Kissimmee Vacation Rentals

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Solterra Beach Villa
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20% OFF! Luxury Villa Near Disney – Book Now for Stays in 2024 & Save Big!

6 Bedrooms
5 Bathrooms
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24 reviews
$202 - $450 / night (excl. fees & taxes)
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Famous Bowling House
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Famous Bowling House

10 Bedrooms
10 Bathrooms
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6 reviews
$749 - $1495 / night (excl. fees & taxes)
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Our Blue Oasis
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Looking for a multi-generational family get-away vacation home-well look no further & Welcome to Our Blue Oasis!

6 Bedrooms
7 Bathrooms
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1 review
$299 - $650 / night (excl. fees & taxes)
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Global Bowling Villa, sleeps 34
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Global Bowling Villa, sleeps 34

14 Bedrooms
11 Bathrooms
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10 reviews
$749 - $1495 / night (excl. fees & taxes)
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Mickey's Hideaway Haven with Pool and Jacuzzi
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Fantastic 4-bedroom, 3-bathroom home, freshly painted and floored, conveniently located near Disney World, exciting attractions and dining spots!

4 Bedrooms
3 Bathrooms
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46 reviews
$225 / night (excl. fees & taxes)
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Newly Renovated, Windsor Palms, Close to Disney!
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Newly Renovated, Windsor Palms, Close to Disney!

3 Bedrooms
2 Bathrooms
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42 reviews
$150 / night (excl. fees & taxes)
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Villa BellaRosa
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15% off until end of October! Sunset conservation view at Villa BellaRosa

5 Bedrooms
5½ Bathrooms
$139 - $385 / night (excl. fees & taxes)
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Famous Music City Bowling Villa, sleeps 40
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Famous Music City Bowling Villa, sleeps 40

10 Bedrooms
10 Bathrooms
$795 - $1495 / night (excl. fees & taxes)
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Spirit of Adventure FL
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15% off until Feb - 5 Bed Modern Family & Dog Friendly Home - Conservation Views

5 Bedrooms
4½ Bathrooms
$132 - $316 / night (excl. fees & taxes)
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Serendipity at Indian Creek
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❤️ Make Magical Memories! ❤️ 4 Miles From Disney ❤️

5 Bedrooms
4 Bathrooms
4.98IconIconIconIconIcon
172 reviews
$270 - $480 / night (excl. fees & taxes)
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Windsor Palms Resort Butterfly Palm Retreat
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Lovely, Newly Renovated, 2 minute walk to the pool and Tiki Bar, Close to Disney and Golf!

2 Bedrooms
2 Bathrooms
4.95IconIconIconIconIcon
21 reviews
$130 / night (excl. fees & taxes)
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Resort Living |Cozy, Private Stay- Prime Location!
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Enjoy ultimate comfort and convenience in this charming 3-bedroom condo with a private balcony, just 10 minutes from the magic of Disney World.

3 Bedrooms
2 Bathrooms
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6 reviews
$100 - $300 / night (excl. fees & taxes)
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Windsor Disney Castle
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5 Star Disney themed Villa with ultra-private s/w facing pool 3 miles from parks

6 Bedrooms
3½ Bathrooms
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7 reviews
$219 - $320 / night (excl. fees & taxes)
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Heroes Vacation Home
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Walt Disney World & Universal Orlando Getaway: Sunny South Facing Poolside Villa

7 Bedrooms
5½ Bathrooms
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10 reviews
$276 - $395 / night (excl. fees & taxes)
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America Bowling Villa, 14 bedrooms/14.5 baths
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America Bowling Villa, 14 bedrooms/14.5 baths

14 Bedrooms
14 Bathrooms
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3 reviews
$795 - $1495 / night (excl. fees & taxes)
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Lilo & Stitch Hawaiian Retreat 🌺 w/ Pool & Resort
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Experience unparalleled comfort and convenience, complete with a private splash pool and delightful themed rooms, just minutes from Disney World.

3 Bedrooms
3 Bathrooms
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3 reviews
$120 - $350 / night (excl. fees & taxes)
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Windsor Palms Retreat: 3 Bdr Townhouse- Private Pool Oasis
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Discover comfort, fun, and convenience in this charming townhouse with a private pool and Mickey-themed kids' room, nestled just minutes from the enc

3 Bedrooms
3 Bathrooms
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5 reviews
$115 - $340 / night (excl. fees & taxes)
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Windsor Palms Townhouse 8123
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Magical Getaway Close to Disney! Pool, Gym, & WiFi

3 Bedrooms
3 Bathrooms
$125 - $250 / night (excl. fees & taxes)
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Be Our Guest Vacation Villa
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Super clean! 5 mins to Disney. Themed fun for old and young! Private SPA/POOL

6 Bedrooms
4 Bathrooms
4.94IconIconIconIconIcon
185 reviews
$329 - $449 / night (excl. fees & taxes)
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Mickeys Loop Garden Views Private Pool Hot Tub BBQ Game RM
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Family Haven w/Privacy Fence Pool Hot Tub BBQ Game RM - Close to Disney!

5 Bedrooms
4 Bathrooms
$158 - $300 / night (excl. fees & taxes)
    141 – 160 Rentals