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Deals on Vacation Rentals in Kissimmee, Florida

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DEAL!! Luxury 7BR/4.5BA Pool/Spa/Lanai/Wood Floor 3 Miles to Disney
Kissimmee House Rental Picture
  • House Rental Deals and Discounts 30% off = $766 per week
  • House Rental Deals and Specials Rent 4 weeks get 1 week free ($1358)
  • bedrooms 7
  • community Emerald Island Resort
  • rental type House
  • owner badgeowner badge
  • sleeps 14
  • baths
  • rates (USD) $149 - $495 /nt
    $1,095 - $2,995 /wk
 
 
 
 
 

17 reviews write a review

DEAL!! Pool or Spa Homes at Windsor Palms Resort near Disney
Kissimmee Townhome Rental Picture
  • Townhome Rental Deals and Discounts $200 off = $2,299 per month
  • Townhome Rental Deals and Specials wifi ($80)
  • bedrooms 3
  • community Windsor Palms Resort
  • rental type Townhome
  • sleeps 6
  • baths 3
  • rates (USD) $85 - $125 /nt
    $595 - $875 /wk
    $1,999 - $2,499 /mth
 
 
 
 
 

2 reviews write a review

DEAL!! Luxury Suite, 2 miles to Disney, Free WiFi Cable
Kissimmee Townhome Rental Picture
  • Townhome Rental Deals and Discounts 40% off = $53 per night
  • Townhome Rental Deals and Specials Free Wi-Fi ($60)
  • bedrooms 3
  • community Crestwynd Bay
  • rental type Townhome
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $59 - $89 /nt
    $413 - $623 /wk
    $1,652 - $2,600 /mth
 
 
 
 
 

9 reviews write a review

DEAL!! Kissimmee Villa-Condo June 6 to Sept SPECIALS
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts $300 off = $495 per week
  • bedrooms 3
  • community
  • rental type Villa
  • sleeps 8
  • baths
  • rates (USD) $49 - $99 /nt
    $395 - $895 /wk
    $1,500 - $2,000 /mth
 
 
 
 
 

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DEAL!! Suncrest II Villa / Luxury 5 Star Accommodation.
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts 25% off = $161 per night
  • Villa Rental Deals and Specials Welcome Pack ($50)
  • bedrooms 6
  • community Seasons
  • rental type Villa
  • sleeps 13
  • baths
  • rates (USD) $185 - $265 /nt
    $1,225 - $1,855 /wk
 
 
 
 
 

5 reviews write a review

DEAL!! $63/Nt! Luxury Gated Villa 5 Miles From Disney WiFi
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts 30% off = $63 per night
  • Villa Rental Deals and Specials 63 ($91)
  • bedrooms 4
  • community Club Cortile
  • rental type Villa
  • owner badgeowner badge
  • sleeps 10
  • baths 3
  • rates (USD) $33 - $103 /nt
    $33 - $555 /wk
    $1,126 - $1,663 /mth
 
 
 
 
 

36 reviews write a review

DEAL!! Star Lake Manor - Lakefront with Theater, Games Room & Pool
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts 20% off = $720 per night
  • bedrooms 7
  • community Formosa Gardens
  • rental type Villa
  • owner badgeowner badge
  • sleeps 16
  • baths 7
  • rates (USD) $600 - $900 /nt
    $4,200 - $6,300 /wk
 
 
 
 
 

4 reviews write a review

DEAL!! Sunny vacation home on premier conservation lot
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts 30% off = $112 per night
  • bedrooms 4
  • community
  • rental type Villa
  • sleeps 9
  • baths
  • rates (USD) $135 - $170 /nt
    $845 - $1,180 /wk
    $2,500 - $4,000 /mth
 
 
 
 
 

10 reviews write a review

DEAL!! Brand New Flooring & Painting - 3Mi Disney
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts 35% off = $910 per week
  • bedrooms 5
  • community Indian Creek
  • rental type Villa
  • owner badgeowner badge
  • sleeps 12
  • baths 4
  • rates (USD) $890 - $1,600 /wk
 
 
 
 
 

20 reviews write a review

DEAL!! Distinguished DISNEY Home - Early Full $650/week (Sep 13-27)
Kissimmee House Rental Picture
  • House Rental Deals and Discounts 35% off = $650 per week
  • House Rental Deals and Specials Rent 4 wks get 1 wk free ($995)
  • bedrooms 4
  • community Indian Creek
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $95 - $159 /nt
    $675 - $1,250 /wk
 
 
 
 
 

14 reviews write a review

DEAL!! Luxury Villa with Pool/Spa and Lake view. Close to Disney
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts $30 off = $99 per night
  • Villa Rental Deals and Specials Free hi speed WiFi and free Calls to... ($50)
  • bedrooms 4
  • community Lake Berkley
  • rental type Villa
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $89 - $142 /nt
    $690 - $995 /wk
 
 
 
 
 

23 reviews write a review

DEAL!! Remy's Refuge // Serene lakeside view from this cozy villa
Kissimmee House Rental Picture
  • House Rental Deals and Discounts 20% off = $92 per night
  • bedrooms 4
  • community Oak Island Cove
  • rental type House
  • sleeps 8
  • baths 3
  • rates (USD) $115 - $165 /nt
    $800 - $1,100 /wk
 
 
 
 
 

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DEAL!! 7 BR, South Facing Pool, 3 Miles to Disney
Kissimmee House Rental Picture
  • House Rental Deals and Discounts 20% off = $956 per week
  • House Rental Deals and Specials NO cleaning fee if booked 6 nights ($165)
  • bedrooms 7
  • community Emerald Island Resort
  • rental type House
  • owner badgeowner badge
  • sleeps 16
  • baths
  • rates (USD) $150 - $500 /nt
    $950 - $2,995 /wk
 
 
 
 
 

57 reviews write a review

DEAL!! Sale at Disney Themed Home on Golf Course--4 miles to WDW!
Kissimmee House Rental Picture
  • House Rental Deals and Specials Housekeeping ($79)
  • bedrooms 4
  • community Indian Ridge Oaks
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $110 - $150 /nt
    $770 - $1,050 /wk
 
 
 
 
 

5 reviews write a review

DEAL!! Pool/Spa/Wireless Internet/Game/3 miles to Disney
Kissimmee House Rental Picture
  • House Rental Deals and Discounts 20% off = $595 per week
  • House Rental Deals and Specials Rent 3 weeks get the 4th week plus 1... ($950)
  • bedrooms 4
  • community Indian Creek
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths 3
  • rates (USD) $105 - $159 /nt
    $680 - $980 /wk
    $2,400 - $3,400 /mth
 
 
 
 
 

15 reviews write a review

DEAL!! 7BR/3Kings/Pool/SPA/Lanai/Wifi/6.5miles Disney/1.5miles golf
Kissimmee House Rental Picture
  • House Rental Deals and Discounts 30% off = $136 per night
  • House Rental Deals and Specials Free gas grill rental ($55)
  • bedrooms 7
  • community Windwood Bay
  • rental type House
  • sleeps 16
  • baths
  • rates (USD) $150 - $385 /nt
 
 
 
 
 

1 reviews write a review

DEAL!! Fabulous Villa with Pool (Read reviews from recent guests)
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Specials Free Cable WiFi and USA calls ($50)
  • bedrooms 4
  • community Eagle Pointe
  • rental type Villa
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $550 - $750 /wk
 
 
 
 
 

9 reviews write a review

DEAL!! Lake Marion - Lovely Villa with Special 'Snowbird' Rates
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts 30% off = $301 per week
  • bedrooms 2
  • community Lake Marion Resort
  • rental type Villa
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $250 - $475 /wk
 
 
 
 
 

5 reviews write a review

DEAL!! Luxury Lakeside Haven Villa, SOUTH facing Pool, Nr.Disney
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts $165 off = $450 per week
  • bedrooms 3
  • community Windward Cay
  • rental type Villa
  • sleeps 8
  • baths 2
  • rates (USD) $525 - $710 /wk
 
 
 
 
 

1 reviews write a review

DEAL!! Disneyhome Free Wireless Internet, Showtime and Encore
Kissimmee House Rental Picture
  • House Rental Deals and Discounts free night valued at USD $109
  • House Rental Deals and Specials Cleaning Fee ($75)
  • bedrooms 3
  • community Indian Ridge Oaks
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $109 - $180 /nt
    $749 - $995 /wk
    $1,900 - $2,800 /mth
 
 
 
 
 

3 reviews write a review

DEAL!! Luxury New 6BR/Pool/Spa/Lanai/Game Villa,1.5 Mile to Disney
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts $50 off = $150 per night
  • bedrooms 6
  • community Windsor Hills Resort
  • rental type Villa
  • sleeps 13
  • baths 4
  • rates (USD) $149 - $285 /nt
    $1,050 - $1,995 /wk
 
 
 
 
 

1 reviews write a review

DEAL!! Special!! Best Luxury 7 br/4.5ba Villa WiFi near Disney Area
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts 30% off = $279 per night
  • Villa Rental Deals and Specials Free Cleaning Fees for bookings of 6... ($145)
  • bedrooms 7
  • community Emerald Island Resort
  • rental type Villa
  • owner badgeowner badge
  • sleeps 16
  • baths
  • rates (USD) $180 - $399 /nt
    $1,299 - $2,599 /wk
    $3,800 - $4,500 /mth
 
 
 
 
 

10 reviews write a review

DEAL!! 8 minutes to Disney, south facing pool,Hot tub,50in TV, PS2
Kissimmee House Rental Picture
  • House Rental Deals and Discounts 10% off = $639 per week
  • bedrooms 4
  • community Indian Ridge Oaks
  • rental type House
  • sleeps 10
  • baths 2
  • rates (USD) $100 - $185 /nt
    $710 - $1,025 /wk
 
 
 
 
 

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DEAL!! Sunset Lakes - Luxury pool home on Disney's doorstep!
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts $320 off = $480 per week
  • Villa Rental Deals and Specials Welcome pack ($15)
  • bedrooms 4
  • community Sunset Lakes
  • rental type Villa
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $720 - $960 /wk
 
 
 
 
 

17 reviews write a review

DEAL!! Absolutly refurbished 2010!
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts $15 off = $85 per night
  • bedrooms 4
  • community Eagle Pointe
  • rental type Villa
  • owner badgeowner badge
  • sleeps 10
  • baths 3
  • rates (USD) $100 - $130 /nt
    $800 - $950 /wk
 
 
 
 
 

2 reviews write a review

DEAL!! Luxury 7 BR/4.5 BA/ 10min Disney/Pool/Spa/Wifi/Game Room
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts $80 off = $900 per week
  • bedrooms 7
  • community Terra Verde Resort
  • rental type Villa
  • owner badgeowner badge
  • sleeps 15
  • baths
  • rates (USD) $199 - $359 /nt
    $950 - $2,300 /wk
    $4,500 - $5,500 /mth
 
 
 
 
 

24 reviews write a review

DEAL!! Disney Park 2 mls. Beautiful 3/3 Townhome slp 8 Free Wifi
Kissimmee Townhome Rental Picture
  • Townhome Rental Deals and Discounts $50 off = $100 per night
  • Townhome Rental Deals and Specials Cleaning fee ($85)
  • bedrooms 3
  • community Crestwynd Bay
  • rental type Townhome
  • sleeps 8
  • baths 3
  • rates (USD) $99 - $300 /nt
    $800 - $1,400 /wk
    $1,600 - $2,500 /mth
 
 
 
 
 

1 reviews write a review

DEAL!! Blue Sky
Kissimmee Townhome Rental Picture
  • Townhome Rental Deals and Discounts $35 off = $55 per night
  • bedrooms 3
  • community Regal Oaks
  • rental type Townhome
  • sleeps 8
  • baths
  • rates (USD) $50 - $160 /nt
 
 
 
 
 

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DEAL!! Grand opening big discount spring luxuray Brand New 8 Bed/
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts $400 off = $1,299 per week
  • bedrooms 8
  • community Emerald Island Resort
  • rental type Villa
  • sleeps 18
  • baths 6
  • rates (USD) $219 - $399 /nt
    $1,699 - $2,899 /wk
 
 
 
 
 

1 reviews write a review

DEAL!! A luxury Villa with Pool/Spa 3 Miles from Disney
Kissimmee House Rental Picture
  • House Rental Deals and Discounts $40 off = $120 per night
  • House Rental Deals and Specials Free BBQ grill ($55)
  • bedrooms 5
  • community Emerald Island Resort
  • rental type House
  • owner badgeowner badge
  • sleeps 12
  • baths 3
  • rates (USD) $159 - $219 /nt
    $799 - $1,399 /wk
 
 
 
 
 

10 reviews write a review

DEAL!! ***Suaimhneas***lakeside with hot tub and games room!
Kissimmee House Rental Picture
  • House Rental Deals and Discounts 10% off = $153 per night
  • bedrooms 5
  • community Sunset Lakes
  • rental type House
  • sleeps 10
  • baths
  • rates (USD) $170 - $228 /nt
    $1,195 - $1,600 /wk
 
 
 
 
 

4 reviews write a review

DEAL!! Complete refurbished in 2010! Eagle Pointe
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts 30% off = $80 per night
  • bedrooms 4
  • community Eagle Pointe
  • rental type Villa
  • owner badgeowner badge
  • sleeps 10
  • baths 2
  • rates (USD) $115 - $130 /nt
    $800 - $900 /wk
 
 
 
 
 

2 reviews write a review

DEAL!! Relax in the Florida Sunshine! 4 Bed 3 1/2 Bath Town home
Kissimmee Townhome Rental Picture
  • Townhome Rental Deals and Discounts $30 off = $100 per night
  • bedrooms 4
  • community Heritage Key Villas
  • rental type Townhome
  • sleeps 8
  • baths
  • rates (USD) $130 /nt
    $750 /wk
    $2,100 /mth
 
 
 
 
 

6 reviews write a review

DEAL!! Outstandingly The Best of the Best/5-Bed/4-Bath PERFECT
Kissimmee House Rental Picture
  • House Rental Deals and Discounts $300 off = $900 per week
  • House Rental Deals and Specials free cleaning ($150)
  • bedrooms 5
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 12
  • baths 4
  • rates (USD) $115 - $175 /nt
    $805 - $1,225 /wk
 
 
 
 
 

2 reviews write a review

DEAL!! South Facing Pool-Hot Tub-Wifi-Game Room-Near Disney
Kissimmee House Rental Picture
  • House Rental Deals and Discounts 45% off = $852 per week
  • bedrooms 7
  • community Legacy Park
  • rental type House
  • sleeps 16
  • baths
  • rates (USD) $150 - $330 /nt
    $950 - $2,300 /wk
 
 
 
 
 

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DEAL!! Fun Filled Florida Holidays
Kissimmee House Rental Picture
  • House Rental Deals and Discounts $10 off = $89 per night
  • bedrooms 3
  • community Chatham Park
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $89 - $114 /nt
    $695 - $995 /wk
    $2,200 - $2,600 /mth
 
 
 
 
 

10 reviews write a review