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
Get the amount of space that is right for you
Popular amenities for Winter Park apartment rentals
Apartment rentals with a hot tub
Apartment in Orlando
4.92 out of 5 average rating, 131 reviewsLuxury & Modern Apartment
Sep 24 – Oct 1
Apartment in Orlando
4.88 out of 5 average rating, 257 reviewsCarmen Romantic Studio W/Private Beautiful Terrace
Aug 20 – 27
Apartment in Kissimmee
4.88 out of 5 average rating, 267 reviewsKing Bed Family Condo Orlando Disney Universal
Aug 2 – 9
Apartment in Kissimmee
4.89 out of 5 average rating, 195 reviewsModern Great Villa near Disney & Parks
Sep 18 – 25
Apartment in CHAMPIONS GT
4.91 out of 5 average rating, 161 reviewsMagical Newly Renovated 10 minutes to Disney 2+2
Dec 4 – 11
Apartment in Kissimmee
4.92 out of 5 average rating, 110 reviewsBRAND NEW 2BR Apt, 5mi to Disney - Storey Lake 401
Sep 5 – 12
Apartment in Orlando
4.9 out of 5 average rating, 133 reviews1804-Near Universal and International Dr
Jan 26 – Feb 2
Apartment in Kissimmee
4.89 out of 5 average rating, 188 reviewsFree Water Park luxury 2 Bd Condo near theme parks
Jan 23 – 30
Apartment rentals with air conditioning
Apartment in Winter Garden
4.88 out of 5 average rating, 112 reviewsStay A While
Jun 19 – 26
Apartment in Winter Garden
4.97 out of 5 average rating, 225 reviewsLakeview Garden Studio
May 26 – Jun 2
Apartment in Orlando
4.91 out of 5 average rating, 237 reviewsMilly’s Cabanas, by FL mall ,airport And parks
Sep 23 – 30
Apartment in St. Cloud
4.97 out of 5 average rating, 388 reviewsLake Front Apartment w/ FREE use of Kayaks & Canoe
Jan 28 – Feb 4
Apartment in Sorrento
4.94 out of 5 average rating, 301 reviewsQuiet Neighborhood in the Country
Jul 12 – 19
Apartment in Orlando
4.95 out of 5 average rating, 161 reviewsPrívate studio apartment
May 27 – Jun 3
Apartment in Orlando
4.83 out of 5 average rating, 293 reviews✪ Fashionable ✔Location ✔Netflix ✔Parking ✔Wifi
Dec 21 – 28
Apartment in Winter Park
4.89 out of 5 average rating, 37 reviewsThe Lake House
Sep 11 – 18
Weekly apartment rentals
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
4.93 out of 5 average rating, 15 reviewsModern Luxe Oasis Orlando | King Bed + Fast Wifi
Jul 13 – 20
Apartment in Orlando
5.0 out of 5 average rating, 27 reviews"Orlando 1BR Haven"
Dec 20 – 27
Apartment in Orlando
5.0 out of 5 average rating, 71 reviewsParent's Retreat!
Jan 11 – 18
Apartment in Orlando
5.0 out of 5 average rating, 27 reviews2/2 Brand New Luxury Condo
May 8 – 15
Apartment in Orlando
4.8 out of 5 average rating, 50 reviewsEola Heights Hideaway *Downtown Pet Friendly*
Aug 22 – 29
Apartment in Windermere
5.0 out of 5 average rating, 19 reviews2BD Apt+LakeView+Balcony, Resort Style Pool, Wi-Fi
May 24 – 31
Apartment in Orlando
4.95 out of 5 average rating, 37 reviewsThornton Park Apartment in Historic District
Aug 14 – 21
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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