WINTER PARK, FLORIDA HOME LOCATOR
Vacation Rental Homes for Sale in Winter Park, Florida
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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
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Vacation Rental Homes For Sale, Winter Park, Florida
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
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
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
Sophisticated Lakeside Living in the Heart of Winter Park! Experience the pinnacle of Florida luxury in this meticulously renovated estate, perfectly situated within wal...
- 5 Beds
- 6 Baths
- Osceola Shores Sec 03 SubDv.
- 32789 Zip Code
A distinctive offering where design, location and performative upgrades come together seamlessly. One of the original modern homes in Winter Park, this iconic residence h...
- 4 Beds
- 2 Baths
- Virginia Heights Rep SubDv.
- 32789 Zip Code
In the sought-after Orwin Manor neighborhood, this beautifully updated one-story residence offers a seamless blend of comfort, style and convenience. Featuring three bedr...
- 3 Beds
- 2 Baths
- Orwin Manor Westminster Sec SubDv.
- 32789 Zip Code
Townhouse opportunity—ideal for either personal residence or investment—featuring 2 bedrooms and 2.5 bathrooms. Conveniently located near supermarkets, shops, universitie...
- 2 Beds
- 3 Baths
- Colonies SubDv.
- 32792 Zip Code
INVESTMENT OPPORTUNITY near Lake Killarney! This Winter Park gem offers a flexible layout perfect for multigenerational living, house-hacking, or rental income that can e...
- 6 Beds
- 3 Baths
- Glencoe Sub SubDv.
- 32789 Zip Code
Short Sale. SHORT SALE – SUBJECT TO THIRD-PARTY LENDER APPROVAL. Investor and builder opportunity in Winter Park. This property is situated on a generously sized lot with...
- 3 Beds
- 2 Baths
- Oakcrest-516 SubDv.
- 32792 Zip Code
A unique opportunity with two separate structures on one parcel! The main home provides comfortable living, while the second building was previously licensed and used as ...
- 4 Beds
- 2 Baths
- 32792 Zip Code