Winter Garden Vacation Rentals

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Vacation Rentals in Winter Garden

Charming 3-bedroom house w/ AC in Kissimmee, nearby Disney, Walmart, Ross & more

Kissimmee FL

$132 nightly

$147 total

Aug 27 - Aug 28

Total with taxes and fees

With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets.

Brand new 5-bedroom townhome with WiFi, Themed rooms near Disney

Clermont FL

With a stay at this vacation home in Four Corners, you'll be within a 15-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center.

Doppio Westside

2470 Santorini Drive Davenport FL

With a stay at Doppio Westside in Four Corners, you'll be within a 15-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center.

Spacious 5-bedroom house, mins from Disney World & major attractions

Kissimmee FL

With a stay at this vacation home in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and Old Town.

Formosa Valley Resort by UNE Homes

Formosa Vly Pl Kissimmee FL

With a stay at Formosa Valley Resort by UNE Homes in Kissimmee, you'll be a 3-minute drive from Mystic Dunes Golf Club and 8 minutes from Walt Disney World® Resort.

Lovely 4-bedroom house in nice Kissimmee Disney

Kissimmee FL

With a stay at this vacation home in Kissimmee, you'll be a 4-minute drive from Mystic Dunes Golf Club and 9 minutes from Walt Disney World® Resort.

5 Bed, 4.5 Bath & Private Pool Family-Friendly Disney Get Away

Davenport FL

With a stay at this vacation home in Four Corners (Tuscan Hills), you'll be within a 15-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center.

6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ

Kissimmee FL

With a stay at this vacation home, you'll be centrally located in Kissimmee, within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club.

Villa 2655 - Updated Home w/ Arcade Rm! 3 mi from Disney, Pool Heat, BBQ & PS5

Kissimmee FL

Located in Kissimmee (Windsor Hills), this vacation home is within a 10-minute drive of Walt Disney World® Resort and Old Town.

Beautiful TownHouse 10 minutes from Disney

Davenport FL

With a stay at this vacation home in Four Corners (Festival), you'll be within a 15-minute drive of Old Town and ChampionsGate Golf Club.

Disney, Resort Style, 4 BDRM, Sleeps 8, 3 Bath

Kissimmee FL

When you stay at this vacation home in Kissimmee, you'll be on a lake, a 1-minute drive from Old Town and 9 minutes from Walt Disney World® Resort.

Your dream holiday home in Champions Gate

Davenport FL

With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of ChampionsGate Golf Club and Highland Reserve Golf Club.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.