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
Jun 24 – Jul 1
Apartment in Orlando
4.88 out of 5 average rating, 257 reviewsCarmen Romantic Studio W/Private Beautiful Terrace
Aug 20 – 27
Apartment in Orlando
4.9 out of 5 average rating, 313 reviewsBeautiful View, Newly Renovated 1 Mile to Disney
Dec 13 – 20
Apartment in Kissimmee
4.89 out of 5 average rating, 195 reviewsModern Great Villa near Disney & Parks
Aug 5 – 12
Apartment in Kissimmee
4.88 out of 5 average rating, 266 reviewsKing Bed Family Condo Orlando Disney Universal
Apr 1 – 8
Apartment in Kissimmee
4.92 out of 5 average rating, 205 reviewsDisneyWorld - 10min!Perfect 3brm Family Condo
Jun 8 – 15
Apartment in Orlando
4.9 out of 5 average rating, 133 reviews1804-Near Universal and International Dr
Nov 11 – 18
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 rentals with air conditioning
Apartment in St. Cloud
4.97 out of 5 average rating, 388 reviewsLake Front Apartment w/ FREE use of Kayaks & Canoe
Sep 8 – 15
Apartment in Winter Garden
4.97 out of 5 average rating, 225 reviewsLakeview Garden Studio
May 30 – Jun 6
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 Sorrento
4.94 out of 5 average rating, 301 reviewsQuiet Neighborhood in the Country
Dec 15 – 22
Apartment in Winter Garden
4.88 out of 5 average rating, 111 reviewsStay A While
Oct 8 – 15
Apartment in Orlando
4.95 out of 5 average rating, 161 reviewsPrívate studio apartment
May 21 – 28
Apartment in Winter Park
4.89 out of 5 average rating, 36 reviewsThe Lake House
Apr 1 – 8
Apartment in Orlando
4.96 out of 5 average rating, 26 reviewsGorgeous One-Bedroom in Excellent Area
Aug 25 – Sep 1
Weekly apartment rentals
Apartment in Orlando
5.0 out of 5 average rating, 71 reviewsParent's Retreat!
Jul 31 – Aug 7
Apartment in Orlando
4.98 out of 5 average rating, 54 reviewsDT Orlando High-Rise Sunset View - Free Parking
Jul 22 – 29
Apartment in Orlando
5.0 out of 5 average rating, 27 reviews"Orlando 1BR Haven"
Dec 18 – 25
Apartment in Orlando
5.0 out of 5 average rating, 27 reviews2/2 Brand New Luxury Condo
Aug 23 – 30
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, 37 reviewsThornton Park Apartment in Historic District
Apr 21 – 28
Apartment in Orlando
4.95 out of 5 average rating, 21 reviewsOrlando Luxury Boho
Jan 15 – 22
Apartment in Orlando
4.86 out of 5 average rating, 21 reviewsHistoric Home- Downtown Orlando
Jun 12 – 19
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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