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

North Villas Dream | Golf Course Views | Near Attractions | Resort Membership

5.00

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 8

$105/night

Kissimmee Vacation Rentals & Homes Near Disney

North Villas Dream | Golf Course Views | Near Attractions | Resort Membership

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 8

Storey Lake Delight | 8 bed, 5 bath | Private Pool | Themed Bedrooms | Theater Room

House in Kissimmee

8 Bedrooms · 5 Bathrooms · Sleeps 16

Bright and Spacious Luxury Condo Close to Disney - Great Golf Views!

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 8

Whisper Way Oasis | Private Balcony | Near Attractions

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 6

Windsor Peace | Pool Home Near Attractions

House in Kissimmee

5 Bedrooms · 4 Bathrooms · Sleeps 10

Villas South Dream | 3 bed, 3 bath | Golf Course View | Reunion Membership

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 6

Patriots Landing Choice | 4 bed, 4 bath | Private Pool | Near Attractions

House in Kissimmee

4 Bedrooms · 4 Bathrooms · Sleeps 8

Ground Floor Luxury Condo | Fully Furnished | Very Close to Disney!

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 6

Cabana Delight | Near Attractions | Private Balcony

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 6

Bear's Paradise | Pool Area | Games Room | Close to Disney

House in Kissimmee

8 Bedrooms · 8 Bathrooms · Sleeps 18

Arcades, Movie Room, Princess & Dinosaur Custom Bunk Kids Rooms, Pool Table, BBQ, No Rear Neighbors

House in Kissimmee

8 Bedrooms · 7 Bathrooms · Sleeps 18

Beautiful Condo with Great Views Near Attractions

Condo in Kissimmee

3 Bedrooms · 3 Beds · 3 Bathrooms · Sleeps 6

Sunset View Haven | Near Attractions | Private Balcony | Reunion Membership

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 8

North Star Condo | Near Attractions | Private Balcony | Membership

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 6

Beautifully Furnished Luxury Condo! Amazing Value near Disney

Condo in Kissimmee

3 Bedrooms · 2 Bathrooms · Sleeps 6

Leisure at Fairway | Themed Bedrooms | Theater Room | Reunion Resort Membership

House in Kissimmee

5 Bedrooms · 5 Bathrooms · Sleeps 10

Centre Court Splendor | Corner Unit | Great Views

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 8

Stunning Views! Luxury Condo with Games Console in Reunion Resort

Condo in Kissimmee

3 Bedrooms · 2 Bathrooms · Sleeps 6

Whisper Way Escape | 6 miles to Disney | Great Views

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 8

Heritage Haven | Near Attractions | Reunion Membership

Apartment in Kissimmee

3 Bedrooms · 2 Bathrooms · Sleeps 8

Masters Landing Joy | Games/Theater Room | Themed bedrooms | Reunion Membership

House in Kissimmee

5 Bedrooms · 6 Bathrooms · Sleeps 16

Classic Condo | One Of Closest Buildings To Reunion's Waterpark

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 8

Amazing Pirate Ship & Surf Van Custom Bunk Beds, Extended Pool Deck, Arcade Room

House in Kissimmee

5 Bedrooms · 6 Bathrooms · Sleeps 13

RVH_152DR Whisper Way Deluxe

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 6

Dazzling Solara | Amazing Games Room and Themed bedrooms!

House in Kissimmee

9 Bedrooms · 7 Bathrooms · Sleeps 20

Amazing Lake Views with Theater and Games Room Close to Disney

House in Kissimmee

5 Bedrooms · 6 Bathrooms · Sleeps 12

Sunset Thrill | Golf Course Views | Membership