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Cheap Monthly Vacation Rentals in Kissimmee, FL: Top Deals

10 (1 review)
Wonderful Apt Hotel with Pool in Kissimmee 2
Resort · 2 Guests · 1 Bedroom
$135 /night*
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7.6 (4 reviews)
Private pool home with screened patio, arcade games, W/D, & AC
Holiday home · 2 Guests · 1 Bedroom
$225 /night*
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6.0 (1001 reviews)
Days Inn by Wyndham Kissimmee West
Hotel · 2 Guests · 1 Bedroom
$62 /night
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10 (3 reviews)
New Private Pool Mid Century Modern Home Near Disney Park
Holiday home · 2 Guests · 1 Bedroom
$188 /night*
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Wonderful Apt Hotel with Pool in Kissimmee 5
Apartment · 2 Guests · 1 Bedroom
$168 /night*
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10 (1 review)
Caribbean Summer
Holiday home · 2 Guests · 1 Bedroom
$208 /night
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9.6 (14 reviews)
*Brand NEW Vacation Home Close to Disney Parks!*
Holiday home · 2 Guests · 1 Bedroom
$189 /night*
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Vacation Home Near Disney Orlando
Villa · 2 Guests · 1 Bedroom
$338 /night
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Park Royal Orlando
Hotel · 2 Guests · 1 Bedroom
$85 /night
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Modern Condo w/ Resort Amenities - 7770 - 26 - 208
Villa · 2 Guests · 1 Bedroom
$190 /night*
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Kissimmee Massive luxury homes for 30 to 52 guests-grills-pools-games _Disney
Holiday home · 2 Guests · 1 Bedroom
$2,000 /night*
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2222 Townhouse-3 Bd-Clubhouse/gym/playground/pool
Condo · 2 Guests · 1 Bedroom
$126 /night*
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8.4 (5 reviews)
Turquoise Breeze
Holiday home · 2 Guests · 1 Bedroom
$161 /night
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9.8 (9 reviews)
New Lovely Home in Sonoma Resort at Tapestry
Holiday home · 2 Guests · 1 Bedroom
$389 /night*
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Ambassador Inn
Motel · 2 Guests · 1 Bedroom
$47 /night
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10 (3 reviews)
Luxery♡ POOL♡ VILLA ☆9BD/10BA ☆WIFI NEAR DISNEY☆Family♡
Holiday home · 2 Guests · 1 Bedroom
$608 /night*
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Historic Downtown Kissimmee Beautiful Apartment
Apartment · 2 Guests · 1 Bedroom
$85 /night*
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Heritage Park Inn
Apart hotel · 2 Guests · 1 Bedroom
$67 /night
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9.6 (80 reviews)
Kapp and Kappy B&B
B & B · 2 Guests · 1 Bedroom
$157 /night
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Wonderful Apt Hotel with Pool in Kissimmee 1
Resort · 2 Guests · 1 Bedroom
$169 /night*
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Similar Inspirational Vacation Rental Destinations

Monthly Apartment Rentals in Kissimmee, FL

Great Three Beds Vacation Apartment (266608)
Apartment
$63 /night
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Five-Bedroom Apartment 1568
Apartment
$480 /night
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FA7925HA - 3 Bedroom Apartment In Reunion Resort, Sleeps Up To 10, Just 6 Miles To Disney
Apartment
$121 /night
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Which Price Range Is Most Typical in Kissimmee, FL Area?
Vacation House & Villa Rental Price Information in Kissimmee, FL
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The graph shows the percentages of vacation homes in each price bucket. Kissimmee has the largest percentage (32.37%) of homes in $100 - $150 price range.
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How Many Accommodations Are Not Pets Friendly in Kissimmee, FL?
Pets Allowed vs Not Allowed in Kissimmee, FL
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7.63% of vacation homes in Kissimmee are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
Is Kissimmee, FL a convenient place to look for monthly rentals?
Convenience of Kissimmee, FL
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Kissimmee, FL is a great location for monthly rentals. It has easy access to public transportation such as the Lynx bus system and SunRail train station, and plenty of amenities within walking distance, including grocery stores, pharmacies, restaurants, and other essential services. There are also several business centers and workplaces nearby, making it an ideal choice for those who need to commute for work. Additionally, there are many healthcare facilities in close proximity, giving you peace of mind when looking for a rental.

  • Lynx Bus System: 0.7 miles
  • Walgreens Pharmacy: 0.4 miles
  • Florida Technical College: 1.3 miles
  • Osceola Regional Medical Center: 3 miles
What are the Airports in Kissimmee, FL?
Airports Options in Kissimmee, FL
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Other Vacation Rentals Ideas

Monthly Hotel Rentals in Kissimmee, FL

6048 Broad Oak at Solterra Resorts
Hotel
$25 /night
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9038SID-the Retreat at Champions Gate
Hotel
$189 /night
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Five Suites Luxury Home RE1492
Hotel
$137 /night
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Monthly House Rentals in Kissimmee, FL

4176 Oaktree House
House
$209 /night
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ACO8060HA - 7 Bedroom House In The Encore Club Resort, Sleeps Up To 14, Just 4 Miles To Disney
House
$304 /night
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Ceri's Southern Dunes House by IPG Florida
House
$125 /night
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Monthly Rentals with Kitchen in Kissimmee, FL

9036 Hazard Street Villa #221667 Villa
Villa
$382 /night
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Casa de 6 suites c/ piscina Encore Resort Orlando
Resort
$450 /night
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Imagine Renting Your Own Villa with Private Pool Champions 8651E
Villa
$341 /night
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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