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Kissimmee Area Vacation Villa Rentals(872)

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  • Viewed

TOP VILLAS - Ultra Luxury, 4 Bedroom, 3 Bathroom Mansion

5 Bedrooms,
  • 4 Bathrooms
  • , 1 Half Bath
    • , Sleeps 10
    1. Kissimmee Area >
    2. Kissimmee Villa
    #977927

    $195 - $350 night
    $1,365 - $2,450 week
    $5,460 - $9,800 month
    • Viewed

    TOP VILLAS - 7000 sq. ft. 7 En-suite Bedrooms, Cinema, Games Room and Gym

    7 Bedrooms,
  • 7 Bathrooms
  • , 1 Half Bath
    • , Sleeps 14
    1. Kissimmee Area >
    2. Formosa Gardens Villa
    This elegant property is beautifully decorated in neutral colors with huge windows in the main ...
    11 Reviews
    #330640

    $4,385 - $5,170 week
    • Viewed

    Luxury Vacation Villa With south facing pool/spa, wifi, 2 mi to Disney

    6 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 14
    1. Kissimmee Area >
    2. Windsor Hills Villa
    Windsor Hill Vacation Villa
    4 Reviews
    #987223

    $189 - $329 night
    $1,299 - $2,299 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed

    Stylish 5 bedroomed villa with pool HOT TUB GAMES ROOM & WI FI internet

    5 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 10
    1. Kissimmee Area >
    2. Seasons Villa
    This beautiful villa is one of two villas that we own in Florida.
    12 Reviews
    #225300

    $120 - $170 night
    $850 - $1,200 week
    • Viewed

    THE VILLA FOR A LUXURY HOLIDAY! Less than 10 minutes from Disney!

    7 Bedrooms,
  • 4 Bathrooms
  • , 1 Half Bath
    • , Sleeps 14
    1. Kissimmee Area >
    2. Emerald Island Villa
    Wilderness Lodge is a large premier villa located in the beautiful Emerald Island Resort.
    19 Reviews
    #194272

    $1,595 - $2,725 week
    • Viewed

    TOP VILLAS - Beautiful, 5 Bedroom Luxury Villa Rental with Games Room

    5 Bedrooms,
  • 6 Bathrooms
  • , 1 Half Bath
    • , Sleeps 10
    1. Kissimmee Area >
    2. Reunion Villa
    #916428

    $300 - $450 night
    $2,100 - $3,150 week
    $8,400 - $12,600 month
    • Viewed

    Lifetime of Memories !!

    4 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 8
    1. Kissimmee Area >
    2. Indian Creek Villa
    Fantasy House is a beautiful 4 bedrooms luxury villa situated in the quiet friendly neighborhood of ...
    39 Reviews
    #229587

    $122 - $157 night
    $849 - $1,099 week
    • Viewed

    Jun3-9 Only $999 Luxury 7BR4.5BA Lanai Emerald Island Villa 3Mile to Disney

    7 Bedrooms,
  • 4 Bathrooms
  • , 1 Half Bath
    • , Sleeps 16
    1. Kissimmee Area >
    2. Emerald Island Villa
    Welcome to our luxurious villa with upscale furnishings and luxury features.
    3 Reviews
    #913556

    $999 - $1,699 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed

    Early Summer Special - June 2-9 - just $999/week plus tax!!

    7 Bedrooms,
  • 5 Bathrooms
  • , 1 Half Bath
    • , Sleeps 15
    1. Kissimmee Area >
    2. Emerald Island Villa
    Welcome to the Enchanted Villa, your home away from home!
    12 Reviews
    #256030

    $1,699 week
    • Viewed

    Wow! Luxury SOUTH Facing Executive Villa with Pool, Spa & Large Games Room

    6 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 14
    1. Kissimmee Area >
    2. Windsor Hills Villa
    ... orange trees CHECK OUT THE NEWEST AND MOST LUXURIOUS VILLA IN WINDSOR HILLS!
    8 Reviews
    #253315

    $240 - $375 night
    $1,680 - $2,625 week
    • Viewed

    LUXURY OF THE HIGHEST QUALITY! Less than 10 minutes from Disney!

    7 Bedrooms,
  • 5 Bathrooms
  • , 1 Half Bath
    • , Sleeps 16
    1. Kissimmee Area >
    2. Emerald Island Villa
    Golden Palms is a luxury villa of the highest quality in Orlando, Florida.
    5 Reviews
    #312500

    $2,095 - $3,355 week
    • Viewed

    Upscale Luxury Lakeside Villa near Disney w/ South Facing Pool - Just Remodeled

    4 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 8
    1. Kissimmee Area >
    2. Sunset Lakes Villa
    Welcome to our villa,The Retreat by the Lake.
    16 Reviews
    #345543

    $150 - $195 night
    $1,050 - $1,365 week
    • Viewed

    Great rates on qualilty villa with pool/spa, WiFi and games room

    6 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 14
    1. Kissimmee Area >
    2. Windsor Hills Villa
    ... to look for that will help you to spot the better villas. 1) Games room with its own ...
    4 Reviews
    #177363

    $145 - $325 night
    $1,017 - $2,275 week
    • Viewed

    Great rates on qualilty villa with south facing pool/spa, WiFi and games room

    7 Bedrooms,
  • 4 Bathrooms
  • , 1 Half Bath
    • , Sleeps 14
    1. Kissimmee Area >
    2. Emerald Island Villa
    This spacious and luxuriously decorated villa at Emerald Island is well equipped and maintained to ...
    5 Reviews
    #251413

    $154 - $325 night
    $1,081 - $2,275 week
    • Viewed

    7 Br, Home theatre room, Lakeview, S Facing pool, Luxury 5 star, free wifi & tel

    7 Bedrooms,
  • 4 Bathrooms
  • , 1 Half Bath
    • , Sleeps 16
    1. Kissimmee Area >
    2. Emerald Island Villa
    Our 3,400sqft NEWLY DECORATED Villa is a Luxurious 5 star, 7 bedroom, 5 Bath home, a Private ...
    2 Reviews
    #334932

    $225 - $395 night
    $1,575 - $2,765 week
    • Viewed

    Luxurious 6 bed villa, themed rooms & pool with garden view

    6 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 12
    1. Kissimmee Area >
    2. Windsor Hills Villa
    This luxurious 6 bedroom, 4 bathroom villa is located on the 5 star gated resort of Windsor Hills ...
    16 Reviews
    #281973

    No rental rates available - please contact the owner
    • Viewed

    Prestigious 7 Bedroom Villa with Private Pool - 6 Miles to Disney. Owner Managed

    7 Bedrooms,
  • 4 Bathrooms
  • , 1 Half Bath
    • , Sleeps 14
    1. Kissimmee Area >
    2. Lake Berkley Villa
    Your luxury vacation villa includes a large 50” LCD TV with DVD player for your viewing pleasure.
    2 Reviews
    #370364

    $149 - $299 night
    • Viewed

    Disney Paradise Castle on Emerald Island Resort only 3 miles from Disney!

    7 Bedrooms,
  • 5 Bathrooms
  • , 1 Half Bath
    • , Sleeps 14
    1. Kissimmee Area >
    2. Emerald Island Villa
    Our Villa is located in the exclusive Enclave section of Emerald Island where properties are ...
    #276479

    $1,695 - $2,695 week
    Special Offer
    Last Minute May/June Deal! (May 18 - June 25)
    • Viewed

    A Unique Villa with South Facing Pool and No Rear Neighbors

    6 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 14
    1. Kissimmee Area >
    2. Windsor Hills Villa
    Are you looking to stay in one of the largest villas in Windsor Hills, beautifully decorated with a ...
    1 Reviews
    #345988

    $180 - $375 night
    $1,261 - $2,625 week
    • Viewed

    4 Bed, 3 Bath villa with totally private south facing pool & spa

    4 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 8
    1. Kissimmee Area >
    2. Kissimmee Villa
    5 Reviews
    #905636

    $1,100 - $1,200 week
    • Viewed

    'Paradise in Orlando', Luxurious Home Near Disney for Rent in Orlando, Florida

    5 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 12
    1. Kissimmee Area >
    2. Indian Creek Villa
    6 Reviews
    #275839

    No rental rates available - please contact the owner
    • Viewed

    2 room Disney Celebration Resort Villa with Resort, Discount Golf & SPA

    2 Bedrooms,
  • 1 Bathroom
    • , Sleeps 8
    1. Kissimmee Area >
    2. Kissimmee Villa
    ... HEART OF DISNEY WORLD The Disney Celebration Resort Villa at the Palms is a great vacation paradise ...
    #951115

    $990 - $1,990 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed

    Spectacular 8 Bedroom 'Grand Formosa' 9,300 Sq Ft - Lakefront - Cinema - 3D

    8 Bedrooms,
  • 9 Bathrooms
    • , Sleeps 16
    1. Kissimmee Area >
    2. Formosa Gardens Villa
    Formosa is renowned for its prestigious Villas and beautiful landscaping, set on large one half to ...
    #917088

    $5,500 - $7,500 week
    • Viewed

    DEAL!!, NEW Luxury Private Villa: 10-15min to Disney

    7 Bedrooms,
  • 4 Bathrooms
  • , 1 Half Bath
    • , Sleeps 16
    1. Kissimmee Area >
    2. Kissimmee Villa
    Inside, this spacious, fully air-conditioned villa was custom decorated and furnished to a high ...
    19 Reviews
    #288861

    No rental rates available - please contact the owner
    • Viewed

    Disney Golf, Tennis & Spa Resort Home at Highlands Reserve

    12 Bedrooms,
  • 5 Bathrooms
    • , Sleeps 28
    1. Kissimmee Area >
    2. Reunion Villa
    Contemporary Deluxe 14 room Disney Area Golf Resort Villa with FREE Tennis, Discount Golf & SPA Why ...
    #934422

    $2,990 - $4,990 week
    • Viewed

    New Management Company and New upgrades to Emerald Island House 7 bedroom villa

    7 Bedrooms,
  • 4 Bathrooms
  • , 1 Half Bath
    • , Sleeps 16
    1. Kissimmee Area >
    2. Emerald Island Villa
    14 Reviews
    #254803

    $169 - $350 night
    $1,200 - $2,250 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed

    Luxury Home, Teascone Blvd, 5 BR/5 BA, Game Room, Free Internet!

    5 Bedrooms,
  • 5 Bathrooms
    • , Sleeps 12
    1. Kissimmee Area >
    2. Windsor Hills Villa
    1 mile to Disney property, the absolute closest residential development - 5 bedroom, 5 bathroom, 5 ...
    39 Reviews
    #193028

    $1,550 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed

    Rent Luxury Villa Rental with Great Location in Kissimmee, Florida

    5 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 10
    1. Kissimmee Area >
    2. Seasons Villa
    The Kissimmee luxury villa rental is located within the peaceful, 71-villa, Seasons Community.
    8 Reviews
    #154006

    $90 - $140 night
    $630 - $980 week
    $3,150 - $4,340 month
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed

    New luxury villa 2 miles to Disney w/ theme rms, game room, south facing pool.

    6 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 14
    1. Kissimmee Area >
    2. Windsor Hills Villa
    Magic Star Villa
    16 Reviews
    #250801

    $225 - $255 night
    $1,470 - $1,685 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed

    Spacious 5 bed villa 10 minutes from Disney hot tub and games room Free wi fi

    5 Bedrooms,
  • 4 Bathrooms
    • , Sleeps 10
    1. Kissimmee Area >
    2. Seasons Villa
    Situated on the quiet community of Seasons, this fabulous villa is just 10 minutes from Disney.
    25 Reviews
    #194591

    $130 - $200 night
    $900 - $1,400 week
    1 2 3 4 5 ....30
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