Search Vacation Homes in Winter Park

  • 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 4941 Vacation Homes in Winter Park with updated reviews, rates, and availability.

Marriott's Sabal Palms

4.0 star property
9.6 out of 10, Exceptional, (188)
"Loved the huge rooms and quieter than the main hotel but still access to all amenities of resort"
The price is SAR 1,106
SAR 1,245 total
includes taxes & fees
14 Mar - 15 Mar
Marriott's Sabal Palms

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 963
SAR 2,001 total
includes taxes & fees
26 Feb - 27 Feb
Vista Cay Resort by Casiola Vacation Homes

Marriott's Imperial Palm Villas

4.0 star property
9.2 out of 10, Wonderful, (55)
"Well run property, loved the 2 or three bedroom layout, with a lounge, dining and kitchen area. "
The price is SAR 1,609
SAR 1,810 total
includes taxes & fees
23 Feb - 24 Feb
Marriott's Imperial Palm Villas

Private Pool Home w/Lake View! 10min Disney! *FREE WaterPark*

9.2 out of 10, Wonderful, (31)
"Amazing property, couldnt use the bbq, but other than that great"
Private Pool Home w/Lake View! 10min Disney! *FREE WaterPark*

9 BR/5BA Forest View Game Pool villa @Storey Lake

9.4 out of 10, Exceptional, (6)
"Great place"
9 BR/5BA Forest View Game Pool villa @Storey Lake

Beautiful Summer Home

9.8 out of 10, Exceptional, (216)
"The house was easy to check in and out. The home was clean and beautiful. Location was quick to any shopping we needed for food and other personal products. Extremely easy check out!! Loved it! Will book here again in the future 100%"
Beautiful Summer Home

Stunning 4Bd w/ Pool @ Storey Lake 5019

3.0 star property
8.0 out of 10, Very Good, (1)
"We had our condo for 10 days, we felt very much at home. Very clean and welcoming. The heating of the pool added and charge! There were many stores within a couple of miles to get everything we needed for our stay. Thank you for all your help."
Stunning 4Bd w/ Pool @ Storey Lake 5019

FREE Waterpark! 5BR w/Pool - Storey Lake (4984WA)

9.2 out of 10, Wonderful, (72)
"Very nice and clean property. Had everything we needed for our stay. Close to theme parks and local shopping. Would definitely stay here again! "
FREE Waterpark! 5BR w/Pool - Storey Lake (4984WA)

Upstay - Patio Paradise w Pool Spa Games & TikiBar

2.5 star property
8.8 out of 10, Excellent, (3)
"Great place and a perfect house for our casual business meeting. We have used this house 2 times. My only real complaint is that the cook wear is old, damaged (teflon peeling) and the overall minimal options lack the ability to cook for a large group that the house holds. "
Upstay - Patio Paradise w Pool Spa Games & TikiBar

THE BEST LOCATION IN ORLANDO LAKEFRONT VILLA

9.4 out of 10, Exceptional, (58)
"The condo is very neat and cute and the location is great, easy access to everything via car. Communication with the host was great, she answered my questions very quickly. We arrived very late at night and getting access was simple. The kitchen had everything we needed for quick meal prep and grocery stores are close by. Upstairs there are two bedrooms, and you have to walk through one to get to the other so it’s not super private. Not a problem for us. The pull out couch downstairs is super...
The price is SAR 356
SAR 834 total
includes taxes & fees
18 Mar - 19 Mar
THE BEST LOCATION IN ORLANDO LAKEFRONT VILLA

$86 DISNEY LakeFRONTSunsets SeaWorld Universal Convention Waterparks3Beds2Baths

8.6 out of 10, Excellent, (24)
"Stayed during Hurricane Milton. The building is very sturdy and never lost power. Gloria communicates very well and the location is very nice & convenient. "
$86 DISNEY LakeFRONTSunsets SeaWorld Universal Convention Waterparks3Beds2Baths

Charming and Cozy home in Altamonte Springs

8.8 out of 10, Excellent, (8)
"Quite and close to everything home."
Charming and Cozy home in Altamonte Springs

Family Friendly 4 Bedroom close to Disney in Orlando Area 5126A

4.0 star property
7.0 out of 10, Good, (9)
"Not all that clean"
Family Friendly 4 Bedroom close to Disney in Orlando Area 5126A

Gorgeous 4Bd W/ Pool & Waterpark @ Storey Lake 4836M

4.0 star property
9.0 out of 10, Wonderful, (2)
"The house is very well decorated. Bedrooms are super cool with each room having its own theme. My only complaint which was a major pain is the sliding door to the pool. It constantly gets stuck and is off track. My 13 year old went out on back patio to read and got stuck outside for 30 minutes because the door wouldn’t open. I couldn’t even open it for him and had to get my husband. The door really needs to be replaced or fixed. The company is aware because the instructions to get into the home...
Gorgeous 4Bd W/ Pool & Waterpark @ Storey Lake 4836M

House at Resort near Disney World - WMA989

10.0 out of 10, Exceptional, (23)
"We enjoyed our stay and were pleased with how close it was to the numerous Disney parks."
House at Resort near Disney World - WMA989

*8bd Themed-Theater-Arcade-Prvt Pool/Spa-Disney!

10.0 out of 10, Exceptional, (41)
"This property had great perks for the family - from the theatre room, to the game room, the pool, and the neighborhood park as well, we had a great time with our kiddos! Jennifer was great at responding when anything was needed. Thanks!"
*8bd Themed-Theater-Arcade-Prvt Pool/Spa-Disney!

Kissimmee Retreat w/ Pool: Near Disney & Golf!

9.0 out of 10, Wonderful, (102)
"We enjoyed our time at the property. We were there for a cheer competition. The property was close to the venue, which made our weekend much easier. I would definitely stay again. "
Kissimmee Retreat w/ Pool: Near Disney & Golf!

Gorgeous Home with Pool/Spa + FREE Resort Access!

9.4 out of 10, Exceptional, (28)
"The property was great. Clean and convenient. However, the “spa” is not heated as is implied by “spa” in the description. Additional cost must be incurred for the pool heat. Overall a great property but I felt mislead. "
Gorgeous Home with Pool/Spa + FREE Resort Access!

New Mansion Mins to Universal. 5830

9.4 out of 10, Exceptional, (6)
"The house is huge and great for a large group. Everything was very clean and it good shape. The pool area was perfect. I was in a house across the street that backed up to other houses and was not nearly as impressive as this overlooking the pond with fountain"
New Mansion Mins to Universal. 5830

Townhome with pool in resort

10.0 out of 10, Exceptional, (11)
"This property was easy to access and accommodated all of our needs. It was clean and spacious for all our family. Only 20 minutes from Universal Studios. We definitely would pick this property again. "
The price is SAR 675
SAR 2,302 total
includes taxes & fees
2 Mar - 3 Mar
Townhome with pool in resort
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 Park
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Winter Park

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very Good, (8363)
"LBV Resort was very clean & staff were extremely helpful & friendly. Location is about 20-25 minutes to theme parks by car, but probably could be much faster at slower times of the year. Pool was very clean & great for kids & adults. I would definitely recommend. "
The price is SAR 653
SAR 846 total
includes taxes & fees
23 Feb - 24 Feb
Lake Buena Vista Resort Village & Spa

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very Good, (861)
"For the price the value was outstanding. Very clean. The furniture was a bit worn. But not horrible. I was happy with my stay."
The price is SAR 385
SAR 433 total
includes taxes & fees
23 Feb - 24 Feb
The View Studio Suites and Event Venue

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.0 out of 10, Wonderful, (1756)
"Great location, wonderful check in staff, clean room and easy parking. "
The price is SAR 745
SAR 935 total
includes taxes & fees
25 Feb - 26 Feb
Florida Hotel & Conference Center in the Florida Mall
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.