Windsor Vacation Rentals

Vacation Rentals in Windsor

Condo, 2 Bedrooms | Private kitchen | Full-size fridge, oven, stovetop, dishwasher
Barsala At Thirty Fourth
3.5 star property
7.2 out of 10, Good, (42)
"Property was nice and the pool was nice. It was very clean. It just didn’t have TVs or decoration or porch chairs. It was a just an apartment with two beds essentially. Also, didn’t have enough bathing towels. "
Barsala At Thirty Fourth
Beach
Convene With Nature With First Class Amenities! Create Memories! - Free Bike Use
10.0 out of 10, Exceptional, (92)
"The host was very nice and detail oriented and knowledgeable."
Convene With Nature With First Class Amenities! Create Memories! - Free Bike Use
Premium bedding, individually decorated, individually furnished
Yearling Restaurant and Cabins
2.5 star property
9.2 out of 10, Wonderful, (152)
"We enjoyed our stay and especially enjoyed dinner at the yearling restaurant. Our rooms were ready, clean and comfortable. They were exactly as pictured. The best air conditioning ever! "
The price is $129
$145 total
includes taxes & fees
May 26 - May 27
Yearling Restaurant and Cabins
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Terrace/patio
Palmetto Cottage-1930’s Florida Cottage
10.0 out of 10, Exceptional, (6)
"What better place to read a biography of Marjorie Kinnan Rawlings, than on this front porch? We loved the song birds and walking in the cemetery. The property was so close to downtown Micanopy, Payne's Prairie and Gainesville, that day trips were easy and relaxed. We had everything we needed and the house was clean and well tended. We hope to return."
The price is $99
$216 total
includes taxes & fees
May 26 - May 27
Palmetto Cottage-1930’s Florida Cottage
Outdoor pool
✨ 2 Master Suite Apartment near North Florida Regional Med, UF Health, & Mall ✨
9.4 out of 10, Exceptional, (50)
"It was clean, spacious and well laid out. The tv was a little confusing at first, but we figured it out. We would stay again."
The price is $90
$228 total
includes taxes & fees
Jun 2 - Jun 3
✨ 2 Master Suite Apartment near North Florida Regional Med, UF Health, & Mall ✨
Fridge, microwave, oven, stovetop
Funky MINI GOLF Home filled with Amenities
10.0 out of 10, Exceptional, (22)
"This house is the reason you choose vrbo over hotels. From the minute I booked it the owners were super friendly in their communication and made staying at their property easy and welcoming. Not only did it feel really clean, but the owners thought of so many ways to make the stay great for their guests. There were little snacks in jars, coffee and creamer, plenty of soap (not just the little hotel bottles, but large refillable ones so you can wash yourself properly), and they weren't stingy on...
The price is $84
$221 total
includes taxes & fees
May 27 - May 28
Funky MINI GOLF Home filled with Amenities
Fridge, microwave, stovetop, coffee/tea maker
Charming Gainesville Townhome < 2 Mi to University
9.2 out of 10, Wonderful, (75)
"Nice"
Charming Gainesville Townhome < 2 Mi to University
Plasma TV, Netflix, streaming services
Quiet Convenient and Modern Haven
4.0 star property
10.0 out of 10, Exceptional, (4)
"Super cozy, clean, and close to UF. This place exceeded our expectations. Thank you Kate for all Your attention to detail to make our stay at your place a great experience."
Quiet Convenient and Modern Haven
Fridge, microwave, oven, stovetop
Sunrise Family-Friendly Oasis with Pool. Bring the dogs.
9.6 out of 10, Exceptional, (118)
"Lovely house, quiet neighborhood, conveniently located to restaurants, parks, shopping. Well appointed kitchen, all essentials provided. Great for family."
Sunrise Family-Friendly Oasis with Pool. Bring the dogs.
Property grounds
Crystal Lake Retreat
10.0 out of 10, Exceptional, (43)
"Very peaceful and relaxing. Enjoyed the lake, fishing and sunsets. Loved the community as well."
Crystal Lake Retreat
Fridge, microwave, oven, stovetop
Four Bedrooms, Hot Tub + Pool.
10.0 out of 10, Exceptional, (34)
"My family all met in Gainesville for an extended long weekend in March and this house was perfect for home base. All the beds were extremely comfortable, the place was clean and easy to find. We enjoyed going to local parks, UF, restaurants (satchels pizza) all nearby. The pool was huge and great for the kids (a bit too cold for us adults)! Would definitely return again!"
Four Bedrooms, Hot Tub + Pool.
Living area | Smart TV
🌟Beautiful townhouse 2 bedrooms 1.5 bathrooms next to Butler Plaza 1 mile to UF
9.4 out of 10, Exceptional, (31)
"My family and I enjoyed our stay at this property. I had to message the property manager a few times because I made an error on my booking. Their response was quick and very courteous. The place was clean and the beds were so comfy and soft! It is located close to the shopping mall and a few great dinning spots."
The price is $90
$228 total
includes taxes & fees
Jun 2 - Jun 3
🌟Beautiful townhouse 2 bedrooms 1.5 bathrooms next to Butler Plaza 1 mile to UF
Fridge, microwave, oven, stovetop
Quiet Condo – Short Walk to UF/Shands/Downtown!
8.6 out of 10, Excellent, (18)
"The property was clean, filled stocked in the kitchen and had the comforts of house while traveling. Nice setup for the soccer tournament weekend while in Gainesville."
The price is $72
$226 total
includes taxes & fees
Jun 9 - Jun 10
Quiet Condo – Short Walk to UF/Shands/Downtown!
Fridge, microwave, oven, stovetop
Modern, Fully Upgraded Home with BBQ and Firepit!
10.0 out of 10, Exceptional, (22)
"Great stay - house has a great layout and backyard space. Well equipped and comfortable! My favorite coffee spot a few houses away - Coffee Culture! We will be back!"
Modern, Fully Upgraded Home with BBQ and Firepit!
Property grounds
Cozy Gainesville Condo Near Shopping & Dining
10.0 out of 10, Exceptional, (15)
"The condo is in a perfect location for shopping and fun. Very clean and the host is amazing."
Cozy Gainesville Condo Near Shopping & Dining
Outdoor pool
🌟 Prime Location for UF Visitors: 2BR Condo with Pool and Fast Wi-Fi ✨
9.4 out of 10, Exceptional, (39)
"Our stay was excellent. Just what we needed for a short stay for a hospital procedure. Plenty of amenities available. No problems with check in however my husband forgot to get our Peanut Butter eggs out of the refrigerator when he left. I sure hope someone else was able to enjoy them! They are a special treat in our hometown each year to celebrate Easter!"
The price is $97
$232 total
includes taxes & fees
Jun 4 - Jun 5
🌟 Prime Location for UF Visitors: 2BR Condo with Pool and Fast Wi-Fi ✨
Terrace/patio
🏝️The Oasis w/ New Salt Pool | Walk to Publix & Restaurants | 1 Mile to UF🏝️
9.8 out of 10, Exceptional, (15)
"Our group included aunts and uncles, sons and daughters, mothers and fathers, and a few friends stopped by for a barbecue in the backyard. Perfect place to celebrate a celebrate a special occasion close to campus. Communication with the host was especially good - he helped us out and made the stay special. Highly recommended."
🏝️The Oasis w/ New Salt Pool | Walk to Publix & Restaurants | 1 Mile to UF🏝️
Sun loungers
Relaxing 4/3 Lakehouse Getaway on Lake Geneva
10.0 out of 10, Exceptional, (16)
"We had an amazing time at the property from beginning to end. The home is blessed with a large yard and also a lot of lake frontage for all of your activities. The green house is fully stocked with floats, fishing poles, and life jackets, and yard games for your enjoyment. My 3 year old loved building sand castles down at the sandy beach while we floated in the water and our lab puppy swam around. We felt right at home, whether we were watching a movie in the living room, or hanging out in the...
Relaxing 4/3 Lakehouse Getaway on Lake Geneva
Fridge, microwave, oven, stovetop
Mid-century Home 2 miles to UF/Downtown/Shands & Walk to Coffee Culture
9.6 out of 10, Exceptional, (48)
"The location is great! It is convenient to UF campus, restaurants, and shopping while being in a quiet neighborhood. We brought our dog and he loved the large, fenced-in backyard. My husband walked him early each morning and the neighbors stopped to chat - so nice! The house has everything you need for cooking - even the grill was in great shape which isn't always the case at rental units. The beds were comfy, the a/c amazingly cold :-), and there was a large water heater so no one took cold...
The price is $120
$329 total
includes taxes & fees
May 26 - May 27
Mid-century Home 2 miles to UF/Downtown/Shands & Walk to Coffee Culture
Living area | Smart TV
The Gator Get-Away
8.0 out of 10, Very Good, (4)
"Everything was great"
The price is $105
$322 total
includes taxes & fees
Jun 2 - Jun 3
The Gator Get-Away
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See all available properties in Windsor
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.

Other types of properties in Windsor you may be interested in

Lobby
hom hotel + suites, Trademark Collection by Wyndham
2.5 star property
8.4 out of 10, Very Good, (1412)
"I loved this hotel. Clean, modern and excellent helpful staff with a very good breakfast! Great value for the money"
The price is $76
$86 total
includes taxes & fees
May 29 - May 30
hom hotel + suites, Trademark Collection by Wyndham
Bar (on property)
DoubleTree by Hilton Gainesville
4.0 star property
8.2 out of 10, Very Good, (1002)
"Ambience"
The price is $101
$114 total
includes taxes & fees
Jun 2 - Jun 3
DoubleTree by Hilton Gainesville
Front of property
Hotel Eleo at the University of Florida
3.0 star property
9.4 out of 10, Exceptional, (1208)
"Customer service was excellent. Anton at the front desk is terrific."
The price is $121
$137 total
includes taxes & fees
Jun 19 - Jun 20
Hotel Eleo at the University of Florida
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.

Everything you need to know about Windsor vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windsor vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windsor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windsor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $72 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windsor rentals

At Expedia, we put the best Windsor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

☆NEW! Opulent Oasis Townhome☆Near UF, Butler Plaza, Celebration Pointe!: This vacation home rental outside of Windsor has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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.

Recent reviews of Windsor properties
Expedia verified reviews

hom hotel + suites, Trademark Collection by Wyndham

hom hotel + suites, Trademark Collection by Wyndham

5/5 Excellent
"I loved this hotel. Clean, modern and excellent helpful staff with a very good breakfast! Great value for the money"
A verified traveler from Fairfax stayed at hom hotel + suites, Trademark Collection by Wyndham
Posted 16 hours ago
hom hotel + suites, Trademark Collection by Wyndham