Destination: Search
Great Rentals is part of HomeAway.com, the world's leading vacation rentals marketplace. Search over 170,000 vacation rentals properties now! Click here to see more Kissimmee Area Vacation Rentals

Kissimmee Area Rentals

Go to page 1 2 3 4 5 6 7 (1-50 of 502) Next Last
Sort by: Show rentals per page
SPECIAL OFFER! $$ Early Booking Cash Discount Disney $$ January 10 - April 11

Reunion THE MEDITERRANEAN VILLA, Reunion, SW Pool, Golfview, Games/Cinema WIFI

  • 5 BR/4 BA, 1 half bath Villa (sleeps 12)
    $405 - $580/nt
    $2,835 - $4,060/wk
    per property, accept credit card, wheelchair accessible, Resort, Private Pool, Communal Pool, Jacuzzi, Tennis Court, Lawn / Garden
SPECIAL OFFER! Last minute deal for 6/16-6/29 June 16 - June 29

Terra Verde Forest View-3 king/2 queen/3 double twin/WiFi/Luxury furnished

  • 8 BR/4 BA, 1 half bath Villa (sleeps 19) wheelchair accessible, Resort, Private Pool, Communal Pool, Balcony, pets considered, Fitness Room / Equipment, Air Conditioning
SPECIAL OFFER! 10% off rental rates August & September August 24 - September 30

Emerald Island Isabel's Disney Villa, a stylishly decorated home for your vacation

  • 5 BR/3 BA House (sleeps 10) accept credit card, Resort, Town, Private Pool, Communal Pool, Tennis Court, Lawn / Garden, Fitness Room / Equipment, Air Conditioning
SPECIAL OFFER! $540/Week, Enjoy Disney Fun in Summer May 27 - August 1

Kissimmee $69/NT: 5/27~5/30. Rachael Ray Recommends, Minutes to Parks, Free WiFi

  • 4 BR/3 BA Villa (sleeps 10)
    $55 - $119/nt
    $55/wk
    per property, accept credit card, wheelchair accessible, Lake, Resort, Communal Pool, Jacuzzi, Tennis Court, pets considered, Fitness Room / Equipment
SPECIAL OFFER! Bargain 2013 prices $900 per week May 18 - December 15

Seasons Spacious 5 bed villa 10 minutes from Disney with games room Free wi fi

  • 5 BR/4 BA Villa (sleeps 10)
    $150/nt
    $1,100/wk
    per property, accept credit card, wheelchair accessible, Lake, Town, Private Pool, Jacuzzi, Lawn / Garden, pets considered, Air Conditioning
SPECIAL OFFER! May Special! April 26 - May 31

Kissimmee Brand New and Luxurious Family Friendly Home, 15 mins away from Disney

  • 6 BR/6 BA House (sleeps 12) Resort, Private Pool, Communal Pool, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable, Television

Lindfields Luxury villa with swimming pool, at 10 min from Disney

  • 4 BR/2 BA Villa (sleeps 8)
    $110 - $140/nt
    per property, accept credit card, rural, waterfront, Private Pool, terrace, Air Conditioning, Internet, Satellite / Cable, Television

Veranda Palms Mickey's Ritz- Luxury 4 Bed, 3 Bath + Pool/Spa Villa only 4 miles from Disney

  • 4 BR/3 BA Villa (sleeps 8)
    $812 - $1,228/wk
    per property, accept credit card, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

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

  • 7 BR/4 BA, 1 half bath Villa (sleeps 14)
    $1,675 - $2,725/wk
    per property, Lake, Resort, Private Pool, Communal Pool, Tennis Court, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable

Reunion REUNION RENTALS ORLANDO 5 BED ULTRA COOL EUROPEAN LUXURY- FUN & GAMES !!!

  • 5 BR/4 BA, 1 half bath House (sleeps 10)
    $3,200/wk
    per property, accept credit card, wheelchair accessible, Resort, Private Pool, Lawn / Garden, terrace, Balcony, Air Conditioning
Back to Top

Reunion **REUNION RENTALS ORLANDO *** 6 BEDROOM LUXURIOUS HIGH END HOME

  • 6 BR/5 BA, 1 half bath House (sleeps 14) accept credit card, wheelchair accessible, Resort, Private Pool, Communal Pool, Jacuzzi, terrace, Balcony

Reunion Rent a Home in Reunion Exclusive Disney/Orlando Resort

  • 5 BR/5 BA Villa (sleeps 14) wheelchair accessible, Resort, Private Pool, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

Windsor Hills Luxury Disney Villa with South Facing Pool/Spa, WiFi, Game Rm, 2 mi to Disney

  • 6 BR/4 BA Villa (sleeps 14)
    $189 - $350/nt
    $1,199 - $2,399/wk
    per property, accept credit card, wheelchair accessible, Downtown, Lake, Resort, Town, Private Pool, Communal Pool, Jacuzzi, Tennis Court, Fitness Room / Equipment

Terra Verde Luxury, Newly furnished 6BR/5.5BR, South Facing Pool, Game,WiFi,10 min to Disney

  • 6 BR/5 BA, 1 half bath Villa (sleeps 14)
    $189 - $345/nt
    $1,299 - $2,299/wk
    per property, accept credit card, wheelchair accessible, Beach, Resort, Private Pool, Communal Pool, Jacuzzi, Sauna, Tennis Court

Windsor Palms Minnie's Escape Pool Home, Southwest Facing Pool, Free Wi-Fi, Games Room

  • 4 BR/3 BA House (sleeps 8) Resort, Town, Private Pool, Communal Pool, Tennis Court, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

Paradise Cay Newly renovated townhouse, mins to Disney and Universal, Sleep Up to 9

  • 3 BR/2 BA, 1 half bath Townhome (sleeps 9)
    $59 - $99/nt
    per property, accept credit card, Downtown, Lake, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

Crestwynd Bay Newly furnished towmhome, 1.5 miles to Disney, Sleep Up to 9

  • 3 BR/2 BA, 1 half bath Townhome (sleeps 9) accept credit card, limited accessibility, wheelchair accessible, Downtown, Lake, Resort, Communal Pool, Air Conditioning, Internet, Satellite / Cable

Encantada Resort Premium townhouse with private pool in the Encantada resort 3 miles from Disney

  • 3 BR/2 BA, 1 half bath Townhome (sleeps 8)
    $88 - $100/nt
    $600 - $700/wk
    per property, accept credit card, Resort, Private Pool, Communal Pool, Jacuzzi, Lawn / Garden, Fitness Room / Equipment, Air Conditioning

Terra Verde Luxury Disney area villa with south-facing pool and lake view

  • 4 BR/3 BA Villa (sleeps 10) Lake, Resort, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Reunion TOP VILLA - 4 Bedroom Villa Located in the Heart of Reunion Resort

  • 5 BR/2 BA, 1 half bath Villa (sleeps 8) Resort
Back to Top

Sunset Lakes Lakefront Vacation Villa, Hot Tub & Pool - Near Disney, Golf, Dining & Shopping!

  • 4 BR/3 BA Villa (sleeps 8)
    $120 - $130/nt
    $825 - $895/wk
    $2,950 - $3,150/month
    per property, accept credit card, wheelchair accessible, Lake, Waterfront, Communal Pool, Lawn / Garden, pets considered, Air Conditioning, Internet

Emerald Island Beautiful Home with Pool in Fantastic Resort Community-Near Walt Disney World!

  • 4 BR/3 BA House (sleeps 10)
    $125 - $251/nt
    $875 - $1,757/wk
    per property, accept credit card, Resort, Private Pool, Communal Pool, Sauna, Tennis Court, Fitness Room / Equipment, Air Conditioning

Lake Berkley Disney/Golf (Best Value Of The Best), FREE SPA HEAT, 2 Master Suites, Game Rm.

  • 6 BR/4 BA Villa (sleeps 14)
    $180 - $300/nt
    $1,100 - $1,600/wk
    per property, accept credit card, wheelchair accessible, Lake, Resort, Waterfront, Private Pool, Communal Pool, Jacuzzi, Tennis Court, Lawn / Garden

Eagle Pointe Luxurious lake view vacation home in relaxing community just minutes from Disney

  • 3 BR/2 BA House (sleeps 8)
    $110 - $120/nt
    $700 - $750/wk
    per property, accept credit card, Lake, Waterfront, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Windsor Hills 2 Miles from Disney,Themed RMs, South Facing Pool

  • 6 BR/4 BA House (sleeps 15) limited accessibility, Resort, Private Pool, Communal Pool, Lawn / Garden, Fitness Room / Equipment, Air Conditioning, Internet

Formosa Gardens Unsurpassed in luxury, beauty, comfort, efficiency and fun! 1+ miles to Disney

  • 4 BR/3 BA House (sleeps 12)
    $1,095 - $1,595/wk
    per property, accept credit card, Private Pool, Jacuzzi, Tennis Court, Lawn / Garden, Fitness Room / Equipment, Internet, Satellite / Cable

Lindfields An executive luxury villa (INDOOR POOL & JACUZZI)

  • 3 BR/3 BA Villa (sleeps 8)
    $738 - $902/wk
    per property, accept credit card, wheelchair accessible, Rural, Town, Private Pool, Jacuzzi, Tennis Court, Lawn / Garden, Terrace

Indian Creek STUNNING 4 BED POOL HOME 10 MINS FROM DISNEY

  • 4 BR/3 BA Villa (sleeps 8)
    $735 - $980/wk
    per property, accept credit card, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Terra Verde May Special: $999/week - 8 BR Villa Close to Disney and Sea World

  • 8 BR/4 BA, 1 half bath Villa (sleeps 19) wheelchair accessible, Lake, Resort, Private Pool, Communal Pool, Lawn / Garden, pets considered, Air Conditioning, Internet

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

  • 7 BR/5 BA, 1 half bath Villa (sleeps 14)
    $1,695 - $2,695/wk
    per property, accept credit card, wheelchair accessible, Lake, Resort, Private Pool, Communal Pool, Tennis Court, terrace, Fitness Room / Equipment
Back to Top

Reunion Spectacular Reunion Views

  • 4 BR/4 BA, 1 half bath House (sleeps 10)
    $200 - $300/nt
    $1,300 - $3,000/wk
    per property, accept credit card, Resort, Private Pool, Communal Pool, terrace, Balcony, pets considered, Air Conditioning

Kissimmee Luxury 3BR/3BA with H Speed Internet near Disney & Shoping

  • 3 BR/3 BA Townhome (sleeps 8) accept credit card, wheelchair accessible, Downtown, Resort, Communal Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable

Emerald Island Last minutes discount 5/29 to 6/8 only $899 per week

  • 6 BR/5 BA, 1 half bath House (sleeps 16) accept credit card, Resort, Private Pool, Communal Pool, Sauna, Tennis Court, Lawn / Garden, Fitness Room / Equipment

Windsor Hills Luxury Disney Sunrise Villa at Windsor Hills

  • 6 BR/4 BA Villa (sleeps 14)
    $215 - $295/nt
    $1,505 - $2,065/wk
    per property, accept credit card, Resort, Village, Private Pool, Communal Pool, Jacuzzi, Tennis Court, Fitness Room / Equipment, Air Conditioning

Windsor Hills 2576 Archfeld Blvd

  • 6 BR/4 BA Condo (sleeps 12)
    $383 - $518/nt
    $2,681 - $3,626/wk
    per property, Television

Emerald Island Luxury Home Free Pool/Spa Heat - Pinball, XBox 360, PS3 only 3 miles to Disney

  • 4 BR House (sleeps 8)
    $154/nt
    $1,183/wk
    per property, accept credit card, wheelchair accessible, Resort, Private Pool, Communal Pool, Tennis Court, Fitness Room / Equipment, Air Conditioning

Sunset Lakes Executive 4 bed 3 bath sunset lakes villa, Fantastic Family Getaway.

  • 4 BR/3 BA House (sleeps 8)
    $125 - $135/nt
    $865 - $940/wk
    $3,200 - $3,500/month
    per property, Beach, Downtown, Private Pool, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Sunset Lakes Enjoy The Beautiful Sunset Lakes In This Luxury Pool Home With Free WI

  • 4 BR/2 BA House (sleeps 8)
    $114 - $148/nt
    $799 - $945/wk
    $2,500 - $3,100/month
    per property, wheelchair accessible, Downtown, Lake, Private Pool, Communal Pool, Air Conditioning, Internet, Satellite / Cable, Television

Windsor Hills Luxury 5 min. from Disney w/princess room,private pool,spa,pool table,Wii,Xbox

  • 6 BR/4 BA House (sleeps 14) accept credit card, limited accessibility, wheelchair accessible, Resort, Private Pool, Communal Pool, Tennis Court, Fitness Room / Equipment

Windsor Palms Minutes From Mickey 3Bed 3Bath Townhome W South Facing Pool

  • 3 BR/3 BA Townhome (sleeps 6) Resort, Private Pool, Communal Pool, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable, Television
Back to Top

Kissimmee Less than 4 miles from Disney, 4br/3ba + Pool/Spa + Game Room

  • 4 BR/3 BA House (sleeps 10) Waterfront, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Lake Berkley BEAUTIFUL Home, REASONABLY Priced!

  • 4 BR/3 BA, 1 half bath Townhome (sleeps 10) Resort, Communal Pool, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Indian Creek Newly Furnished! Private Pool/Spa Home; Games Room, 3 Miles to Disney

  • 4 BR/3 BA House (sleeps 8)
    $115 - $170/nt
    $700 - $980/wk
    per property, Town, Private Pool, Internet, Satellite / Cable, Television, DVD Player

Kissimmee Disney World 1 Mile,Quality Family Vacation,Up to 8,Gated, WiFi, Lk View,

  • 4 BR/3 BA Condo (sleeps 8)
    $85 - $100/nt
    $595 - $700/wk
    per property, accept credit card, Lake, Resort, Communal Pool, Jacuzzi, Tennis Court, Balcony, Fitness Room / Equipment, Air Conditioning

Indian Creek Luxurious villa - 4 bedroom 3 bathroom, sleep 8

  • 4 BR/3 BA House (sleeps 8)
    $850 - $990/wk
    per property, accept credit card, Beach, Downtown, Private Pool, Jacuzzi, Tennis Court, Air Conditioning, Internet, Satellite / Cable

Kissimmee Sunny & Spacious Florida 3BR/3BA Condo - Private Balcony!

  • 3 BR/3 BA Condo (sleeps 6)
    $139 - $259/nt
    per property, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Television

Kissimmee Beautiful Florida Home w/Private Pool - 10 Minutes to Disney!

  • 6 BR/4 BA, 1 half bath House (sleeps 14)
    $229 - $349/nt
    per property, Sauna, Fitness Room / Equipment, Air Conditioning, Internet, Television

Kissimmee Beautiful & Spacious 6BR Townhouse w/Private Pool - Near Disney World!

  • 6 BR/4 BA, 1 half bath House (sleeps 12)
    $249 - $329/nt
    per property, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Television

Windsor Hills Windsor Hills 5bed/5 bath/south facing/free WiFi/games room/baby equipment

  • 5 BR/5 BA Villa (sleeps 10)
    $185 - $215/nt
    $1,295 - $1,505/wk
    per property, accept credit card, wheelchair accessible, Resort, Rural, Private Pool, Communal Pool, Air Conditioning, Internet, Television

Kissimmee Perfect for you, beautiful Disney themed 4 Bed 3 bath pool home

  • 4 BR/3 BA Townhome (sleeps 8)
    $135 - $170/nt
    $910 - $1,155/wk
    $3,220 - $3,500/month
    per property, Private Pool, Communal Pool, Sauna, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable, Television
Back to Top
Go to page 1 2 3 4 5 6 7 (1-50 of 502) Next Last

© 1996-Present HomeAway.com, Inc. All rights reserved.

Use of this Web site constitutes acceptance of the GreatRentals.com Terms and Conditions and Privacy Policy.