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Browse Select Kissimmee Holiday Homes

A heated pool
Outdoor TV, Air Hockey, Foosball, Epic Game Room, Basketball Arcade, 1GB: Summer Breeze
10.0 out of 10, Exceptional, (13)
"We enjoyed the friendliness of the staff the house was spacious and clean. Kyle communicates and responds back promptly. Looking to book with him more in the future"
Outdoor TV, Air Hockey, Foosball, Epic Game Room, Basketball Arcade, 1GB: Summer Breeze
Pool
6BR Home, Prime Location
10.0 out of 10, Exceptional, (3)
"The house so Beautiful and clean. We enjoyed the pool at the house and the waterpark on the premises. It is a great house for a gathering of family and friends. I do suggest updating the mattresses. I couldn’t have asked for a better place for our large group. The check in process was easy and all my emails Were answered promptly. Thank you for your hospitality."
6BR Home, Prime Location
Outdoor pool, a heated pool
Free Waterpark, Free Heated Pool/Spa and Grill, Game/Theater Rm, & PS5
10.0 out of 10, Exceptional, (49)
"Great property within easy reach (20 mins) of Disney world entrance. Very well equipped kitchen and ample linen and towels etc. Wendy was very informative and answered all of my sometimes silly questions immediately. Check in was easy and we were provided with very detailed instructions for getting to the property and expectations for our stay. Overall a fab experience which could have only been better if we had stayed longer as 9 nights was nowhere nearly enough time to get the full Orlando...
Free Waterpark, Free Heated Pool/Spa and Grill, Game/Theater Rm, & PS5
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Fridge, microwave, oven, stovetop
⭐⭐⭐⭐⭐Expansive family-friendly vacation home, themed rooms, water park, fitness
10.0 out of 10, Exceptional, (1)
"The home is wonderfully and creatively decorated. The kitchen. dining. tv.pool table area is great fun for being together. We had rain on our visit but the home is conducive to handle all of that. Great visit, wonderfully responsive manager. Thank you"
⭐⭐⭐⭐⭐Expansive family-friendly vacation home, themed rooms, water park, fitness
Outdoor pool, a heated pool
Summer Discount- Brand New Themed 9BR Home @ Disney, Private Pool/SPA, Game Room
10.0 out of 10, Exceptional, (18)
"Everybody enjoyed the stay. Check-in is smooth, owner even gave us early check-in so we could put our frozen items earlier. Location is 7 minutes from Walmart, and accessible to many restaurants in the area. Car access uses QR code and very convenient to pass the main gate entrance. Parking is restricted to 5 cars, but have additional parking at the Clubhouse. House facilities is what is advertised, with 2 large refrigerators, 2 sets of washer/dryer, which is good for large family gatherings....
Summer Discount- Brand New Themed 9BR Home @ Disney, Private Pool/SPA, Game Room
Pool
Upstay - Modern Pool Home w Games - Sleeps 18!
10.0 out of 10, Exceptional, (4)
"Great place for guys on a golf trip, everyone really enjoyed this place."
Upstay - Modern Pool Home w Games - Sleeps 18!
Outdoor pool, a heated pool
Luxury Pool Home Steps to Disney, 2 Master Suites, Gated, Game Rm, BBQ Free WiFi
10.0 out of 10, Exceptional, (88)
"I feel like we really "hit the jackpot" when we found this rental. The home is super clean, exactly as shown, and located in a central spot where it feels like you're miles away from all of the chaos, but you're really staying smack in the middle of it all. My first priority when I look for a rental is finding one with recent high cleanliness ratings. Although the home itself seems a bit older, the owner has really kept up with everything, and the cleaning crew seems to be keeping up quite...
Luxury Pool Home Steps to Disney, 2 Master Suites, Gated, Game Rm, BBQ Free WiFi
A heated pool
Drive-In Theater, Forest Bedroom, Huge Pirate Ship, Lake Views, Pool Table, Grill: Movie Magic
9.8 out of 10, Exceptional, (12)
"Amazing place , very responsive Host Everything was perfect the place is beautiful!"
Drive-In Theater, Forest Bedroom, Huge Pirate Ship, Lake Views, Pool Table, Grill: Movie Magic
Outdoor pool, a heated pool
Stunning 5 Bedroom townhome in prime location- Paradise Palms resort community!
9.8 out of 10, Exceptional, (155)
"Our stay was EVERYTHING! We were there for D2 Summitt Cheer Championship. From the time we checked in at the gate in which the security was super nice… the process was so smooth. As for the house, it’s just as pictured. Extremely spacious. Everyone had their own room and bathroom. The best part was being located directly across from the club house which had everything you needed… pool, tennis courts, basketball court, playground (my toddler was too excited about it), game room, movie theater. I...
Stunning 5 Bedroom townhome in prime location- Paradise Palms resort community!
Living area | Smart TV, table football
The Cozy Villa , private pool and spa , 3 miles from Disney
9.8 out of 10, Exceptional, (59)
"Very good stay, spacious and well equipped house. Quiet neighborhood a bit away from the busy areas."
The Cozy Villa , private pool and spa , 3 miles from Disney
A heated pool
Jurassic Game Room-2 Theaters (Inside & Poolside)
9.8 out of 10, Exceptional, (51)
"The house is nice with plenty to do. It’s close to everything and in a nice neighborhood. We played 5 different golf courses and never had more than a 30 minute drive. It could’ve been a little cleaner but nothing really to complain about. They communicate well and were really easy to work with"
Jurassic Game Room-2 Theaters (Inside & Poolside)
Outdoor pool, a heated pool
Windsor @ Westside 5 Bed, Private townhouse, Private Pool, Wonderful Amenities
9.6 out of 10, Exceptional, (68)
"We loved the 5 bedroom townhouse. It was clean, spacious and having our own pool was great. Kathy checked on us, made arrival and departure so easy. The lazy River at the resort pool was awesome. We would definitely stay here again."
Windsor @ Westside 5 Bed, Private townhouse, Private Pool, Wonderful Amenities
Outdoor pool, a heated pool
12 BEDRM Family vacation- New! 10 min to disney Theater 🎭 Game-room 👾
9.6 out of 10, Exceptional, (25)
"Parking was not great."
12 BEDRM Family vacation- New! 10 min to disney Theater 🎭 Game-room 👾
Pool
3 Bedroom Villa in Gated Resort Community. Near Disney!
9.6 out of 10, Exceptional, (91)
"Just as advertised, would stay again if in the area."
3 Bedroom Villa in Gated Resort Community. Near Disney!
A heated pool
Themed Disney Resort Style 9BR Pool Home Game Room in Solara
9.6 out of 10, Exceptional, (4)
"Was a great house for multiple family's, especially with younger children who would like to use the games room and pool. Only thing we found out was that if you don't pay for the heated pool, the hot tub won't be heated either!"
Themed Disney Resort Style 9BR Pool Home Game Room in Solara
Outdoor pool, a heated pool
Vibrant Townhome near parks!
9.6 out of 10, Exceptional, (5)
"The condo was as described and was exactly what we needed for the week!! The overall cleanliness of the condo was just ok, the pool and pool area could use some TLC. There were small mite bugs but only in the kitchen area. The resort and the location of the condo was perfect. The beds were very comfy!! We will definitely be back to this resort! Thanks!!"
Vibrant Townhome near parks!
Fridge, microwave, oven, stovetop
Relaxing Lake Front House near the Mouse
9.6 out of 10, Exceptional, (87)
"We enjoyed our stay. The home was as advertised- clean, convenient to the parks and roomy. Lisa was very quick to respond to any questions we had. We would stay again!"
Relaxing Lake Front House near the Mouse
Exterior
Premier Host-Beautiful 4BR/2BA Pool Home on Conservation Lot - Disney 15 Minutes
9.6 out of 10, Exceptional, (226)
"Communication with the owner was great, felt very safe and close to all the Disney Parks"
Premier Host-Beautiful 4BR/2BA Pool Home on Conservation Lot - Disney 15 Minutes
Outdoor pool, a heated pool
Great Vacation Home Ideal Retreat in the Heart of the Disney area
9.6 out of 10, Exceptional, (140)
"Exactly as described. Location very good for your vacation, really close to the parks and shopping. House is in beautiful gated community, very secure with a lot of amenities. House very clean inside and out. Hats down to the owner for pool heating, it was a pleasure to use it. Will be back again for sure."
Great Vacation Home Ideal Retreat in the Heart of the Disney area
Fridge, microwave, oven, stovetop
☼ Luxury Home * Private Pool ☼ 3 Miles from Disney - 200 5-Star Reviews ★ ★★ ★★
9.6 out of 10, Exceptional, (228)
"Check in was smooth. Kids loved the small pool and the family enjoyed the big pool. Would stay here again."
☼ Luxury Home * Private Pool ☼ 3 Miles from Disney - 200 5-Star Reviews ★ ★★ ★★
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See all available properties in Kissimmee
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Kissimmee

Interior
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (836)
"The food by the pool was delicious!"
Margaritaville Resort Orlando Cottages by Rentyl
Exterior
Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, (5902)
"My trip was awesome and the location was perfect "
The price is £52
includes taxes & fees
19 May - 20 May
Ramada by Wyndham Kissimmee Gateway
Water park
Flamingo Waterpark Resort
3.0 star property
6.6 out of 10, (1144)
"The only issue was that I called to service my room 2 days before my last day and for 12pm but nothing was done so I have to grab toilet paper and towels from lobby "
The price is £98
includes taxes & fees
19 May - 20 May
Flamingo Waterpark Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Kissimmee Holiday Homes information

Number of reviews
2,722
Accommodation
16117 Holiday Homes
Lowest Price
£212
Highest Price
£239

Kissimmee Hotel Reviews
Expedia verified reviews