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Check prices for these dates

Compare 115 Cottages in Winter Springs with updated reviews, rates, and availability.

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (288)
"Rich was very helpful and available "
The price is SAR 298
SAR 609 total
includes taxes & fees
20 Apr - 21 Apr
Orlando Lakefront Tiny House Community

Florida Guest House with Private pool & WiFi

10.0 out of 10, Exceptional, (32)
"It’s a nice guest house, as described. I liked that it was a quiet area. "
Florida Guest House with Private pool & WiFi

The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

10.0 out of 10, Exceptional, (14)
"Easy and convenient in a nice place "
The price is SAR 750
SAR 1,394 total
includes taxes & fees
26 Apr - 27 Apr
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

Tiny Hidden Cottage

9.4 out of 10, Exceptional, (38)
"Host provided eggs from chickens that roost on the property - nice extra!"
The price is SAR 296
SAR 575 total
includes taxes & fees
27 Apr - 28 Apr
Tiny Hidden Cottage

Downtown Cottage

9.6 out of 10, Exceptional, (4)
"This place was alright. Clean & was exactly as described. Bare concrete floors are a bit of a drawback. "
The price is SAR 375
SAR 814 total
includes taxes & fees
21 Apr - 22 Apr
Downtown Cottage

Incredible Private Lakefront Cottage Retreat

10.0 out of 10, Exceptional, (26)
"One of our best stays. "
The price is SAR 469
SAR 1,200 total
includes taxes & fees
20 Apr - 21 Apr
Incredible Private Lakefront Cottage Retreat

Private Patio: College Park Cottage in Orlando!

10.0 out of 10, Exceptional, (8)
"We throughly enjoyed our stay! I would highly recommend staying at The Cottage!"
Private Patio: College Park Cottage in Orlando!

The Sanford Foodie Guest House

9.2 out of 10, Wonderful, (9)
"It was a great place to crash for a night. "
The price is SAR 255
SAR 777 total
includes taxes & fees
18 Apr - 19 Apr
The Sanford Foodie Guest House

2BR COTTAGE IN SANFORD HISTORIC DISTRICT

10.0 out of 10, Exceptional, (98)
"This cottage is a quaint spot, inside and out. Cozy, clean and comfortable. Love the location. Great communication."
2BR COTTAGE IN SANFORD HISTORIC DISTRICT

The Pink Door Cottage-Historic Sanford

10.0 out of 10, Exceptional, (13)
"This property was nice and met our needs very well. It is on a street that is decent, but the house backs up to a beautiful historic district with great areas to walk and explore. Felt very safe and enjoyed the area tremendously. "
The Pink Door Cottage-Historic Sanford

Orlando Home w/ Private Pool: 10 Mi to UCF Campus!

3.0 star property
Orlando Home w/ Private Pool: 10 Mi to UCF Campus!

Dtwn Winter Garden Home: 12 Mi to Disney!

9.8 out of 10, Exceptional, (10)
"We had a wonderful stay in Analia’s home. It was a perfect location and 4 adults were quit comfortable for two weeks. "
Dtwn Winter Garden Home: 12 Mi to Disney!

Near Disney & Universal: Family Retreat in Orlando

3.0 star property
Near Disney & Universal: Family Retreat in Orlando

5 Mi to Dtwn Orlando: Historic Hideaway!

3.0 star property
5 Mi to Dtwn Orlando: Historic Hideaway!

Resort Townhome: Perfect Orlando Vacation Spot!!

4.0 star property
8.0 out of 10, Very Good, (1)
Resort Townhome: Perfect Orlando Vacation Spot!!

Hidden Cozy Cottage with queen bed & nearby pickleball courts

10.0 out of 10, Exceptional, (12)
"Great stay ,may stay again another weekend next year when we visit family.Very clean and efficient. "
The price is SAR 394
SAR 923 total
includes taxes & fees
16 May - 17 May
Hidden Cozy Cottage with queen bed & nearby pickleball courts

Gator Cove: Quaint 2-bedroom, 1-bath cottage, sleeps 4. Great for a peaceful retreat.

9.6 out of 10, Exceptional, (60)
"Perfect "
Gator Cove: Quaint 2-bedroom, 1-bath cottage, sleeps 4. Great for a peaceful retreat.

~ 12 Mi to Disney: Downtown Winter Garden Cottage!

9.8 out of 10, Exceptional, (43)
"We LOVE staying at Flamingo House. We are a repeat customer and will be back again soon. Suzie and is wonderful to work with and the house is everything we need!"
~ 12 Mi to Disney: Downtown Winter Garden Cottage!

Gator Cottage: Cozy 2-bedroom, 1-bath cottage, sleeps 4. Perfect for a small family.

9.4 out of 10, Exceptional, (32)
"Easy to find, nice layout and decor. It was perfect. We liked walking over to see the restaurant, the lake and the alligators! Only a little feedback for your info. The tub was not clean, for bathing. Thank you!"
Gator Cottage: Cozy 2-bedroom, 1-bath cottage, sleeps 4. Perfect for a small family.

Chic Orlando Family Getaway w/ Fenced Yard!

3.0 star property
10.0 out of 10, Exceptional, (1)
Chic Orlando Family Getaway w/ Fenced Yard!
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

The View Studio Suites and Event Venue

3.0 star property
8.4 out of 10, Very Good, (1022)
"5 stars "
The price is SAR 258
SAR 290 total
includes taxes & fees
24 Apr - 25 Apr
The View Studio Suites and Event Venue

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.0 out of 10, Wonderful, (1873)
"Nice, but could use improvement on bathroom maintenance. "
The price is SAR 653
SAR 831 total
includes taxes & fees
30 Apr - 1 May
Florida Hotel & Conference Center in the Florida Mall

Sonder Vista Cay

3.5 star property
9.0 out of 10, Wonderful, (194)
"Amazing value. Comfortable setting. Convenient location. "
The price is SAR 526
SAR 591 total
includes taxes & fees
12 May - 13 May
Sonder Vista Cay
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.