What are the top rated Vacation Rentals in Winter Park?

There are a lot of options in Winter Park. If you plan on staying in the Winter Park area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Winter Park: <a href="/property/ideal-location-charming-4-bedroom-home-w-pool-fenced-yard/HA-1213023348" class="class="static-page-link"">Ideal Location, Charming 4 bedroom home w Pool, fenced yard.</a> <a href="/property/great-family-home/HA-321466067" class="class="static-page-link"">Great Family Home</a> <a href="/property/great-location/HA-3212281630" class="class="static-page-link"">GREAT LOCATION 🏡</a> <a href="/property/amazing-lakefront-mid-modern-3-bed-winter-park-home-surrounded-by-natural-beauty/HA-3214514306" class="class="static-page-link"">Amazing lakefront mid-modern 3-bed Winter Park home surrounded by Natural Beauty</a> <a href="/property/winter-park-pool-home-close-to-lake-virginia-rollins-college-park-ave/HA-3212824954" class="class="static-page-link"">Winter Park Pool home close to Lake Virginia, Rollins College &amp; Park Ave.</a> <a href="/property/charming-home-3-blocks-from-historic-park-avenue-one-block-from-lake-virginia/HA-3212423558" class="class="static-page-link"">Charming home 3 blocks from historic Park Avenue &amp; one block from Lake Virginia</a> <a href="/property/winter-park-bungalow-outdoor-oasis-rollins-college-park-ave-fenced-yard/HA-3211060352" class="class="static-page-link"">Winter Park Bungalow &amp; Outdoor Oasis - Rollins College, Park Ave &amp; Fenced Yard</a> <a href="/property/coastal-feel-modern-appeal/HA-321450575" class="class="static-page-link"">Coastal Feel - Modern Appeal</a> <a href="/property/vacation-home-away-from-home-in-orlando/HA-3213201756" class="class="static-page-link"">Vacation Home away from home in Orlando</a> <a href="/property/modern-charming-home-in-the-heart-of-winter-park-perfect-for-a-couples-retreat-or-small-group/HA-3213990951" class="class="static-page-link"">Modern, Charming Home in the heart of Winter Park- Perfect for a couples retreat or small group!</a>

Which is the best family rental in Winter Park?

There are many large, family-friendly vacation homes available in Winter Park; however, here are the most popular family rentals listed on our site: Modern Elegance In The Heart Of Winter Park - 2 beds/2 baths Tranquil Oasis 4BR Pool Home 7002 Citrus in Winter Park Cute bungalow minutes walk from Park Avenue.

Can we get self-catering vacation rentals in Winter Park?

Yes, there are 157 self-catering vacation homes in Winter Park that have hot tubs, swimming pools, & other amenities.

What are the best luxury vacation rentals near Winter Park?

There are more than 157 luxury villas and vacation homes in or near Winter Park. Filter by price to compare find the most expensive places to stay on Execstays.