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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
28 Rab. I - 30 Rab. I
In two weeks
4 Rab. II - 6 Rab. II
In one month
18 Rab. II - 20 Rab. II
In two months
16 Jum. I - 18 Jum. I

Compare 5891 Vacation Homes in Winter Park with updated reviews, rates, and availability.

Marriott's Sabal Palms
Outdoor pool, open 6:00 AM to 11:00 PM, pool umbrellas, sun loungers

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 1,047
SAR 1,177 total
includes taxes & fees
10 Apr - 11 Apr
Marriott's Sabal Palms
Vista Cay Resort by Casiola Vacation Homes
3 outdoor pools, a heated pool, pool umbrellas, sun loungers

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 768
SAR 1,772 total
includes taxes & fees
2 Apr - 3 Apr
Vista Cay Resort by Casiola Vacation Homes
Marriott's Imperial Palm Villas
Outdoor pool, a heated pool

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 1,662
SAR 1,869 total
includes taxes & fees
10 Apr - 11 Apr
Marriott's Imperial Palm Villas
Beautiful and cozy home at Sonoma Resort
Pool

Beautiful and cozy home at Sonoma Resort

9.2 out of 10, Wonderful, (5)
"We booked this home last minute, as we needed a little getaway with the family! Such an amazing experience! The house was everything we were looking for. I’m a clean freak and this totally met my standards! We asked for the pool to be heated and it felt like bath water and was super clean! The neighborhood was great! Check in was extremely easy (even at 5am after a bunch of flight delays). The kids cried the morning we were leaving because they didn’t want to leave the house! The perfect spot to...
The price is SAR 604
SAR 2,154 total
includes taxes & fees
25 Mar - 26 Mar
Beautiful and cozy home at Sonoma Resort
Quiet Oasis in Lovely Neighborhood
Pool

Quiet Oasis in Lovely Neighborhood

9.8 out of 10, Exceptional, (125)
"We stayed 2 nights and it couldn't have been more perfect. Bunker is an amazing host. I was ill the day we were to check out. I texted and asked if we could check out an hour or two late. Not only did he allow us 2 hours he asked if there was anything he could do to help me. I hope to stay here again. "
The price is SAR 338
SAR 708 total
includes taxes & fees
31 Mar - 1 Apr
Quiet Oasis in Lovely Neighborhood
Perfect Family Getaway, Modern Decor, Gated Resort Community w/ Waterpark, Free WIFI!
Pool

Perfect Family Getaway, Modern Decor, Gated Resort Community w/ Waterpark, Free WIFI!

9.6 out of 10, Exceptional, (44)
"My family loved our stay here. In fact, this was our second stay! The home is so bright and open with a welcoming feel. We had everything we needed to cook our breakfasts before heading to the parks. The beds are comfortable and everything was very clean. Will stay here again!"
Perfect Family Getaway, Modern Decor, Gated Resort Community w/ Waterpark, Free WIFI!
Storey Lake-CLOSEST RESORT TO DISNEY-FREE RESORT FACILITIES -MODERN-FREE WIFI
Bar (on property)

Storey Lake-CLOSEST RESORT TO DISNEY-FREE RESORT FACILITIES -MODERN-FREE WIFI

2.0 star property
10.0 out of 10, Exceptional, (3)
"Had a great time."
Storey Lake-CLOSEST RESORT TO DISNEY-FREE RESORT FACILITIES -MODERN-FREE WIFI
4 BR Home Near Disney-EXTREMELY CLEAN/WELL MAINTAINED/GREAT LOCATION!
Fridge, microwave, oven, stovetop

4 BR Home Near Disney-EXTREMELY CLEAN/WELL MAINTAINED/GREAT LOCATION!

9.6 out of 10, Exceptional, (82)
"Clean and quiet!"
4 BR Home Near Disney-EXTREMELY CLEAN/WELL MAINTAINED/GREAT LOCATION!
Upstay - 27 Guest Home w Private Pool & Hot Tub
Terrace/patio

Upstay - 27 Guest Home w Private Pool & Hot Tub

10.0 out of 10, Exceptional, (2)
"Everything was exactly as described…an absolutely perfect property for our large family or family reunion, could be better if some basic cleaning products were there like dishwasher pods, garbage bags, towels, laundry pods. "
Upstay - 27 Guest Home w Private Pool & Hot Tub
Spacious Vacation Home 20 min from Theme Parks!
Interior

Spacious Vacation Home 20 min from Theme Parks!

9.4 out of 10, Exceptional, (40)
"Spacious, clean and everything in between, we could not be more satisfied with our stay. Thomas was attentive and solicitous. He made sure we had everything we needed to host our small, intimate wedding. Checking in was easy, communication was fast. We definitely recommend him and his property for your future stay. Thank you Thomas!"
The price is SAR 555
SAR 1,407 total
includes taxes & fees
26 Mar - 27 Mar
Spacious Vacation Home 20 min from Theme Parks!
Dog-friendly Lake views Professionally decorated with private pool
A heated pool

Dog-friendly Lake views Professionally decorated with private pool

8.8 out of 10, Excellent, (62)
"My stay was fantastic. Great and safe location. Great house. New and clean. Would definitely stay again "
Dog-friendly Lake views Professionally decorated with private pool
(DG4818) Storey Lake Home 4/3 Private Pool & Free Waterpark
Exterior

(DG4818) Storey Lake Home 4/3 Private Pool & Free Waterpark

9.0 out of 10, Wonderful, (50)
"Good location. Closer to Disney than Universal but great experience. Nice sized rooms and updated throughout. Owner communicated quickly when we did not get our check in information. Appreciated that. Recommend. "
(DG4818) Storey Lake Home 4/3 Private Pool & Free Waterpark
Disney Location with Secluded Pool and King Sized 4-Poster Bed
Outdoor pool, a heated pool

Disney Location with Secluded Pool and King Sized 4-Poster Bed

9.4 out of 10, Exceptional, (118)
"Nothing bad. Everything was great! CEANNNN.love it! Great communication. I WILL DEFINITELY COME BACK TO THIS PROPERTY AGAIN. Very satisfied. "
Disney Location with Secluded Pool and King Sized 4-Poster Bed
Donwtown Orlando Thornton Park Historic District - Heated Salt Pool Hot Tub
Outdoor pool, a heated pool

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

8.4 out of 10, Very Good, (58)
"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
$83.DISNEY SeaWorld Universal Convention Center 5 Waterparks 3 Beds 2Baths
Miscellaneous

$83.DISNEY SeaWorld Universal Convention Center 5 Waterparks 3 Beds 2Baths

6.4 out of 10, (38)
"I enjoyed the convenient location. It is close to everything. The night time fireworks across Sand Lake were impressive. Gloria quickly answered questions and satisfied some requests I had. She is working to update the apartment. The staff was friendly and helpful. "
$83.DISNEY SeaWorld Universal Convention Center 5 Waterparks 3 Beds 2Baths
Private Luxury Pool / Smart-home
A heated 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
3min Walk To Water Park, Game Rm, Fun For All Ages, Traveling Around the World
Outdoor pool, a heated pool

3min Walk To Water Park, Game Rm, Fun For All Ages, Traveling Around the World

10.0 out of 10, Exceptional, (42)
"Our family loved this house! It was beautiful, spacious and very clean! The younger kids (and adults) loved the game rooms and the themed bedrooms.. In fact, my grandson loved sleeping in the spider room more than he loved Disney! We liked the resort too. Lance and team were responsive to anything we questioned and a pleasure to work with. Highly recommend! "
3min Walk To Water Park, Game Rm, Fun For All Ages, Traveling Around the World
Must-See Renovation! Stunning Accessible Pool - Prime Resort Disney Location!
TV, foosball, table tennis

Must-See Renovation! Stunning Accessible Pool - Prime Resort Disney Location!

8.6 out of 10, Excellent, (21)
"Home was great and provided space for 8 people on a golf trip. Thanks"
Must-See Renovation! Stunning Accessible Pool - Prime Resort Disney Location!
Heated pool~Lazy River~Mini Golf~Near Disney~Resort
A heated pool

Heated pool~Lazy River~Mini Golf~Near Disney~Resort

10.0 out of 10, Exceptional, (1)
"Honestly, couldn’t have asked for a better place. It was everything that said it was gonna be place was clean at all the amenities you wanted. Beds were super comfortable TV in every room for the kids. And the owner was very easy to get a hold of quickly communicating with us if there was questions that we had while we were there. I would highly recommend staying at this place, as we will definitely be booking back here next year. "
Heated pool~Lazy River~Mini Golf~Near Disney~Resort
Family Friendly 4Bd w Pool Storey Lake Resort 4896
Pool

Family Friendly 4Bd w Pool Storey Lake Resort 4896

8.6 out of 10, Excellent, (9)
"Everything was perfect "
Family Friendly 4Bd w Pool Storey Lake Resort 4896
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
Sign in
Sign up, it's free

Other property types in Winter Park

Lake Buena Vista Resort Village & Spa
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very Good, (8452)
"Everything was great"
Lake Buena Vista Resort Village & Spa
Florida Hotel & Conference Center in the Florida Mall
Reception

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.2 out of 10, Wonderful, (1830)
"Great place to stay "
The price is SAR 745
SAR 936 total
includes taxes & fees
27 Mar - 28 Mar
Florida Hotel & Conference Center in the Florida Mall
Floridays Resort Orlando
2 outdoor pools, a heated pool, open 7:00 AM to 11:00 PM, pool umbrellas

Floridays Resort Orlando

3.5 star property
8.6 out of 10, Excellent, (11272)
"I liked that it wasn't overly crowded and the rooms were very spacisous and clean. I liked the proximity to parks. I wish there would have been more than one dining option alhough for a pool bar they had nice options"
The price is SAR 634
SAR 861 total
includes taxes & fees
23 Mar - 24 Mar
Floridays Resort 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.