Quail Hollow Rentals
From $209 per night (USD)VRBO
GREAT LOCATION 🏡
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Location, location, location - this immaculate Olde Winter Park home is ready for you to relax and enjoy Winter Park and ...
From $209 per night (USD)VRBO
From $235 per night (USD)Expedia
Charming Clean Home near East End Market Large fenced yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Winter Park home ready for your event, vacation or executive rental. Updated kitchen, granite countertops, wood floors, ...
From $235 per night (USD)Expedia
From $863 per night (USD)VRBO
Stunning Luxury Home in Artsy Winter Park featuring Nintendo-Themed Game Room!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
Newly redesigned and just 40 minutes from the theme parks, Atlantic Oasis is an award-winning, custom-built resort-style ...
From $863 per night (USD)VRBO
From $314 per night (USD)VRBO
Charming home 3 blocks from historic Park Avenue & one block from Lake Virginia
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Open kitchen / family room with dining area to comfortable seat 4, dining room and living room, screened in porch for wa ...
From $314 per night (USD)VRBO
From $248 per night (USD)VRBO
Stroll to Park Avenue from Vintage Lake-View House
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This cozy, quaint Winter Park home was built in 1925. The house has updated appliances and plenty of space. There are tw ...
From $248 per night (USD)VRBO
From $332 per night (USD)VRBO
Ideal Location, Charming 4 bedroom home w Pool, fenced yard.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Traditional Old Winter Park home ready for your event, special occasion, vacation, wedding, golf weekend, or executive r ...
From $332 per night (USD)VRBO
From $192 per night (USD)VRBO
Winter Park Bungalow & Outdoor Oasis - Rollins College, Park Ave & Fenced Yard
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This charming bungalow in the heart of Winter Park's upscale Forest Hills neighborhood is the perfect retreat for your n ...
From $192 per night (USD)VRBO
From $289 per night (USD)VRBO
Amazing lakefront mid-modern 3-bed Winter Park home surrounded by Natural Beauty
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience Winter Park like a local in this 3 bedroom 2.5 bath home. The bedrooms feature 2 queen beds and 1 king bed, e ...
From $289 per night (USD)VRBO
From $195 per night (USD)VRBO
Vibrant Orlando Lakefront Cat Lover's Retreat with Pool & Gardens
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
The Cat House: A Mid-Century Lakefront Retreat with Feline Flair Welcome to your tranquil escape in the heart of Orland ...
From $195 per night (USD)VRBO
From $322 per night (USD)Expedia
Winter Park College quarters historic district
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The College Quarters in Winter Park is located in the charming city of Winter Park Historic District. Located within blo ...
From $322 per night (USD)Expedia
From $281 per night (USD)VRBO
Stylish 3BR/2BA Home in Lake View Retreat, near to Park,Trails,Pickleball,Golf.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This luxury lake view Winter Park home is for bon vivants who value comfort and style. 3BR /2BA with an open layout, cu ...
From $281 per night (USD)VRBO
From $427 per night (USD)Expedia
Greatest location! Condo with private yard!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Location, Location, Location!!! Greatest location! Well appointed condo -one block from Park Avenue! This is a Downstair ...
From $427 per night (USD)Expedia
From $401 per night (USD)VRBO
Modern and fabulous tropical oasis, central to everything!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Make memories at this unique and family-friendly property in the heart of Audubon Park. Hang out in a tropical garden sh ...
From $401 per night (USD)VRBO
From $321 per night (USD)Expedia
GardenHouse @AudubonPark Sleeps 8
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Take it easy at this unique and tranquil getaway. Located in Orlando's garden district, GardenHouse is conveniently loca ...
From $321 per night (USD)Expedia
From $375 per night (USD)VRBO
Winter Park Pool home close to Lake Virginia, Rollins College & Park Ave.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
One month minimum to rent (30 nights). A hidden gem, this meticulous sun-filled 3 BR + Office/2.5 bath home offers ult ...
From $375 per night (USD)VRBO
From $170 per night (USD)VRBO
Coastal Feel - Modern Appeal
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 bedroom 2 bath, 1350 sqft detached home Family friendly layout with master bedroom suite, shared bedroom (2 twin beds) ...
From $170 per night (USD)VRBO