Help on Feeds

Deals on Vacation Rentals in Kissimmee, Florida

$33 $26 64
rental results

availability


Weekly rate:

Min $0, Max $4000

$0
$2,000
$4,000+

Bedrooms: Min 0, Max 5

0
5+







Property Type:


legend

savings
freebies
has photos
has calendar
has swimming pool
has hot tub
pets allowed
owner badge

* Nightly rates and average rates per bedroom are based on actual rates in this area. Learn More .

DEAL!! Luxury 7BR4.5BA Emerald Island Villa 3 Miles to Disney
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts 30% off = $244 per night
  • Villa Rental Deals and Specials Free Cleaning Fees for bookings of 7... ($145)
  • bedrooms 7
  • community Emerald Island Resort
  • rental type Villa
  • owner badgeowner badge
  • sleeps 16
  • baths
  • rates (USD) $210 - $399 /nt
    $1,299 - $2,599 /wk
    $3,800 - $4,500 /mth
 
 
 
 
 

9 reviews write a review

DEAL!! Magnificent Three Bed Backing Onto Conservation
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts 35% off = $396 per week
  • bedrooms 3
  • community Windward Cay
  • rental type Villa
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $610 - $775 /wk
 
 
 
 
 

5 reviews write a review

DEAL!! Coconut Palm Hideaway
Kissimmee Condo Rental Picture
  • Condo Rental Deals and Discounts 20% off = $88 per night
  • Condo Rental Deals and Specials WiFi ($50)
  • bedrooms 3
  • community Windsor Palms Resort
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $65 - $190 /nt
    $455 - $1,300 /wk
    $1,400 - $2,600 /mth
 
 
 
 
 

9 reviews write a review

DEAL!! Beautiful Lakefront 3BR in Gated Villa-Close to Pool
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts 20% off = $71 per night
  • Villa Rental Deals and Specials Rent 3 weeks get 1 week free ($1395)
  • bedrooms 3
  • community Seven Dwarfs Lane
  • rental type Villa
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $89 - $125 /nt
    $623 - $875 /wk
    $2,000 - $3,000 /mth
 
 
 
 
 

9 reviews write a review

DEAL!! Harmony Place
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Specials cleaning fee waived ($70)
  • bedrooms 3
  • community Crescent Lakes
  • rental type Villa
  • sleeps 6
  • baths 2
  • rates (USD) $75 - $100 /nt
    $525 - $700 /wk
    $2,100 - $2,800 /mth
 
 
 
 
 

write a review

DEAL!! Cumbrian Villa - Gated Community - South Facing Pool and Spa
Kissimmee House Rental Picture
  • House Rental Deals and Discounts $10 off = $120 per night
  • House Rental Deals and Specials Free Pool Heat! ($175)
  • bedrooms 6
  • community Cumbrian Lakes
  • rental type House
  • owner badgeowner badge
  • sleeps 14
  • baths
  • rates (USD) $120 - $225 /nt
    $840 - $1,575 /wk
 
 
 
 
 

21 reviews write a review

DEAL!! IP Villa- Huge South Facing pool. Great Child Themed Rooms!
Kissimmee House Rental Picture
  • House Rental Deals and Specials Free Pool Heat! ($175)
  • bedrooms 4
  • community Indian Point
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $85 - $125 /nt
 
 
 
 
 

23 reviews write a review

DEAL!! Luxury Lakefront Condo (near Disney)
Kissimmee Condo Rental Picture
  • Condo Rental Deals and Discounts 10% off = $80 per night
  • Condo Rental Deals and Specials Internet ($40)
  • bedrooms 2
  • community Legacy Dunes Resort
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $69 - $89 /nt
    $483 - $623 /wk
    $1,650 - $2,250 /mth
 
 
 
 
 

write a review

DEAL!! Distinguished DISNEY Home - May Special: $570 (5/3-5/9)
Kissimmee House Rental Picture
  • House Rental Deals and Discounts 30% off = $570 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
 
 
 
 
 

12 reviews write a review

DEAL!! $199: 4/19-4/21! Newly Decorated Home. Minutes to Disney
Kissimmee Townhome Rental Picture
  • Townhome Rental Deals and Discounts 40% off = $59 per night
  • Townhome Rental Deals and Specials Buy One Week At Regular Price Get... ($1400)
  • bedrooms 4
  • community Club Cortile Resort
  • rental type Townhome
  • sleeps 10
  • baths 3
  • rates (USD) $29 - $109 /nt
    $330 - $790 /wk
    $1,150 - $1,900 /mth
 
 
 
 
 

1 reviews write a review

DEAL!! Executive 3 Bed Villa with Private Pool Sleeps 8
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts GBP 5% off = £427 per week
  • bedrooms 3
  • community Chatham Park
  • rental type Villa
  • sleeps 8
  • baths 2
  • rates (GBP) £420 - £500 /wk
 
 
 
 
 

5 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!! 7BR/3Kings/Pool/SPA/Lanai/Wifi/6.5miles Disney/1.5miles golf
Kissimmee House Rental Picture
  • House Rental Deals and Discounts 20% off = $156 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!! Luxury 7BR/4.5BA Pool/Spa/Lanai/Wood Floor 3 Miles to Disney
Kissimmee House Rental Picture
  • House Rental Deals and Discounts 30% off = $1,050 per week
  • House Rental Deals and Specials Rent 4 weeks get 1 week free ($1500)
  • 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
 
 
 
 
 

15 reviews write a review

DEAL!! Kissimmee Villa-Condo MAR 29 to APR 15 SPECIALS
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts $400 off = $395 per week
  • bedrooms 3
  • community
  • rental type Villa
  • sleeps 8
  • baths
  • rates (USD) $49 - $99 /nt
    $395 - $895 /wk
    $1,500 - $2,000 /mth
 
 
 
 
 

write a review

DEAL!! 7 BR, South Facing Pool, 3 Miles to Disney
Kissimmee House Rental Picture
  • House Rental Deals and Discounts 25% off = $971 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
 
 
 
 
 

54 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 $150 off = $1,300 per week
  • bedrooms 7
  • community Terra Verde Resort
  • rental type Villa
  • owner badgeowner badge
  • sleeps 15
  • baths
  • rates (USD) $169 - $359 /nt
    $950 - $2,300 /wk
    $4,000 - $5,500 /mth
 
 
 
 
 

23 reviews write a review

DEAL!! DISNEY & Lego Land Lake Marion Free Wi-Fi From$48 NIGHT DEAL
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts 45% off = $1,099 per month
  • Villa Rental Deals and Specials BROADBAND & LOCAL CALLS ($250)
  • bedrooms 2
  • community Lake Marion Resort
  • rental type Villa
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $48 - $75 /nt
    $300 - $525 /wk
    $999 - $1,999 /mth
 
 
 
 
 

6 reviews write a review

DEAL!! Star Lake Manor - Lakefront with Theater, Games Room & Pool
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts 25% off = $540 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
 
 
 
 
 

3 reviews write a review

DEAL!! Marg Lane
Kissimmee House Rental Picture
  • House Rental Deals and Discounts 20% off = $840 per week
  • bedrooms 5
  • community Trafalgar Village
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths
  • rates (USD) $110 - $180 /nt
    $825 - $1,275 /wk
    $2,400 - $3,600 /mth
 
 
 
 
 

2 reviews write a review

DEAL!! Luxury Gated Villa 5 Miles From Disney WiFi
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts 25% off = $73 per night
  • Villa Rental Deals and Specials 73 ($98)
  • bedrooms 4
  • community Club Cortile
  • rental type Villa
  • owner badgeowner badge
  • sleeps 10
  • baths 3
  • rates (USD) $33 - $108 /nt
    $323 - $613 /wk
    $1,127 - $1,828 /mth
 
 
 
 
 

35 reviews write a review

DEAL!! Disney Area 3-Bed Luxury, 2 level,Townhome at Oakwater
Kissimmee Townhome Rental Picture
  • Townhome Rental Deals and Discounts $60 off = $80 per night
  • Townhome Rental Deals and Specials Free WIFI valued 120 per week ($120)
  • bedrooms 3
  • community Oakwater Resort
  • rental type Townhome
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $110 - $140 /nt
    $770 - $980 /wk
    $3,300 - $4,200 /mth
 
 
 
 
 

19 reviews write a review

DEAL!! Luxury New 6BR/Pool/Spa/Lanai/Game villa, 1.5Mile to Disney
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts $30 off = $170 per night
  • bedrooms 6
  • community Windsor Hills Resort
  • rental type Villa
  • sleeps 13
  • baths 4
  • rates (USD) $160 - $285 /nt
    $1,120 - $1,995 /wk
 
 
 
 
 

write a review

DEAL!! Luxury Villa with Pool/Spa and Lake view. Close to Disney
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts $38 off = $89 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
 
 
 
 
 

22 reviews write a review

DEAL!! CLOSE TO Disney, Spa, Gameroom, WiFi, PS2, Privacy, 10 TVs
Kissimmee House Rental Picture
  • House Rental Deals and Discounts 25% off = $149 per night
  • House Rental Deals and Specials FREE Pool & Spa Heating & FREE BBQ grill... ($225)
  • bedrooms 6
  • community Oak Island Cove
  • rental type House
  • owner badgeowner badge
  • sleeps 15
  • baths 4
  • rates (USD) $129 - $399 /nt
    $973 - $2,793 /wk
 
 
 
 
 

11 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 = $100 per night
  • 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
 
 
 
 
 

14 reviews write a review

DEAL!! 3 BR South Facing Pool Home from $89-Free WiFi
Kissimmee House Rental Picture
  • House Rental Deals and Discounts $50 off = $89 per night
  • bedrooms 3
  • community
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $89 - $179 /nt
 
 
 
 
 

1 reviews write a review

DEAL!! 2-King Master Suites FencedPool/Spa5 Mins to Disney
Kissimmee House Rental Picture
  • House Rental Deals and Discounts 30% off = $805 per week
  • House Rental Deals and Specials Rent 3 weeks get one week free ($1350)
  • bedrooms 5
  • community Indian Creek
  • rental type House
  • owner badgeowner badge
  • sleeps 12
  • baths 4
  • rates (USD) $135 - $230 /nt
    $950 - $1,600 /wk
    $2,850 - $3,600 /mth
 
 
 
 
 

7 reviews write a review

DEAL!! Disney-Crew Homes at Windsor Palms Resort near Disney
Kissimmee Townhome Rental Picture
  • Townhome Rental Deals and Discounts $250 off = $2,249 per month
  • Townhome Rental Deals and Specials WIFI ($120)
  • 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!! Resort Townhouse near Disney
Kissimmee House Rental Picture
  • House Rental Deals and Discounts 20% off = $60 per night
  • House Rental Deals and Specials WIFI Unlimited ($50)
  • bedrooms 3
  • community Emerald Island Resort
  • rental type House
  • sleeps 8
  • baths
  • rates (USD) $73 - $93 /nt
    $560 - $650 /wk
    $1,865 - $2,167 /mth
 
 
 
 
 

2 reviews write a review

DEAL!! Luxury 4 Bd 3 Bth pool+Spa + Games Rm Emerald Island Resort
Kissimmee House Rental Picture
  • House Rental Deals and Discounts free night valued at USD $150
  • bedrooms 4
  • community Emerald Island Resort
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths 3
  • rates (USD) $130 - $190 /nt
    $800 - $1,195 /wk
 
 
 
 
 

7 reviews write a review

DEAL!! Newly furnished 4 BR, 5 miles to Disney, WiFi, cable, phone
Kissimmee Townhome Rental Picture
  • Townhome Rental Deals and Discounts $25 off = $50 per night
  • bedrooms 4
  • community Coral Cay Resort
  • rental type Townhome
  • sleeps 8
  • baths 3
  • rates (USD) $39 - $99 /nt
    $26 - $693 /wk
    $1,000 - $1,600 /mth
 
 
 
 
 

14 reviews write a review

DEAL!! Eva Kingdom-New/Back to woods/Sleep 14 people
Kissimmee House Rental Picture
  • House Rental Deals and Discounts $40 off = $120 per night
  • bedrooms 4
  • community Emerald Island Resort
  • rental type House
  • owner badgeowner badge
  • sleeps 14
  • baths 3
  • rates (USD) $125 - $175 /nt
    $750 - $1,350 /wk
    $2,400 - $3,600 /mth
 
 
 
 
 

11 reviews write a review

DEAL!! Absolutly refurbished 2010!
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts $20 off = $95 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!! Emma Castle-Fenced backyard, greate location
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts $75 off = $700 per week
  • bedrooms 4
  • community Indian Creek
  • rental type Villa
  • owner badgeowner badge
  • sleeps 10
  • baths 3
  • rates (USD) $110 - $160 /nt
    $750 - $1,050 /wk
    $2,400 - $3,000 /mth
 
 
 
 
 

28 reviews write a review

DEAL!! Amazing 3br 2ba pool home with GAME ROOM, FREE Wi-Fi, Disney
Kissimmee House Rental Picture
  • House Rental Deals and Specials free welcome pack ($100)
  • bedrooms 3
  • community Indian Ridge Oaks
  • rental type House
  • sleeps 7
  • baths 2
  • rates (USD) $85 - $170 /nt
    $595 - $1,190 /wk
    $2,000 - $2,700 /mth
 
 
 
 
 

6 reviews write a review

DEAL!! Regal Villa Orlando Kissimmee DISNEY Vacation Pool Home Rent
Kissimmee House Rental Picture
  • House Rental Deals and Discounts $40 off = $120 per night
  • House Rental Deals and Specials FREE END CLEANING AND FREE POOL HEAT +... ($230)
  • bedrooms 4
  • community Lindfields
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths
  • rates (USD) $120 - $160 /nt
    $840 - $1,120 /wk
    $2,300 - $3,000 /mth
 
 
 
 
 

2 reviews write a review

DEAL!! Superb 4 bed pool home, wi-fi, games room near Disney
Kissimmee House Rental Picture
  • House Rental Deals and Discounts 10% off = $710 per week
  • bedrooms 4
  • community Indian Point
  • rental type House
  • sleeps 9
  • baths 2
  • rates (USD) $93 - $124 /nt
    $655 - $868 /wk
 
 
 
 
 

24 reviews write a review

DEAL!! Luxury Suite, 2 miles to Disney, Free WiFi Cable
Kissimmee Townhome Rental Picture
  • Townhome Rental Deals and Discounts 45% off = $48 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
 
 
 
 
 

8 reviews write a review

DEAL!! Fantastic Townhouse close to Disney World
Kissimmee Townhome Rental Picture
  • Townhome Rental Deals and Discounts 10% off = $67 per night
  • bedrooms 2
  • community Grand Palms
  • rental type Townhome
  • sleeps 6
  • baths 2
  • rates (USD) $75 - $85 /nt
    $500 - $595 /wk
    $1,400 /mth
 
 
 
 
 

1 reviews write a review

DEAL!! Deluxe Pool Home Near Disney - 6 bedrooms
Kissimmee House Rental Picture
  • House Rental Deals and Discounts 25% off = $900 per week
  • bedrooms 6
  • community Trafalgar Village
  • rental type House
  • sleeps 14
  • baths 5
  • rates (USD) $950 - $1,400 /wk
    $2,900 - $3,900 /mth
 
 
 
 
 

write a review

DEAL!! Complete refurbished in 2010! Eagle Pointe
Kissimmee Villa Rental Picture
  • Villa Rental Deals and Discounts $25 off = $90 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!! Outstandingly The Best of the Best/5-Bed/4-Bath PERFECT
Kissimmee House Rental Picture
  • House Rental Deals and Discounts $250 off = $950 per week
  • House Rental Deals and Specials free cleaning ($160)
  • bedrooms 5
  • community
  • rental type House
  • sleeps 12
  • baths 4
  • rates (USD) $115 - $175 /nt
    $805 - $1,225 /wk
 
 
 
 
 

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 = $659 per week
  • 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
 
 
 
 
 

9 reviews write a review

DEAL!! Disney Dream Vacation Rental !!!
Kissimmee Townhome Rental Picture
  • Townhome Rental Deals and Discounts 25% off = $69 per night
  • Townhome Rental Deals and Specials Housekeeping ($100)
  • bedrooms 4
  • community Seven Dwarfs Lane
  • rental type Townhome
  • owner badgeowner badge
  • sleeps 10
  • baths 3
  • rates (USD) $92 /nt
    $644 /wk
    $2,500 /mth
 
 
 
 
 

4 reviews write a review

DEAL!! ***Suaimhneas***lakeside with hot tub and games room!
Kissimmee House Rental Picture
  • House Rental Deals and Discounts 20% off = $956 per week
  • 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!! Silver Palm
Kissimmee Condo Rental Picture
  • Condo Rental Deals and Discounts 10% off = $76 per night
  • bedrooms 3
  • community Windsor Palms Resort
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $75 - $120 /nt
    $525 - $840 /wk
    $2,100 - $3,360 /mth
 
 
 
 
 

write a review

DEAL!! 5BR/4BA Disney hme-2 mstr BR, themed BR, S facing pool, spa
Kissimmee House Rental Picture
  • House Rental Deals and Discounts 15% off = $109 per night
  • bedrooms 5
  • community Indian Creek
  • rental type House
  • owner badgeowner badge
  • sleeps 12
  • baths 4
  • rates (USD) $129 - $199 /nt
 
 
 
 
 

15 reviews write a review