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
This charming 1bedroom, 1bathroom condo is a fantastic opportunity for both homeowners and investors. Located in a desirable area close to shopping, restaurants, and ever...
- 1 Beds
- 1 Baths
- Waterfall Cove Of Winter Park SubDv.
- 32789 Zip Code
Nested on a spacious, tree lined lot just steps from Lake Killarney, 2361 Roxbury Road offers a rare opportunity to create your dream home in one of Winter Park’s most co...
- 3 Beds
- 2 Baths
- Glencoe Subdivision SubDv.
- 32789 Zip Code
PRICE IMPROVEMENT! This 4-bedroom, 2-bath pool home in the heart of Winter Park is priced to sell and offers an incredible opportunity to make it your own. While the prop...
- 4 Beds
- 2 Baths
- Garden Lake Estates Unit 1 SubDv.
- 32792 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2-bathroom home nestled in the highly desirable Winter Park area. Combining comfort, style, and an unbeatable location, ...
- 3 Beds
- 2 Baths
- Garden Lake Estates Unit 1 SubDv.
- 32792 Zip Code
Discover the potential of this spacious 4-bedroom, 2.5-bath home located at 1564 Lawndale Cir in desirable Winter Park. Featuring a comfortable floor plan with generous l...
- 4 Beds
- 3 Baths
- Country Lane SubDv.
- 32792 Zip Code
Welcome to an exceptional lakefront home in the gated community of Lake Florence Preserve, where luxury, space, and lifestyle come together in the heart of Winter Park. T...
- 6 Beds
- 6 Baths
- Lake Florence Preserve SubDv.
- 32792 Zip Code
Welcome to one of Winter Park's most impressive move-in-ready homes, where luxury, comfort, and location come together seamlessly. Completely reimagined and renovated,...
- 4 Beds
- 4 Baths
- Kenilworth Shores Sec 07 SubDv.
- 32792 Zip Code
SELLER FINANCING. Stunning 3-bedroom, 2-bath remodeled home with no HOA, ideally located on the border of Winter Park and Orlando. This move-in-ready property features a...
- 3 Beds
- 2 Baths
- Eastbrook Sub Unit 06 2nd Rep SubDv.
- 32792 Zip Code
Pre-Construction. To be built. This extraordinary lakefront residence on beautiful Lake Sylvan, set on a .37-acre (16,603± square foot) homesite, presents a rare opportun...
- 4 Beds
- 5 Baths
- Sylvan Park SubDv.
- 32789 Zip Code
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