Holiday Rentals in Osceola County

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Top Cities in Osceola County

Featured Holiday Rentals in Osceola County

Pool
Lakeview Luxury Villa with Everything
10.0 out of 10, Exceptional, (230)
"Love the place!"
Lakeview Luxury Villa with Everything
Interior
Home w/ Pool, Hot Tub & Game Room, 6 Mi to Disney!
10.0 out of 10, Exceptional, (11)
"The house was the perfect size and those beds. So comfy. The house is older but well maintained. Great communication with the host. We really felt safe and relaxed while we were there. Thank you again!!!"
Home w/ Pool, Hot Tub & Game Room, 6 Mi to Disney!
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
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Indoor pool, outdoor pool
VERY CLOSE TO DISNEY! Fabulous 5 bed Home! Sleeps 11 Pool, Spa, Theater, Gated
10.0 out of 10, Exceptional, (34)
"The best stay ever with family! Tina was very responsive with any questions we had throughout the reservation and up to our stay. Always accommodating and even purchased a baby walker to add the many extras this home has to offer for families with littles. The description on the site is exactly what you will walk into. Will send referrals to this property and book in the future."
VERY CLOSE TO DISNEY! Fabulous 5 bed Home! Sleeps 11 Pool, Spa, Theater, Gated
Pool
Modern Luxury Villa with Everything
9.8 out of 10, Exceptional, (293)
"Great location and clean premises."
Modern Luxury Villa with Everything
Exterior
Caribbean Villa
9.8 out of 10, Exceptional, (12)
"Stay was nice, close to stores and easy drive to Disney. Would stay again."
The price is €214
per night
20 May - 21 May
Caribbean Villa
Pool
Ultimate Lakeview Villa with Everything!
9.8 out of 10, Exceptional, (283)
"Great house for all 16 of us, 5 kids and the rest were adults. Plenty of room. Clubhouse was further away than it looks, definitely drive."
Ultimate Lakeview Villa with Everything!
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, pool loungers, lifeguards on site
Spectrum Resort Orlando
4.0 star property
9.2 out of 10, Wonderful, (191)
"Front desk/Danay or Danae is very accommodating. A good face of the company. Knows the needs of a client. We badly needed elevator for our 90 yr old mother. Pictures shown a townhouse with ground level accomodation. But the one we chose upon check out was located at the 2nd floor w/o elevator (not deluxe). Expedia cannot help due to protection coverage. Anyway, she find a way for us to be upgraded. If not for her I regret that I chose spectrum. I highly recommend this beatiful resort. Worth...
Spectrum Resort Orlando
2 restaurants, lunch, dinner served; American cuisine
Embassy Suites by Hilton Orlando Lake Buena Vista South
3.5 star property
9.2 out of 10, Wonderful, (1697)
"everything is excellent"
The price is €150
per night
2 Jun - 3 Jun
Embassy Suites by Hilton Orlando Lake Buena Vista South
Outdoor pool, pool umbrellas, pool loungers
Magic Village Yards, Trademark Collection by Wyndham
4.0 star property
9.2 out of 10, Wonderful, (1066)
"We stayed here because it is close to all the parks. Pleasantly surprised with the unit too. All new!"
Magic Village Yards, Trademark Collection by Wyndham
Fridge, microwave, oven, stovetop
Stylish retreat with a private, heated pool, central AC, & garage game room
9.2 out of 10, Wonderful, (15)
"Very relaxing to have a home to go to after a busy day. Some minor things needed attention. Overall it was great. I would give it a 4.5 out of 5."
Stylish retreat with a private, heated pool, central AC, & garage game room
Lake
Lifetime of Vacations Resort
3.0 star property
9.0 out of 10, Wonderful, (82)
"Place is good Its a older place but its safe and in a great location. Staff is very nice and area is a hub for Disneyland merchandise. "
Lifetime of Vacations Resort
A heated pool
Luxury 4 bedroom 3 bath pool Home 283
9.0 out of 10, Wonderful, (12)
"Truly a Great Experience! Visited family In Kissimmee and our first time in an AirB&B. House was immaculate and furnished with everything we needed to enjoy ourselves. I had a question about the keypad code, I emailed at about 10:30 pm and the response was immediate. I really appreciated that. We will definitely return again."
Luxury 4 bedroom 3 bath pool Home 283
Outdoor pool, pool umbrellas, pool loungers
Grand Lake Resort
3.0 star property
9.0 out of 10, Wonderful, (84)
"nd quiet. Nobody bothering you the pool was amazing and heated the jacuzzi whew amazing lol. I will definitely book again when I visit. The view is also so nice in the backyard seeing the water. Option to even use the boat but I was scared of alligators lol so I stayed on shore. It’s an amazing quiet place. Even slept in a couple times due to the quietness and not knowing it was day time lol. Definitely an amazing birthday trip"
Grand Lake Resort
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
Private pool
Club Wyndham Cypress Palms
3.5 star property
8.8 out of 10, Excellent, (1452)
"Great place to stay!"
Club Wyndham Cypress Palms
Pool
Family Resort Home w Private Pool, BBQ, PingPong
8.8 out of 10, Excellent, (3)
"Overall, we made the best of the stay, there was so much space it's a pretty big house. I received a request for a deposit a day before check-in. That is not stated anywhere on the VRBO or Upstay site. I was disappointed that it wasn't included in the cost breakdown that it was separate. We almost lost our reservation because it came the day before. That should've been worked out the week the final payment was due. It was difficult to get in touch with the property manager up until the day of...
Family Resort Home w Private Pool, BBQ, PingPong
Waterslide
Reunion Resort & Golf Club
5.0 star property
8.6 out of 10, Excellent, (1119)
"Great hotel "
The price is €262
per night
1 Jun - 2 Jun
Reunion Resort & Golf Club
2 outdoor pools, pool umbrellas, pool loungers
Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
8.6 out of 10, Excellent, (1253)
"It was great besides no air conditioning upstairs where bedrooms are , even though they clean after you leave there should be a dust pan and mop to do cleaning while there "
The price is €108
per night
12 Jun - 13 Jun
Encantada Resort Vacation Townhomes by IDILIQ
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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.

Holiday Homes in Osceola County

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