Apartment vacation rentals in Winter Park
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Top-rated apartment rentals in Winter Park
Guests agree: these apartments are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Winter Park apartment rentals
Weekly apartment rentals
Apartment in Winter Garden
4.97 out of 5 average rating, 225 reviewsLakeview Garden Studio
Jun. 30 – Jul. 7
Apartment in Winter Garden
4.88 out of 5 average rating, 111 reviewsStay A While
Jul. 17 – 24
Apartment in Orlando
4.92 out of 5 average rating, 131 reviewsLuxury & Modern Apartment
Jun. 8 – 15
Apartment in Sorrento
4.94 out of 5 average rating, 301 reviewsQuiet Neighborhood in the Country
Apr. 27 – May 4
Apartment in St. Cloud
4.97 out of 5 average rating, 388 reviewsLake Front Apartment w/ FREE use of Kayaks & Canoe
Feb. 19 – 26
Apartment in Orlando
4.88 out of 5 average rating, 257 reviewsCarmen Romantic Studio W/Private Beautiful Terrace
Aug. 20 – 27
Apartment in Orlando
4.95 out of 5 average rating, 161 reviewsPrívate studio apartment
May 21 – 28
Apartment in Orlando
4.83 out of 5 average rating, 293 reviews✪ Fashionable ✔Location ✔Netflix ✔Parking ✔Wifi
Mar. 13 – 20
Private apartment rentals
Apartment in Orlando
4.89 out of 5 average rating, 18 reviewsThe Calm Blue One - Downtown
Jul. 21 – 28
Apartment in Orlando
4.93 out of 5 average rating, 15 reviewsModern Luxe Oasis Orlando | King Bed + Fast Wifi
Sep. 14 – 21
Apartment in Orlando
4.98 out of 5 average rating, 54 reviewsDT Orlando High-Rise Sunset View - Free Parking
Jul. 30 – Aug. 6
Apartment in Orlando
5.0 out of 5 average rating, 71 reviewsParent's Retreat!
Mar. 24 – 31
Apartment in Orlando
5.0 out of 5 average rating, 27 reviews"Orlando 1BR Haven"
Oct. 31 – Nov. 7
Apartment in Orlando
4.95 out of 5 average rating, 37 reviewsThornton Park Apartment in Historic District
Nov. 11 – 18
Apartment in Orlando
4.8 out of 5 average rating, 50 reviewsEola Heights Hideaway *Downtown Pet Friendly*
Aug. 11 – 18
Apartment in Orlando
4.95 out of 5 average rating, 21 reviewsOrlando Luxury Boho
Dec. 20 – 27
Apartment rentals with a hot tub
Apartment in Kissimmee
4.89 out of 5 average rating, 195 reviewsModern Great Villa near Disney & Parks
Nov. 7 – 14
Apartment in Kissimmee
4.88 out of 5 average rating, 266 reviewsKing Bed Family Condo Orlando Disney Universal
Sep. 17 – 24
Apartment in Kissimmee
4.92 out of 5 average rating, 110 reviewsBRAND NEW 2BR Apt, 5mi to Disney - Storey Lake 401
Aug. 24 – 31
Apartment in Orlando
4.78 out of 5 average rating, 322 reviewsWestgate Lakes+Spa Studio Sleeps 4
Sep. 14 – 21
Apartment in Orlando
4.84 out of 5 average rating, 238 reviewsCharming Fully Renovated Best Locationfor Disney!
Apr. 8 – 15
Apartment in Kissimmee
4.92 out of 5 average rating, 205 reviewsDisneyWorld - 10min!Perfect 3brm Family Condo
Jul. 7 – 14
Apartment in Orlando
4.87 out of 5 average rating, 23 reviewsSuper Location
Sep. 6 – 13
Apartment in Orlando
5.0 out of 5 average rating, 8 reviewsBlue Heron Beach Resort Orlando With 2 Balcony
Sep. 10 – 17
Quick stats about apartment rentals in Winter Park
Total rentals
80 properties
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
4K reviews
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