Kissimmee Vacation Rentals

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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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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 - $347 / 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
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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)
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Upscale Disney Gem: Heated Pool, Games, Cinema, EV
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Upscale Disney Gem: BBQ Grill, Heated Pool, Games, Cinema, EV

8 Bedrooms
5 Bathrooms
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7 reviews
$202 / night (excl. fees & taxes)
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NOW PREBOOKING: LUX Disney Villa - 6BR Pool Home
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LUX Disney Villa - 6BR Pool Home

6 Bedrooms
4 Bathrooms
$500 / night (excl. fees & taxes)
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Ohana Retreat 6 Bed 5 Bath Un-overlooked Pool /Spa
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3 Miles to Disney. 4 king suites, 2 twin rooms, themed games room. Extra large pool deck, covered lanai. Security gated

6 Bedrooms
5 Bathrooms
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34 reviews
$320 - $460 / night (excl. fees & taxes)
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THE HAVEN IN EMERALD ISLAND
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Family-Friendly House 3 Miles From Disney, Gated Security Resort,Games Room.

4 Bedrooms
3 Bathrooms
$120 / night (excl. fees & taxes)
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Queen's Fun Spot
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Queen's Fun Spot: Themed Rooms - Pool/Spa - Family

7 Bedrooms
4½ Bathrooms
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12 reviews
$299 - $499 / night (excl. fees & taxes)
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Magic Emerald Island Villa
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Luxury 4 Bedroom 3 Bath Pool/Spa Home in Gated Emerald Island Resort 3 miles from Disney

4 Bedrooms
3 Bathrooms
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52 reviews
$165 - $220 / night (excl. fees & taxes)
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Disney Getaway Villa
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Fresh modern and comfortable with extraordinary amenities! 4 Bedrooms / 3 Bathrooms (2 ensuite) plus Private Pool & Spa. Super Close to Disney.

4 Bedrooms
3 Bathrooms
$180 - $225 / night (excl. fees & taxes)
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Enchanting Escape- 7 bed, Pool, Spa & Games Room
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Experience the pinnacle of luxury and adventure at this stunning Emerald Island Resort retreat, where every moment is a lavish celebration.

7 Bedrooms
5 Bathrooms
$200 - $464 / night (excl. fees & taxes)
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Pri's Disney Villa - SW Private Pool & Spa
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Pri's Disney Villa - SW Private Pool & Spa

6 Bedrooms
5½ Bathrooms
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23 reviews
$177 - $380 / night (excl. fees & taxes)
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Dory's Magic by Emerald Island Rentals
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Luxury Dory's Magic villa, Lake conservation views, Private Movie theater

7 Bedrooms
5½ Bathrooms
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5 reviews
$300 / night (excl. fees & taxes)
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Cruella's Fun Spot
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Cruella's Fun Spot: 5 Star Family Pool/Spa Villa

7 Bedrooms
4½ Bathrooms
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28 reviews
$299 - $499 / night (excl. fees & taxes)
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La Isla Retreat, 6 BR pool house near Disney Parks
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La Isla Retreat, spacious 6 BR pool house near Disney Parks

6 Bedrooms
5½ Bathrooms
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1 review
$215 - $275 / night (excl. fees & taxes)
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Disney Dream: 8 bdr- Themed Rooms, Pool & Games
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Disney Dream: Themed Rooms, Pool & Games

8 Bedrooms
4 Bathrooms
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3 reviews
$180 - $400 / night (excl. fees & taxes)
    101 – 120 Rentals