The 30 best holiday rentals in Kissimmee

#1 of 569 Holiday rentals in Kissimmee

• “Loved everything about this property!”
• “Perfect”
• “Perfect!”
• See more reviews of 7988 Magical Disney Vacation Home - 5 bedrooms

#2 of 569 Holiday rentals in Kissimmee

• “Super clean!”
• “We would go again, not gonna let one person ruin it. This place is beautiful and economical”
• “Beatifull, clean, comfortable, felt safe.”
• See more reviews of Lovely Condos 18 Minutes away from Disney!

#3 of 569 Holiday rentals in Kissimmee

• “Family of 5, Weekend in Florida”
• “Great for a big family! Amazing stay will stay again!”
• “Excellent stay! Thanks for everething!”
• See more reviews of Cozy 5 Bed, wonderful clubhouse, Close to Disney

#4 of 569 Holiday rentals in Kissimmee

• “”
• “Perfect stay close to everything”
• “Very awesome!!”
• See more reviews of Pool - WiFi - Parking - Best Location !

#5 of 569 Holiday rentals in Kissimmee

• “”
• “”
• “Fantastic family holiday for my wife and I, plus our 4 Grandchildren”
• See more reviews of Brand New Townhouse-Storey Lake

#6 of 569 Holiday rentals in Kissimmee

• “”
• “Family theme park holiday”
• “Lovey house and host”
• See more reviews of 4 Bedroom SunHaven Townhouse with Pool Near Disney

#7 of 569 Holiday rentals in Kissimmee

• “Wonderful”
• “A fantastic stay!”
• “Great location and price. Would love to stay there again in the future.”
• See more reviews of HAPPY PORT, a sua casa na Disney

#8 of 569 Holiday rentals in Kissimmee

• “Everything you could need, in a great location.”
• “I like the comfort of the house I liked the location of the...”
• “Great service and location. Property very well equipped.”
• See more reviews of Storey Lake Home W Pool Near Disney Waterpar

#9 of 569 Holiday rentals in Kissimmee

• “very nice and homey place. I’ll definitely stay here again!”
• “Comfortable clean stay”
• “Great place location and price”
• See more reviews of Beautiful cozy Retreat near Disney - spacious condo

#10 of 569 Holiday rentals in Kissimmee

• “Bed bug infestation”
• “Fantastic stay, great location.”
• “Great stay but will stay a tad bit closer to Orlando next time so we don’t have a 40 min drive into downtown”
• See more reviews of Wonderful Villas 18 Minutes away from Disney!

#11 of 569 Holiday rentals in Kissimmee

• “Wonderful property in a beautiful community with nice features and amenities. Five stars.”
• “Clean and good value.”
• “Great place, staff and location. Horrible mattresses.”
• See more reviews of Kissimmee 3bed Villa Near Disney

#12 of 569 Holiday rentals in Kissimmee

• “LoMargaret is very efficient.”
• “Lovely stay in florida”
• “Lovely host, great location and clean, spacious villa!”
• See more reviews of Disney Holiday Home, Orlando

#13 of 569 Holiday rentals in Kissimmee

• “everything”
• “Great Villa , everything you wil need”
• “We had a great time, would different stay there again. It was quiet, clean and felt very safe there”
• See more reviews of Cristina's Tropical Villa/ Just minutes from Disney!

#14 of 569 Holiday rentals in Kissimmee

• “It was super clean and a great location.”
• “Excellent accommodation on every level.”
• “Retreat at the farmhouse”
• See more reviews of Luxurious Farm Style House

#15 of 569 Holiday rentals in Kissimmee

• “If you're looking for a nice family stay for a weekend don't hesitate!”
• “Comfort and great location for family attending theme parks via a car”
• “The apartment was very large and very awesome and the resort...”
• See more reviews of Bahama Bay, Davenport, Florida Oversize 2 Br condo

#16 of 569 Holiday rentals in Kissimmee

• “”
• “A lovely base from which to visit Disney parks”
• “Impressive ! It was everything we were looking for in a holiday rental and more . Will be going back for sure 🤩”
• See more reviews of South Facing Pool Near Disney 5 Bed Luxury

#17 of 569 Holiday rentals in Kissimmee

• “Comfortable, good location, worth the price, and the owner super kind”
• “Very good place to stay if visiting Disney. Host is very nice, and speaks english and spanish.”
• “It was an awesome stay!”
• See more reviews of LUXURY and VINTAGE space to enjoy your vacation!!

#18 of 569 Holiday rentals in Kissimmee

• “The location took forever to get anywhere.”
• “The house was large enough to accommodate the entire family...”
• “Fabulous!”
• See more reviews of Winterfield at Disney 9350

#19 of 569 Holiday rentals in Kissimmee

• “This was the best host I have had so far !!!! Very responsive will definitely book again”
• “I wish this was my home . Love everything about it”
• “The property is large enough, with plenty of beds, but the...”
• See more reviews of Beautiful Family Villa - Pool and Hot Tub - Near Disney World

#20 of 569 Holiday rentals in Kissimmee

• “Spacious”
• “”
• “Close to attractions and central in Kissimmee.”
• See more reviews of My Home in Orlando

#21 of 569 Holiday rentals in Kissimmee

• “Overall the stay was nice!”
• “It’s a lovely rental property , on a fantastic small estate with a security gate for both vehicles and for pedestrians.”
• “Lovely”
• See more reviews of Gorgeous and New House at Le Reve Resort (214221)

#22 of 569 Holiday rentals in Kissimmee

• “The good outweighs the bad. Would stay again.”
• “I feel a few improvements are needed but we enjoyed it and would recommend.”
• “”
• See more reviews of Stunning Townhouses 5 Minutes away Disney!

#23 of 569 Holiday rentals in Kissimmee

• “AMAZING.. top tier family vaca!”
• “The property was beautiful.”
• “Not sure if the high rating stars are legitimate. Decent stay but for the price and star rating I expected better…I am a”
• Luxurious Vacation Townhome with Private Pool at Windsor at Westside WW8948 has been reviewed 9 times. Some users didn't leave a comment, while other reviews are written in Español or English (US).

#24 of 569 Holiday rentals in Kissimmee

• “Very helpful staff quick to respond to messages and would recommend”
• “Location, price, homi”
• “The state was great but check-in was difficult should be made better”
• See more reviews of Beautiful 5bedroom Townhome w Water Park

#25 of 569 Holiday rentals in Kissimmee

• “On balance it was a good stay, reasonably priced, but we have stayed in better Florida villas.”
• “Loved the pool and the spaciousness of the house”
• “Overall a great experience!”
• See more reviews of 7 Bedroom, 6 bath and pool near Disney in Emerald Island 4 King Master Suites

#26 of 569 Holiday rentals in Kissimmee

• “The location and house layout was good. However, the hot charged us extra $150 for warming the pool”
• “Excellent”
• “Great property in a great location.”
• See more reviews of Disney Dream Vacation Home by Disney

#27 of 569 Holiday rentals in Kissimmee

• “Looking forward to booking next year same time”
• “Will definitely book again.”
• “Enjoyed my stay, excellent location, all entertainment within short distance.”
• See more reviews of Windsor at Westside

#28 of 569 Holiday rentals in Kissimmee

• “The stay was absolutely amazing as well as the staff definitely visiting again in the future! 10/10”
• “Amazing”
• “Perfect, will be back again.”
• See more reviews of New Home Close To Disney Bliss!

#29 of 569 Holiday rentals in Kissimmee

• “Brilliant! Highly recommend!”
• “Our first trip to Orlando and not let down with this property in any way, we were worried as read mixed reviews on other”
• “An absolutely fabulous villa and the host was a dream to deal with ☺️ Would highly recommended to anyone.”
• See more reviews of Emerald Island Private Pool Home near Disney

#30 of 569 Holiday rentals in Kissimmee

• “Though the location and floor plan were good, I would not stay again because of how dirty the house was (I’ve never stay”
• “Loved it hope to go back”
• “Great vacation spot for families”
• See more reviews of Fabulous Villas 5 minutes away from Disney!