Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Windsor vacation rentals

Terrace/patio

Palmetto Cottage-1930’s Florida Cottage

Palmetto Cottage-1930’s Florida Cottage
Micanopy
9.8 out of 10, Exceptional, (58 reviews)
"The cottage was clean, comfortable and quiet. All the basics were provided were provided to prepare easy meals and have a wonderful stay. The location was perfect for our needs. Would definitely stay again in the future."
United States
Barbara C.
The price is ￥17,323
￥35,784 total
includes taxes & fees
May 27 - May 28
Palmetto Cottage-1930’s Florida Cottage
View from property

Yearling Restaurant and Cabins

Yearling Restaurant and Cabins
2.5 star property
Hawthorne
9.2 out of 10, Wonderful, (208 reviews)
"The Yearling Cabins are somewhat remote. I planned my stay around a guided tour at the Marjorie Kinnan Rawlings State park and dining at the Yearling Restaurant."
United States
Sarah
The price is ￥22,091
￥24,853 total
includes taxes & fees
May 27 - May 28
Yearling Restaurant and Cabins
Property grounds

Shaanti Retreat • Cozy Studio Blue

Shaanti Retreat • Cozy Studio Blue
Melrose
10.0 out of 10, Exceptional, (3 reviews)
"Best place ever"
United States
Kevin
The price is ￥10,013
￥17,645 total
includes taxes & fees
May 27 - May 28
Shaanti Retreat • Cozy Studio Blue
Property grounds

White Sands Lake 2-bedroom Cottage, Sleeps 6, Kayaks/Fishing

White Sands Lake 2-bedroom Cottage, Sleeps 6, Kayaks/Fishing
Keystone Heights
9.6 out of 10, Exceptional, (18 reviews)
"Awesome location, great cabin! Had everything I needed to see my family ❤️ Will request to stay again!"
United States
Bonnie
The price is ￥12,873
￥31,388 total
includes taxes & fees
May 31 - Jun 1
White Sands Lake 2-bedroom Cottage, Sleeps 6, Kayaks/Fishing
House (2 Bedrooms) | Interior

Hawthorne Angler's Cabin w/ Lake + Dock Access!

Hawthorne Angler's Cabin w/ Lake + Dock Access!
3.0 star property
Hawthorne
The price is ￥18,595
￥47,166 total
includes taxes & fees
May 27 - May 28
Hawthorne Angler's Cabin w/ Lake + Dock Access!
Interior

Orange Blossom in Historic McIntosh

Orange Blossom in Historic McIntosh
McIntosh
10.0 out of 10, Exceptional, (109 reviews)
"Great cottage very comfortable and quiet. neighborhood is quaint and fun to walk around. Owners are very nice and close if issues arrive."
United States
Judy I.
The price is ￥17,323
￥35,784 total
includes taxes & fees
May 27 - May 28
Orange Blossom in Historic McIntosh
Exterior

Juniper Cottage — In the Heart of Old Florida

Juniper Cottage — In the Heart of Old Florida
Micanopy
9.4 out of 10, Exceptional, (17 reviews)
"The cottage is adorable! We loved the furnishings and the proximity to shopping, food, and history. It was so peaceful, we hated to leave. Definitely coming back again!"
United States
Bo W.
The price is ￥17,323
￥35,784 total
includes taxes & fees
May 27 - May 28
Juniper Cottage — In the Heart of Old Florida
Dining

Relaxing Lakefront Escape with Hot Tub, Fire Pit, Kayaks & Paddle Boards

Relaxing Lakefront Escape with Hot Tub, Fire Pit, Kayaks & Paddle Boards
Interlachen
10.0 out of 10, Exceptional, (5 reviews)
"Perfect stay! The home was spotless, cozy, and had everything we needed. Great location, beautiful views, extremely clean and a fantastic host. Highly recommend!"
United States
Francisco J.
The price is ￥19,038
￥61,660 total
includes taxes & fees
Jun 2 - Jun 3
Relaxing Lakefront Escape with Hot Tub, Fire Pit, Kayaks & Paddle Boards
Terrace/patio

Fish from own dock or in Palatka, Visit Ocala National Forest, FU Gators 30+ min

Fish from own dock or in Palatka, Visit Ocala National Forest, FU Gators 30+ min
Hawthorne
10.0 out of 10, Exceptional, (21 reviews)
"Great place to stay. Quiet, clean, with great recreational fishing off dock in back of the yard, along with other fishing areas close by."
United States
Tommye R.
The price is ￥19,707
￥49,012 total
includes taxes & fees
Jun 2 - Jun 3
Fish from own dock or in Palatka, Visit Ocala National Forest, FU Gators 30+ min
Property grounds

Shaanti Retreat • Cozy Private Camper 2

Shaanti Retreat • Cozy Private Camper 2
Melrose
10.0 out of 10, Exceptional, (3 reviews)
"Very nice camper and great price!"
United States
Katy F.
The price is ￥10,013
￥17,645 total
includes taxes & fees
May 29 - May 30
Shaanti Retreat • Cozy Private Camper 2
Interior

Relaxing Lakefront Cottage

Relaxing Lakefront Cottage
Fort McCoy
10.0 out of 10, Exceptional, (17 reviews)
"We thoroughly enjoyed our stay!"
United States
Jennifer C.
The price is ￥21,456
￥42,392 total
includes taxes & fees
May 27 - May 28
Relaxing Lakefront Cottage
Fridge, microwave, oven, stovetop

Modern Pool Home Near UF, Downtown, & Devil's Millhopper Geological State Park

Modern Pool Home Near UF, Downtown, & Devil's Millhopper Geological State Park
Gainesville
9.8 out of 10, Exceptional, (26 reviews)
"Room was clean and everything lolked perfect"
United States
Mariam
The price is ￥18,881
￥53,305 total
includes taxes & fees
May 27 - May 28
Modern Pool Home Near UF, Downtown, & Devil's Millhopper Geological State Park
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Gainesville Hideaway 30-min to Springs Pet- Friendly

Gainesville Hideaway 30-min to Springs Pet- Friendly
Gainesville
The price is ￥21,456
￥27,317 total
includes taxes & fees
May 27 - May 28
Gainesville Hideaway 30-min to Springs Pet- Friendly
Exterior

"La Grande" Retro Escape

"La Grande" Retro Escape
Gainesville
10.0 out of 10, Exceptional, (5 reviews)
"The host was very accommodating. Sweet place. "
United States
Deanne H.
The price is ￥12,555
￥24,456 total
includes taxes & fees
Jun 2 - Jun 3
"La Grande" Retro Escape
House (1 Bedroom) | Interior

Bass Fishing Paradise w/ Shared Dock in Hawthorne!

Bass Fishing Paradise w/ Shared Dock in Hawthorne!
3.0 star property
Hawthorne
The price is ￥18,595
￥47,166 total
includes taxes & fees
May 27 - May 28
Bass Fishing Paradise w/ Shared Dock in Hawthorne!
Smart TV, fireplace

Hidden Cabin Retreat with Private Deck & Firepit

Hidden Cabin Retreat with Private Deck & Firepit
Gainesville
9.6 out of 10, Exceptional, (9 reviews)
"Wonderful stay, house had everything we needed!"
United States
Meghan G.
The price is ￥15,019
￥48,485 total
includes taxes & fees
May 27 - May 28
Hidden Cabin Retreat with Private Deck & Firepit
Smart TV, fireplace

Raceway Retreat, just 12 miles from UF/downtown, relaxing country getaway!

Raceway Retreat, just 12 miles from UF/downtown, relaxing country getaway!
Gainesville
10.0 out of 10, Exceptional, (11 reviews)
"Wonderful host and very comfortable"
United States
Tertia
The price is ￥15,734
￥38,919 total
includes taxes & fees
May 28 - May 29
Raceway Retreat, just 12 miles from UF/downtown, relaxing country getaway!
Interior

Azalea Farmhouse

Azalea Farmhouse
McIntosh
9.6 out of 10, Exceptional, (53 reviews)
"Quiet, clean and easy to check-in. Beautiful yard and close to antique shops."
United States
wcieslak15
The price is ￥17,323
￥35,784 total
includes taxes & fees
Jun 1 - Jun 2
Azalea Farmhouse
3 bedrooms, iron/ironing board, WiFi, bed sheets

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

The Canopy on 10th | Game Room • Pets • Pergola
Gainesville
10.0 out of 10, Exceptional, (12 reviews)
"Great property and awesome host. "
United States
Claude L.
The price is ￥13,986
￥42,940 total
includes taxes & fees
May 27 - May 28
The Canopy on 10th | Game Room • Pets • Pergola
Fridge, microwave, oven, stovetop

Hidden Retreat with Yard, Patio, and BBQ Close to UF or Downtown Gainesville

Hidden Retreat with Yard, Patio, and BBQ Close to UF or Downtown Gainesville
Gainesville
10.0 out of 10, Exceptional, (39 reviews)
"Everything was very accommodating!"
United States
Penny B.
The price is ￥15,591
￥47,182 total
includes taxes & fees
May 27 - May 28
Hidden Retreat with Yard, Patio, and BBQ Close to UF or Downtown Gainesville
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

Holiday Inn Gainesville - University Center by IHG

Holiday Inn Gainesville - University Center by IHG

10/10 Excellent
"This was a great hotel to stay at if you are doing anything at UF, particularly at the library. It's basically right across the street. Room was very nice. Rooftop pool was a great place to cool off. Lots of restaurants in the area and a Publix right next door. Staff was great. I was there at a dead week, so the parking was low intensity, but being able to park and walk right over to campus was great."
Evan 4-night trip
Posted 3 hours ago
Holiday Inn Gainesville - University Center by IHG

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?

Family-Friendly Gainesville Home - Walk to UF - Pool + Sleeps 16: This vacation home rental outside of Windsor offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable 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. It offers a balcony, 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 Santa Fe Lake. 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.