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Compare 74 Villas in Winter Springs with updated reviews, rates, and availability.

Walk to Lake: Stunning Central Florida Home!

10.0 out of 10, Exceptional, (43)
"We went to Florida for a family wedding. My 4 adult sons and 2 dogs. The house was spacious, immaculate and very well equipped. The fenced in yard was great for the dogs and perfect for relaxing and hanging out with cousins. I would definitely stay here next time we visit Florida."
Walk to Lake: Stunning Central Florida Home!

Resort style family friendly vacation villa

9.6 out of 10, Exceptional, (7)
"Great location and everything is functional. The property just needs some TLC to fix it up and replace some of the stains. "
The price is SAR 401
SAR 1,500 total
includes taxes & fees
24 Apr - 25 Apr
Resort style family friendly vacation villa

Vista Cay Modern

4.0 star property
10.0 out of 10, Exceptional, (2)
"Es una muy buena opción para una família de hasta 6 personas. Es una urbanización en una muy buena ubicación, segura y con buenas instalaciones (la piscina está en remodelación). Hay todo en la casa que se necesita para una família. "
Vista Cay Modern

6B/5B Estate on 2+ Acres W/Pool, Guesthouse, Theater & More

9.8 out of 10, Exceptional, (34)
"The house was nice and in a great location. 5 bedrooms in the main house then a couple in the guest house made it easy to fit the 12 adults we had staying. Would definitely book this house again if we return to the same area. "
6B/5B Estate on 2+ Acres W/Pool, Guesthouse, Theater & More

Enchanted 2 Bedroom Home near Downtown Winter Garden

10.0 out of 10, Exceptional, (2)
"Great stay, great hosts. Had family gathering here. Perfect as could grill and enjoy private uard. Would stay again."
Enchanted 2 Bedroom Home near Downtown Winter Garden

Renovated Condo by Convention Center & I-drive

4.0 star property
9.8 out of 10, Exceptional, (6)
"Nice place to stay. Would recommend!"
Renovated Condo by Convention Center & I-drive

Elegant and Spacious 3BD Town Home With CDC Standards - Close to Convention Center #3vc007

3.5 star property
10.0 out of 10, Exceptional, (1)
"The property is perfectly located for universal, seaworld & Disney, all within 10- 15min drive. Based on a complex the pool is approx 5min walk. The facilities are nice and clean. "
Elegant and Spacious 3BD Town Home With CDC Standards - Close to Convention Center #3vc007

4,800 sf Estate | Pool, Lake, Weddings and Events

9.6 out of 10, Exceptional, (25)
"Awesome location and privacy, the service was on point they gave me all the info I needed upfront! Thanks so much!"
The price is SAR 1,932
SAR 4,201 total
includes taxes & fees
26 Mar - 27 Mar
4,800 sf Estate | Pool, Lake, Weddings and Events

Majestic Dreams

4.0 star property
9.4 out of 10, Exceptional, (14)
"Plenty of space in this 3-bedroom townhouse. Close to Universal Studios but away from the congestion. Clean and comfortable- only negative was the traffic noise as this unit bordered the multi-lane Universal Blvd. "
Majestic Dreams

Lakefront Luxury

4.0 star property
10.0 out of 10, Exceptional, (5)
"Great Location, very nice and big place to stay very comfortable "
Lakefront Luxury

Vacation Villa next to pool

The price is SAR 281
SAR 455 total
includes taxes & fees
7 Apr - 8 Apr
Vacation Villa next to pool

Gator Palace: Stylish 5-bedroom, 4-bath home, with upstairs loft. Sleeps 12.

9.4 out of 10, Exceptional, (39)
"This review is actually for Gator Manor, as we upgraded prior to our stay. The property managers were so flexible in helping us do so, and were so gracious in providing accommodations for me and my family. We were able to host a small gathering for family during my wedding weekend, and got so many compliments on the property. It is truly a beautiful house and highly recommend to those who need to host larger family gatherings. "
Gator Palace: Stylish 5-bedroom, 4-bath home, with upstairs loft. Sleeps 12.

Stunning Luxury Home in Artsy Winter Park featuring Nintendo-Themed Game Room!

10.0 out of 10, Exceptional, (1)
The price is SAR 2,059
SAR 3,960 total
includes taxes & fees
14 Apr - 15 Apr
Stunning Luxury Home in Artsy Winter Park featuring Nintendo-Themed Game Room!

Spacious 7BR Lake Stay | Pool, Hot Tub & Lake View

9.6 out of 10, Exceptional, (13)
"We stayed here for a golf trip in Orlando and it is fantastic property for a large group with plenty of spacious bedrooms and top notch amenities to offer."
The price is SAR 1,159
SAR 2,463 total
includes taxes & fees
7 Apr - 8 Apr
Spacious 7BR Lake Stay | Pool, Hot Tub & Lake View

Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix

10.0 out of 10, Exceptional, (1)
"Unique, large efficiency apartment. Very convienient to interstate highway, hospital, and fantastic mall and shopping and dining. Heron Roost Park and lake is across the highway. Host is friengly and attentive. "
The price is SAR 371
SAR 764 total
includes taxes & fees
26 Mar - 27 Mar
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix

Banana Leaf Villa- Book your gathering today!

2.0 star property
8.0 out of 10, Very Good, (3)
"For one night, it was good. Close to stadium for concert (or game) "
The price is SAR 278
SAR 382 total
includes taxes & fees
26 Mar - 27 Mar
Banana Leaf Villa- Book your gathering today!

Emerald Isle

3.5 star property
10.0 out of 10, Exceptional, (2)
"Spacious area with 3 floors. It was well organized, but one conplaint was that there were many ants. Other than that, the place was beautiful. Would recommend. "
Emerald Isle

Gator Manor: Elegant 6-bedroom, 6-bath home, sleeps 12. Ideal for large groups

9.0 out of 10, Wonderful, (12)
"The place was very clean, decorated like a nice hotel. It is well water so there's a slight smell to the water, but nothing bad. Suggest bringing drinking water. Note: The piano is non-functional (big disappointment to us as we book for the pianos). No grill either, just note that. No TV's in rooms. Each room has it's own bathroom. Overall very nice place."
Gator Manor: Elegant 6-bedroom, 6-bath home, sleeps 12. Ideal for large groups

At Lakes Upscale Villa/Next to Downtown Orlando

10.0 out of 10, Exceptional, (1)
"House is beautiful and great location to downtown. We will definitely look at coming back."
At Lakes Upscale Villa/Next to Downtown Orlando

Cozy Gated Nature Walk to MallParkPublix 2Story

9.0 out of 10, Wonderful, (2)
"I stayed for 8 nights. If you have a big suitcase, be forewarned that getting it up the circular staircase is probably not a good idea. I recommend bringing it upstairs via the outdoor deck stairs.There were several things broken that the host was very responsive and fixed immediately.It was a good space and felt like a safe area for an older gal like me. Very quiet and peaceful.The only things I think can be improved are the cleanliness of the floors, a new knife set and a better supply of...
The price is SAR 435
SAR 835 total
includes taxes & fees
26 Mar - 27 Mar
Cozy Gated Nature Walk to MallParkPublix 2Story
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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Other property types in Winter Springs

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.2 out of 10, Wonderful, (1842)
"5/5 service. When I got there checking was super easy, nice looking room. Next time I visit I would like to have a different view. I had a view to the mall roof. "
The price is SAR 746
SAR 936 total
includes taxes & fees
30 Mar - 31 Mar
Florida Hotel & Conference Center in the Florida Mall

The View Studio Suites and Event Venue

3.0 star property
8.4 out of 10, Very Good, (978)
"They were doing construction while we were there but they made sure to do it between 10 and 6 so it didn’t interfere much with our stay. The staff was very friendly and helpful. The room was spacious and clean. "
The price is SAR 298
SAR 336 total
includes taxes & fees
8 Apr - 9 Apr
The View Studio Suites and Event Venue

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (280)
"Nice, clean property. Polite and helpful management."
The price is SAR 261
SAR 568 total
includes taxes & fees
14 Apr - 15 Apr
Orlando Lakefront Tiny House Community
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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