Kissimmee Vacation Rentals

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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 Guides
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
4 Guides
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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
4 Guides
4.86IconIconIconIconIcon
7 reviews
$219 - $550 / 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
4 Guides
4.8IconIconIconIconIcon
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
4 Guides
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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
4 Guides
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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
4 Guides
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5 reviews
$115 - $330 / 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
4 Guides
$105 - $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 Guides
4.94IconIconIconIconIcon
185 reviews
$319 - $449 / 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
4 Guides
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7 reviews
$202 / night (excl. fees & taxes)
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EMERALD ISLAND (8409BL) - 3BR 2.5BA Townhome, Gated Resort
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EMERALD ISLAND (8409BL) - 3BR 2.5BA Townhome*Gated*FAST Wifi*close DISNEY

3 Bedrooms
2½ Bathrooms
4 Guides
$99 - $195 / night (excl. fees & taxes)
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Bliss Haven
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Indulge in luxury and comfort at this exquisite 3-bedroom townhouse, just 5 miles from Disney, featuring spacious living areas and resort amenities!

3 Bedrooms
3 Bathrooms
4 Guides
$100 - $340 / 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
4 Guides
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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
4 Guides
$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
4 Guides
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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
4 Guides
4.96IconIconIconIconIcon
52 reviews
$161 - $207 / 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
4 Guides
$170 - $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
4 Guides
$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
4 Guides
4.43IconIconIconIconIcon
23 reviews
$177 - $380 / night (excl. fees & taxes)
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Margaritavilla at Emerald Island
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Margaritavilla at Emerald Island

7 Bedrooms
4 Bathrooms
4 Guides
4.88IconIconIconIconIcon
8 reviews
$219 - $329 / night (excl. fees & taxes)
    141 – 160 Rentals