Photo by Stephanie Moraca

Search Vacation Homes in Winter Springs

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Nov 14 - Nov 16
In two weeks
Nov 21 - Nov 23
In one month
Dec 5 - Dec 7
In two months
Jan 2 - Jan 4

Vacation Homes in Winter Springs

Beach
The Cottage Lakefront Tiny Home 6 plus month Rental
The Cottage Lakefront Tiny Home 6 plus month Rental
10.0 out of 10, Exceptional, (13)
"Was amazing… would definitely stay again!"
United States
Deborah M.
$167 nightly
The price is $182
Nov 4 - Nov 5
Total with taxes and fees
The Cottage Lakefront Tiny Home 6 plus month Rental
TV
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
2.0 star property
10.0 out of 10, Exceptional, (1)
"We had such a lovely stay at the quaint and charming mother-in-law suite in Apopka, FL. The space was spotless and cozy—perfect for a romantic getaway. We especially loved the serene garden setting with a pool and jacuzzi. Its location was ideal too: just minutes from the highway for easy trips into Orlando, or a scenic drive up 441 to explore the delightful shops and restaurants of Mount Dora. A peaceful retreat with the best of Central Florida within reach."
United States
Carlos J
$93 nightly
The price is $102
Nov 4 - Nov 5
Total with taxes and fees
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
Fridge, microwave, oven, stovetop
Home Sweet Home
Home Sweet Home
9.6 out of 10, Exceptional, (21)
"It was a great location for our trip and everything was true to the listing. The host was very responsive and helpful."
United States
K B.
$260 nightly
The price is $288
Nov 4 - Nov 5
Total with taxes and fees
Home Sweet Home
Terrace/patio
THE CHLOE by EVRH
THE CHLOE by EVRH
8.8 out of 10, Excellent, (66)
"Great time!"
United States
Wood L.
$426 nightly
The price is $472
Nov 4 - Nov 5
Total with taxes and fees
THE CHLOE by EVRH
Smart TV, books
Charming Foodie Lovers Duplex walk to Mills50 - sleeps 10
Charming Foodie Lovers Duplex walk to Mills50 - sleeps 10
2.0 star property
10.0 out of 10, Exceptional, (1)
"Very clean and perfectly sized for two adults, two children. Stayed for concert at Camping World Stadium. Short Uber ride there and back"
United States
Nicole S.
$212 nightly
The price is $235
Nov 4 - Nov 5
Total with taxes and fees
Charming Foodie Lovers Duplex walk to Mills50 - sleeps 10
Interior
Charming 2-bedroom apartment in house with AC, WiFi included
Charming 2-bedroom apartment in house with AC, WiFi included
10.0 out of 10, Exceptional, (7)
"Perfect little spot for a family of 3 to stay. We spent most days exploring local natural springs and would stay at night for dinner and sleep. The place was very clean and had everything we needed for our stay. It felt very secure and safe as it is inside a gated community. "
United States
Elvis R.
$134 nightly
The price is $148
Nov 4 - Nov 5
Total with taxes and fees
Charming 2-bedroom apartment in house with AC, WiFi included
2 bedrooms, iron/ironing board, WiFi, bed sheets
Modern Home Near Downtown
Modern Home Near Downtown
10.0 out of 10, Exceptional, (1)
"Host was friendly and great with communication. Easy check in process! "
United States
Julie D.
$159 nightly
The price is $176
Nov 18 - Nov 19
Total with taxes and fees
Modern Home Near Downtown
Interior
Comfortable 1 bedroom home
Comfortable 1 bedroom home
8.8 out of 10, Excellent, (3)
"Host and location were awesome . Nestled in an great neighborhood. Will definitely stay again."
United States
Ventrell J.
$175 nightly
The price is $175
Nov 4 - Nov 5
Total with taxes and fees
Comfortable 1 bedroom home
Fridge, microwave, oven, stovetop
Full House with Big Fenced Backyard, Washer & Dryer and Pet-Friendly.
Full House with Big Fenced Backyard, Washer & Dryer and Pet-Friendly.
2.0 star property
9.6 out of 10, Exceptional, (5)
"We had a lovely stay here, would definitely recommend! Thanks!"
United States
Jamie K.
$219 nightly
The price is $243
Nov 5 - Nov 6
Total with taxes and fees
Full House with Big Fenced Backyard, Washer & Dryer and Pet-Friendly.
Beach
The Universal · The Universal
The Universal · The Universal
10.0 out of 10, Exceptional, (7)
"It was great! Different and relaxing"
United States
Claudia R.
$166 nightly
The price is $181
Nov 4 - Nov 5
Total with taxes and fees
The Universal · The Universal
Property grounds
The Secret Garden Games Getaway 4 bedroom home
The Secret Garden Games Getaway 4 bedroom home
10.0 out of 10, Exceptional, (3)
"I would leave chocolates in the treasure chest"
United States
Jenifer o.
$331 nightly
The price is $367
Nov 4 - Nov 5
Total with taxes and fees
The Secret Garden Games Getaway 4 bedroom home
Exterior
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
9.6 out of 10, Exceptional, (10)
"The space was private, comfortable and very clean. Ashlee is an amazing hostess. "
United States
Belinda M.
$128 nightly
The price is $142
Nov 10 - Nov 11
Total with taxes and fees
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
Spa
6-bedroom 3bath "Clue" Themed home near parks
6-bedroom 3bath "Clue" Themed home near parks
2.0 star property
9.0 out of 10, Wonderful, (9)
"Michelle and Brandon's home was clean, cozy, fun and beautiful! Between the clue theme , karaoke,and next too all the fun attractions ,we couldn't of asked for anything better ,Michelle was very responsive and nice.next time we book a trip to Orlando we will definitely consider staying at there home!."
United States
Jessica C.
$366 nightly
The price is $407
Nov 4 - Nov 5
Total with taxes and fees
6-bedroom 3bath "Clue" Themed home near parks
Pool
Spacious & Private Guest Pool House Oasis
Spacious & Private Guest Pool House Oasis
9.8 out of 10, Exceptional, (19)
"Very nice place."
United States
kalman s.
$243 nightly
The price is $270
Nov 4 - Nov 5
Total with taxes and fees
Spacious & Private Guest Pool House Oasis
Fridge, microwave, oven, stovetop
Renovated Peaceful Luxury Walk to Mall Park Publix
Renovated Peaceful Luxury Walk to Mall Park Publix
9.4 out of 10, Exceptional, (12)
"We really enjoyed our time here. The porch was really nice to sit out on and it was in a perfect location. Super bathroom and tv size is massive!!"
United States
Amy A.
$171 nightly
The price is $189
Nov 4 - Nov 5
Total with taxes and fees
Renovated Peaceful Luxury Walk to Mall Park Publix
Interior
Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool
Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool
8.8 out of 10, Excellent, (95)
"We had a great time at the house! Close to everything, spacious, clean, and with a good host! "
Norway
Synnøve Sætervik H.
$409 nightly
The price is $455
Nov 4 - Nov 5
Total with taxes and fees
Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool
Fridge, microwave, oven, stovetop
Charming 3-bedroom home away from home.
Charming 3-bedroom home away from home.
9.8 out of 10, Exceptional, (19)
"Perfect stay while visiting local family. "
United States
Kerri W.
$340 nightly
The price is $376
Nov 4 - Nov 5
Total with taxes and fees
Charming 3-bedroom home away from home.
Exterior
Pet Friendly!✰ Charming home with big patio!
Pet Friendly!✰ Charming home with big patio!
10.0 out of 10, Exceptional, (19)
"Beautiful place to stay, clean and peaceful. Definitely recommend this place "
United States
Yesenia R.
$324 nightly
The price is $358
Nov 4 - Nov 5
Total with taxes and fees
Pet Friendly!✰ Charming home with big patio!
Dining
Florida Vacation with pool fun for families
Florida Vacation with pool fun for families
9.6 out of 10, Exceptional, (37)
"Great communication. Convenient, central location. Exactly as described!"
United States
Stacie J.
$299 nightly
The price is $331
Dec 1 - Dec 2
Total with taxes and fees
Florida Vacation with pool fun for families
Terrace/patio
URBAN OASIS: Dog Friendly - Bungalow Retreat - Downtown Orlando
URBAN OASIS: Dog Friendly - Bungalow Retreat - Downtown Orlando
10.0 out of 10, Exceptional, (3)
"We really enjoyed our stay, the property was in a lovely location, convenient to everything in and around Orlando. The home was very clean and comfortable and the owners had thought of everything, in this beautifully decorated home. We will certainly be back. Thank you Kristen for responding so quickly and ensuring our visit was perfect."
United States
David E.
$384 nightly
The price is $427
Nov 4 - Nov 5
Total with taxes and fees
URBAN OASIS: Dog Friendly - Bungalow Retreat - Downtown Orlando
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Springs Hotel Reviews

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent
"If you're going to the Universal Studios Orlando parks, this is a great place to stay. "
Alejandro 3-night trip
Posted 5 hours ago
DoubleTree by Hilton at the Entrance to Universal Orlando

Find out more about Winter Springs

Winter Springs Vacation Homes information

Number of reviews
343
Accommodation
1588 Vacation Homes
Lowest Price
$102
Highest Price
$472

Explore a world of travel with Expedia