Search Cottages in Winter Springs
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Winter Springs cottages
Pool Days & Hammock Naps Book Your Escape Before It’s Gone
Pool Days & Hammock Naps Book Your Escape Before It’s GoneLake Mary
9.8 out of 10, Exceptional, (59 reviews)
"Absolutely perfect location! It was truly one of the best places we have stayed at!"
Jaelyn M.
The price is €233
includes taxes & fees
6 Jul - 7 Jul
Incredible Private Lakefront Cottage Retreat
Incredible Private Lakefront Cottage RetreatAltamonte Springs
10.0 out of 10, Exceptional, (37 reviews)
"Beautiful property in a fantastic location! We've booking this stay twice and will be back again."
Lisa
The price is €330
includes taxes & fees
6 Jul - 7 Jul
Last-Minute July 4th Getaway! Charming Cottage • Early Check-In
Last-Minute July 4th Getaway! Charming Cottage • Early Check-InLake Mary
10.0 out of 10, Exceptional, (19 reviews)
"Easy access, perfect location, perfectly appointed. Will stay again :-)"
Tricia S.
The price is €214
includes taxes & fees
6 Jul - 7 Jul
Downtown Cottage
Downtown CottageColonialtown North
8.2 out of 10, Very good, (11 reviews)
"Clean perfect location for what we needed "
Jerred B.
The price is €162
includes taxes & fees
15 Jul - 16 Jul
Romantic Lakefront Getaway with Balcony near Downtown Orlando
Romantic Lakefront Getaway with Balcony near Downtown OrlandoOrlando
The price is €192
includes taxes & fees
6 Jul - 7 Jul
Shore Steps Cottage - Walking Distance To The Town Of Windermere
Shore Steps Cottage - Walking Distance To The Town Of WindermereWindermere
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!College Park
10.0 out of 10, Exceptional, (42 reviews)
"Our hosts were incredibly accommodating and welcoming. This was the perfect place for us to stay while in town for a wedding in Winter Park. Thank you! "
Danielle S.
The price is €304
includes taxes & fees
13 Jul - 14 Jul
10.0 out of 10, Exceptional, (2 reviews)
"The house was well supplied with amenities, family friendly and it was very fun to use the pool and games. There’s a super Walmart and other shops close by."
Jennifer
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.
Find holiday rentals that suit your style
Villas
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Winter Springs Hotel Reviews
Sheraton Orlando North Hotel
10/10 Excellent
Find out more about Winter Springs
Winter Springs Cottages information
Number of reviews | 159 |
|---|---|
Accommodation | 127 Cottages |
Lowest Price | €162 |
Highest Price | €479 |