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Vacation rentals in Osceola County

Vacation rentals in Osceola County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Osceola County

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Private studio: Kissimmee POOL home
    SUPERHOSTEntire guest suite · 4 guests · 1 bed · 1 bath
    Private studio: Kissimmee POOL home

    Update: In light of the current situation we have made some changes. For the month of June we will only accept reservations for 3 days or longer. Additionally we will allow a minimum of 48 hours between guests for proper cleaning and disinfecting. We are happy to continue offering our studio with a 5-star cleanliness rating.

    What guests are saying:

    “What a gorgeous quaint spot to relax and hang with the family. Mary Jo, you are a Superhost with a Super space. For my twin grandchildren who were celebrating their 11th birthday, your AirBnB was perfect. The kid-and-adult-friendly amenities, such as the children’s clubhouse sleeping quarters, putt-putt golf station, the pool and hot tub were all very inviting. Coupled with the quiet and well-groomed community, this home-away-from-home was a delight. Oh, and the cute niceties like snacks, bottled water, and various reading materials were charming touches, as well. Thanks for a great experience for us all.”

  • Minutes away Disney/Universal/Sea World-POOL VIEW
    SUPERHOSTEntire condominium · 6 guests · 3 beds · 1 bath
    Minutes away Disney/Universal/Sea World-POOL VIEW

    If this unit is already booking for the nights you need, please consider my other unit. My "Water View" unit has also been newly renovated. You can find it by clicking on my picture. It will be listed in my profile. Or just use this... www.airbnb.com/rooms/27404261 Location and comfort all for a great price!! Free parking!

    What guests are saying:

    “I love when the pictures of a site actually match the physical location. Joe’s place was nothing short of wonderful. Not only was he quick to respond to me but his abode was really nice. I enjoyed the time I spent there and would not only recommended it to others, but will stay there again if given the opportunity.”

  • Private 2 bedroom Apartment in POOL home
    SUPERHOSTEntire guest suite · 4 guests · 2 beds · 1 bath
    Private 2 bedroom Apartment in POOL home

    Update: In light of the current situation we have made some changes. For the month of June we will only accept reservations for 3 days or longer. We will have a minimum of 48 hours between guests for proper cleaning and disinfecting. We are happy to continue offering our apartment with a 5-star cleanliness rating.

    What guests are saying:

    “I had a wonderful, quiet, peaceful month staying at Marlene’s! Beautiful, safe neighborhood, lots of green and open land space with plenty of walking paths to roam. The community is self contained so there are very few non-residents around nor strange cars driving through. I felt extremely safe walking in the development well after dark and very early in the morning before daybreak - a pleasure! The entire neighborhood was well maintained with well manicured lawns and very friendly neighbors who wave as they pass by. What a nice surprise! I actually became friendly with a number of the neighbors. Marlene was extremely responsive and truly cares that you be comfortable and happy during your stay. Everything looked and was exactly as described and the pictures posted are accurate as well as the beds being extremely comfortable. The outside of the home was beautiful and welcoming with plenty of different types of very comfortable lounge furniture to choose from and stunning flowers growing in the gardens! I took a number of pictures of her flowers - just beautiful. Lots of cute little garden knick-knacks scattered around, obviously collected over a period of time and with care. Plenty of sun to be had in the very private back area plus a front porch that stayed sunny until dusk - I saw a number of beautiful sunsets while sitting in front. The only downside was that the pool gets only about 4 hrs or so of morning sun so the water is pretty cold (I was there in Feb/March). I still swam a bit when the sun was over the pool but once it was totally shaded I opted for other areas to enjoy the sun. I must say that the water was sparkling clean and was well maintained by an outside service a couple of times per week which was comforting. All in all a lovely place and a very comfortable stay!”

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
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  • Unique stays

Popular amenities for Osceola County vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Osceola County

❤** 3 Miles from Disney ** III
Entire condominium
❤** 3 Miles from Disney ** III
Price:GYD7,515 / night
Private studio: Kissimmee POOL home
SUPERHOSTEntire guest suite
Private studio: Kissimmee POOL home
Price:GYD13,569 / night
Private 2 bedroom Apartment in POOL home
SUPERHOSTEntire guest suite
Private 2 bedroom Apartment in POOL home
Price:GYD13,569 / night
Minutes away Disney/Universal/Sea World-POOL VIEW
SUPERHOSTEntire condominium
Minutes away Disney/Universal/Sea World-POOL VIEW
Price:GYD8,141 / night
Treehouse in the woods
SUPERHOSTTreehouse
Treehouse in the woods
Price:GYD23,380 / night
Mickey Mouse Themed Getaway next to Disney 1
Entire condominium
Mickey Mouse Themed Getaway next to Disney 1
Price:GYD16,491 / night
Beautiful Private Apartment (Handicap-Accessible)
SUPERHOSTEntire guest suite
Beautiful Private Apartment (Handicap-Accessible)
Price:GYD11,272 / night
*GREAT RESORT* NEAR DISNEY/SEA WORLD/UNIVERSAL(2)
SUPERHOSTPrivate room
*GREAT RESORT* NEAR DISNEY/SEA WORLD/UNIVERSAL(2)
Price:GYD8,141 / night
Orlando Vacations Rooms 4 people Disney 2 Queen
Private room
Orlando Vacations Rooms 4 people Disney 2 Queen
Price:GYD9,602 / night
Stunning and affordable  2 bedroom Condominium
Entire condominium
Stunning and affordable 2 bedroom Condominium
Price:GYD12,107 / night
Nice bedroom 30 min from Disney
SUPERHOSTPrivate room
Nice bedroom 30 min from Disney
Price:GYD5,219 / night
Private Bathroom & Close Airport,Park & Everything
SUPERHOSTPrivate room
Private Bathroom & Close Airport,Park & Everything
Price:GYD7,306 / night
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