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Aug 15 - Aug 17
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Cottages in Winter Springs

Orlando Lakefront Tiny House Community
The Sunshine Lake Shake | 2 bedrooms, individually decorated, individually furnished

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (326)
"We enjoyed our stay."
$145 nightly
The price is $164
Aug 25 - Aug 26
Total includes taxes and fees
Orlando Lakefront Tiny House Community
Tiny Hidden Cottage
Interior

Tiny Hidden Cottage

9.4 out of 10, Exceptional, (48)
"Host provided eggs from chickens that roost on the property - nice extra!"
$131 nightly
The price is $144
Aug 6 - Aug 7
Total includes taxes and fees
Tiny Hidden Cottage
Labor Day Getaway!! Guest House with Private pool & WiFi
Exterior

Labor Day Getaway!! Guest House with Private pool & WiFi

9.8 out of 10, Exceptional, (38)
"Wonderful stay. This is my second time here and love the accommodations and location. Very quiet. "
Labor Day Getaway!! Guest House with Private pool & WiFi
Private Patio: College Park Cottage in Orlando!
Exterior

Private Patio: College Park Cottage in Orlando!

10.0 out of 10, Exceptional, (8)
"I stayed here for a month with my dog. It was exactly what I needed! The hosts thought of everything that you could possibly need. There is a ton of space and everything is organized and clean. Location is great being close to local shops, necessities, and major roads."
Private Patio: College Park Cottage in Orlando!
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Exterior

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

10.0 out of 10, Exceptional, (26)
"Easy and convenient in a nice place "
$319 nightly
The price is $354
Aug 11 - Aug 12
Total includes taxes and fees
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Dtwn Winter Garden Home: 12 Mi to Disney!
Exterior

Dtwn Winter Garden Home: 12 Mi to Disney!

10.0 out of 10, Exceptional, (13)
"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!
The Pink Door Cottage-Historic Sanford
Outdoor dining

The Pink Door Cottage-Historic Sanford

9.8 out of 10, Exceptional, (17)
"Fully equipped with everything one could need whilst staying here."
The Pink Door Cottage-Historic Sanford
Deltona Lake House, Day Trip to Disney & Universal
House (2 Bedrooms) | Front of property

Deltona Lake House, Day Trip to Disney & Universal

3.0 star property
10.0 out of 10, Exceptional, (3)
"This house was perfect! Very spacious, clean, and felt like a very safe neighborhood for a few women traveling. The ONLY improvements I would suggest would be having more towels, and extra blankets available for guests. And I would replace the pull out couch mattress as it was very uncomfortable. Still a 10/10 overall!"
Deltona Lake House, Day Trip to Disney & Universal
Orlando Home w/ Private Pool: 10 Mi to UCF Campus!
Exterior

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

3.0 star property
Orlando Home w/ Private Pool: 10 Mi to UCF Campus!
Downtown Cottage
1 bedroom, desk, iron/ironing board, free WiFi

Downtown Cottage

9.6 out of 10, Exceptional, (4)
"Thank you for a wonderful stay. This gem of a guest house is in a perfect location in the Mills50 area of downtown Orlando. A perfectly cozy little home with comfortable beds and a welcoming environment. We look forward to staying again next time we are in Orlando!"
$158 nightly
The price is $175
Aug 6 - Aug 7
Total includes taxes and fees
Downtown Cottage
Orlando Golden Girls Retreat: Prime Location!
House (1 Bedroom) | Interior

Orlando Golden Girls Retreat: Prime Location!

3.0 star property
Orlando Golden Girls Retreat: Prime Location!
Resort Townhome: Perfect Orlando Vacation Spot!!
House (3 Bedrooms) | Property amenity

Resort Townhome: Perfect Orlando Vacation Spot!!

4.0 star property
8.0 out of 10, Very Good, (1)
Resort Townhome: Perfect Orlando Vacation Spot!!
Chic Orlando Family Getaway w/ Fenced Yard!
House (4 Bedrooms) | Interior

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!
Fire Pit & Yard: Updated Winter Garden Home!
House (2 Bedrooms) | Interior

Fire Pit & Yard: Updated Winter Garden Home!

3.0 star property
Fire Pit & Yard: Updated Winter Garden Home!
~ 9 Mi to Universal: Orlando Retreat w/ Sun Porch!
House (3 Bedrooms) | Interior

~ 9 Mi to Universal: Orlando Retreat w/ Sun Porch!

3.0 star property
~ 9 Mi to Universal: Orlando Retreat w/ Sun Porch!
Screened Lanai + Fenced Yard: Luxe Orlando Home
Interior

Screened Lanai + Fenced Yard: Luxe Orlando Home

3.0 star property
Screened Lanai + Fenced Yard: Luxe Orlando Home
Dtwn Winter Garden Home: 12 Mi to Disney!
Cottage (3 Bedrooms) | Interior

Dtwn Winter Garden Home: 12 Mi to Disney!

3.0 star property
Dtwn Winter Garden Home: 12 Mi to Disney!
Near Kayak Launch: Riverfront Home in Sanford!
House (2 Bedrooms) | Front of property

Near Kayak Launch: Riverfront Home in Sanford!

3.0 star property
Near Kayak Launch: Riverfront Home in Sanford!
Hidden Garden Cottage-Swim&Spa, Ctrl Orlando Disney Universal Sea World Beaches,
Property grounds

Hidden Garden Cottage-Swim&Spa, Ctrl Orlando Disney Universal Sea World Beaches,

8.4 out of 10, Very Good, (15)
"This was a cute place in a nice neighborhood "
Hidden Garden Cottage-Swim&Spa, Ctrl Orlando Disney Universal Sea World Beaches,
The Sanford Foodie Guest House
1 bedroom, desk, WiFi, bed sheets

The Sanford Foodie Guest House

8.6 out of 10, Excellent, (12)
"Great spot if you are visiting the area. The host was nice and helpful!"
$229 nightly
The price is $254
Aug 28 - Aug 29
Total includes taxes and fees
The Sanford Foodie Guest House
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 Winter Springs Hotel Reviews

Universal's Terra Luna Resort

Universal's Terra Luna Resort

10/10 Excellent
"Everything was perfect universal is a magical place "
Winston 5-night trip
Posted 15 hours ago
Universal's Terra Luna Resort