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Vacation Rentals in Winter Park (FL)
1 bedroom
5.0
1 bedroom
5.0
1 bedroom
4.0
1 bedroom
from $84 / nightPet-friendly vacation rentals
Pets allowed
2 bedrooms
5.0
Pets allowed
2 bedrooms
from $123 / night
Pets allowed
2 bedrooms
from $114 / nightFREE cancellation
Pets allowed
2 bedrooms
5.0
Vacation Rentals with Internet
Internet
2 bedrooms
5.0
Internet
2 bedrooms
4.8
Internet
3 bedrooms
4.9
Internet
2 bedrooms
5.0
Vacation Rentals with Air Conditioning
Air conditioning
3 bedrooms
5.0
Air conditioning
2 bedrooms
5.0
Air conditioning
3 bedrooms
from $230 / night
Air conditioning
3 bedrooms
5.0
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Best Vacation Rentals in Winter Park (FL)
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Winter Park (fl), Orange County (fl)
Vacation Rental • 2196 ft² • 4 Bedrooms
Winter Park (fl), Orange County (fl)
5.0
Traditional Old Winter Park home ready for your event, special occasion, vacation, wedding, golf weekend, or executive rental. Very close to Rollins, UCF and Full Sail (perfect for graduations and alumni).* Fully Updated Kitchen, granite counter-tops, all Bamboo flooring, Travertine and slate. * Pool, BBQ, 65" Flat Screen TV in main room, Additional Flat screen TV in Master Bedroom, DVD, Cable, Super Fast Internet!* 2 Queen Beds, 2 Full beds w/feather-beds (the best sleep ever!) and linens in each room. One Queen sleeper sofa, and love seat. Seriously, you won't want to get out of bed in th...
from $376 / night
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Winter Park (fl), Orange County (fl)
Vacation Rental • 990 ft² • 2 Bedrooms
Winter Park (fl), Orange County (fl)
5.0
Furnished Mid Century Modern Short/Long term rental located in charming Olde Winter Park. Two bedrooms and one and half baths. Steps from shopping and restaurants and less than a mile from Park Ave with it's famous museums, parks, shops and dining. This home is complete with authentic mid century modern furnishings, new bedding, newly upholstered couches and chairs, new linens, two televisions (includes cable tv), central heat and air, new landscaping, irrigation and yard maintenance provided, fenced back yard, dishwasher, disposal, washer, dryer, and a fully stocked kitchen, including appl...
from $124 / night
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Winter Park (fl), Orange County (fl)
Vacation Rental • 1625 ft² • 3 Bedrooms
Winter Park (fl), Orange County (fl)
4.9
Enjoy a fully-furnished 3 bedrooms, 2 baths, 1600 square-foot, single-story house in the heart of Winter Park, a wonderful town that is adjacent to Orlando and that is home to an array of restaurants, galleries, museums, up-scale shops, businesses, professional offices, parks, lakes and hiking and biking trails. Rollins College is just minutes away from the house by car. Address: 1827 Mizell Ave. (Between Lakemont and Phelps)Our house has high quality furniture, linens, cookware and tableware, large and small appliances; hardwood or tile flooring in most rooms; a large fenced backyard with ...
from $134 / night
FAQs: Vacation Rentals in Winter Park (FL)
How much does it cost to book a vacation rental in Winter Park?
Last year, rentals in this destination had an annual average price of around $305 per night.
During which months can you find the best price for vacation rentals in Winter Park?
According to our most recent data, the months at the lowest possible cost in Winter Park are January, April and May, with average prices of $252, $254, and $256, respectively.
When are vacation rentals more expensive in Winter Park?
Analyzing the data from last year, we found that costs per night for accommodation here are usually higher, on average, during the months of November ($437), December ($337), and September ($325).
Is Winter Park a good location for a last-minute getaway?
In order to not have problems finding accommodation in Winter Park, it is necessary to be proactive as 94% of rentals are usually booked, according to last year's data.
When are more vacation rentals available?
The months that offer the most accommodation options are, on average, August (with an availability of 19%), January (13%), and October (8%), according to the trends observed in the prior year.
How many vacation rentals are there in Winter Park?
Holidu has 60 vacation rentals in Winter Park, provided by 2 different partners.
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