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
$185 - $400 / 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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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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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 this Fall - 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
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172 reviews
$270 - $480 / night (excl. fees & taxes)
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Disney Magic: Resort Amenities Await!
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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
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
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10 reviews
$276 - $395 / night (excl. fees & taxes)
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Lilo & Stitch Luxe Oasis
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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 Townhouse 8123
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Magical Getaway Close to Disney! Pool, Gym, & WiFi

3 Bedrooms
3 Bathrooms
$110 - $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
$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
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7 reviews
$202 / 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
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
$170 - $225 / night (excl. fees & taxes)
    81 – 100 Rentals