WINTER PARK, FLORIDA HOME LOCATOR
Vacation Rental Homes for Sale in Winter Park, Florida
Browse all current vacation rental homes for sale in Winter Park, Florida.
Map Search
Discover Vacation Rental Homes for Sale in Winter Park, Florida using our interactive MLS Map.
CREATE A FREE ACCOUNT
Access MLS instantly and receive New Listing Alerts directly to your inbox.
Can't find a home that fits your needs? Try our Advanced Winter Park Florida MLS Search. You can easily filter properties by location, price, amenities, and more to find exactly what you're looking for.
Overview
Discover all available vacation rental homes for sale in Winter Park, Florida, within our comprehensive MLS® and private listings search. Our dynamic MLS updates every 5 minutes, making your home search effortless and up-to-date.
IMPORTANT INFORMATION BEFORE BUYING VACATION RENTALS
Looking for the confidence to ensure the profitability of your Airbnb Vacation Rentals? Read Now
Wondering if your Airbnb Vacation Rental is strategically located for maximum ROI? Read Now to find out!
Vacation Rental Homes For Sale, Winter Park, Florida
Virtually Staged. Discover space, comfort, and flexibility in this beautifully updated 4-bedroom, 2-bath home in the highly desirable Cedar Ridge community of Winter Park...
- 4 Beds
- 2 Baths
- Cedar Ridge SubDv.
- 32792 Zip Code
Discover this well maintained 3 bedroom, 2 bathroom home offering 1,676 sq ft of comfortable living space. The home features a spacious layout with inviting living and di...
- 3 Beds
- 2 Baths
- Country Lane SubDv.
- 32792 Zip Code
Residing among the treelined streets of Winter Park, this stunning, contemporary pool home, designed and built by renowned Phil Kean, truly captures the essence of luxury...
- 4 Beds
- 7 Baths
- Forest Hills SubDv.
- 32789 Zip Code
GREAT HOME & GREAT VALUE — home needs cosmetic work and some TLC - if you DIY you could have instant equity. Thoughtful floor plan with two living spaces and a screened-i...
- 3 Beds
- 2 Baths
- Winter Park Pines Rep SubDv.
- 32792 Zip Code
Welcome to your dream home in the highly sought-after community of Winter Park Pines! This beautifully maintained 4-bedroom, 3-bathroom residence offers 2,312 square feet...
- 4 Beds
- 3 Baths
- Winter Park Pines SubDv.
- 32792 Zip Code
Built by Clarkson Concepts and ideally located in the heart of Winter Park just moments from Park Avenue, this sophisticated modern residence blends luxury design, smart-...
- 4 Beds
- 4 Baths
- Horton Aaron SubDv.
- 32789 Zip Code
Welcome to this beautifully updated three-bedroom, two-and-a-half-bath home located in the highly sought-after Winter Park 32789 zip code, just moments from scenic Lake K...
- 3 Beds
- 3 Baths
- Glencoe Sub SubDv.
- 32789 Zip Code
Rare lakefront opportunity on the beautiful pristine Lake Killarney in the heart of Winter Park! Build your dream home on this coveted corner lot graced by original brick...
- 3 Beds
- 2 Baths
- Killarney Estates SubDv.
- 32789 Zip Code
Welcome to this beautifully maintained 4-bedroom, 2.5-bath home located in highly desirable Seminole County! From the moment you arrive, you'll appreciate the inviting fr...
- 4 Beds
- 2 Baths
- Eastbrook Sub Unit 8 SubDv.
- 32792 Zip Code
Welcome to this charming 3 bedroom, 2 bath home located in the highly desirable area of Winter Park. Situated on an oversized lot, this property offers both comfort and s...
- 3 Beds
- 2 Baths
- Banks Colonial Estates SubDv.
- 32789 Zip Code