Photo by Stephanie Moraca
Search Vacation Homes in Winter Springs
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 1586 Vacation Homes in Winter Springs with updated reviews, rates, and availability.

Quiet Oasis in Lovely Neighborhood
Quiet Oasis in Lovely Neighborhood
9.8 out of 10, Exceptional, (126)
The price is AED 331
AED 693 total
includes taxes & fees
31 Mar - 1 Apr

Vista Cay Resort by Casiola Vacation Homes
Vista Cay Resort by Casiola Vacation Homes
8.8 out of 10, Excellent, (176)
The price is AED 639
AED 1,601 total
includes taxes & fees
2 Apr - 3 Apr

The Cozy Crash Pad: Tiny House Experience
The Cozy Crash Pad: Tiny House Experience
9.6 out of 10, Exceptional, (15)
The price is AED 235
AED 545 total
includes taxes & fees
6 Apr - 7 Apr

ParadisoGrande 5BD/5BH "2mi SeaWorld" FREE Resort
ParadisoGrande 5BD/5BH "2mi SeaWorld" FREE Resort

Donwtown Orlando Thornton Park Historic District - Heated Salt Pool Hot Tub
Donwtown Orlando Thornton Park Historic District - Heated Salt Pool Hot Tub
8.4 out of 10, Very Good, (59)

Orlando Modern Spacious Home Near Universal
Orlando Modern Spacious Home Near Universal
9.0 out of 10, Wonderful, (45)

THE CHLOE by EVRH
THE CHLOE by EVRH
9.2 out of 10, Wonderful, (52)
The price is AED 437
AED 1,929 total
includes taxes & fees
30 Mar - 31 Mar

Lakefront 5BR Retreat | Pool, Hot Tub & Lake Views
Lakefront 5BR Retreat | Pool, Hot Tub & Lake Views
9.0 out of 10, Wonderful, (65)
The price is AED 1,293
AED 2,637 total
includes taxes & fees
6 Apr - 7 Apr
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.
Save an average of 15% on thousands of hotels when you're signed in
Other property types in Winter Springs

Florida Hotel & Conference Center in the Florida Mall
Florida Hotel & Conference Center in the Florida Mall
9.2 out of 10, Wonderful, (1844)
The price is AED 615
AED 787 total
includes taxes & fees
10 Apr - 11 Apr

The View Studio Suites and Event Venue
The View Studio Suites and Event Venue
8.4 out of 10, Very Good, (980)
The price is AED 314
AED 353 total
includes taxes & fees
31 Mar - 1 Apr

Orlando Lakefront Tiny House Community
Orlando Lakefront Tiny House Community
9.4 out of 10, Exceptional, (281)
The price is AED 256
AED 556 total
includes taxes & fees
31 Mar - 1 Apr
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.
Recent reviews of Winter Springs hotels
Recent reviews of Winter Springs hotels

Rosen Inn at Pointe Orlando
5/5 Excellent
"The property was clean, comfortable, & in easy walking distance to local tourist attractions. Even though my room was next to the pool, it was still very quiet. I may not have looked very thoroughly but I did not see any eating places at hand. Candy"
A verified traveler stayed at Rosen Inn at Pointe Orlando
Posted 3 hours ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Top Vacation Homes in Other Destinations
More Accommodation Types in Winter Springs
- Apartments in Winter Springs
- Condo Rentals in Winter Springs
- Cottages in Winter Springs
- Villas in Winter Springs
- Aparthotels in Winter Springs
- Resorts in Winter Springs
- Guest Houses in Winter Springs
- Motels in Winter Springs
- B&B in Winter Springs
- Houseboats in Winter Springs
- Farmstay in Winter Springs
- Cabin Rentals in Winter Springs
- Chalets in Winter Springs
- Lodges in Winter Springs
- Residences in Winter Springs
- Hotels