Holiday Rentals in Osceola County

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Top Cities in Osceola County

Holiday RentalsHoliday Rentals

Poinciana

Poinciana

Featured Holiday Rentals in Osceola County

Aerial view
Vacation Village Orlando, Celebration
Vacation Village Orlando, Celebration
3.0 star property
8.6 out of 10, Excellent, (2960)
"Had every thing you would need for a family trip Perfect loved it "
The price is €107
includes taxes & fees
23 Oct - 24 Oct
Vacation Village Orlando, Celebration
Interior
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
4.0 star property
8.8 out of 10, Excellent, (1654)
"It was a great stay !"
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
View from property
Regal Oaks Resort Vacation Townhomes by IDILIQ
Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
8.4 out of 10, Very good, (2987)
"Loved the location of the property and that the property was gated"
Regal Oaks Resort Vacation Townhomes by IDILIQ
Private pool
Club Wyndham Cypress Palms
Club Wyndham Cypress Palms
3.5 star property
9.0 out of 10, Wonderful, (1822)
"Nice place to stay"
Club Wyndham Cypress Palms
Water park
Reunion Resort & Golf Club
Reunion Resort & Golf Club
5.0 star property
8.8 out of 10, Excellent, (1413)
"Was amazing beautiful and is an special place to go with kids , we love it !! "
Reunion Resort & Golf Club
2 outdoor pools, pool umbrellas, pool loungers
Encantada Resort Vacation Townhomes by IDILIQ
Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
8.6 out of 10, Excellent, (1386)
"The unit was great for our large group of people. The only issue was some cheaply made furniture that seemed very wobbly. "
Encantada Resort Vacation Townhomes by IDILIQ
Outdoor pool
Magical Dreams
Magical Dreams
4.0 star property
10.0 out of 10, Exceptional, (2)
"Parking can be an issue but as long as you communicate with the others, you’ll be alright. "
The price is €112
includes taxes & fees
16 Oct - 17 Oct
Magical Dreams
Exterior
Barefoot'n Resort Kissimmee Orlando
Barefoot'n Resort Kissimmee Orlando
2.5 star property
9.0 out of 10, Wonderful, (149)
"Awesome place to stay. This is my 3rd time staying at this resort. Its my favorite place, its roomy, calm, an apt all to myself what else can i ask for."
The price is €88
includes taxes & fees
15 Oct - 16 Oct
Barefoot'n Resort Kissimmee Orlando
Outdoor pool, pool umbrellas, pool loungers
Magic Village Yards, Trademark Collection by Wyndham
Magic Village Yards, Trademark Collection by Wyndham
4.0 star property
9.2 out of 10, Wonderful, (1146)
"Spacious accommodations near Disney, with some amenities. "
Magic Village Yards, Trademark Collection by Wyndham
Exterior
Club Wyndham Star Island
Club Wyndham Star Island
3.5 star property
8.2 out of 10, Very good, (440)
"The rooms were very clean & equipped with every little item we were going to need in the kitchen/bedrooms/bedrooms. We also had washer/dryer to leave with clean clothes from our stay. I will definitely recommend this place for a family/friend getaway. "
Club Wyndham Star Island
Dock
Barefoot Suites
Barefoot Suites
3.0 star property
9.0 out of 10, Wonderful, (1775)
"Barefoot Suites is just an overall an awesome place to stay."
Barefoot Suites
Dock
Grand Lake Resort
Grand Lake Resort
3.0 star property
9.2 out of 10, Wonderful, (141)
"Amber was great we had a ball definitely coming back resort was beautiful "
Grand Lake Resort
Terrace/patio
Enchanted Fantasy
Enchanted Fantasy
3.5 star property
The price is €117
includes taxes & fees
15 Oct - 16 Oct
Enchanted Fantasy
Private pool
Formosa Valley Resort by UNE Homes
Formosa Valley Resort by UNE Homes
4.0 star property
9.4 out of 10, Exceptional, (174)
"Great stay"
Formosa Valley Resort by UNE Homes
Lake view
Lifetime of Vacations Resort
Lifetime of Vacations Resort
3.0 star property
9.4 out of 10, Exceptional, (147)
"Quiet place "
Lifetime of Vacations Resort
Full-sized fridge, microwave, oven, stovetop
Enchanted Dreams
Enchanted Dreams
3.5 star property
8.0 out of 10, Very good, (4)
"Clean, comfortable home. Everything was excellent from the security to amenities. I will book again, share with friends and family. "
The price is €127
includes taxes & fees
19 Oct - 20 Oct
Enchanted Dreams
TV, table football, stereo
Modern Luxury Villa with Everything
Modern Luxury Villa with Everything
9.8 out of 10, Exceptional, (441)
"It was a great stay. The house was clean and close to everything."
Modern Luxury Villa with Everything
Outdoor pool, a heated pool
Glam Villa Near the Parks w Gamer & Princess BRs, Huge Theater, Arcade, Spa Pool
Glam Villa Near the Parks w Gamer & Princess BRs, Huge Theater, Arcade, Spa Pool
9.6 out of 10, Exceptional, (48)
"The home was perfect for our family trip to Disney! Its conveniently located near all of the FUN!! Great place to stay! I would definitely stay here again!"
Glam Villa Near the Parks w Gamer & Princess BRs, Huge Theater, Arcade, Spa Pool
Outdoor pool, a heated pool
Spacious Bowling Villa, Lake Views, 14 Bdr/14bath, close to Disney, Sleeps 38
Spacious Bowling Villa, Lake Views, 14 Bdr/14bath, close to Disney, Sleeps 38
10.0 out of 10, Exceptional, (27)
"Very spacious and fun house, very easy to get to Parks, groceries, and outletsHost was amazing and available!"
Spacious Bowling Villa, Lake Views, 14 Bdr/14bath, close to Disney, Sleeps 38
Pool
Lakeview Luxury Villa with Everything
Lakeview Luxury Villa with Everything
9.8 out of 10, Exceptional, (392)
"Great place to stay."
Lakeview Luxury Villa with Everything
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Osceola County Hotel Reviews

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

10/10 Excellent
"Nice place, clean rooms. Very family oriented. "
Shelly 1-night trip
Posted 22 hours ago
Holiday Inn Resort Kissimmee by the Parks by IHG

Find out more about Osceola County

Holiday Homes in Osceola County

Search for holiday homes in Osceola County on Expedia.ie! You can easily find your home rentals, villas, holiday apartments in Osceola County using one of the methods below: 

  • View our selection of featured holiday homes in Osceola County
  • Use the map to find apartments and other holiday rentals in the Osceola County neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday homes in Osceola County while they last

Look no further and take a look at our great range of rental properties in Osceola County!