The 30 best holiday rentals in Kissimmee

#1 of 573 Holiday rentals in Kissimmee

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

#2 of 573 Holiday rentals in Kissimmee

• “Beatifull, clean, comfortable, felt safe.”
• “Nice place 😃”
• “Overall I enjoyed my stay. I love the quick response from the host. It was wonderful”
• See more reviews of Lovely Condos 18 Minutes away from Disney!

#3 of 573 Holiday rentals in Kissimmee

• “Great for a big family! Amazing stay will stay again!”
• “Excellent stay! Thanks for everething!”
• “Home away from home.”
• See more reviews of Cozy 5 Bed, wonderful clubhouse, Close to Disney

#4 of 573 Holiday rentals in Kissimmee

• “Fantastic family holiday for my wife and I, plus our 4 Grandchildren”
• “The property was very clean and very spacious, and the beds...”
• “Exceptional!”
• See more reviews of Brand New Townhouse-Storey Lake

#5 of 573 Holiday rentals in Kissimmee

• “Great stay but will stay a tad bit closer to Orlando next time so we don’t have a 40 min drive into downtown”
• “Will not book again”
• “I liked that it was in a gated community.”
• See more reviews of Wonderful Villas 18 Minutes away from Disney!

#6 of 573 Holiday rentals in Kissimmee

• “Lovey house and host”
• “Great size of property, quiet area, good air con and...”
• “Lovely villa, great location near shops and not far from all the main attractions. Would recommend,”
• See more reviews of 4 Bedroom SunHaven Townhouse with Pool Near Disney

#7 of 573 Holiday rentals in Kissimmee

• “Good place!”
• “Wonderful”
• “A fantastic stay!”
• See more reviews of HAPPY PORT, a sua casa na Disney

#8 of 573 Holiday rentals in Kissimmee

• “A great place to spend with family and friends.”
• “The house was absolutely beautiful.”
• “Thank you I had a good time my kids loved the games room I did to . I will definitely come back .”
• See more reviews of Lakeview Villas in Storey Lake Resort by Diamond Vacation Homes

#9 of 573 Holiday rentals in Kissimmee

• “I like the comfort of the house I liked the location of the...”
• “Great service and location. Property very well equipped.”
• “We loved it, we will definitely be back!”
• See more reviews of Storey Lake Home W Pool Near Disney Waterpar

#10 of 573 Holiday rentals in Kissimmee

• “I was very happy about the cleanliness of the room, I will definitely return and recommend this place”
• “Amazing !”
• “Relaxing and a great value”
• See more reviews of Pool - WiFi - Gym - Parking - Best Location !

#11 of 573 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 573 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

#13 of 573 Holiday rentals in Kissimmee

• “Comfort and great location for family attending theme parks via a car”
• “The apartment was very large and very awesome and the resort...”
• “Overall had an excellent stay, staff was really friendly and recommended some great places visit :)”
• See more reviews of Bahama Bay, Davenport, Florida Oversize 2 Br condo

#14 of 573 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

#15 of 573 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!!

#16 of 573 Holiday rentals in Kissimmee

• “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”
• “It was great besides that problem.”
• See more reviews of Cristina's Tropical Villa/ Just minutes from Disney!

#17 of 573 Holiday rentals in Kissimmee

• “Close to attractions and central in Kissimmee.”
• “Close to all the parks. Comfortable, Disney touches were fab!”
• “The space and the amenities were great.”
• See more reviews of My Home in Orlando

#18 of 573 Holiday rentals in Kissimmee

• “Excellent accommodation on every level.”
• “Retreat at the farmhouse”
• “I was very pleased with everything”
• See more reviews of Luxurious Farm Style House

#19 of 573 Holiday rentals in Kissimmee

• “The house was large enough to accommodate the entire family...”
• “Fabulous!”
• “The house was beautiful, plenty of room for my entire family...”
• See more reviews of Winterfield at Disney 9350

#20 of 573 Holiday rentals in Kissimmee

• “The close proximity to everything.”
• “Very good property all in all”
• “Everything about it and it was so clean”
• See more reviews of Stunning Townhouses 5 Minutes away Disney!

#21 of 573 Holiday rentals in Kissimmee

• “I wish this was my home . Love everything about it”
• “The property is large enough, with plenty of beds, but the...”
• “Amazing customer service great”
• See more reviews of Beautiful Family Villa - Pool and Hot Tub - Near Disney World

#22 of 573 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 🤩”
• “2 week stay for extended family of 5.”
• See more reviews of South Facing Pool Near Disney 5 Bed Luxury

#23 of 573 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)

#24 of 573 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 573 Holiday rentals in Kissimmee

• “Very Nice I would recommend anyone to stay here! Me & My Friends loved it🫶🏽”
• “Grill and swimming pool overcharge”
• “Good house - well equipped and comfortable”
• See more reviews of Fun Vacation Home Close to Disney and Outlets at Le Reve Resort 4449

#26 of 573 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).

#27 of 573 Holiday rentals in Kissimmee

• “Loved the pool and the spaciousness of the house”
• “Overall a great experience!”
• “The entire experience was amazing from the booking online response from the owner. The check in at the gate and dealing”
• See more reviews of 7 Bedroom, 6 bath and pool near Disney in Emerald Island 4 King Master Suites

#28 of 573 Holiday rentals in Kissimmee

• “Excellent”
• “Great property in a great location.”
• “Absolutely wonderful”
• See more reviews of Disney Dream Vacation Home by Disney

#29 of 573 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!

#30 of 573 Holiday rentals in Kissimmee

• “Will definitely book again.”
• “Enjoyed my stay, excellent location, all entertainment within short distance.”
• “Overall my stay was relaxing and comfortable my family enjoyed it and so did I especially the kids and the pool”
• See more reviews of Windsor at Westside