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Holiday homes, villas, condos and apartments to rent in Kissimmee, Disney, Orlando, Florida

Welcome to our selection of holiday rentals in Kissimmee, Disney, Orlando, Florida. To find your holiday home to rent in Kissimmee, Disney, Orlando, Florida please scroll down the locations where we have villas, condos and apartments to rent in Kissimmee or if you are looking for something in particular to rent please use our holiday rental search engine on the left.

SEARCH Location Kissimmee Type All Villa Apartment Townhouse Bungalow Bedrooms All 0-1 1-2 2-3 3-4 4-5 5+ Smoking All Allowed Non Smoking Pets All Allowed Not Allowed Pool All Private Communal Beach Any Yes Golf Any Yes Countryside Any Yes PROPERTY OWNERS Advertise your holiday home in Kissimmee on this site and lots more by adding your property to the Portside Promotions database. CLICK HERE FOR DETAILS. MEMBERS LOGIN Login to your account; LOGIN

Seasons Resort, Orlando/Kissimmee - 7 Bedroom Villa to rent Sleeps 16 - Rent 100 GBP to 190 GBP per night Venetian Bay Village, Kissimmee, Orlando - 4 Bedroom Townhouse to rent Sleeps 10 - Rent 92 USD to 115 USD per night Sunset Lakes, West Kissimmee, Florida - 4 Bedroom Villa to rent Sleeps 8 - Rent 525 GBP to 625 GBP per week Lindfields, Kissimmee, Orlando - 3 Bedroom Villa to rent Sleeps 8 - Rent 300 GBP to 400 GBP per week Emerald Island Resort, Kissimmee, Orlando - 7 Bedroom Villa to rent Sleeps 14 - Rent 1695 USD to 2695 USD per week Sunset Ridge, Davenport, Orlando Kissimmee Disney World - 5 Bedroom Villa to rent Sleeps 10 - Rent 500 GBP to 600 GBP per week Highlands Reserve, Davenport, Orlando / Kissimmee - 5 Bedroom Villa to rent Sleeps 10 - Rent 75 GBP to 120 GBP per night Glenbrook Resort, Clermont, Orlando/Kissimmee, Florida - 4 Bedroom Villa to rent Sleeps 10 - Rent 485 GBP to 630 GBP per week Emerald Island, Kissimmee, Orlando - 7 Bedroom Villa to rent Sleeps 16 - Rent 136 GBP to 214 GBP per night Mango Key, Kissimmee, Orlando near Disney - 2 Bedroom Townhouse to rent Sleeps 7 - Rent 530 USD to 630 USD per week Highlands Reserve, Davenport, Orlando / Kissimmee - 5 Bedroom Villa to rent Sleeps 12 - Rent 148 USD to 179 USD per night Cypress Pointe, Davenport, Orlando / Kissimmee - 5 Bedroom Villa to rent Sleeps 12 - Rent 550 GBP to 675 GBP per week Eagle Pointe, Kissimmee, Orlando - 3 Bedroom Villa to rent Sleeps 6 - Rent 450 GBP to 550 GBP per week Doral Woods, Kissimmee, Orlando - 4 Bedroom Villa to rent Sleeps 10 - Rent 400 GBP to 435 GBP per week Esprit, Davenport, Orlando/Kissimmee, Florida - 3 Bedroom Villa to rent Sleeps 6 - Rent 299 GBP to 350 GBP per week Windwood Bay, Davenport, Haines City, Orlando/Kissimmee - 5 Bedroom Villa to rent Sleeps 12 - Rent 650 GBP to 800 GBP per week Indian Creek, Kissimmee - 4 Bedroom Villa to rent Sleeps 8 - Rent 450 GBP to 630 GBP per week Emerald Island Resort, Kissimmee, Orlando, Florida - 7 Bedroom Villa to rent Sleeps 16 - Rent 2000 USD to 2700 USD per week Weston Hills, Clermont, Kissimmee, Orlando, Florida, US - 4 Bedroom Villa to rent Sleeps 10 - Rent 360 GBP to 485 GBP per week Disney, Sunset Lakes, Kissimmee, Orlando - 4 Bedroom Villa to rent Sleeps 10 - Rent 400 GBP to 400 GBP per week Tuscan Hills, Davenport, Orlando / Kissimmee, Disney - 4 Bedroom Villa to rent Sleeps 8 - Rent 725 USD to 880 USD per week Sunset Lakes, Kissimmee, Orlando, Florida - 4 Bedroom Villa to rent Sleeps 8 - Rent 425 GBP to 525 GBP per week CHATHAM PARK, KISSIMMEE/ORLANDO FLORIDA - 3 Bedroom Villa to rent Sleeps 8 - Rent 325 GBP to 450 GBP per week Indian point, Orlando/ Kissimmee, Florida. USA - 4 Bedroom Villa to rent Sleeps 8 - Rent 380 GBP to 455 GBP per week Indian Point, Kissimmee, Orlando - 4 Bedroom Villa to rent Sleeps 10 - Rent 400 GBP to 510 GBP per week MANORS AT WESTRIDGE, Davenport, Kissimmee,Orlando, - 4 Bedroom Villa to rent Sleeps 8 - Rent 385 GBP to 497 GBP per week Highlands Reserve, Davenport, Orlando / Kissimmee - 4 Bedroom Villa to rent Sleeps 10 - Rent 70 GBP to 88 GBP per night Eagle Pointe, Kissimmee, Orlando, Florida, USA - 4 Bedroom Villa to rent Sleeps 8 - Rent 500 GBP to 650 GBP per EMERALD ISLAND RESORT / KISSIMMEE - 5 Bedroom Villa to rent Sleeps 10 - Rent 545 GBP to 675 GBP per week Disney Area, Windsor Hills, Kissimmee - 6 Bedroom Villa to rent Sleeps 12 - Rent 250 USD to 339 USD per night Villas at Somerset Resort, Kissimmee, Disney, Florida - 2 Bedroom Condo to rent Sleeps 6 - Rent 89 USD to 129 USD per night Indian Ridge Oaks, Kissimmee, Orlando - 4 Bedroom Villa to rent Sleeps 10 - Rent 113 USD to 150 USD per night HIGHLANDS RESERVE, DAVENPORT / ORLANDO / KISSIMMEE - 4 Bedroom Villa to rent Sleeps 8 - Rent 575 GBP to 650 GBP per week Club Cortile Resort, Kissimmee, Orlando - 4 Bedroom Condo to rent Sleeps 10 - Rent 99 USD to 125 USD per night Mango Key, Lindfields, Kissimmee, Disney Area - 3 Bedroom Townhouse to rent Sleeps 6 - Rent 340 GBP to 380 GBP per week Disney World Celebration Kissimmee Orlando Florida - 4 Bedroom House to rent Sleeps 10 - Rent 800 USD to 1200 USD per night Highgate Park, Davenport, Orlando / Kissimmee - 5 Bedroom Villa to rent Sleeps 10 - Rent 550 GBP to 650 GBP per week Indian Point, Disney area (Kissimmee) - 3 Bedroom Villa to rent Sleeps 6 - Rent 99 USD to 130 USD per night Town Center Reserve, Davenport, Orlando / Kissimmee - 4 Bedroom Villa to rent Sleeps 10 - Rent 540 USD to 740 USD per week Emerald Island Resort, Kissimmee, Orlando - 3 Bedroom Townhouse to rent Sleeps 8 - Rent 325 GBP to 525 GBP per week Emerald Island Resort Kissimmee Orlando - 7 Bedroom Villa to rent Sleeps 16 - Rent 1390 USD to 2495 USD per week Regal Palms Resort & Spa, Davenport, Orlando/Kissimmee - 4 Bedroom Townhouse to rent Sleeps 8 - Rent 375 GBP to 375 GBP per week Grand Reserve, Davenport, Orlando / Kissimmee - 5 Bedroom Villa to rent Sleeps 10 - Rent 900 USD to 1150 USD per week Windsor Hills, Kissimmee, Orlando, Disney World - 3 Bedroom Condo to rent Sleeps 8 - Rent 500 USD to 800 USD per week Sandy Ridge, Davenport, Orlando/Kissimmee - 4 Bedroom Villa to rent Sleeps 10 - Rent 350 GBP to 495 GBP per week Eagle Pointe, Kissimmee, Florida, USA - 3 Bedroom Villa to rent Sleeps 6 - Rent 475 GBP to 600 GBP per week Windsor Hills, 1.5 miles from Disney. Kissimmee - 4 Bedroom Villa to rent Sleeps 10 - Rent 1085 USD to 1533 USD per week Indian Ridge, Central Kissimmee, Florida - 4 Bedroom Villa to rent Sleeps 10 - Rent 425 GBP to 475 GBP per 1 week Aylesbury, Davenport, Orlando - Kissimmee - 4 Bedroom Villa to rent Sleeps 8 - Rent 475 GBP to 595 GBP per week The Sanctuary, West Haven, Davenport, Orlando/Kissimmee - 4 Bedroom Villa to rent Sleeps 10 - Rent 400 GBP to 550 GBP per week Windsor Hills Reserve, Kissimmee, Orlando, Florida - 4 Bedroom Villa to rent Sleeps 8 - Rent 850 USD to 1350 USD per week Terrace Ridge, Davenport, Orlando, Kissimmee, Disney, - 2 Bedroom Condo to rent Sleeps 6 - Rent 560 USD to 665 USD per week Lake Wilson Preserve, Davenport, Kissimmee, Orlando - 4 Bedroom Villa to rent Sleeps 10 - Rent 395 GBP to 495 GBP per week Emerald Island, Kissimmee, Orlando, Florida Davenport - 7 Bedroom Villa to rent Sleeps 16 - Rent 219 USD to 425 USD per night The Villas At Island Club, Kissimmee, Orlando - 3 Bedroom Condo to rent Sleeps 8 - Rent 99 USD to 139 USD per night Terrace Ridge, Davenport, Orlando, Kissimmee - 3 Bedroom Condo to rent Sleeps 8 - Rent 350 GBP to 450 GBP per week Liberty Village, Kissimmee, Orlando - 4 Bedroom Villa to rent Sleeps 8 - Rent 525 GBP to 695 GBP per week Legacy Park, Davenport, Disney, Kissimmee, Orlando - 5 Bedroom Villa to rent Sleeps 10 - Rent 500 GBP to 550 GBP per week Sunset Lakes, Kissimmee, Orlando - 4 Bedroom Villa to rent Sleeps 10 - Rent 490 GBP to 700 GBP per Highlands Reserve, Davenport, Orlando, Kissimmee,Florid - 4 Bedroom Villa to rent Sleeps 8 - Rent 110 USD to 140 USD per night Compass Bay, Kissimmee - 3 Bedroom Townhouse to rent Sleeps 6 - Rent 85 USD to 105 USD per week Indian Creek, Kissimmee, Florida - 5 Bedroom Villa to rent Sleeps 10 - Rent 500 GBP to 700 GBP per week Greater Groves, Clermont, Orlando,Kissimmee - 3 Bedroom Villa to rent Sleeps 8 - Rent 350 GBP to 525 GBP per week Cumbrian Lakes Kissimmee, Orlando - 4 Bedroom Villa to rent Sleeps 10 - Rent 500 GBP to 625 GBP per week Lindfields, Kissimmee, Orlando - 4 Bedroom Villa to rent Sleeps 10 - Rent 550 GBP to 650 GBP per week Lake Davenport, Davenport, Orlando, Disney, Kissimmee - 4 Bedroom Villa to rent Sleeps 8 - Rent 560 GBP to 675 GBP per week Silver Creek, Clermont, Orlando, Kissimmee, Disney - 5 Bedroom Villa to rent Sleeps 12 - Rent 600 GBP to 750 GBP per week Greater Groves, Clermont, Orlando, Kissimmee - 4 Bedroom Villa to rent Sleeps 8 - Rent 450 GBP to 650 GBP per week Oak Island Cove, Formosa Gardens, Kissimmee, Orlando - 6 Bedroom Villa to rent Sleeps 14 - Rent 750 GBP to 1100 GBP per week INDIAN RIDGE, ORLANDO / KISSIMMEE - 3 Bedroom Villa to rent Sleeps 6 - Rent 350 GBP to 395 GBP per week Lindfields, Kissimmee, Orlando - 4 Bedroom Villa to rent Sleeps 8 - Rent 449 GBP to 595 GBP per week Glenbrook Resort, Clermont , Orlando/Kissimmee Florida - 4 Bedroom Villa to rent Sleeps 8 - Rent 400 GBP to 550 GBP per Florida Pines, Davenport, Orlando/Kissimmee - 4 Bedroom House to rent Sleeps 10 - Rent 625 USD to 825 USD per Windsor Palms, Disney Area, Kissimmee, Orlando - 4 Bedroom Villa to rent Sleeps 10 - Rent 900 USD to 1300 USD per week BRIDGEWATER, KISSIMMEE,ORLANDO,FLORIDA - 4 Bedroom Villa to rent Sleeps 10 - Rent 395 GBP to 395 GBP per week Hampton Lakes, Davenport, Orlando, Kissimmee, Florida - 5 Bedroom VILLA to rent Sleeps 12 - Rent 450 GBP to 700 GBP per Week Compass Bay, Kissimmee, Orlando - 4 Bedroom Townhouse to rent Sleeps 10 - Rent 360 GBP to 490 GBP per week Kissimmee, Hamiltons Reserve, Florida - Bedroom to rent Sleeps - Rent 0 to 0 per Westridge, Davenport, Orlando, Kissimmee - 4 Bedroom Villa to rent Sleeps 10 - Rent 399 GBP to 499 GBP per week Windsor Hills Resort, Kissimmee, Orlando - 3 Bedroom Condo to rent Sleeps 8 - Rent 60 GBP to 75 GBP per night Windsor Hills Kissimmee -Gated Estate closest to Disney - 5 Bedroom to rent Sleeps 10 - Rent 1550 to 2250 per Windwood Bay, Davenport, Orlando, Kissimmee, Florida - 4 Bedroom Villa to rent Sleeps - Rent 700 USD to 850 USD per Windsor Hills, Orlando, Kissimmee, Disney - 3 Bedroom Townhouse to rent Sleeps 8 - Rent 101 USD to 167 USD per night Venetian Bay Village, Kissimmee/Orlando, Florida - 4 Bedroom Townhouse to rent Sleeps 10 - Rent 330 GBP to 425 GBP per WEEK Eagle Pointe, Kissimmee, Florida, USA - Bedroom to rent Sleeps - Rent 295 to 495 per Cumbrian Lakes, Kissimmee, Florida - 5 Bedroom Villa to rent Sleeps 14 - Rent 1050 USD to 2250 USD per week CHATHAM PARK, KISSIMMEE - 3 Bedroom Villa to rent Sleeps 6 - Rent 350 to 475 per Cumbrian Lakes, Kissimmee - 4 Bedroom Villa to rent Sleeps 10 - Rent 480 GBP to 600 GBP per week Sandy Ridge,Davenport,Orlando/Kissimmee,Florida. - 5 Bedroom Villa to rent Sleeps 10 - Rent 490 GBP to 1260 GBP per week Liberty Village, Kissimmee, Orlando - 3 Bedroom Villa to rent Sleeps 8 - Rent 300 GBP to 525 GBP per week Villas at Island Club, Lindfields, Kissimmee - 3 Bedroom Condo to rent Sleeps 8 - Rent 50 USD to 99 USD per night Hillcrest Estate, Davenport, Orlando/Kissimmee, Florida - 4 Bedroom Villa to rent Sleeps 8 - Rent 350 GBP to 450 GBP per week Briargrove, Davenport, Kissimmee/Orlando, Florida - 3 Bedroom Villa to rent Sleeps 8 - Rent 350 GBP to 475 GBP per week Kissimmee, Florida - 20 min drive to major theme parks - 4 Bedroom Villa to rent Sleeps 8 - Rent 400 GBP to 440 GBP per per Wee Gleneagles, Remington, Kissimmee, Orlando - 4 Bedroom Villa to rent Sleeps 10 - Rent 50 GBP to 75 GBP per night DIAMOND ** WINDWOOD BAY, KISSIMMEE, DAVENPORT, CLERMONT - 5 Bedroom Home to rent Sleeps 4 - Rent 1050 USD to 1550 USD per week Sanctuary, West Haven, Davenport, Orlando/ Kissimmee - 4 Bedroom Villa to rent Sleeps 10 - Rent 475 GBP to 600 GBP per week Crescent Lakes, Kissimmee - 6 Bedroom Villa to rent Sleeps 12 - Rent 650 GBP to 850 GBP per week Glenbrook Resort, Clermont, Kissimmee, Orlando, Florida - 4 Bedroom Villa to rent Sleeps 10 - Rent 520 GBP to 620 GBP per Week Windward Cay, Kissimmee, Orlando, Florida - 4 Bedroom Villa to rent Sleeps 10 - Rent 420 GBP to 520 GBP per week

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