Blues From The Top 2025


Book your Blues Festival lodging!

Select your lodging for a memorable weekend of sunshine and music in Winter Park for the Annual Blues from the Top!  StayWinterPark offers lodging throughout the area - pick a condo, townhome, or large private home.

Festival dates are June 28- June 30.  

Line up released!  JJ Grey & Mofro, Little Feat, Christone "Kingfish" Ingram, The Record Company, Sonny Landreth, Dwayne Dopsie and The Zydeco Hellraisers, Southern Avenue, The Fabulous Thunderbirds, Joanna Shaw Taylor and more to come!  Tickets on sale now!



Properties Available 123 properties available
Experience the luxury of this spacious and stunning home that is pet friendly and has so much to offer!  Homer’s Hideaway is a newly constructed, 3 bedroom plus loft, 3.5 bath private residence that can comfortably sleep 10 people. Located in the desirable Grand Park neighborhood, it is perfect for a large family or two families vac
Specials Tag Special
May lodging deals

Spring is finally here and summer is just around the corner!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

You can also book for your next summer adventure!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 5/1/2025-9/30/2025.  All reservations must be booked by 5/31/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


71 Alder Brook Homer's Hideaway
Grand Park - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (23)
A well-appointed condominium will enhance your experience in the mountains. The modernized kitchen features new cabinetry, countertops, flooring and a fresh coat of paint.  You will have the opportunity to engage with guests in the adjoining dining area, which accommodates six individuals, with extra seating at the breakfast bar.Enjoy your eve
Specials Tag Special
May lodging deals

Spring is finally here and summer is just around the corner!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

You can also book for your next summer adventure!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 5/1/2025-9/30/2025.  All reservations must be booked by 5/31/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Beaver Village Unit #0612
Downtown Winter Park -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (5)
The delightful ground level corner unit has been renovated with heated tiled flooring to provide warmth during the winter months, while the gas fireplace offers year-round comfort. Visitors may even spot a moose or fox strolling outside through the patio sliding doors at the Beaver Village Condos complex.  The spacious kitchen is connecte
Specials Tag Special
May lodging deals

Spring is finally here and summer is just around the corner!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

You can also book for your next summer adventure!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 5/1/2025-9/30/2025.  All reservations must be booked by 5/31/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Beaver Village Unit #0414
Downtown Winter Park -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (5)
This exceptional three bedroom residence boasts an expansive interior and has been entirely renovated, featuring a covered deck that provides stunning mountain views. This unit is situated on the third floor of the building and is a corner unit, providing enhanced privacy and scenic views.  The open floor plan features hardwood flooring t
Specials Tag Special
May lodging deals

Spring is finally here and summer is just around the corner!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

You can also book for your next summer adventure!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 5/1/2025-9/30/2025.  All reservations must be booked by 5/31/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Hi Country Haus Unit 1618
Condos -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.7 (12)
The condominium features a cozy interior, complete with modern flooring and new furnishings throughout the primary living space, making it an ideal location for your upcoming Winter Park mountain retreat in this charming three bedroom, three bathroom unit. The primary open floor plan features a living room equipped with a gas fireplace and a 5
Specials Tag Special
May lodging deals

Spring is finally here and summer is just around the corner!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

You can also book for your next summer adventure!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 5/1/2025-9/30/2025.  All reservations must be booked by 5/31/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Silverado I Building C Unit 101
Condos -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (12)
This property is perfectly suited for two couples or a small family gathering and it is pet friendly! and it is just a brief walk to access the town shuttle.  The cozy 2-bedroom condominium, situated on the second floor of the building in Fraser within the Grand Park neighborhood, is conveniently located near trails, activities and events, mak
Specials Tag Special
May lodging deals

Spring is finally here and summer is just around the corner!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

You can also book for your next summer adventure!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 5/1/2025-9/30/2025.  All reservations must be booked by 5/31/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Cozens Pointe Building G Unit 202
Condos -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (9)
Experience one of the finest vistas in Winter Park at this Arrow townhome.  Spanning three levels, this tri-level residence is ideally situated on Main Street in downtown Winter Park, making it an excellent choice for your upcoming mountain getaway.  The townhome boasts a generous 1,436 square feet of living space across four levels, feat
Hot HOT 17
Arrow at Winter Park Unit 274
Townhome -
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4 (1)
This cozy retreat is perfect for small families, couples or solo travelers.  The fully equipped kitchen, featuring a stove, microwave, fridge, pots, pans and cooking utensils, allows for easy meal preparation. The spacious dining area connected to the kitchen and main living space, provides a comfortable setting for enjoying meals together.Dur
Specials Tag Special
May lodging deals

Spring is finally here and summer is just around the corner!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

You can also book for your next summer adventure!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 5/1/2025-9/30/2025.  All reservations must be booked by 5/31/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Beaver Village Unit #0712
Condos -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (7)
Enjoy the night relaxing by the gas fireplace, while watching TV in the living room. Conveniently step out onto the private patio through the sliding glass for a memorable view from the first floor unit.Enhance your mountain getaway with a cozy condominium featuring a renovated kitchen complete with fresh cabinets, countertops, flooring and paint.
Specials Tag Special
May lodging deals

Spring is finally here and summer is just around the corner!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

You can also book for your next summer adventure!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 5/1/2025-9/30/2025.  All reservations must be booked by 5/31/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Beaver Village Unit #0612R
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 (11)
The warm mountain ambiance created by the rich wooden furniture and decorations beautifully contrasts with the bright, airy wall colors and high vaulted ceiling in this three bedroom unit on the third floor. Guests will find convenient access to the main clubhouse, located in the adjacent building as well as the free town shuttle stop nearby.The ki
Specials Tag Special
May lodging deals

Spring is finally here and summer is just around the corner!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

You can also book for your next summer adventure!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 5/1/2025-9/30/2025.  All reservations must be booked by 5/31/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Beaver Village Unit #0131
Downtown Winter Park -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (5)
A vintage one-bedroom condominium provides a cozy rental option, featuring a private balcony and situated on the ground floor of the building allowing for convenient access to parking and the complimentary town shuttle service.In the primary living area, unwind by the gas fireplace, enjoy the television equipped with a VCR, and make use of the quee
Specials Tag Special
May lodging deals

Spring is finally here and summer is just around the corner!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

You can also book for your next summer adventure!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 5/1/2025-9/30/2025.  All reservations must be booked by 5/31/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Hi Country Haus Unit 2501
Condos -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.5 (9)
This condominium features two bedrooms and two bathrooms, encompassing a total area of 950 square feet.  It boasts an open floor plan, enhanced by newer carpeting throughout and a modern kitchen equipped with stainless steel appliances. Located on the third floor, this unit does not have elevator access; the elevator services only the parking
Specials Tag Special
May lodging deals

Spring is finally here and summer is just around the corner!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

You can also book for your next summer adventure!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 5/1/2025-9/30/2025.  All reservations must be booked by 5/31/25. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Silverado II Unit 334
Condos -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (5)

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