What types of vacation rentals are available in Kissimmee, Florida?

Kissimmee offers private pool homes, vacation homes, villas, condos, and townhomes for families, couples, and groups. Many properties include multiple bedrooms, full kitchens, game rooms, private pools, and convenient access to Central Florida attractions.

Is Kissimmee a good place to stay near Walt Disney World?

Yes. Kissimmee vacation rentals near Disney are popular with families who want more space while staying within convenient driving distance of Walt Disney World. Actual travel times vary by neighborhood, traffic, and the specific Disney park you’re visiting.

Can I find Kissimmee vacation homes with private pools?

Yes. Kissimmee vacation homes with private pools are widely available and especially popular with families and groups. Depending on the property, additional amenities may include hot tubs, game rooms, outdoor dining areas, and resort-style community facilities.

What attractions are near Kissimmee vacation rentals?

Popular attractions accessible from Kissimmee include Walt Disney World, Universal Orlando Resort, Old Town Kissimmee, Fun Spot America, and other Central Florida entertainment. Visitors can also enjoy shopping, dining, golf, airboat rides, lakes, and outdoor recreation.

When should I book a Kissimmee vacation rental?

Consider booking Kissimmee vacation rentals early for school holidays, spring break, summer trips, and other popular Disney travel periods. Planning ahead generally provides a wider choice of private pool homes, villas, condos, and family-friendly properties.

Kissimmee Vacation Rentals & Homes Near Disney

Family-Friendly Kissimmee Pool Homes, Villas & Condos Near Disney

384 stays availableCitywide

Kissimmee Vacation Rentals & Homes Near Disney

Spacious, game room, pool | 5 Bed, 6 Bath

House in Kissimmee

5 Bedrooms · 6 Bathrooms · Sleeps 10

Kissimmee, Florida, 4 Bedrooms

House in Kissimmee

4 Bedrooms · 5 Bathrooms · Sleeps 8

Lovely 4 bed/3 bath villa in the beautiful gated community of Lake Berkley

House in Kissimmee

4 Bedrooms · 3 Bathrooms · Sleeps 8

Close to Disney, Universal Studios. Free WiFi, Laundry, UV Light Air Sanitizing

Condo in Kissimmee

2 Bedrooms · 2 Bathrooms · Sleeps 4

Disney Magic2-Emerald Island Rental

House in Kissimmee

7 Bedrooms · 4 Bathrooms · Sleeps 14

Luxury Dory's Magic w/ private cinema, south pool

House in Kissimmee

7 Bedrooms · 5 Bathrooms · Sleeps 16

Luxury 7 bed villa w/ private cinema, south/ pool

House in Kissimmee

7 Bedrooms · 4 Bathrooms · Sleeps 16

Affordable, close to Disney in a resort community

House in Kissimmee

3 Bedrooms · 2 Bathrooms · Sleeps 8

Mickey Magic by Emerald Island Rentals

House in Kissimmee

3 Bedrooms · 2 Bathrooms · Sleeps 8

Large 5 br villa w/ private pool, 3 mi3Disney

House in Kissimmee

5 Bedrooms · 4 Bathrooms · Sleeps 12

3 mi to Disney, 4 bed/3ba with private pool

House in Kissimmee

4 Bedrooms · 3 Bathrooms · Sleeps 10

Luxury 7 bed villa w/ game room, south facing pool

House in Kissimmee

7 Bedrooms · 5 Bathrooms · Sleeps 16

3 mi to Disney, 5 bed/4ba with south pool, gameRm

House in Kissimmee

5 Bedrooms · 4 Bathrooms · Sleeps 12

Modern Luxury Villa | 5 min2Disney | Movie Room | South-facing Pool/Spa | Themed Rooms

Villa in Kissimmee

7 Bedrooms · 4 Bathrooms · Sleeps 16

Disney Five Star Pool Villa Home at Windsor Hills

House in Kissimmee

4 Bedrooms · 4 Bathrooms · Sleeps 8

All the comforts of home! - Kissimmee

Villa in Kissimmee

4 Bedrooms · 3 Bathrooms · Sleeps 9

7 beds sleep 16. Minnie's-mansion in Emerald Island

House in Kissimmee

7 Bedrooms · 4 Bathrooms · Sleeps 16

Lovely 2 King Size Ensuite BR , 3 Mi to Disney, 1min to Pool, Free WiFi &Parking

House in Kissimmee

4 Bedrooms · 3 Bathrooms · Sleeps 8

4 BR unit with 2 King Size Ensuite BR , 3 Mi to Disney, 1 min to Pool, Free WiFi

House in Kissimmee

4 Bedrooms · 3 Bathrooms · Sleeps 8

3 Miles to Disney, New POOL/Water Slides, Free WiFi/Parking, no Resort Fee

House in Kissimmee

4 Bedrooms · 3 Bathrooms · Sleeps 8

Spacious 4 BR unit with 2 King Size Ensuite BR , 3 Mi to Disney, Free WiFi

Townhouse in Kissimmee

4 Bedrooms · 4 Bathrooms · Sleeps 8

NEW LISTING- Unique, Waterfront, Outdoor Living Space

House in Kissimmee

3 Bedrooms · 4 Bathrooms · Sleeps 6

Stunning Condo Near All The Attractions In A Gated Community.

Condo in Kissimmee

2 Bedrooms · 1 Bathroom · Sleeps 6

10-20% OFF 5 STAR Top Rated Luxury Disney Adventure Villa @ Windsor Hills Resort

House in Kissimmee

6 Bedrooms · 4 Bathrooms · Sleeps 14

Movie Magic House - Southern Pool/Spa, Gated Community, Themed Kids Rooms!!!

Villa in Kissimmee

7 Bedrooms · 4 Bathrooms · Sleeps 14

Star Wars Themed Villa, Southern Pool with Spa, Privacy Fence, Game Room!

Villa in Kissimmee

4 Bedrooms · 3 Bathrooms · Sleeps 8

Mickey's Family Bungalow - South Pool/Spa, Gated Community, Pinball Machines!