Vacation Rentals in Osceola County

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Top Vacation Rentals in Osceola County

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. "
United States
Shana
$111 nightly
The price is $127
Oct 29 - Oct 30
Total with taxes and fees
Magical Dreams
Barefoot Suites
3.0 star property
9.0 out of 10, Wonderful, (1780)
"Barefoot Suites is just an overall an awesome place to stay."
United States
Loretta
$85 nightly
The price is $96
Nov 17 - Nov 18
Total with taxes and fees
Barefoot Suites
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. "
United States
Gregory
$128 nightly
The price is $146
Oct 29 - Oct 30
Total with taxes and fees
Enchanted Dreams
Super Glam- Designs Game Room Pool
2.0 star property
10.0 out of 10, Exceptional, (1)
"Todo muy bien "
Mexico
Jose
$432 nightly
The price is $491
Nov 4 - Nov 5
Total with taxes and fees
Super Glam- Designs Game Room Pool
Champions Gate condos by UNE
4.0 star property
9.0 out of 10, Wonderful, (48)
"Very beautiful property."
United States
Alfred
$276 nightly
The price is $314
Oct 29 - Oct 30
Total with taxes and fees
Champions Gate condos by UNE
Barefoot'n Resort Kissimmee Orlando
2.5 star property
9.0 out of 10, Wonderful, (155)
"Enjoyed the closeness of Old Town Kissimmee"
United States
Mary
$100 nightly
The price is $114
Nov 5 - Nov 6
Total with taxes and fees
Barefoot'n Resort Kissimmee Orlando
Margaritaville Cottages Orlando by Rentyl
4.0 star property
8.8 out of 10, Excellent, (1672)
"It was a great stay !"
United States
Dianelly
Margaritaville Cottages Orlando by Rentyl
Formosa Valley Resort by UNE Homes
4.0 star property
9.4 out of 10, Exceptional, (183)
"Great stay"
United States
Johnny
$458 nightly
The price is $509
Oct 29 - Oct 30
Total with taxes and fees
Formosa Valley Resort by UNE Homes
Storey Lake Resort 2bd Condo Overlooking Water #840 2 Bedroom Condo
3.0 star property
10.0 out of 10, Exceptional, (1)
"we had a great time and enjoyed the condo for the short time we were there."
United States
Sherri Ann
Storey Lake Resort 2bd Condo Overlooking Water #840 2 Bedroom Condo
Doppio Westside
4.0 star property
9.4 out of 10, Exceptional, (21)
"Everyone loved the place and the pool "
United States
Flo
$452 nightly
The price is $503
Oct 29 - Oct 30
Total with taxes and fees
Doppio Westside
LOVELY LUXURY APARTMENT CLOSE DISNEY
3.5 star property
8.0 out of 10, Very Good, (4)
"We liked the friendliness of the folks around us. Once we got used to the the streets and how they changed names we were able to navigate around without trouble. At first though we got lost quite often. There weren't enough towels and wash cloths and the kitchen faucet had a broken faucet nut which we had to fix ourselves a couple of times. Other than that it was a most comfortable abode and we are glad that we rented it. "
United States
Edward
$281 nightly
The price is $318
Oct 29 - Oct 30
Total with taxes and fees
LOVELY LUXURY APARTMENT CLOSE DISNEY
Enchanted Fantasy
3.5 star property
$119 nightly
The price is $136
Oct 29 - Oct 30
Total with taxes and fees
Enchanted Fantasy
Maple Leaf Inn & Suites
2.5 star property
6.6 out of 10, (67)
"not a fan of the area. as for the room, you definitely get what you pay for "
United States
Genesis
$53 nightly
The price is $60
Oct 29 - Oct 30
Total with taxes and fees
Maple Leaf Inn & Suites
Super Lush- Foam Beds W Pool Games
2.0 star property
$397 nightly
The price is $451
Nov 15 - Nov 16
Total with taxes and fees
Super Lush- Foam Beds W Pool Games
Harmony Haven
2.5 star property
$119 nightly
The price is $136
Oct 29 - Oct 30
Total with taxes and fees
Harmony Haven
voco Kissimmee Orlando by IHG
4.0 star property
7.4 out of 10, Good, (1011)
"I definitely recommend this hotel! Kid friendly & enjoyable "
United States
Jamilah
$94 nightly
The price is $107
Nov 25 - Nov 26
Total with taxes and fees
voco Kissimmee Orlando by IHG
Lafitte's Landing Lakeview Cottage - Lakefront!
3.0 star property
9.2 out of 10, Wonderful, (12)
"We really enjoyed our stay, the home was so clean and comfortable.. "
United States
Geraldine
$456 nightly
The price is $518
Nov 23 - Nov 24
Total with taxes and fees
Lafitte's Landing Lakeview Cottage - Lakefront!
Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
8.4 out of 10, Very Good, (2994)
"Property was clean. Although there were signs of water damage in the main washroom."
Canada
Ronald Curtis St.
$271 nightly
The price is $307
Oct 29 - Oct 30
Total with taxes and fees
Regal Oaks Resort Vacation Townhomes by IDILIQ
Vacation Meadows - Storey Lake By Shine Villas 710 2 Bedroom Apts
3.0 star property
10.0 out of 10, Exceptional, (1)
"Great communication and close to Disney and Universal. Very roomy unit "
United States
Gilbert
$459 nightly
The price is $521
Nov 9 - Nov 10
Total with taxes and fees
Vacation Meadows - Storey Lake By Shine Villas 710 2 Bedroom Apts
FL- 1844 GOBI DR
3.0 star property
$321 nightly
The price is $365
Oct 29 - Oct 30
Total with taxes and fees
FL- 1844 GOBI DR
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.
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Top Osceola County Hotel Reviews

Find out more about Osceola County

Discover your perfect Osceola County vacation rental with Expedia

How many vacation rentals are available in Osceola County?


Expedia has plenty of vacation rentals to choose from in and around  Osceola County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Osceola County?


The selection of Osceola County vacation rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Osceola County?


Vacation rentals in Osceola County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Osceola County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Osceola County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Osceola County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Osceola County?


Find vacation rentals in Osceola County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Osceola County.  


What amenities are available in a vacation rental in Osceola County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Osceola County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Osceola County?   


Everytime is a great time to head to Osceola County! Staying in a Osceola County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Osceola County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Osceola County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Osceola County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Osceola County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.