy on 10th | Game Room • Pets • Pergola

The Canopy on 10th | Game Room • Pets • Pergola
Gainesville
10.0 out of 10, Exceptional, (13 reviews)
"Nice property, great location and good value."
United States
Sandra
The price is AED 408
AED 1,124 total
includes taxes & fees
25 Aug - 26 Aug
The Canopy on 10th | Game Room • Pets • Pergola
Smart TV

19. Neat Condo - Short Walk to UF!

Neat Condo - Short Walk to UF!
Gainesville
8.8 out of 10, Excellent, (3 reviews)
"Very clean, well maintained apt. The bed was way too soft for me. Had to sleep on the couch which was a high end, luxurious soft leather couch. Info in notebook was very helpful. It's quite a walk to UF campus . Glad I had a car."
United States
Chris C.
The price is AED 233
AED 748 total
includes taxes & fees
23 Sep - 24 Sep
Neat Condo - Short Walk to UF!
Coffee/tea maker, fridge, microwave, oven

20. Cute Condo Close to Campus - Walk to Shands/Pool!

Cute Condo Close to Campus - Walk to Shands/Pool!
Gainesville
9.0 out of 10, Wonderful, (47 reviews)
"Clean and close to UF which is exactly what we needed. Communication with the host was prompt and efficient. We will stay again if available."
United States
Dereka
The price is AED 215
AED 814 total
includes taxes & fees
23 Sep - 24 Sep
Cute Condo Close to Campus - Walk to Shands/Pool!
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

Hotel Eleo at the University of Florida

Hotel Eleo at the University of Florida

10/10 Excellent
"Easy check in. Room was spacious & clean."
Maribel 1-night trip
Posted less than an hour ago
Hotel Eleo at the University of Florida

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?

Private Beach & Dock! North Florida Lake House: This vacation home rental outside of Windsor is located on the waterfront and has a garden, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 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.