Photo by Stephanie Moraca

Search Vacation Homes in Winter Springs

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare 1598 Vacation Homes in Winter Springs with updated reviews, rates, and availability.

Quiet Oasis in Lovely Neighborhood

9.8 out of 10, Exceptional, (126)
"Nice property. Very friendly hosts. Enjoyed the stay."
The price is SAR 338
SAR 708 total
includes taxes & fees
31 Mar - 1 Apr
Quiet Oasis in Lovely Neighborhood

Vista Cay Resort by Casiola Vacation Homes

3.5 star property
8.8 out of 10, Excellent, (176)
"I loved my stay at the Vista Cay Resort by Casiola Vacation Homes. It’s so quiet, so clean. Definitely I will stay there again They exceeded my expectations "
The price is SAR 653
SAR 1,635 total
includes taxes & fees
2 Apr - 3 Apr
Vista Cay Resort by Casiola Vacation Homes

The Cozy Crash Pad: Tiny House Experience

9.6 out of 10, Exceptional, (15)
"Worked for us. "
The price is SAR 240
SAR 556 total
includes taxes & fees
6 Apr - 7 Apr
The Cozy Crash Pad: Tiny House Experience

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

The price is SAR 930
SAR 2,003 total
includes taxes & fees
11 Apr - 12 Apr
ParadisoGrande 5BD/5BH "2mi SeaWorld" FREE Resort

Donwtown Orlando Thornton Park Historic District - Heated Salt Pool Hot Tub

8.4 out of 10, Very Good, (59)
"I used to live in this beautiful area and it was such a treat to be able to stay somewhere right in the middle of all that is historic downtown Orlando. It is such a unique and beautiful neighborhood and NOTHING like other areas of the city--but you have to experience it to understand that. Dyna's spot is smack in the midst of it, and just a few minute's walk to the little bars, bistros and quaint places to gather, including Lake Eola. She is a lovely person and we could not have enjoyed staying...
Donwtown Orlando Thornton Park Historic District - Heated Salt Pool Hot Tub

Orlando Modern Spacious Home Near Universal

9.0 out of 10, Wonderful, (45)
"We enjoyed the proximity to Universal Studios. This home is close enough to a break during the day and return for the night time fin"
Orlando Modern Spacious Home Near Universal

THE CHLOE by EVRH

9.2 out of 10, Wonderful, (52)
"This house was great for our stay. The decor and cleanliness was great. "
The price is SAR 446
SAR 1,910 total
includes taxes & fees
31 Mar - 1 Apr
THE CHLOE by EVRH

Lakefront 5BR Retreat | Pool, Hot Tub & Lake Views

9.0 out of 10, Wonderful, (65)
"Great location too our gymnastics venue. Something for everyone to do at the house. Just know the pool is not heated, that was the only downfall for us. Other than that we had amazing time at the home"
The price is SAR 1,264
SAR 2,622 total
includes taxes & fees
31 Mar - 1 Apr
Lakefront 5BR Retreat | Pool, Hot Tub & Lake Views

Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

9.8 out of 10, Exceptional, (20)
"Everything was clean and well organized. Lot's of fun games in the garage and a good time all around. "
The price is SAR 544
SAR 1,032 total
includes taxes & fees
31 Mar - 1 Apr
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool

8.8 out of 10, Excellent, (84)
"Nice place and location."
The price is SAR 446
SAR 1,707 total
includes taxes & fees
31 Mar - 1 Apr
Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool

Private Luxury Pool / Smart-home

9.6 out of 10, Exceptional, (64)
"We had an incredible stay at this property! The pool area was absolutely stunning, with beautiful water features and ambient lighting that created the perfect vibe for relaxing evenings. The sunk-in bar and grill area were such a cool touch, making it easy to enjoy outdoor meals and hangouts.Inside, the themed rooms added a fun and unique charm to the home, and we loved how everything was seamlessly controlled by Google Assistant—just like in my own home! The built-in speakers in every room were...
Private Luxury Pool / Smart-home

Blocks a way to Universal Studios. Full Single Family with pool, and amenities.

7.6 out of 10, Good, (4)
"Everything was perfect and clean, very spacious and comfortable, walked in to a welcome basket! Great people and property overall."
The price is SAR 244
SAR 1,041 total
includes taxes & fees
13 Apr - 14 Apr
Blocks a way to Universal Studios. Full Single Family with pool, and amenities.

Waterside. Pet friendly. UCF area.

9.6 out of 10, Exceptional, (131)
"We stayed here for about 4 days. Upon arrival, the security system was armed and we were not provided a code, so, the alarm sirens went off after we entered. I couldn’t get the owner on the phone right away, fortunately, the neighbor was able to get in contact with the owner and get the alarm turned off after a several minutes. The house is very clean and nicely decorated. It had nearly everything we needed for our stay. The beds were very comfortable and pillows were perfect for a good night's...
Waterside. Pet friendly. UCF area.

Casa Winter Park

9.8 out of 10, Exceptional, (106)
"The house was centrally located in Winter Park, comfortable, and clean. It has a nice backyard and patio area. It was a great location for our stay!"
Casa Winter Park

Cozy House in Orlando w Large Yard 20m to Downtown

10.0 out of 10, Exceptional, (1)
"We really enjoyed the large backyard! Everything was clean and comfortable. "
The price is SAR 443
SAR 953 total
includes taxes & fees
7 Apr - 8 Apr
Cozy House in Orlando w Large Yard 20m to Downtown

Beautiful home close to Parks

10.0 out of 10, Exceptional, (2)
"Myself and a few friends needed a place to stay for a concert in Orlando. This place worked out great. Centrally located and easily accommodated 3 adults. House was as described and was perfect for our needs."
Beautiful home close to Parks

THE OLIVIA by EVRH

8.4 out of 10, Very Good, (28)
"Darryl is a great host and very accommodating this house has absolutely everything my family loved our stay here the pool was bigger in person we would definitely return to this property and next time stay longer then 4 nights!!"
The price is SAR 409
SAR 1,752 total
includes taxes & fees
31 Mar - 1 Apr
THE OLIVIA by EVRH

Casa Bella

9.8 out of 10, Exceptional, (145)
"HOUSE LOCATION IS CLOSE TO ANY AND EVERTHING HOST WAS ON TOP OF HIS GAME. THE WHOLE FAMILY WANTS TO RETURN NEXT YEAR "
Casa Bella

Lake Marion Home w/ Canoe in Altamonte Springs!

9.8 out of 10, Exceptional, (74)
"Private, comfy, lake right across the road friendly neighbours and great hosts. I would recommend this place over any hotel in Orlando. Thanks again! "
Lake Marion Home w/ Canoe in Altamonte Springs!

Apopka Single-Story Home w/ Private Lanai + Pool!

9.6 out of 10, Exceptional, (36)
"Safety IssuesNo railing to get in and out of poolReported repairs needed but no one cameNo binder to give information for emergencies, restaurants etc.Front door not very secure.Opened cupboard handle came off in hand requires glue. Otherwise the location was good the house was very clean.Otherwise it"
Apopka Single-Story Home w/ Private Lanai + Pool!
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.
Don't see what you're looking for?
See all available properties in Winter Springs
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

3.5 star property
9.2 out of 10, Wonderful, (1844)
"After a very exhausting couple of days of my trip, it was a delight that they allowed me to have a very early check in, so I could take a nap in the middle of the day, much needed. The room was cold and crispy clean. Especially thankfull to Aliya for arraging all of that with me over the phone before leaving at the end of her shift. Definetly my place to stay when going to Orlando. "
The price is SAR 652
SAR 831 total
includes taxes & fees
11 Apr - 12 Apr
Florida Hotel & Conference Center in the Florida Mall

The View Studio Suites and Event Venue

3.0 star property
8.4 out of 10, Very Good, (980)
"Nice place to stay! "
The price is SAR 321
SAR 361 total
includes taxes & fees
31 Mar - 1 Apr
The View Studio Suites and Event Venue

Sonder Vista Cay

3.5 star property
9.0 out of 10, Wonderful, (183)
"We really enjoyed our stay at Sonder. The unit was beautiful and was very spacious. It was perfect for our large family. It was also close to many theme parks and activities. We plan on staying again for our next trip. "
The price is SAR 573
SAR 644 total
includes taxes & fees
1 Apr - 2 Apr
Sonder Vista Cay
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.