
Resort vacation rentals in Kissimmee
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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

Seaworld Orlando, Hilton - Studio

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

Perfect Getaway

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

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

Welcome to lakefront in Orlando

Resort/Studio: The Best of Both

2 Bdrm Villa 1 KNG 2 QN BED Resort near Disney

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

Orlando Maravilhoso em Resort
Resort rentals with a gym

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

Grande Vista - Studio

Standard Villa 5 at Westgate Resorts Town Center

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

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

Lakeshore Reserve - Studio

The Rose Luxury Suites Near Disney – A

Wyndham Bonnet Creek Resort | 1BR/1BA King 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
- Waterfront rentals Kissimmee
- Rentals with a kayak Kissimmee
- Rentals with pools Kissimmee
- Villa rentals Kissimmee
- Apartment rentals Kissimmee
- House rentals Kissimmee
- Rentals with a home theater Kissimmee
- Beachfront rentals Kissimmee
- Vacation home rentals Kissimmee
- Rentals with beach access Kissimmee
- Ski-in/ski-out rentals Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Guesthouse rentals Kissimmee
- Lake house rentals Kissimmee
- Serviced apartment rentals Kissimmee
- Rentals with lake access Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Rentals with a fireplace Kissimmee
- Tiny house rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Rentals with outdoor seating Kissimmee
- Rentals with an accessible height bed Kissimmee
- Beach house rentals Kissimmee
- Rentals with a sauna Kissimmee
- Cabin rentals Kissimmee
- Fitness-friendly rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Condo rentals Kissimmee
- Cottage rentals Kissimmee
- Rentals with breakfast Kissimmee
- Private suite rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Family-friendly rentals Kissimmee
- Rentals with a washer and dryer Kissimmee
- Hotel rentals Kissimmee
- Mansion rentals 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