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

Unit 1- 3 bedroom home

House in Kissimmee

3 Bedrooms · 2 Bathrooms · Sleeps 8

1 mile from Disney, Celebration FL, family Condo, free Wi-Fi Lake view - Kissimmee

Condo in Kissimmee

3 Bedrooms · 2 Bathrooms · Sleeps 7

Paradise Palms Townhome

Townhouse in Kissimmee

4 Bedrooms · 3 Bathrooms · Sleeps 10

4 bed, 3 bath villa just a few miles from Disney

Villa in Kissimmee

4 Bedrooms · 3 Bathrooms · Sleeps 8

4 Bed Villa in Kissimmee, Orlando

Villa in Kissimmee

4 Bedrooms · 2 Bathrooms · Sleeps 10

4 Bedroom Villa - Indian Creek

Villa in Kissimmee

4 Bedrooms · 3 Bathrooms · Sleeps 8

5 Bed Villa - Kissimmee

Villa in Kissimmee

5 Bedrooms · 4 Bathrooms · Sleeps 10

newly remodeled four bedroom florida Villa

Villa in Kissimmee

4 Bedrooms · 3 Bathrooms · Sleeps 8

4 bed villa - Eagle Pointe - Kissimmee

Villa in Kissimmee

4 Bedrooms · 3 Bathrooms · Sleeps 10

6 bed property - Indian Creek

Villa in Kissimmee

6 Bedrooms · 4 Bathrooms · Sleeps 14

4 Bedroom Villa - Indian Creek

Villa in Kissimmee

4 Bedrooms · 3 Bathrooms · Sleeps 8

CLEAN! Themed rooms, HUGE pool,private yard, GREAT reviews, Game room, FreeGrill

House in Kissimmee

8 Bedrooms · 6 Bathrooms · Sleeps 20

Southwest facing pool for the sun worshipper in your family!

Villa in Kissimmee

5 Bedrooms · 5 Bathrooms · Sleeps 10

Lindfields Home

House in Kissimmee

3 Bedrooms · 2 Bathrooms · Sleeps 8

5 Bed 3.5 Bath Villa with Private Pool

Villa in Kissimmee

5 Bedrooms · 3 Bathrooms · Sleeps 10

4 Bed 3 Bath Villa with Private Corner Lot Pool

Villa in Kissimmee

4 Bedrooms · 3 Bathrooms · Sleeps 8

4 Bed 2 Bath Villa with Pool and Conservation View

Villa in Kissimmee

4 Bedrooms · 2 Bathrooms · Sleeps 8

Looking for Total Relaxation and Luxury as Close to Disney as Possible?

Villa in Kissimmee

6 Bedrooms · 4 Bathrooms · Sleeps 14

Grande Star | Condo with two terrace balconies in Reunion Grande

Condo in Kissimmee

2 Bedrooms · 2 Bathrooms · Sleeps 6

The House at Reunion | South Facing Pool | Game & Movie Room

House in Kissimmee

7 Bedrooms · 7 Bathrooms · Sleeps 17

Rare Extended Pool Deck | Oversized Spa & Arcade Room

House in Kissimmee

6 Bedrooms · 10 Beds · 6 Bathrooms · Sleeps 16

Sunset Mansion | Amazing Themed Theater Room and Bedrooms | Games Room | Near Disney

House in Kissimmee

9 Bedrooms · 9 Bathrooms · Sleeps 20

Emerald Dream | 3 bed, 3 bath | Townhome | Emerald Island Resort

House in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 6

Cabana Court Dream | Amazing Golf Views close to Disney!

Condo in Kissimmee

3 Bedrooms · 3 Bathrooms · Sleeps 8

Emerald Delight | Games Room | Themed Bedrooms | Close to Disney

House in Kissimmee

7 Bedrooms · 5 Bathrooms · Sleeps 14

Game Room | Theater Room | Themed Bedrooms | Gym | Private Pool | Golf Course Views

House in Kissimmee

7 Bedrooms · 9 Bathrooms · Sleeps 18

Purpose Built Vacation Home | Games Room | Theater Room | Themed Bedroom | Private Pool