Search Vacation Homes in Winter Park

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Compare 4863 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, (172)
"Great spot! Easy to get in and out. Free parking and no resort fees!"
The price is $289
$325 total
includes taxes & fees
Jun 4 - Jun 5
Marriott's Sabal Palms
Marriott's Imperial Palm Villas
4.0 star property
9.2 out of 10, Wonderful, (54)
"Staff went out of their way to help and make the stay as comfortable as possible. Excellent service and a very convenient location."
The price is $369
$415 total
includes taxes & fees
Jun 10 - Jun 11
Marriott's Imperial Palm Villas
Splendid 5Bd Close to Disney at Storey Lake 4251
5.0 star property
9.4 out of 10, Exceptional, (3)
"Excellent property . Really clean and lots of space. Really close to Disney and plenty of restaurants a short drive away. My only complaint is the communication for check in. I got message and phone call 30 mins before check in saying if I don't fill out check in form my booking would be cancelled. This really wasn't ideal as I was driving. After I did it I received so many text and emails to help with my stay. I was getting them from several different numbers. Then 3 hrs after checking out. 4...
Splendid 5Bd Close to Disney at Storey Lake 4251
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Quiet Oasis in Lovely Neighborhood
9.8 out of 10, Exceptional, (96)
"If you are looking for 1 room to stay in this is your place! Beautiful neighborhood and respectful hosts. Will be returning"
The price is $90
$200 total
includes taxes & fees
Jun 13 - Jun 14
Quiet Oasis in Lovely Neighborhood
Close to Disney! NO Extra Fees! Gated! Clean & Comfy! Family Friendly!
10.0 out of 10, Exceptional, (198)
"The property was nice and well kept. Very Clean and in a nice guarded area. Barbara was amazing at sharing tips and tricks for our Disney adventures. Highly recommend this place to stay!"
Close to Disney! NO Extra Fees! Gated! Clean & Comfy! Family Friendly!
Beautiful Townhome in Storey Lake - at Disney's Gates
9.8 out of 10, Exceptional, (44)
"This property is around many shopping store. The house was like a home away from home. The customer service was so amazing. Any questions I had they were on point. I will definitely stay here again."
Beautiful Townhome in Storey Lake - at Disney's Gates
Beautiful 6 Bed in Sonoma! Kid Themed Rooms, Game Room w/Pool Table, Theater Room! All bedrooms have a private bathroom!
10.0 out of 10, Exceptional, (2)
"Talk about space, cleanliness and location. This property has it all. Only 10 to 15 minutes from the parks. This home is huge, able to host a large family. My entire family was very happy with the home specially the fact that each room had its own full bathroom. The theater room is awesome and the garage is full of entertainment. The pool is an added bonus. This property was very clean, easy to access and well equipped. The only issue, is the driveway, it can only fit 2 vehicles. The driveway...
Beautiful 6 Bed in Sonoma! Kid Themed Rooms, Game Room w/Pool Table, Theater Room! All bedrooms have a private bathroom!
Special Offer- Brand New/Storey Lake 4377QS
9.2 out of 10, Wonderful, (17)
"Property was well maintained and matched pictures. We enjoyed our stay. Piol was a nuce size for our group...would be a little crowed if you had 2-3 kids. We wanted to use the large pool...but never got there. Wish there would of been a few more trash bags..I took laundry pods with us and bought toilet paper ..but did not want to buy boxes of trash bags and dishwasher soap to just leave it behind. Check in was easy, close to parks, shops and food."
Special Offer- Brand New/Storey Lake 4377QS
Drive-In Theater, Forest Bedroom, Huge Pirate Ship, Lake Views, Pool Table, Grill: Movie Magic
9.8 out of 10, Exceptional, (13)
"We did not spend much time in the house but the little bit of time we were there we can say that it was great. The house is big and nice and clean."
Drive-In Theater, Forest Bedroom, Huge Pirate Ship, Lake Views, Pool Table, Grill: Movie Magic
House with pool in Kissimmee and Resort
10.0 out of 10, Exceptional, (6)
"Plenty of room, nice location and very clean"
The price is $160
$559 total
includes taxes & fees
Jun 3 - Jun 4
House with pool in Kissimmee and Resort
6BR Home, Prime Location
10.0 out of 10, Exceptional, (4)
"This was a great property, and the location was perfect for us as we were attending the week-long Plastic Show at the Orlando Convention Center."
6BR Home, Prime Location
Chic Luxury Haven - Unforgettable Retreat
10.0 out of 10, Exceptional, (2)
"We stayed here while doing Universal Studios for several days. The house was clean with plenty of room for the two families that stayed here (with kids ages 8, 10, 11, and 12). The resort pool and activity area was a hit for our two "down" days away from Universal. The property manager was an excellent communicator who got back to us quickly whenever we had questions."
Chic Luxury Haven - Unforgettable Retreat
Lake Front Suite -Close to all Attractions
9.4 out of 10, Exceptional, (49)
"The cottage is cute and quirky with a great view of the lake. It was very peaceful. We spent a day on the back porch working while looking at the lake. I think it is in need of a deep spring cleaning, however. I’m extremely sensitive to smells, and there was a strong pet odor, I opened the windows to help air out the unit. Overall, a good experience. Kyle was extremely helpful and kind."
Lake Front Suite -Close to all Attractions
Breezy Pool Home!
9.0 out of 10, Wonderful, (50)
"Nice house! Owner is very accommodating! "
The price is $119
$220 total
includes taxes & fees
Jun 3 - Jun 4
Breezy Pool Home!
FREE Waterpark! NEW 5BR w/Private Pool- Storey Lake! (4984WA)
9.2 out of 10, Wonderful, (64)
"Location was perfect, home had wear and tear but overall okay, communication with the management company was lacking (no responses to three emails). Plenty of room for 2 families and quick access to food/shopping as well as parks."
FREE Waterpark! NEW 5BR w/Private Pool- Storey Lake! (4984WA)
Modern 4 Bed 2 Bath home with a pool, King bed sleeps 10 in Orlando close to UCF
9.6 out of 10, Exceptional, (5)
"This home was perfect for what we needed. The living room is very spacious with an open floor plan that leads to the kitchen and dining room area. The kids LOVED the backyard pool. Pool towels, shower towels and hand towels are available; however, you to have to bring your own face rags if you want them. Everything else we needed was there. The kitchen has very nice and modern appliances. We were only in town for a few days but everything we needed was within a few minutes drive. We will...
Modern 4 Bed 2 Bath home with a pool, King bed sleeps 10 in Orlando close to UCF
Charming Winter Park Fully Furnished & Pet Friendly Farmhouse Bungalow
9.6 out of 10, Exceptional, (67)
"Our stay in this cozy, clean and comfortable home was delightful! We loved the helpful notes from the owner! The kitchen, dining area, bedrooms, bathrooms, and the living room were decorated and charming. Having a dishwasher and laundry machines was convenient. We would highly recommend this home to all!"
Charming Winter Park Fully Furnished & Pet Friendly Farmhouse Bungalow
Luxurious Home Private Pool 2693
10.0 out of 10, Exceptional, (1)
"Great house and lots of room. Very nice."
Luxurious Home Private Pool 2693
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
Sleeps 26 - Private Pool, Hot Tub, Cinema, Games!
10.0 out of 10, Exceptional, (4)
"We had a group of colleagues from our international organization come together at this venue for team building and strategic support. The environment was perfect with a large open living space for meeting together and options to all eat together inside and on the back patio. The kitchen is well laid out with 2 refrigerators and 2 dishwashers and lots of counter space with barstools for folks to come together for cooking. So the house doubled as lodging and meeting space. There were plenty of...
Sleeps 26 - Private Pool, Hot Tub, Cinema, Games!
Don't see what you're looking for?
See all available properties in Winter Park
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.

Other property types in Winter Park

Avanti International Resort
3.0 star property
7.8 out of 10, Good, (2136)
"I always. Stay at the Avanti when I come to Orlando. this time the room was okay, However, there was some ceiling had some deterioration, so it is dropping some stuff near to the door. The ice machine was down the entire weekend on the 2nd floor building 3."
The price is $94
$123 total
includes taxes & fees
Jun 6 - Jun 7
Avanti International Resort
Lake Buena Vista Resort Village & Spa
4.0 star property
8.4 out of 10, Very Good, (7282)
"Trash cans were little had to change often"
The price is $176
$224 total
includes taxes & fees
Jun 3 - Jun 4
Lake Buena Vista Resort Village & Spa
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (4887)
"Extremely convenient, clean room and grateful for the restaurant service till midnight."
The price is $199
$224 total
includes taxes & fees
Jun 5 - Jun 6
Hyatt Regency Orlando International Airport
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.

Winter Park Vacation Homes information

Number of reviews
811
Accommodation
4863 Vacation Homes
Lowest Price
$90
Highest Price
$369

Recent reviews of Winter Park hotels
Expedia verified reviews