The Best Airbnb Deals in
Winter Park, Florida
Save money on your trip by finding the biggest discounts for top-rated Airbnb rentals in Winter Park, Florida. Enter your travel dates to find the best deals!
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AirDNA Score: 86
$95/night
Winter Park Charm (Close proximity to Park Ave)
2 beds
1 bath
4 guests
Average Price:
$139
32% Cheaper
than normal
AirDNA Score: 83
$95/night
AirDNA Score: 79
$94/night
Apt D -Modern Elegance in the Heart of Winter Park
2 beds
2 baths
4 guests
Average Price:
$137
31% Cheaper
than normal
AirDNA Score: 78
$95/night
Winter Park Modern Minimalist House
3 beds
2 baths
6 guests
Average Price:
$113
16% Cheaper
than normal
AirDNA Score: 73
$119/night
AirDNA Score: 71
$97/night
WELCOME HOME IN WINTER PARK
studio
1 bath
2 guests
Average Price:
$109
11% Cheaper
than normal
AirDNA Score: 66
$95/night
Condo 1100sq ft close to all the fun and excitemen
2 beds
2 baths
4 guests
Average Price:
$94
1% More
than normal
AirDNA Score: 64
$89/night
Quaint Key West Pool Home
1 bed
1 bath
2 guests
Average Price:
$161
45% Cheaper
than normal
AirDNA Score: 64
$257/night
Historic Winter Park off Park Ave
2 beds
1 bath
4 guests
Average Price:
$413
38% Cheaper
than normal
AirDNA Score: 64
$120/night
AirDNA Score: 58
$599/night
Luxury Home in Downtown Winter Park
2 beds
2 baths
4 guests
Average Price:
$569
5% More
than normal
AirDNA Score: 53
$283/night
Relax on a private lake in Winter Park!
2 beds
2 baths
4 guests
Average Price:
$321
12% Cheaper
than normal
AirDNA Score: 53
$143/night
Modern, Quiet & Cozy - Entire house /Winter park
2 beds
2 baths
4 guests
Average Price:
$154
7% Cheaper
than normal
AirDNA Score: 49
$281/night
Greatest location in Winter Park! (5)
2 beds
2 baths
6 guests
Average Price:
$374
25% Cheaper
than normal
AirDNA Score: 48
$319/night
As close as you can stay to Rollins College!
2 beds
2 baths
6 guests
Average Price:
$369
14% Cheaper
than normal
AirDNA Score: 35
$340/night
Greatest location in Winter Park! (4)
2 beds
2 baths
6 guests
Average Price:
$375
9% Cheaper
than normal
AirDNA Score: 29
$1397/night
Lakeside: exclusive 'old Winter Park' (32789)
4 beds
4 baths
8 guests
Average Price:
$1338
4% More
than normal
AirDNA Score: 23
$294/night
Large, Beautiful Winter Park Home Available now!
4 beds
3 baths
8 guests
Average Price:
$359
18% Cheaper
than normal