What are the top rated Short Term Stays in Historic Downtown Kissimmee?

There are a lot of options in Historic Downtown Kissimmee. If you plan on staying in the Historic Downtown Kissimmee area, consider making a reservation for a few nights at one of these properties as these have been rated the top Short Term Stays in Historic Downtown Kissimmee: <a href="/property/incredible-resort-location-home-close-walking-distance-to-clubhouse/HA-3212497261" class="class="static-page-link"">Incredible Resort/Location/Home - Close Walking distance to clubhouse -</a> <a href="/property/10-min-from-disney-world-family-friendly-unique-themed-private-pool-resort/HA-3213711795" class="class="static-page-link"">10 min. from Disney World! Family Friendly, Unique Themed, Private Pool, Resort</a> <a href="/property/amazing-bella-vida-resort-270bd-5-bedrooms-5-bathrooms-10-guests-lake-view/HA-1219698246" class="class="static-page-link"">AMAZING BELLA VIDA RESORT 270BD-5 BEDROOMS - 5 BATHROOMS - 10 GUESTS- LAKE VIEW</a> <a href="/property/cozy-vacation-townhome-4bd-3ba-sd2607/HA-3214330700" class="class="static-page-link"">Cozy Vacation Townhome 4BD/3BA SD2607</a> <a href="/property/charming-townhome-near-disney-with-private-pool-perfect-for-your-family-stay/HA-3214425625" class="class="static-page-link"">Charming Townhome Near Disney with Private Pool – Perfect for Your Family Stay!</a> <a href="/property/chic-resort-getaway-15-min-to-disney/HA-12120146004" class="class="static-page-link"">Chic Resort Getaway – 15 Min to Disney</a> <a href="/property/perfect-new-6-min-to-dis-on-lake-brand-name-beds-big-t-vs-steps-to-pool/HA-3213461334" class="class="static-page-link"">PERFECT, NEW! 6 Min to Dis, On Lake, Brand Name Beds, Big T.Vs, Steps to Pool.</a> <a href="/property/3-miles-to-disney-waterslides-next-to-fun-spot/HA-3212988434" class="class="static-page-link"">3 miles to Disney/Waterslides/next to Fun Spot</a> <a href="/property/15-off-weekly-stay-spacious-12br-11-5ba-villa-pool-spa-near-disney/HA-3213568118" class="class="static-page-link"">15% Off Weekly Stay! Spacious 12BR/11.5BA Villa ~ Pool/Spa ~ Near Disney</a> <a href="/property/the-heaven-home-amazing-6br-pool-hot-tub-and-resort/HA-3213732472" class="class="static-page-link"">The Heaven Home — Amazing 6BR | Pool, Hot tub and Resort</a>

How much is rent for a furnished short-term stay in Historic Downtown Kissimmee?

At Vacationsrental short-term furnished accommodation in or near Historic Downtown Kissimmee ranges from $55 to $1,855 per night.

How many holiday rentals near Historic Downtown Kissimmee are available?

We have 493 places to stay near Historic Downtown Kissimmee. Check out the complete list of holiday rentals in Historic Downtown Kissimmee to find what works for your next trip.

Can we get a self-catering short-term stay in Historic Downtown Kissimmee?

Yes, there are 493 self-catering short-term rental homes in Historic Downtown Kissimmee that have hot tubs & other amenities The most popular self-catering top-rated rental homes are: Regal Oaks Getaway: 4BR Home Close to Disney & Old Town 4184PD Weekly Stay 5BR Free Water Park FantasyWorld Resort Storey Lake Resort 4 Bedroom Townhome Pet Friendly

What are the best luxury short-term stays for families near Historic Downtown Kissimmee?

There are more than 493 luxury temporary places to stay near Historic Downtown Kissimmee, with other amenities available according to 2026 data from Vacationsrental.

Your Vacation to Historic Downtown Kissimmee Starts with Historic Downtown Kissimmee Short Term Stays

Book Whole Homes, Large Rentals, & Luxury Short Term Stays – Perfect for Couples, Families & Groups

Regal Oaks Getaway: 4BR Home Close to Disney & Old Town

From US $252

9.2 (26 Reviews)

House

Regal Oaks Getaway: 4BR Home Close to Disney & Old Town

Air Conditioner
Parking
Pool

Your Vacation to Historic Downtown Kissimmee Starts with Historic Downtown Kissimmee Short Term Stays

Book Whole Homes, Large Rentals, & Luxury Short Term Stays – Perfect for Couples, Families & Groups

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