What are the top rated Villa Rentals in Osceola County?

There are a lot of options in Osceola County. If you plan on staying in the Osceola County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Villa Rentals in Osceola County: <a href="/property/amazing-villa-close-to-disney-with-5-reviews/HA-61114339" class="class="static-page-link"">Amazing villa close to Disney with 5* Reviews</a> <a href="/property/conservation-view-hot-tub-free-pool-heat-very-private/HA-321370022" class="class="static-page-link"">Conservation View - Hot Tub - Free Pool Heat - Very Private</a> <a href="/property/our-disneydreamvilla-minutes-to-disneyworld/HA-32198669" class="class="static-page-link"">Our DisneyDreamVilla - minutes to DisneyWorld!</a> <a href="/property/best-house-starwars-theater-harrypotter-princess-pirates-disney-8-10-min/HA-321477872" class="class="static-page-link"">BEST HOUSE! StarWars Theater, HarryPotter, Princess, Pirates! Disney 8-10 min!</a> <a href="/property/mickeys-magical-villa-disney-five-star-pool-villa-home-at-windsor-hills/HA-321211474" class="class="static-page-link"">Mickeys Magical Villa Disney Five Star Pool Villa Home at Windsor Hills</a> <a href="/property/magical-getaway-4br-3ba-with-pool-spa-wifi-games-room/HA-321319061" class="class="static-page-link"">Magical Getaway - 4BR/3BA with Pool/Spa, Wifi, Games Room</a> <a href="/property/beautiful-6-bedroom-home-6-miles-from-disney-world-south-facing-pool/HA-121935360" class="class="static-page-link"">Beautiful 6 Bedroom Home, 6 Miles from Disney World, South Facing Pool</a> <a href="/property/hakuna-ma-cottage-minecraft-room-southern-pool/HA-321838300" class="class="static-page-link"">Hakuna Ma&#39;Cottage - Minecraft Room, Southern Pool!</a> <a href="/property/vrbo-stayed-6-bedrms-free-wifi-2-5-miles-to-disney-theater-mickey-pool/HA-32112630" class="class="static-page-link"">VRBO STAYED! 6 Bedrms, Free Wifi, 2.5 Miles to Disney! Theater, Mickey Pool!</a> <a href="/property/welcome-to-the-windsor-dream/HA-3212064414" class="class="static-page-link"">Welcome to The Windsor Dream!</a>

What is the rate per night for renting a villa near Osceola County?

At Holidayinthehamptons, the average rental fee for standard villas in Osceola County is $509 per night. Holidayinthehamptons has a large database of quality villas near Osceola County that are suitable for families, a romantic getaway, or a solo trip with single or multiple bedrooms.

Do you have a villa in Osceola County that allows pets?

Yes, here are the top villas rentals in Osceola County that are pet friendly: 4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee off Us192 Amazing house with a nice private pool near Disney 2780 Bookmark Drive Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills See all pet-friendly vacation rentals in Osceola County on Holidayinthehamptons

Are there any rental villas in Osceola County that are suitable for families?

Most of our listed villas are suitable for families. The number of rooms varies, and you can check out the complete list of villas in Osceola County to find what works for you.

Do your rental villas in Osceola County have indoor swimming pools?

Based on the 2025 data from our Holidayinthehamptons site, there are more than 7707 private swimming pools or villas with indoor pools in or near Osceola County.

Osceola County Villa Rentals【 LUXURY 】

4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee off Us192

From US $189

10.0 (313 Reviews)

Villa

4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee off Us192

Air Conditioner
Parking
Pool

Osceola County Villa Rentals & Homes

Find villas near Osceola County - We found 7707 exact matches

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