What are the top rated Cottage Rentals in Osteen?

There are a lot of options in Osteen. If you plan on staying in the Osteen area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Osteen: <a href="/property/waterfront-oasis-with-pool-on-site-ev-charging/HA-3214872067" class="class="static-page-link"">Waterfront Oasis with Pool &amp; On-Site EV Charging.</a> <a href="/property/gorgeous-st-johns-river-home-3bdrm-2-bth/HA-3213840883" class="class="static-page-link"">Gorgeous St. Johns River home 3bdrm/2 bth</a> <a href="/property/the-greenhouse-tranquil-3-bedroom-retreat-with-garden-chickens-hot-tub/HA-3214509887" class="class="static-page-link"">The Greenhouse: Tranquil 3-Bedroom Retreat with Garden, Chickens &amp; Hot Tub</a> <a href="/property/3-mi-to-lake-harney-home-on-6-acres-w-fire-pit/HA-1219838206" class="class="static-page-link"">3 Mi to Lake Harney: Home on 6 Acres w/Fire Pit</a> <a href="/property/the-lodge-on-the-st-johns-river-5-bdrm-3-bth-home/HA-3214952704" class="class="static-page-link"">The Lodge on the St. John’s River 5 bdrm/3 bth home</a> <a href="/property/3-mi-to-lake-harney-home-on-6-acres-with-fire-pit/BC-10240768" class="class="static-page-link"">3 Mi to Lake Harney Home on 6 Acres with Fire Pit</a> <a href="/property/matilda-the-rv-charming-5-acre-retreat-with-beautiful-gazebo-garden-chickens/HA-3214513854" class="class="static-page-link"">Matilda the RV: Charming 5 Acre Retreat with Beautiful Gazebo, Garden &amp; Chickens</a> <a href="/property/superb-rv-with-ac-heat-good-spectrum-internet/HA-3214745201" class="class="static-page-link"">Superb RV with AC, heat, good spectrum internet,</a> <a href="/property/cozy-rv-with-1-bdrm-full-bath-w-d-wifi-ac-in-enchanting-geneva/HA-3214618106" class="class="static-page-link"">Cozy RV with 1 bdrm/full bath/W&amp;D WiFi, AC in enchanting Geneva</a> <a href="/property/cozy-rv-with-ac-washer-and-dryer-wifi-in-beautiful-geneva/HA-3214583486" class="class="static-page-link"">Cozy RV with AC, washer and dryer WiFi in Beautiful Geneva</a>

How much does it cost to rent a cottage in Osteen?

The average cost for a cottage rental in Osteen is $198 per night. Trippymates has a wide list of great cottages near Osteen that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Osteen that allow pets?

Yes, here are the top cottage rentals in Osteen that allow you to bring your pet: The Cozy Euphoric cottage nestled in nature with relaxing River front views. Pleasant Point River Retreat Waterfront Oasis with Pool & On-Site EV Charging. 3 Mi to Lake Harney Home on 6 Acres with Fire Pit Gorgeous St. Johns River home 3bdrm/2 bth The Greenhouse: Tranquil 3-Bedroom Retreat with Garden, Chickens & Hot Tub <a href="/all/usa/florida/osteen" class="class="static-page-link"">See all pet-friendly vacation rentals in Osteen on Trippymates</a>

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

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

Are there quality cottages in Osteen that have indoor swimming pools?

As of 2026, the data from Trippymates shows that there are Over 2 private swimming pools or cottages with indoor pools in the Osteen area along with other great amenities.

Osteen Cottage Rentals By Owner

The Cozy Euphoric cottage nestled in nature with relaxing River front views.

From US $193

10.0 (1 Review)

Cottage

The Cozy Euphoric cottage nestled in nature with relaxing River front views.

Air Conditioner
Parking
TV

Osteen Cottage Rentals & Holiday Homes

Find the best cottages in Osteen - We found 2 exact matches

When do you want to travel?