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

Top rated

Sunset View | Stunning Golf Views Close to Disney! Luxury Condo Near Disney!

5.00

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 8

$98/night

Kissimmee Vacation Rentals & Homes Near Disney

Sunset View | Stunning Golf Views Close to Disney! Luxury Condo Near Disney!

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 8

Westside Triumph | Loft & Game Room Near Disney

House in Kissimmee

5 Bedrooms · 7 Beds · 5.5 Bathrooms · Sleeps 10

Westside Charm | Games Room | Kids Bedrooms

House in Kissimmee

7 Bedrooms · 5 Bathrooms · Sleeps 14

Bella Vida Paradise | Games,Theater Room | Screened-in Pool

House in Kissimmee

4 Bedrooms · 4 Bathrooms · Sleeps 8

Acadia's Cajun Hideaway | Games/Theater Room | Kids Bedrooms

House in Kissimmee

7 Bedrooms · 7 Bathrooms · Sleeps 16

The Magical Estate | 5 Bedroom Pool Home with Extended Pool Deck and Conservation Views

House in Kissimmee

5 Bedrooms · 6 Bathrooms · Sleeps 12

Luxury Custom Villa With Arcade Room, Amazing Custom Bunk Beds & Golf Course Views

House in Kissimmee

5 Bedrooms · 4 Bathrooms · Sleeps 16

Sunshine Paradise | 7 Bedroom Pool Villa in Beautiful Solara Resort

House in Kissimmee

7 Bedrooms · 7 Bathrooms · Sleeps 18

Fairway Serenity in Reunion with Preserve Views | 6-Bedroom with Reunion Membership & Pool Table

House in Kissimmee

6 Bedrooms · 6 Bathrooms · Sleeps 12

Whisper Delight | Large Private Balcony | Reunion Resort Membership | Near Attractions

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 8

Luxury 5 Bed Villa, Game Room, Themed Beds, Extended Deck, Updated Decor

House in Kissimmee

5 Bedrooms · 4 Bathrooms · Sleeps 12

Palmilla Living | Games Room | Private Pool | Near Attractions | Reunion Membership

House in Kissimmee

4 Bedrooms · 4 Bathrooms · Sleeps 8

Fairway Dream | 5 beds, 5 full baths & 1 half baths | Private Pool | Game Room

House in Kissimmee

5 Bedrooms · 5 Bathrooms · Sleeps 11

Luxury Villa Near Disney with South-Facing Pool & Spa

House in Kissimmee

3 Bedrooms · 4 Beds · 2.5 Bathrooms · Sleeps 7

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

Condo in Kissimmee

2 Bedrooms · 2 Bathrooms · Sleeps 4

Poolside Harmony | Immediately Adjacent to the Pool | Golf Course Views | Reunion Resort Membership

House in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 8

Sunset Breeze | Kids bedroom | Large Balcony | Near Attractions

Apartment in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 6

Sandy Ridge Oasis | Ground Floor Condo | Reunion Membership

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 8

Terrace Key | Condo at Reunion Terraces Near Attractions

Apartment in Kissimmee

3 Bedrooms · 2 Bathrooms · Sleeps 6

Whisper Way's Finest | Private Porch | Near Disney | Reunion Membership

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 8

Grande Luxury | 2 bed, 2 bath | Amazing Views

Condo in Kissimmee

2 Bedrooms · 2 Bathrooms · Sleeps 6

Heritage Crossing Paradise | 1st Floor | Reunion Resort Membership

House in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 10

The Terraces Joy | Golf Course Views | Near Attractions | Reunion Membership

Condo in Kissimmee

3 Bedrooms · 2 Bathrooms · Sleeps 6

Grande Living - 2 Bed Luxury Condo Sleeps Six

Condo in Kissimmee

2 Bedrooms · 2 Bathrooms · Sleeps 6

Eagles Paradise | Near Attractions | Townhome with Reunion Membership

House in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 6

Seven Eagles Gem | Balcony, Reunion Resort Golf Course Views & Arcade Game

House in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 6

Top Floor Corner Unit Condo with Stunning Golf Views