$1,650
2 beds • 2 baths • 1,026 sqft • Condo
2210 Grand Cayman Court 2210-1722, Kissimmee, FL, 34741
295 Results
$1,650
2 beds • 2 baths • 1,026 sqft • Condo
2210 Grand Cayman Court 2210-1722, Kissimmee, FL, 34741
$2,150
3 beds • 3 baths • 2,086 sqft • Condo
3051 Ashland Lane North 3051, Kissimmee, FL, 34741
$2,750
4 beds • 4 baths • 1,721 sqft • Condo
4742 Terra Esmeralda Drive 4742, Kissimmee, FL, 34746
$2,150
3 beds • 3 baths • 1,624 sqft • Condo
1882 Red Canyon Drive 1882, Kissimmee, FL, 34744
$2,300
4 beds • 3 baths • 1,725 sqft • Condo
2151 Jeremiah Way 2151, Kissimmee, FL, 34743
$2,205
3 beds • 2 baths • 1,385 sqft • Condo
2665 Oak Run Boulevard 2665, Kissimmee, FL, 34744
$2,000
3 beds • 2 baths • 1,785 sqft • Condo
2096 The Oaks Boulevard 2096, Kissimmee, FL, 34746
$2,100
2 beds • 2 baths • 1,196 sqft • Condo
4751 Clock Tower Drive 4751-203, Kissimmee, FL, 34746
$2,165
4 beds • 2 baths • 1,752 sqft • Condo
1923 North Brack Street 1923, Kissimmee, FL, 34744
$2,300
3 beds • 2 baths • 1,233 sqft • Condo
2565 Davenport Circle 2565, Kissimmee, FL, 34746
$4,000
8 beds • 5 baths • 3,248 sqft • Condo
4483 Monado Drive 4483, Kissimmee, FL, 34746
$3,500
5 beds • 4 baths • 2,351 sqft • Condo
1010 Tourmaline Drive 1010, Kissimmee, FL, 34746
$2,600
3 beds • 3 baths • 1,758 sqft • Condo
2575 Aventurine Street 2575, Kissimmee, FL, 34744
$1,850
3 beds • 2 baths • 1,094 sqft • Condo
801 Victoria Boulevard 801, Kissimmee, FL, 34741
$2,900
5 beds • 3 baths • 2,856 sqft • Condo
3118 Riachuelo Lane 3118, Kissimmee, FL, 34744
$1,899
3 beds • 3 baths • 1,734 sqft • Condo
2487 Hassonite Street 2487, Kissimmee, FL, 34744
$2,000
2 beds • 2 baths • 1,026 sqft • Condo
2204 Key W Court 2204-516, Kissimmee, FL, 34741
$2,995
4 beds • 2.5 baths • 2,130 sqft • House
2521 Annacella Ave, Kissimmee, FL, 34741
$975
Studio • 1 bath • 350 sqft • Apartment
4018 West Vine Street, Kissimmee, FL, 34741
$1,350
1 bed • 1 bath • 728 sqft • Apartment
2351 Pinebrook Drive, Kissimmee, FL, 34741
$1,599
2 beds • 2 baths • 983 sqft • Apartment
4567 Seven Dwarfs Lane, Kissimmee, FL, 34746
$2,795
4 beds • 2.5 baths • 2,188 sqft • House
4744 Windwood Dr., Kissimmee, FL, 34746
$1,675
2 beds • 2 baths • 1,026 sqft • House
2208 Antigua Pl. #923, Kissimmee, FL, 34741
$975
Studio • 1 bath • 350 sqft • Apartment
4018 West Vine Street, Kissimmee, FL, 34741
Showing 24 of 295 results
Showing 24 of 295 results
Load moreKissimmee’s rental market is a great entry point into the Orlando metro. Homes for rent in Kissimmee, FL, are more affordable and great for families. And with its strong seasonal tourism, rentals in Kissimmee include vacation homes and short-term furnished apartments. Locals typically use LYNX buses and the SunRail commuter rail to travel throughout the city. I-4, Route 192, and Florida’s Turnpike accommodate longer trips to Orlando, Tampa, and the greater Central Florida area. The most popular neighborhoods for Kissimmee rentals are Celebration, Buenaventura Lakes, Downtown Kissimmee, and The Loop corridor. With Disney World and Universal less than 30 minutes away by car, many hospitality and tourism workers seek budget-friendly places to rent. Kissimmee is also popular amongst commuters, young professionals, growing families, and renters without cars. All in all, Kissimmee’s rental market offers a range of apartments, townhomes, and single-family homes close to urban amenities, parks, and great schools.
As the city’s main urban hub, Downtown Kissimmee has studios, 1-bedrooms, and 2-bedrooms in apartments, condos, and smaller multifamily buildings. Most of the rental inventory is older with renovated options providing more modern finishes and amenities. Prices are usually in line with Kissimmee’s average rate of $1,874/mo. Downtown has great public transit, with SunRail, Amtrak, and LYNX routes connecting at Kissimmee Intermodal Station. With pet-friendly rentals, walkability, and local businesses, Downtown Kissimmee is best for couples and solo professionals who don’t want to rely on cars for daily travel.
Rentals in Celebration include new-construction 1-bedroom, 2-bedroom, and 3-bedroom apartments, townhomes, and single-family homes. Rent prices in the master-planned community generally run above Kissimmee’s average, with premium pockets near parks, trails, and pet-friendly green spaces. US-192 and World Drive provide a direct driving route to I-4 and Walt Disney World — which is a bonus for renters with kids. All in all, Celebration works great for Disney employees, families, and professionals looking for a master-planned area with newer builds.
Buenaventura Lakes offers 2-bedroom and 3-bedroom apartments, townhomes, and single-family homes in mid-era and new builds. Rents are usually close to Kissimmee’s mid-range, with some premium newer properties mixed in here and there. The area’s parks, yards, and larger layouts make it highly pet-friendly. Locals can take LYNX NeighborLink 831, which connects to broader transit lines via Tupperware SunRail. Plus, Orlando International Airport is also about a 20-minute drive away. Overall, families, professionals who frequently fly out for business, and airport workers who are priced out of Celebration may even be able to find rentals under $1,500/mo in Buenaventura Lakes.
With new apartments, condos, and townhomes, the Four Corners area has mostly 1-bedroom, 2-bedroom, and 3-bedroom units in resort-style communities. Prices range from mid-level to above average, with luxury pockets in developments with high-end amenities. Larger communities tend to be the most pet-friendly. Overall, the area is best for tourism workers, families, and professionals looking for new builds near Disney. And with LYNX Link 55 and US-192 running through the area, it’s also great for renters seeking convenient connections throughout western Osceola County.
Rentals around Poinciana include mostly new-construction and mid-era houses, townhomes, and apartments with 2-bedroom and 3-bedroom floor plans. Prices hover around Kissimmee’s average rate of $1,874/mo, and there are fewer luxury units here than in Celebration. Poinciana SunRail Station and LYNX Route 306 provide rail and bus access, with routes leading straight to Disney. With larger lots and green spaces, the Poinciana area is best for families and long-term renters seeking spacious pet-friendly homes with moderate price points.
Based on 407 active Rentler listings in Kissimmee, FL. Updated daily.
The fastest way to find affordable rentals in Kissimmee is to use Rentler's price filters — browse apartments under $800, under $1,000, or under $1,500 to see current inventory at each threshold. Availability at the lower price tiers changes quickly, so checking back regularly or setting a listing alert is worth doing. Older buildings and units further from city center tend to offer the most room on price.
Yes — Kissimmee has pet-friendly rentals listed on Rentler across apartments, houses, and townhomes. Use the pet-friendly filter to see only properties that accept animals. Policies vary by landlord — breed restrictions, weight limits, and whether a pet deposit or monthly pet rent applies are all worth confirming directly before submitting an application. Large-dog-friendly inventory tends to be stronger in suburban and townhome-style properties than in dense apartment buildings.
Rentler doesn't have a dedicated luxury filter, but you can surface higher-end rentals in Kissimmee by sorting listings by highest price and combining the recent-build and furnished filters. Newer construction properties typically offer the most upscale finishes available — in-unit laundry, stainless appliances, quartz countertops, and on-site amenities like a fitness center or pool.
Rentler focuses on traditional lease rentals rather than short-term or vacation stays. For stays under 3 months, platforms like Furnished Finder or Airbnb may have more options. For 3–6 month furnished leases in Kissimmee, use Rentler's furnished filter, which occasionally includes properties with flexible lease terms. Contact landlords directly to ask about lease length flexibility before applying.
Some landlords on Rentler offer move-in incentives like first month free, reduced security deposits, or waived application fees — especially during slower leasing seasons (October through February). These aren't filterable on Rentler directly. The best approach is to contact landlords on listings you're interested in and ask about current promotions before submitting an application.
Most landlords in Kissimmee require a government-issued photo ID, proof of income (typically 2.5–3x the monthly rent in gross income), recent pay stubs or bank statements, and consent for a background and credit check. Rentler applications are saved to your account so you can submit to multiple properties without re-entering your information each time. Having all documents ready before you find a unit puts you ahead of applicants who need extra time to gather materials.
State law provides several baseline protections for all renters: security deposits must typically be returned within a set window after move-out with an itemized deduction statement; landlords must give advance notice before entering a unit except in emergencies; and all rentals must meet basic habitability standards. For city-specific tenant protections, check with your local municipality — some cities have additional renter ordinances beyond state law.











