Winter Park Vacation Rentals

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Vacation Rentals in Winter Park

Pool
Lakeview Luxury Villa with Everything
10.0 out of 10, Exceptional, (230)
"The home was perfect for our group. The “Star Wars” room accommodated several of our girls And they loved the space. Each mom had a comfortable bed, plenty of space and great views! We lived the view from the back porch and were able To see several sunrises and sunsets as Well as some Resident wildlife! (Alligators, flamingos, etc). My only issue was that the TV’s in the theatre room need instructions as we are not techy and never got anything to work well. Lovely home, well appointed!"
Lakeview Luxury Villa with Everything
Pool
Modern Luxury Villa with Everything
9.8 out of 10, Exceptional, (293)
"The property was, as advertised!"
Modern Luxury Villa with Everything
Pool
Quiet Oasis in Lovely Neighborhood
9.8 out of 10, Exceptional, (95)
"Pasamos unos dias incredibles y el lugar y la zona muy tranquila ,se los recomiendo"
The price is ￥13,910
￥30,912 total
includes taxes & fees
May 28 - May 29
Quiet Oasis in Lovely Neighborhood
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Meeting facility
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (4818)
"Great place and location the elevator is little slow. "
The price is ￥33,849
￥38,080 total
includes taxes & fees
May 29 - May 30
Hyatt Regency Orlando International Airport
2 restaurants, lunch, dinner served; American cuisine
Embassy Suites by Hilton Orlando Lake Buena Vista South
3.5 star property
9.2 out of 10, Wonderful, (1697)
"everything is excellent"
The price is ￥22,203
￥25,201 total
includes taxes & fees
Jun 2 - Jun 3
Embassy Suites by Hilton Orlando Lake Buena Vista South
The Club House | Individually decorated, individually furnished, laptop workspace
Orlando Lakefront Tiny House Community
4.5 star property
9.2 out of 10, Wonderful, (138)
"Great location. Very cozy and fun."
The price is ￥11,962
￥24,761 total
includes taxes & fees
May 21 - May 22
Orlando Lakefront Tiny House Community
Reception
Florida Hotel & Conference Center in the Florida Mall
3.5 star property
9.0 out of 10, Wonderful, (1451)
"The hotel is beautiful. The location is super. It is very clean and everyone was very helpful and friendly. From the beautiful ladies at reception to equally beautiful lady that cleaned the room. It is certainly my go to when in the Orlando area"
The price is ￥23,484
￥29,973 total
includes taxes & fees
May 29 - May 30
Florida Hotel & Conference Center in the Florida Mall
Outdoor pool
Sonder Vista Cay
3.5 star property
9.0 out of 10, Wonderful, (96)
"Clean, Walking distance to pool and shopping, grocery store. Everything you need conveniently. 15 min tops when driving to all outlets and theme parks. "
The price is ￥55,056
￥61,938 total
includes taxes & fees
May 17 - May 18
Sonder Vista Cay
Pillowtop beds, in-room safe, desk, blackout drapes
Wingate by Wyndham - Orlando International Airport
3.0 star property
8.8 out of 10, Excellent, (3961)
"Great hospitality. Clean and nice location. "
The price is ￥13,771
￥15,494 total
includes taxes & fees
May 19 - May 20
Wingate by Wyndham - Orlando International Airport
Presidential Suite, 1 King Bed, Non Smoking | View from room
Embassy Suites by Hilton Orlando Downtown
3.5 star property
8.8 out of 10, Excellent, (1355)
"Management went above & Beyond."
The price is ￥25,132
￥28,273 total
includes taxes & fees
May 27 - May 28
Embassy Suites by Hilton Orlando Downtown
Terrace/patio
Hilton Garden Inn Orlando East/UCF Area
3.0 star property
8.8 out of 10, Excellent, (1218)
"Well located and clean hotel. "
The price is ￥18,261
￥20,544 total
includes taxes & fees
May 23 - May 24
Hilton Garden Inn Orlando East/UCF Area
Exterior
Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
3.5 star property
8.6 out of 10, Excellent, (3123)
"Property was clean & well maintained. Pool was relaxing & clean. Loved the tiki bar & convenience of shuttle!! Shuttle has multiple times to Epcot/TTC & Disney Springs it was perfect!! Market & applebees on site was nice for after park eats & cravings! Would stay again."
The price is ￥12,655
￥18,874 total
includes taxes & fees
Jun 10 - Jun 11
Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
2 outdoor pools, a heated pool, pool umbrellas, sun loungers
Floridays Resort Orlando
3.5 star property
8.6 out of 10, Excellent, (10668)
"The suit was beautiful and clean, the property was very nice and all the staff was very nice. I will be back "
The price is ￥21,515
￥29,420 total
includes taxes & fees
May 30 - May 31
Floridays Resort Orlando
Lobby
Embassy Suites by Hilton Orlando International Dr ICON Park
3.5 star property
8.6 out of 10, Excellent, (1479)
"I really enjoyed my stay"
The price is ￥13,461
￥15,143 total
includes taxes & fees
May 19 - May 20
Embassy Suites by Hilton Orlando International Dr ICON Park
Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers
Hilton Garden Inn Orlando at SeaWorld
3.0 star property
8.6 out of 10, Excellent, (1206)
"Very nice front desk"
The price is ￥13,006
￥14,632 total
includes taxes & fees
May 27 - May 28
Hilton Garden Inn Orlando at SeaWorld
Indoor pool, outdoor pool, pool umbrellas
Embassy Suites by Hilton Orlando International Dr Conv Ctr
3.5 star property
8.6 out of 10, Excellent, (1330)
"Nice clean comfortable "
The price is ￥15,951
￥17,945 total
includes taxes & fees
May 27 - May 28
Embassy Suites by Hilton Orlando International Dr Conv Ctr
Bar (on property)
Holiday Inn Express & Suites S Lake Buena Vista, an IHG Hotel
2.5 star property
8.6 out of 10, Excellent, (857)
"The personal in the breakfast "
The price is ￥14,467
￥20,516 total
includes taxes & fees
May 22 - May 23
Holiday Inn Express & Suites S Lake Buena Vista, an IHG Hotel
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, (7185)
"It was q beautiful spacious clean environment "
The price is ￥22,243
￥29,110 total
includes taxes & fees
May 19 - May 20
Lake Buena Vista Resort Village & Spa
Property entrance
The View Studio Suites and Event Venue
3.5 star property
8.4 out of 10, Very Good, (184)
"Very nice staff and people working in the hotel, just a sketchy location with weird people around, but that is to be expected when you stay in the epicenter of a city. We found a bug in our room and they immediately relocated us to another room free of charge which was very nice. Overall a good experience"
The price is ￥10,819
￥12,171 total
includes taxes & fees
May 19 - May 20
The View Studio Suites and Event Venue
Outdoor pool, pool umbrellas, sun loungers
Sonder at The Point
4.0 star property
8.4 out of 10, Very Good, (488)
"At night one of the bedrooms has a loud sound from some outside machine (AC/or building). It was the only negative point on this booking. EVERYTHING ELSE was AMAZING! PS.: Would will be perfect if the late check-out was around 4 pm, which works better when the flights are at night. "
The price is ￥32,233
￥36,262 total
includes taxes & fees
Jun 14 - Jun 15
Sonder at The Point
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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 types of properties in Winter Park you may be interested in

2 outdoor pools, pool umbrellas, sun loungers
Universal's Endless Summer Resort - Dockside Inn and Suites
3.0 star property
9.0 out of 10, Wonderful, (5078)
"few problems: maid didn't missed our room one day. bathroom has no fan/vent no towel racks in bathroom long hallway to walk from the entrance to room (1791) long walk to get to neighboring restaurants, they could have some door gates which cuts down the walking distance all the way around the perimeter "
The price is ￥22,257
￥25,039 total
includes taxes & fees
May 19 - May 20
Universal's Endless Summer Resort - Dockside Inn and Suites
Outdoor pool
DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
8.4 out of 10, Very Good, (6364)
"Hotel was very nice and in a convenient area with restaurants and convenience stores close by like Walgreens. My neighbors were so roust but that’s not the hotels fault. "
The price is ￥16,921
￥19,036 total
includes taxes & fees
May 29 - May 30
DoubleTree by Hilton at the Entrance to Universal Orlando
Front of property - evening/night
DoubleTree by Hilton Hotel Orlando at SeaWorld
4.0 star property
7.0 out of 10, Good, (8956)
"Stayed for one night post cruise to have a day at SeaWorld with 3 littles. The location was so very convenient to get to SeaWorld. We will park at the park but there is a walkway to SeaWorld from the hotel property. I did not give high ratings because I do think it could have been a little more well kept. The property wasn’t as well kept as i anticipated the room was not as clean as i had hoped but overall it was a great choice for my family to stay for one evening. The staff were very nice at...
The price is ￥12,930
￥18,893 total
includes taxes & fees
May 27 - May 28
DoubleTree by Hilton Hotel Orlando at SeaWorld
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.

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Frequently asked questions

Can I find vacation rentals in Winter Park?

Yes, we offer vacation rentals in Winter Park close to Kraft Azalea Gardens, or you can choose a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Winter Park. Make sure you have time to check out the university setting and gardens during your trip.

What's the top vacation rental that Winter Park has to offer?

Marriott's Sabal Palms: Visitors like this Winter Park vacation home rental. It is located near the airport and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a spa tub.

How many vacation rentals are there in Winter Park?

Expedia has 73 vacation rentals for your stay in Winter Park.

What can I see and do in Winter Park?

Cultural attractions include Casa Feliz Historic Home Museum and Albin Polasek Museum and Sculpture Gardens, whereas Kraft Azalea Gardens and Alfond Swimming Pool are a couple of picturesque spots to enjoy the outdoors. Universal Studios Florida and Universal Orlando Resort are other popular places to visit in the area.

What are vacation rentals like in Winter Park?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Winter Park. Vacation rentals offer extras such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a small group gathering.

Recent reviews of Winter Park properties
Expedia verified reviews

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

5/5 Excellent
"Hotel was very nice and in a convenient area with restaurants and convenience stores close by like Walgreens. My neighbors were so roust but that’s not the hotels fault. "
A verified traveler stayed at DoubleTree by Hilton at the Entrance to Universal Orlando
Posted 11 hours ago
DoubleTree by Hilton at the Entrance to Universal Orlando