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, 132 reviewsLuxury & Modern Apartment
Jan 14 – 21
Apartment in Orlando
4.88 out of 5 average rating, 257 reviewsCarmen Romantic Studio W/Private Beautiful Terrace
Aug 20 – 27
Apartment in Kissimmee
4.89 out of 5 average rating, 195 reviewsModern Great Villa near Disney & Parks
Jan 18 – 25
Apartment in Kissimmee
4.87 out of 5 average rating, 268 reviewsKing Bed Family Condo Orlando Disney Universal
Jan 20 – 27
Apartment in Orlando
4.91 out of 5 average rating, 318 reviewsOrlando Vacation Condo - 3bed/2bath
Mar 12 – 19
Apartment in Orlando
4.82 out of 5 average rating, 101 reviewsCondo Very Close to Convention Center 1-406
Sep 3 – 10
Apartment in Orlando
4.9 out of 5 average rating, 313 reviewsBeautiful View, Newly Renovated 1 Mile to Disney
Jun 23 – 30
Apartment in Orlando
4.78 out of 5 average rating, 322 reviewsWestgate Lakes+Spa Studio Sleeps 4
May 19 – 26
Apartment rentals with air conditioning
Apartment in Orlando
4.88 out of 5 average rating, 387 reviewsLittle Lulu's House
Sep 21 – 28
Apartment in Winter Garden
4.97 out of 5 average rating, 225 reviewsLakeview Garden Studio
Jun 28 – Jul 5
Apartment in St. Cloud
4.97 out of 5 average rating, 388 reviewsLake Front Apartment w/ FREE use of Kayaks & Canoe
Oct 26 – Nov 2
Apartment in Orlando
4.91 out of 5 average rating, 237 reviewsMilly’s Cabanas, by FL mall ,airport And parks
Jun 25 – Jul 2
Apartment in Orlando
4.83 out of 5 average rating, 294 reviews✪ Fashionable ✔Location ✔Netflix ✔Parking ✔Wifi
Apr 19 – 26
Apartment in Orlando
4.95 out of 5 average rating, 161 reviewsPrívate studio apartment
Jul 9 – 16
Apartment in Winter Park
4.87 out of 5 average rating, 39 reviewsThe Lake House
Jun 14 – 21
Apartment in Orlando
4.89 out of 5 average rating, 18 reviewsThe Calm Blue One - Downtown
Oct 21 – 28
Weekly apartment rentals
Apartment in Orlando
5.0 out of 5 average rating, 28 reviews"Orlando 1BR Haven"
Aug 29 – Sep 5
Apartment in Orlando
4.88 out of 5 average rating, 58 reviewsTrendy Gateway | by Lake Eola | Free Parking
May 16 – 23
Apartment in Orlando
4.98 out of 5 average rating, 54 reviewsDT Orlando High-Rise Sunset View - Free Parking
Oct 4 – 11
Apartment in Orlando
4.95 out of 5 average rating, 37 reviewsThornton Park Apartment in Historic District
Dec 17 – 24
Apartment in Orlando
4.92 out of 5 average rating, 48 reviewsOne of a kind!
Nov 28 – Dec 5
Apartment in Orlando
5.0 out of 5 average rating, 10 reviewsDowntown Orlando Lake View Escape w/ King Bed
Aug 24 – 31
Apartment in Orlando
5.0 out of 5 average rating, 27 reviews2/2 Brand New Luxury Condo
Jul 7 – 14
Apartment in Orlando
4.89 out of 5 average rating, 35 reviewsAmazing View Country Club Condo.
May 15 – 22
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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