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

Liberty Bluff Escape | Games Room | Private Pool | Reunion Membership

House in Kissimmee

5 Bedrooms · 5 Bathrooms · Sleeps 10

Centre Court Grandeur | Near Attractions | Reunion Membership

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 8

Condo à la Mode | Large Private Balcony | Near Attractions | Reunion Resort Membership

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 8

Hidden Oasis | 4 Bedroom 3 Bath Private Pool Villa with Kids bedroom

House in Kissimmee

4 Bedrooms · 3 Bathrooms · Sleeps 12

Westside Living | New 5 Bed Private Pool Home Minutes from Disney

House in Kissimmee

5 Bedrooms · 6 Bathrooms · Sleeps 10

Whisper Way Elegance | Condo Close to Disney | Reunion Membership

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 8

Luxury Pool Home with Upgrades. Just Minutes to Disney!

House in Kissimmee

5 Bedrooms · 5 Bathrooms · Sleeps 10

Bear's Den Gem | 8 bed | Private Pool Theater Room | Game Area

House in Kissimmee

8 Bedrooms · 9 Bathrooms · Sleeps 24

Golden Bear Villa | Games Room | Reunion Membership | Near Attractions

House in Kissimmee

6 Bedrooms · 4 Bathrooms · Sleeps 12

Grande's Pearl | 2 bed, 2 bath | Amazing Views | Reunion Resort

Condo in Kissimmee

20 Bedrooms · 20 Bathrooms · Sleeps 4

Cabana Court's Finest | Golf Course Views | Reunion Membership

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 8

Grand Jewel | Luxurious 4 Bedroom Pool Home - Amazing Location!

House in Kissimmee

4 Bedrooms · 3 Bathrooms · Sleeps 8

The Magic Manor at Reunion | Elaborately Themed, Movie Theater, Entertainment Loft

House in Kissimmee

6 Bedrooms · 6 Bathrooms · Sleeps 14

Bear's Den Arbor Retreat | 8 bed, 9 bath | Theater Room | Games Room | Reunion Membership

House in Kissimmee

7 Bedrooms · 8 Bathrooms · Sleeps 18

Golden Cabana | Great Views | Reunion Membership

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 8

Theater/Games Room | Themed Bedrooms | Reunion Membership

House in Kissimmee

5 Bedrooms · 4 Bathrooms · Sleeps 10

Seven Eagles Joy | Private Balcony | Seven Eagles - Reunion Resort

House in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 6

Seven Eagles Escape | Balcony | Arcade Game | Near Attractions | Membership

House in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 8

Cabana Court Villa | 3 Bed, Sleeps 8 | Golf Course Views | Close to Disney | Reunion Membership

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 8

Stunning Golf Course Views! Luxury Condo Just Minutes To Disney!

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 8

Bear's Den Delight | Games Room | Kids Themed Bedroom

House in Kissimmee

9 Bedrooms · 9 Bathrooms · Sleeps 22

Sunset View Paradise | Condo with Resort Membership

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 8

Florida Shores | One of the Best Homes in Solara | Amazing Arcade Games Room & Kids Beds

House in Kissimmee

9 Bedrooms · 7 Bathrooms · Sleeps 18

Eagle Trace Delight | TownHome | Reunion Membership

House in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 8

Modernly Furnished Condo! Games Console and More Upgrades! Near Disney

House in Kissimmee

5 Bedrooms · 6 Bathrooms · Sleeps 10

Kennedy-1 Lakeside Pool and Spa Ahhhh! - Relaxing Retreat in Kissimmee

House in Kissimmee

4 Bedrooms · 2 Bathrooms · Sleeps 6

Home Away from Home - Enjoy the View in Kissimmee, Close to Attractions and Wildlife

Flexible Cancellation7 bed villa with pool and games room in Formosa Gardens

* Minutes To Walt Disney World's Front Gate *