Vacation rentals in Kissimmee

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Vacation rentals in Kissimmee

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3 out of 5
2975 Arabian Nights Blvd Kissimmee FL
Free cancellation
Reserve now, pay when you stay
13.09 km from city centre
The price is CA $136 per night
CA $136
CA $189 total
Dec 21 - Dec 22
includes taxes & fees
Book a stay at this family-friendly condo in Kissimmee. Enjoy free WiFi, 7 outdoor pools, and 7 hot tubs. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Town and ESPN Wide World of Sports Complex are located nearby.
Pool
Hot tub
Margaritaville Cottages Orlando by Rentyl

Margaritaville Cottages Orlando by Rentyl

4 out of 5
8000 Fins Up Circle Kissimmee FL
Free cancellation
Reserve now, pay when you stay
20.54 km from city centre
The price is CA $274 per night
CA $274
CA $587 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this spa aparthotel in Kissimmee. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Pool
Hot tub
The Berkley, Orlando

The Berkley, Orlando

4 out of 5
8545 W. Irlo Bronson Highway Kissimmee FL
22.54 km from city centre
The price is CA $210 per night
CA $210
CA $252 total
Dec 22 - Dec 23
includes taxes & fees
Book a stay at this family-friendly vacation home in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Pool
Hot tub
Regal Oaks Resort Vacation Townhomes by IDILIQ

Regal Oaks Resort Vacation Townhomes by IDILIQ

4 out of 5
5780 Golden Hawk Way Kissimmee FL
11.34 km from city centre
The price is CA $186 per night
CA $186
CA $484 total
Jan 6 - Jan 7, 2026
includes taxes & fees
Book a stay at this family-friendly condo in Kissimmee. Enjoy free parking, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and ESPN Wide World of Sports Complex are located nearby.
Pool
Hot tub
Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando

2.5 out of 5
2754 Florida Plaza Blvd Kissimmee FL
Free cancellation
11.51 km from city centre
The price is CA $153 per night
CA $153
CA $191 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Stay at this aparthotel in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Old Town and ESPN Wide World of Sports Complex are located nearby.
Pool
Hot tub
Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
7593 Gathering Drive Kissimmee FL
17.84 km from city centre
Get rates
Book a stay at this luxury aparthotel in Kissimmee. Enjoy 11 outdoor pools, 7 restaurants, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions ESPN Wide World of Sports Complex and Old Town are located nearby.
Pool
Hot tub
Club Wyndham Cypress Palms

Club Wyndham Cypress Palms

3.5 out of 5
Kissimmee FL
9.69 km from city centre
Get rates
Stay at this aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
Pool
Hot tub
Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

4 out of 5
3151 Pantanal Lane Kissimmee FL
19.13 km from city centre
Get rates
Book a stay at this business-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and room service. Our guests praise the property condition in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Pool
Hot tub
Encantada Resort Vacation Townhomes by IDILIQ

Encantada Resort Vacation Townhomes by IDILIQ

3 out of 5
3070-B Secret Lake Drive Kissimmee FL
22.18 km from city centre
The price is CA $193 per night
CA $193
CA $491 total
Jan 13 - Jan 14, 2026
includes taxes & fees
Book a stay at this family-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Pool
Hot tub
Magical Dreams

Magical Dreams

4 out of 5
231 Marcello Blvd Kissimmee FL
4.96 km from city centre
The price is CA $94 per night
CA $94
CA $201 total
Dec 20 - Dec 21
includes taxes & fees
Stay at this aparthotel in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Old Town and Give Kids the World Village are located nearby.
Pool
Kitchen
Club Wyndham Star Island

Club Wyndham Star Island

3.5 out of 5
Kissimmee FL
8.6 km from city centre
Get rates
Book a stay at this spa aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Old Town and Disney Springs™ are located nearby.
Pool
Hot tub
Formosa Valley Resort by UNE Homes

Formosa Valley Resort by UNE Homes

4 out of 5
Formosa Vly Pl Kissimmee FL
19.66 km from city centre
The price is CA $257 per night
CA $257
CA $733 total
Dec 21 - Dec 22
includes taxes & fees
Stay at this vacation home in Kissimmee. Enjoy free WiFi, free parking, and private pools. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Pool
Kitchen
Grand Lake Resort

Grand Lake Resort

3 out of 5
7770 W Irlo Bronson Memorial Hwy Kissimmee FL
19.12 km from city centre
The price is CA $217 per night
CA $217
CA $259 total
Jan 14 - Jan 15, 2026
includes taxes & fees
Book a stay at this family-friendly aparthotel in Kissimmee. Enjoy free parking, a fitness center, and a business center. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Pool
Kitchen
Barefoot Suites

Barefoot Suites

3 out of 5
2750 Florida Plaza Blvd Kissimmee FL
11.5 km from city centre
Get rates
Book a stay at this family-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and in-room massages. Our guests praise the helpful staff and the overall value in our reviews. Popular attractions Old Town and ESPN Wide World of Sports Complex are located nearby.
Pool
Hot tub
Lifetime of Vacations Resort

Lifetime of Vacations Resort

3 out of 5
7770 W Irlo Bronson Memorial Hwy Kissimmee FL
19.21 km from city centre
The price is CA $145 per night
CA $145
CA $188 total
Jan 11 - Jan 12, 2026
includes taxes & fees
Stay at this condo in Kissimmee. Enjoy a fitness center, a business center, and a garden. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Pool
Kitchen
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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.