Osceola County Vacation Rentals

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Featured Osceola County Vacation Rentals

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.6 out of 10, Excellent, (2890)
"Great hotel"
Vacation Village at Parkway
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Interior

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1627)
"Great place to stay."
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Club Wyndham Cypress Palms
2 outdoor pools, sun loungers

Club Wyndham Cypress Palms

3.5 star property
9.0 out of 10, Wonderful, (1807)
"Nice place to stay"
Club Wyndham Cypress Palms
Reunion Resort & Golf Club
Water park

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (1396)
"Staff was amazing and accommodating. "
Reunion Resort & Golf Club
Regal Oaks Resort Vacation Townhomes by IDILIQ
View from property

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property
8.4 out of 10, Very Good, (2980)
"Loved the location of the property and that the property was gated"
Regal Oaks Resort Vacation Townhomes by IDILIQ
Magical Dreams
Outdoor pool

Magical Dreams

4.0 star property
10.0 out of 10, Exceptional, (1)
"estaba algo caliente pero nos contactamos con los encargados y nos solucionaron el problema "
The price is P3,982
P8,394 total
includes taxes & fees
Sep 19 - Sep 20
Magical Dreams
Barefoot'n Resort Kissimmee Orlando
Exterior

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.0 out of 10, Wonderful, (142)
"Great place, would definitely stay there again "
The price is P5,800
P7,294 total
includes taxes & fees
Oct 19 - Oct 20
Barefoot'n Resort Kissimmee Orlando
Enchanted Dreams
Full-size fridge, microwave, oven, stovetop

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 P3,982
P8,394 total
includes taxes & fees
Sep 20 - Sep 21
Enchanted Dreams
Encantada Resort Vacation Townhomes by IDILIQ
2 outdoor pools, pool umbrellas, sun loungers

Encantada Resort Vacation Townhomes by IDILIQ

3.0 star property
8.6 out of 10, Excellent, (1378)
"Very nice resort "
Encantada Resort Vacation Townhomes by IDILIQ
Magic Village Yards, Trademark Collection by Wyndham
Outdoor pool, pool umbrellas, sun loungers

Magic Village Yards, Trademark Collection by Wyndham

4.0 star property
9.2 out of 10, Wonderful, (1145)
"Spacious accommodations near Disney, with some amenities. "
Magic Village Yards, Trademark Collection by Wyndham
Grand Lake Resort
Dock

Grand Lake Resort

3.0 star property
9.2 out of 10, Wonderful, (138)
"We stay here often as we are Disney season pass holders. This place is excellent. Always clean, great location, a lot of bang for your buck and staff is very friendly. "
Grand Lake Resort
Lifetime of Vacations Resort
Lake view

Lifetime of Vacations Resort

3.0 star property
9.4 out of 10, Exceptional, (146)
"Quiet place "
Lifetime of Vacations Resort
Barefoot Suites
Dock

Barefoot Suites

3.0 star property
9.0 out of 10, Wonderful, (1768)
"We have stayed numerous times. We love the property and love staying across the street from Fun Spot. Its nice to be able to stroll out every evening, shop, dine and have some fun. The 2 bedroom was very nice, clean and super roomy! We will be back as usual."
Barefoot Suites
Club Wyndham Star Island
2 outdoor pools, sun loungers

Club Wyndham Star Island

3.5 star property
8.2 out of 10, Very Good, (435)
"The resort was exceptionally beautiful, clean, secure and well kept. The two-bedroom accommodation was updated with elegant fixtures, first-class furnishings and conveniences. I was very impressed with the adjoining suite with its own living room and mini kitchen."
Club Wyndham Star Island
Formosa Valley Resort by UNE Homes
Private pool

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (170)
"Great stay"
Formosa Valley Resort by UNE Homes
Summerville Vacation Homes by Columbia Management
Private kitchen

Summerville Vacation Homes by Columbia Management

4.0 star property
8.4 out of 10, Very Good, (151)
"Not enough parking "
Summerville Vacation Homes by Columbia Management
Encore Resort
Outdoor pool

Encore Resort

4.0 star property
6.4 out of 10, (117)
"Great place "
Encore Resort
Royal Laguna Villas By Magical Memories
Lobby

Royal Laguna Villas By Magical Memories

3.5 star property
7.0 out of 10, Good, (2336)
"the apartment is comfortable and pleasant but the air conditioning does not work, there is only a ceiling fan in the main room and in the living room. They did not give us the card for the pool area and it was a problem to pay and get the lockbox code."
Royal Laguna Villas By Magical Memories
Villas at Fortune Place
2 outdoor pools, open 7:00 AM to midnight, pool umbrellas, sun loungers

Villas at Fortune Place

3.0 star property
8.8 out of 10, Excellent, (137)
"Nice place plenty of room, convenient for the event we attended Thanks"
Villas at Fortune Place
Caribe Cove Resort
Outdoor pool, a heated pool

Caribe Cove Resort

3.5 star property
8.8 out of 10, Excellent, (2258)
"We had a great family vacation "
Caribe Cove 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.
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

Magic Moment Resort and Kids Club

Magic Moment Resort and Kids Club

10/10 Excellent
"Todo estaba muy limpio, la atención muy buena, desayuno incluido y variado, tenía muchas aéreas para que los niños jueguen. 10/10 realmente lo recomiendo! "
Zuny 3-night trip
Posted 2 days ago
Magic Moment Resort and Kids Club

Find out more about Osceola County

Find out more about Osceola County

Holiday Apartments in Osceola County

Search for holiday rentals in Osceola County on Expedia.com.ph! 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 rentals in Osceola County 
  • Use the map to find apartments and other holiday homes in the Osceola County neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Osceola County while they last

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