Search Osceola County Villa Rentals from CA $1,194

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Top Cities in Osceola County

Our top choices for Osceola County villas

Modern Luxury Villa with Everything

Modern Luxury Villa with Everything
Kissimmee
9.6 out of 10, Exceptional, (276 reviews)
"Great Place. Will definitely book again."
United States
Ken M.
Modern Luxury Villa with Everything

Ultimate Lakeview Villa with Everything!

Ultimate Lakeview Villa with Everything!
Kissimmee
9.6 out of 10, Exceptional, (199 reviews)
"The host was welcoming, great communication and the amenities were abundant - so much to do."
United States
Laura G.
Ultimate Lakeview Villa with Everything!

Modern Luxury Villa with Everything

Modern Luxury Villa with Everything
Kissimmee
9.8 out of 10, Exceptional, (500 reviews)
"Perfect for multiple families, and wonderful hosts!"
United States
Brooke F.
Modern Luxury Villa with Everything

Lakeview Luxury Villa with Everything!

Lakeview Luxury Villa with Everything!
Kissimmee
9.6 out of 10, Exceptional, (121 reviews)
"Awesome place!!"
United States
Katrina M.
Lakeview Luxury Villa with Everything!

Lakeview Luxury Villa with Everything!

Lakeview Luxury Villa with Everything!
Kissimmee
9.8 out of 10, Exceptional, (47 reviews)
"Great place to stay would stay there again!"
United States
Phyllis R.
Lakeview Luxury Villa with Everything!

Lakeview Luxury Villa with Everything

Lakeview Luxury Villa with Everything
Kissimmee
9.8 out of 10, Exceptional, (124 reviews)
"We had such a great time at the house! It was clean, comfortable and the hosts were amazing!"
United States
Kristi S.
Lakeview Luxury Villa with Everything

EV_1472 - 5 Bed 5.5 Bath Villa with Screened-In Private Pool, Kids Room

EV_1472 - 5 Bed 5.5 Bath Villa with Screened-In Private Pool, Kids Room
Kissimmee
9.0 out of 10, Wonderful, (54 reviews)
"Great stay "
United States
Lorenzo A.
EV_1472 - 5 Bed 5.5 Bath Villa with Screened-In Private Pool, Kids Room

Windsor Hills Private Luxury Pool House, Sleeps 13

Windsor Hills Private Luxury Pool House, Sleeps 13
Windsor Hills
9.0 out of 10, Wonderful, (163 reviews)
"Great host communication and clear instructions on how to access the property.The property is close to Disney and easy access to restaurants and Orlando."
United States
Jennifer H.
Windsor Hills Private Luxury Pool House, Sleeps 13

6 Miles to Disneys, Large Family home with a Private Pool and Spa,CHECK THIS OUT

6 Miles to Disneys, Large Family home with a Private Pool and Spa,CHECK THIS OUT
kissimmee
9.4 out of 10, Exceptional, (124 reviews)
"The host was very responsive to any questions and the house was great! We especially enjoyed the pool and jacuzzi."
United States
Barbara H.
6 Miles to Disneys, Large Family home with a Private Pool and Spa,CHECK THIS OUT

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
Kissimmee
10.0 out of 10, Exceptional, (32 reviews)
"Love everything about the house. Wish it had more parking. Communication with Parma was excellent and check in was great and everything was excellent "
United States
Azure D.
Spacious Bowling Villa, Lake Views, 14 Bdr/14bath, close to Disney, Sleeps 38

8BR, 4.5 BA, Pool, Sleeps 16

8BR, 4.5 BA, Pool, Sleeps 16
Kissimmee
9.6 out of 10, Exceptional, (114 reviews)
"Nice vacation home me and my family enjoyed celebrating my 50th birthday "
United States
Leanor Q.
8BR, 4.5 BA, Pool, Sleeps 16

Private Pool & Spa Only 8 mi to Disney! Gated Community

Private Pool & Spa Only 8 mi to Disney! Gated Community
Cumbrian Lakes
10.0 out of 10, Exceptional, (86 reviews)
"House was clean and just as described. It is in a convenient location. The pool and playground were great for the kids! Host communication was excellent. "
United States
Jill A.
Private Pool & Spa Only 8 mi to Disney! Gated Community

Awesome Movie Themed 6 Bedroom Villa, Private Pool/Spa in Gated Resort

Awesome Movie Themed 6 Bedroom Villa, Private Pool/Spa in Gated Resort
Bellavida
8.6 out of 10, Excellent, (34 reviews)
"Great stay!"
United States
Jake B.
Awesome Movie Themed 6 Bedroom Villa, Private Pool/Spa in Gated Resort

5b4b Disney Themed Vacation Home w/Pool & BBQ ~12 min from Disney~

5b4b Disney Themed Vacation Home w/Pool & BBQ ~12 min from Disney~
Kissimmee
9.0 out of 10, Wonderful, (26 reviews)
"The house was just as described. Kids loved the heated pool, and the location was close to everything! I'd definitely stay here again with the family. "
United States
Cindy H.
5b4b Disney Themed Vacation Home w/Pool & BBQ ~12 min from Disney~

Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills

Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills
Windsor Hills
10.0 out of 10, Exceptional, (194 reviews)
" Very well appointed home in a wonderful location. Would definitely stay here again."
Canada
Mark D.
Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills

Charming 4-Bedroom Bella Vida Home Near Disney World

Charming 4-Bedroom Bella Vida Home Near Disney World
Bellavida
9.0 out of 10, Wonderful, (10 reviews)
"Very good host was very nice first time using this app and it was well worth it "
United States
Anthony L.
Charming 4-Bedroom Bella Vida Home Near Disney World

Beautiful Home, 6-Bdrms, 5-Baths, Very Near Disney, Private Pool and Spa

Beautiful Home, 6-Bdrms, 5-Baths, Very Near Disney, Private Pool and Spa
Kissimmee
10.0 out of 10, Exceptional, (157 reviews)
"We all enjoyed the pool. Kitchen was well equipped."
United States
Jeanette F.
Beautiful Home, 6-Bdrms, 5-Baths, Very Near Disney, Private Pool and Spa

Private Pool, Spa and Premium Resort Amenities Included!

Private Pool, Spa and Premium Resort Amenities Included!
Kissimmee
9.2 out of 10, Wonderful, (32 reviews)
"Nice house. We stayed a week no issues. 2 rooms downstairs which is nice for disabled guests. "
United States
Aimee T.
The price is CA $621
CA $981 total
includes taxes & fees
Apr 28 - Apr 29
Private Pool, Spa and Premium Resort Amenities Included!

Windsor Swanky

Windsor Swanky
4.0 star property
Kissimmee
2.0 out of 10, (1 review)
"Horrible ait and switch • Stain in the garage/playroom upon arrival • Basketball game damaged and held together with duct tape • Foosball table broken • Pool – the primary reason we booked – was unusable, heater “broken” • Garbage disposal not working (only item addressed after property manager visit) • Lack of communication on repairs, including pool heater, replacement of Rusty pool furniture, broken rope lights and sorely needed pool patiopressure cleaning • No updates provided on issue...
United States
Allen
Windsor Swanky

Luxury Villa Near Orlando's Attractions - Tranquil & Modern

Luxury Villa Near Orlando's Attractions - Tranquil & Modern
Calabria
9.2 out of 10, Wonderful, (81 reviews)
"Beautiful villa... Very spacious, clean, quiet and well kept. The pool dec was lovely. Short drive from the 192 and about 30-40 mins from SeaWorld and Aquatica depending on the I4 traffic! We would stay here again :-)"
United Kingdom
emma f.
Luxury Villa Near Orlando's Attractions - Tranquil & Modern
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

Osceola County Villas information

Number of reviews
1,694
Accommodation
7201 Villas
Lowest Price
CA $1,194
Highest Price
CA $1,194

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