Ready for a sun-soaked trip to Winter Park? Explore our index of beach house rentals and sunny coastal apartments. Owner Direct helps you filter through verified seaside options to find your next relaxing shore retreat.
Transportation/Shuttle, Spa, Skiing, Security/Safety, Guest Services, Fireplace/Heating, Restaurant
Exceptional
1 reviews
Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen
Exceptional
62 reviews
Luxury, Cheap, Accommodations, Pools, Villas, Vacation homes, Spa, Cottages, Lodgings
Superb
2 reviews
Arcade, Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater
Exceptional
9 reviews
Guest Services, View, Transportation/Shuttle, Skiing, Laundry, Internet, Child Friendly
Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen
Exceptional
8 reviews
Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings
Arcade, Balcony, Barbecue, Crib, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking
Exceptional
34 reviews
Tv, Oceanfront, Spa, Barbecue/Outdoor Cooking, Security/Safety, Wellness Facilities, Laundry
AC, Balcony, Barbecue, Elevator, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater
Superb
12 reviews
Apartments, Accommodations, Pools, Parking, Spa, Lodgings, Jacuzzis, Places to stay, Condos
AC, Balcony, Dryer, Elevator, Fireplace, Free Parking, Heater, Hot Tub, Internet
Exceptional
4 reviews
Apartments, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Vacation rentals, Jacuzzis, Places to stay
Fabulous
12 reviews
Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet
Exceptional
118 reviews
View, Laundry, Wellness Facilities, Child Friendly, Breakfast, Ocean View, Guest Services
AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater
Exceptional
49 reviews
Arcade, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet
Exceptional
147 reviews
Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen
Exceptional
81 reviews
Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater
Exceptional
49 reviews
Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet
Superb
10 reviews
Balcony, Barbecue, Dryer, Elevator, Fireplace, Free Parking, Heater, Hot Tub, Internet
Exceptional
55 reviews
Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Beach Rentals in Winter Park.
OwnerDirectVacationRental can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.
What makes our beach rentals stand out?
Every beach rentals shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Compare a range of properties and find fair, transparent pricing—no hidden fees.
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Some of the best beach rentals in Winter Park are:
There are a lot of options in Winter Park. If you plan on staying in the Winter Park area, consider making a reservation for a few nights at one of these properties as these have been rated the top Beach Rentals in Winter Park
You can explore 89 verified beach rentals in Winter Park. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.
Beach rental prices in Winter Park vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $180 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.
Many beach rentals in Winter Park offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.
Yes, many beach rentals in Winter Park welcome pets. Currently, 12 listings allow pets, although policies may vary by property. It's also a good idea to check local beach regulations for any restrictions on pets during your stay.
For peak travel periods such as summer holidays or spring break, it's recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.
Beach rentals in Winter Park often include amenities designed for coastal living, such as Ocean View, Wellness Facilities, and View. These features help enhance comfort and make it easier to enjoy time by the water.
Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It's best to review the amenities section of each listing to confirm what is included and plan accordingly.