
Resort vacation rentals in Kissimmee
Find and book unique resorts on Airbnb
Top-rated resorts in Kissimmee
Guests agree: these resorts are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Kissimmee resorts
Family-friendly resorts

3 Bedroom Deluxe Suite on Beautiful Florida Resort

Sheraton Vistana - Sleeps 8 -Disney & Universal

Hilton Tuscany Village - Studio

Stay in Resort Christmas @ Disney! 3 bedroom Villa

The Fountains Resort in Orlando

Wyndham Bonnet Creek 2 BD/2 BA inside Disney World

2 Bdrm Villa 1 KNG 2 QN BED Resort near Disney

4 Bedroom Westgate Lakes Resort & Spa
Resort rentals with a pool

Wyndham Cypress Palms | 1BR/1BA King Bed Suite

Wyndham Cypress Palms | 1BR/1BA King Bed Suite

Seaworld Orlando, Hilton - Studio

Wyndham Bonnet Creek Resort | 3BR/2BA King Suite

Welcome to lakefront in Orlando

Resort/Studio: The Best of Both

Westgate Lake & Spa Resort 1 Bed with kitchen

Wyndham Star Island Resort|2BR/2BA King Blc Suite
Resort rentals with a gym

Orlando Magical Resort 2BR | Sleeps 6 Near Parks

Wyndham Cypress Palms | 1BR/1BA King Bed Suite

Wyndham Bonnet Creek Resort | 1BR/1BA King Suite

Wyndham Cypress Palms | 1BR/1BA King Bed Suite

Orlando Resort and Spa: 1BR Studio, Sleeps up to 4

Mystic Dunes Resort & Golf - 1 Bedroom Suite

Wyndham Cypress Palms | 2BR/2BA King Bed Suite

Cypress Palms - 1 Bedroom Suite
Quick stats about resort rentals in Kissimmee
Total rentals
30 properties
Nightly prices starting at
$55 CAD before taxes and fees
Total number of reviews
30 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Orlando Vacation rentals
- Saint Johns River Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Four Corners Vacation rentals
- Key West Vacation rentals
- Tampa Bay Vacation rentals
- Cabin rentals Kissimmee
- Beach house rentals Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Family-friendly rentals Kissimmee
- Beachfront rentals Kissimmee
- Private suite rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Cottage rentals Kissimmee
- Lake house rentals Kissimmee
- Apartment rentals Kissimmee
- Rentals with a kayak Kissimmee
- Vacation home rentals Kissimmee
- House rentals Kissimmee
- Mansion rentals Kissimmee
- Fitness-friendly rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Pet-friendly rentals Kissimmee
- Rentals with a home theater Kissimmee
- Tiny house rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Rentals with a sauna Kissimmee
- Rentals with a washer and dryer Kissimmee
- Rentals with beach access Kissimmee
- Serviced apartment rentals Kissimmee
- Villa rentals Kissimmee
- Hotel rentals Kissimmee
- Rentals with pools Kissimmee
- Guesthouse rentals Kissimmee
- Rentals with a fireplace Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Condo rentals Kissimmee
- Waterfront rentals Kissimmee
- Rentals with breakfast Kissimmee
- Rentals with an accessible height bed Kissimmee
- Rentals with lake access Kissimmee
- Resort rentals Osceola County
- Resort rentals Florida
- Resort rentals United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Old Town Kissimmee
- Discovery Cove
- Disney Springs
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- ESPN Wide World of Sports
- Epcot
- Amway Center
- Aquatica
- Walt Disney World Resort Golf
- Island H2O Water Park
- Disney's Hollywood Studios
- Universal CityWalk
- ChampionsGate Golf Club
- ICON Park
- Southern Dunes Golf and Country Club
- Kissimmee Lakefront Park
- Universal's Islands of Adventure
- Crayola Experience