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
1. Today ONLY! Instant check in! Pool Days & Hammock Naps Book Your Escape NOW!
Today ONLY! Instant check in! Pool Days & Hammock Naps Book Your Escape NOW!Lake Mary
9.8 out of 10, Exceptional, (64 reviews)
"Everything was great as usual!!"
Christine B.
The price is AED 314
AED 855 total
includes taxes & fees
25 Aug - 26 Aug
2. Today ONLY! Instant Check In Lake Mary Last-Minute Deal!
Today ONLY! Instant Check In Lake Mary Last-Minute Deal!Lake Mary
10.0 out of 10, Exceptional, (20 reviews)
"Easy access, perfect location, perfectly appointed. Will stay again :-)"
Tricia S.
The price is AED 347
AED 903 total
includes taxes & fees
3 Sep - 4 Sep
3. Incredible Private Lakefront Cottage Retreat
Incredible Private Lakefront Cottage RetreatAltamonte Springs
10.0 out of 10, Exceptional, (38 reviews)
"Beautiful property in a fantastic location! We've booking this stay twice and will be back again."
Lisa
The price is AED 503
AED 1,331 total
includes taxes & fees
1 Sep - 2 Sep
4. Downtown Cottage
Downtown CottageColonialtown North
8.6 out of 10, Excellent, (14 reviews)
"Clean perfect location for what we needed "
Jerred B.
The price is AED 234
AED 647 total
includes taxes & fees
30 Aug - 31 Aug
5. Romantic Lakefront Getaway with Balcony near Downtown Orlando
Romantic Lakefront Getaway with Balcony near Downtown OrlandoOrlando
The price is AED 264
AED 702 total
includes taxes & fees
25 Aug - 26 Aug
6. 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, (48 reviews)
"Everything was super clean and exactly as described. Great location and great stay!"
Garrett S.
The price is AED 577
AED 1,199 total
includes taxes & fees
13 Sep - 14 Sep
7. Shore Steps Cottage - Walking Distance To The Town Of Windermere
Shore Steps Cottage - Walking Distance To The Town Of WindermereWindermere
10.0 out of 10, Exceptional, (1 review)
The price is AED 526
AED 1,365 total
includes taxes & fees
25 Aug - 26 Aug
8. Fire Pit & Yard: Updated Winter Garden Home!
Fire Pit & Yard: Updated Winter Garden Home!Winter Garden
The price is AED 731
AED 1,833 total
includes taxes & fees
27 Aug - 28 Aug
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 vacation rentals that suit your style
Aparthotels
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Winter Springs Hotel Reviews
Country Inn & Suites by Radisson, Orlando Airport, FL
10/10 Excellent
Frequently asked questions
Explore a world of travel with Expedia
- Chalets in North Orlando
- Universal Orlando Resort in Longwood
- Aparthotels in Altamonte Springs
- Guest Houses in Casselberry
- Best Western Hotels in Maitland
- Cabin Rentals in Longwood
- Cheap Hotels in Altamonte Springs
- Red Roof Inn Hotels in Fern Park
- Houseboats in Longwood
- B&B in Maitland
- B&B in Longwood
- Resorts in Fern Park
- La Quinta Inn & Suites Hotels in Altamonte Springs
- Equity Lifestyle Hotels in Longwood
- Sonesta Hotel in Casselberry
- Aparthotels in Winter Springs
- Hotels with Free Parking in Altamonte Springs
- Premier Resorts in Maitland
- Aparthotels in North Orlando
- Sonesta Hotel in North Orlando
- Hyatt Hotels in Longwood
- Accor Hotels in North Orlando
- 5 Star Hotels in Fern Park
- Hotels with a Pool in Lake Mary
- La Quinta Inn & Suites Hotels in Maitland
- Apartments in Maitland
- 4 Star Hotels in Casselberry
- Cottages in Longwood
- Motel 6 Hotels in Altamonte Springs
- Marriott Hotels & Resorts in Altamonte Springs
- Romantic Hotels in Altamonte Springs
- Motels in Fern Park
- Family Hotels in Casselberry
- B&B in Lake Mary
- Best Western Hotels in Winter Springs
- Houseboats in Winter Springs
- Marriott Hotels & Resorts in Winter Springs
- Motel 6 Hotels in Longwood
- Extended Stay America Hotels in Longwood
- Hotels with Bars in North Orlando
- 3 Star Hotels in North Orlando
- Westmont Extended Stay Hotels in Casselberry
- B&B in Oviedo
- Apartments in Longwood
- 3 Star Hotels in Longwood
- Preferred Hotels in Altamonte Springs
- Motels in Heathrow
- Oyo Rooms Hotels in Lake Mary
- Cabin Rentals in Altamonte Springs
- Preferred Hotels in Casselberry
- Best Western Hotels in North Orlando
- Family Hotels in Lake Mary
- Diamond Resorts in Altamonte Springs
- Marriott Hotels & Resorts in Longwood
- Pet-Friendly Hotels in Fern Park
- Vacation Homes in Fern Park
- 5 Star Hotels in Maitland
- Red Roof Inn Hotels in Altamonte Springs
- Hotels near Winter Park Village
- Universal Orlando Resort in Altamonte Springs
- Lodges in Casselberry
- 4 Star Hotels in Maitland
- Resorts in Casselberry
- America's Best Inns Hotels in Casselberry
- Motels in Lake Mary
- Resorts in Winter Springs
- Oyo Rooms Hotels in Longwood
- La Quinta Inn & Suites Hotels in Fern Park
- Red Roof Inn Hotels in Maitland
- Golf Hotels in Casselberry
- Cabin Rentals in Lake Mary
- Wyndham Hotels in Winter Springs
- Wyndham Hotels in Lake Mary
- Motels in Maitland
- 5 Star Hotels in Casselberry
- 5 Star Hotels in Longwood
- Accor Hotels in Winter Springs
- Starwood Capital Hotels in Longwood
- Oyo Rooms Hotels in Winter Springs
- Value Place Hotels in Longwood
- Hotel with a Concierge Hotels in Maitland
- B&B in Altamonte Springs
- 5 Star Hotels in Winter Springs
- Villas in Oviedo
- Independent Hotels in Winter Springs
- Luxury Hotels in Altamonte Springs
- Best Western Hotels in Lake Mary
- Villas in Heathrow
- Hotels with smoking rooms in Altamonte Springs
- Houseboats in Lake Mary
- 5 Star Hotels in Altamonte Springs
- Casselberry Hotels
- Premier Inn Hotels in Lake Mary