Condo holiday rentals in Winter Park
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Top-rated condo rentals in Winter Park
Guests agree: These condos are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Park condo rentals
Weekly condo rentals
Condo in Kissimmee
4.94 out of 5 average rating, 186 reviewsLakeview Escape close to Disney&retail therapy
3–10 Oct
Condo in Kissimmee
4.91 out of 5 average rating, 209 reviewsMinutes To Disney World - Sparkling Clean Condo
30 Oct – 6 Nov
Condo in Davenport
4.91 out of 5 average rating, 209 reviews3/2 King Bed Apartment near Disney Universal
5–12 May
Condo in Orlando
4.9 out of 5 average rating, 128 reviews[Lake View, Modern Decor, 1 Mile to Disney!]
28 May – 4 Jun
Condo in Kissimmee
4.92 out of 5 average rating, 263 reviewsBeautiful Beach Style Condo minutes from Disney
6–13 Oct
Condo in Kissimmee
4.91 out of 5 average rating, 110 reviewsModern Storey Lake Resort Disney Orlando 3171-206
30 Sep – 7 Oct
Condo in Davenport
4.84 out of 5 average rating, 140 reviewsFull Service Gated Resort, Close to Disney & MCO!
8–15 Sep
Condo in Kissimmee
4.86 out of 5 average rating, 160 reviewsBeautiful Resort-Style Condo with Waterpark!
18–25 Aug
Pet-friendly condo rentals
Condo in Orlando
4.9 out of 5 average rating, 109 reviewsAmazing Clean Studio near Conventions & Disney
7–14 Jul
Condo in Kissimmee
4.9 out of 5 average rating, 202 reviewsAmazing 2 Bed, 2 Bath condo only 10 min to Disney
23–30 May
Condo in Kissimmee
4.83 out of 5 average rating, 130 reviews10 mins to Disney-Hot tub-Queen Puffy Lux bed
28 Jan – 4 Feb
Condo in Orlando
4.88 out of 5 average rating, 121 reviewsGround floor Lakefront close to Convention Center
25 Aug – 1 Sep
Condo in Champions Gate
4.85 out of 5 average rating, 262 reviewsMagical Champions Gate 3/2 Tuscan Penthouse
10–17 Aug
Condo in Kissimmee
4.83 out of 5 average rating, 170 reviewsDisney Adorable Condo in the heart of it ALL! 1/1
7–14 Apr
Condo in Kissimmee
4.86 out of 5 average rating, 262 reviewsCozy Chic Renovated 3/2 Condo- Near Disney World!
28 Jun – 5 Jul
Condo in Orlando
4.94 out of 5 average rating, 219 reviews210 - Disney, Universal, International Dr, OCCC
11–18 Feb
Condo rentals with a pool
Condo in Orlando
4.87 out of 5 average rating, 394 reviewsDELUXE STUDIO NEAR UNIVERSAL/DISNEY/CONVEN. CENTER
25 Jan – 1 Feb
Condo in Kissimmee
4.98 out of 5 average rating, 163 reviewsRemodeled, Stylish and Affordable Close to Disney
2–9 Dec
Condo in Four Corners
4.99 out of 5 average rating, 148 reviewsOrlando Fun: Minutes to Disney and Margaritaville
4–11 Nov
Condo in Winter Park
4.94 out of 5 average rating, 35 reviewsChic Lake & Poolside Retreat in Winter Park
1–8 May
Condo in Winter Park
4.93 out of 5 average rating, 28 reviewsCharming 2/1 Condo on a Lake in Winter Park
29 Sep – 6 Oct
Condo in Winter Park
4.95 out of 5 average rating, 37 reviewsWalk to Park Ave & The WP Village!
10–17 May
Condo in Orlando
4.88 out of 5 average rating, 85 reviewsEntire Condo (MCO)
21–28 Jun
Condo in Winter Park
4.78 out of 5 average rating, 97 reviewsStylish Winter Park Flat: Minutes from Park Avenue
21–28 May
Quick stats about condo rentals in Winter Park
Total rentals
10 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
460 reviews
Nightly prices starting at
$67 NZD before taxes and fees
Destinations to explore
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