What are the top rated Cottage Rentals in Winter Springs?

There are a lot of options in Winter Springs. If you plan on staying in the Winter Springs area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Winter Springs: <a href="/property/private-guesthouse/BC-15782428" class="class="static-page-link"">Private Guesthouse</a> <a href="/property/cozy-central-florida-townhome/HA-3214061957" class="class="static-page-link"">Cozy Central Florida Townhome</a> <a href="/property/cozy-home-4-bedroom-5-bed-with-jet-tub/HA-3213560296" class="class="static-page-link"">Cozy Home 4 bedroom 5 bed with Jet Tub.</a> <a href="/property/1x1-guest-suite-15-mins-from-ucf/HA-3212885127" class="class="static-page-link"">1x1 Guest Suite 15 mins from UCF</a> <a href="/property/cozy-quiet-private-bedroom/HA-3212787961" class="class="static-page-link"">Cozy &amp; Quiet Private Bedroom</a> <a href="/property/cosy-private-room/HA-3212713082" class="class="static-page-link"">Cosy Private Room</a> <a href="/property/house-with-pool-and-fantastic-patio/HA-3211937419" class="class="static-page-link"">House with Pool and fantastic patio</a> <a href="/property/robin-s-nest-rent-the-whole-house/HA-7554395" class="class="static-page-link"">Robin&#39;s Nest (Rent the whole house)</a> <a href="/property/spacious-4-bedroom-house-in-lovely-winter-springs-near-everything/HA-3214161532" class="class="static-page-link"">Spacious 4-bedroom house in lovely Winter Springs near everything</a> <a href="/property/great-family-neighborhood-close-to-theme-parks-pet-friendly-sleeps-6/HA-3213785202" class="class="static-page-link"">Great family neighborhood. Close to theme parks! Pet friendly, sleeps 6.</a>

How much does it cost to rent a cottage in Winter Springs?

The average cost for a cottage rental in Winter Springs is $230 per night. Hotelcancunrosa has a wide list of great cottages near Winter Springs that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Winter Springs that allow pets?

Yes, here are the top cottage rentals in Winter Springs that allow you to bring your pet: Charming 2-bedroom townhome in Winter Springs. Townhouse in the Winter Springs Cozy Modern Studio Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home! <a href="/all/usa/florida/winter-springs" class="class="static-page-link"">See all pet-friendly vacation rentals in Winter Springs on Hotelcancunrosa</a>

Do you have any rental cottages in Winter Springs that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Winter Springs to find one that works for you.

Are there quality cottages in Winter Springs that have indoor swimming pools?

As of 2026, the data from Hotelcancunrosa shows that there are Over 48 private swimming pools or cottages with indoor pools in the Winter Springs area along with other great amenities.