
Resort vacation rentals in Osceola County
Find and book unique resort rentals on Airbnb
Top-rated resort rentals in Osceola County
Guests agree: these resort rentals are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Osceola County resort rentals
Family-friendly resort rentals

Resort in Kissimmee
4.5 out of 5 average rating, 4 reviewsCondo in Kissimmee – Grand
PortiaRating, 5 stars33 months ago
He is a great host always responded to every question I had. He was very patient with me and walking me through the steps i needed for my stay. The resort was lovely, great location, the room had everything we needed, very comfortable. It was a great experience.

Resort in Kissimmee
4.72 out of 5 average rating, 384 reviewsWorldMark Reunion Three Bedroom
CharlieRating, 5 stars3 weeks ago
Great resort with a lot of amenities for the entire family!

Resort in Kissimmee
4 out of 5 average rating, 3 reviewsCondo in Kissimmee - Traditional
JohnRating, 5 stars38 months ago
This place was amazing. It is a Timeshare complex that has so much to do. Our condo was in top shape and had a great central location. Everything was new or refurbished. We will be try to go here again.
Resort rentals with a pool
Resort rentals with a gym
Destinations to explore
- Serviced apartment rentals Osceola County
- Rentals with a hot tub Osceola County
- Condo rentals Osceola County
- Rentals with a sauna Osceola County
- Townhouse rentals Osceola County
- Rentals with an EV charger Osceola County
- Rentals with pools Osceola County
- Hotel rentals Osceola County
- Boutique hotel rentals Osceola County
- Villa rentals Osceola County
- House rentals Osceola County
- Rentals with a fire pit Osceola County
- Rentals with breakfast Osceola County
- Pet-friendly rentals Osceola County
- Cabin rentals Osceola County
- Luxury rentals Osceola County
- Rentals with outdoor seating Osceola County
- Rentals with a kayak Osceola County
- Kid-friendly rentals Osceola County
- Fitness-friendly rentals Osceola County
- Smoking-friendly rentals Osceola County
- Rentals with lake access Osceola County
- Cottage rentals Osceola County
- Rentals with beach access Osceola County
- Tiny house rentals Osceola County
- Rentals with a home theater Osceola County
- Rentals with a fireplace Osceola County
- Rentals with an accessible height toilet Osceola County
- Family-friendly rentals Osceola County
- Rentals with a patio Osceola County
- Private suite rentals Osceola County
- Ski-in/ski-out rentals Osceola County
- Apartment rentals Osceola County
- Rentals with a washer and dryer Osceola County
- Rentals with an accessible height bed Osceola County
- Waterfront rentals Osceola County
- Resort rentals Florida
- Resort rentals United States
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- Disney Springs
- SeaWorld Orlando
- Cocoa Beach Pier
- ESPN Wide World of Sports
- Universal Orlando Resort
- Reunion West
- Amway Center
- Kissimmee Lakefront Park
- ChampionsGate Golf Club
- Epcot
- Disney's Hollywood Studios
- Universal's Islands of Adventure
- Magic Kingdom Park
- Aquatica
- Eau Gallie Beach
- ICON Park
- Island H2O Water Park
- Things to do Osceola County
- Food and drink Osceola County
- Things to do Florida
- Art and culture Florida
- Wellness Florida
- Entertainment Florida
- Tours Florida
- Food and drink Florida
- Sightseeing Florida
- Nature and outdoors Florida
- Sports activities Florida
- Things to do United States
- Sightseeing United States
- Art and culture United States
- Sports activities United States
- Entertainment United States
- Nature and outdoors United States
- Wellness United States
- Tours United States
- Food and drink United States
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes