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Special Offers in Kissimmee Area Rentals

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SPECIAL OFFER! $115 A Night, $775 A Week Tax Included October 18 - December 31

Indian Creek Newly Furnished! Private Pool/Spa Home; Sleeps 8, 3 Miles to Disney

  • 4 BR/3 BA House (sleeps 8)
    $129/nt
    $903/wk
    $2,850/month
    per property, town, pool, internet access, satellite or cable, TV, DVD
SPECIAL OFFER! Wow! Last Min. $1245/wk for New Bookings October 22 - December 18

Windsor Hills 2009 Windsor Hills Reserve Luxury Pool Home w/ Spa,Wi-Fi,Game Room,HDTV, Disney

  • 6 BR/4 BA House (sleeps 14)
    $225 - $315/nt
    $1,245 - $2,170/wk
    per property, resort, pool, pool, tennis court, fitness room, air-conditioning, internet access, satellite or cable
SPECIAL OFFER! 2009 Year End Special: $1,500/week October 15 - December 31

Windsor Hills Chelsea: Gm Rm, 55-in HDTV, WiFi

  • 6 BR/4 BA Villa (sleeps 14)
    $215 - $275/nt
    $1,500 - $1,900/wk
    $4,000 - $5,700/month
    per property, resort, pool, pool, jacuzzi, tennis court, fitness room, air-conditioning, internet access
SPECIAL OFFER! Florida Palm Tree Homes Special September 25 - December 25

Eagle Pointe A beautiful luxurious dream vacation home made to relax and enjoy

  • 4 BR/2 BA House (sleeps 8)
    $120/nt
    $840/wk
    per property, rural, pool, air-conditioning, internet access, satellite or cable, TV, DVD, parking
SPECIAL OFFER! Special 25% Discount 7 Nov- 12 Dec 2009 November 7 - December 12

Lake Berkley Disney & Golf (Best Value Of The Best) Pool, Spa,6 Beds,2 Master Suites,Game Rm.

  • 6 BR/4 BA Villa (sleeps 14)
    $900 - $1,500/wk
    per property, resort, waterfront, private pool, communal pool, jacuzzi, tennis court, garden, balcony, fitness room
SPECIAL OFFER! Last minute deal! Only $799/week October 24 - December 19

Terra Verde Forest View-Oversized Porch-Luxury Furnishing-Game RM-HiFi

  • 7 BR/4 BA, 1 half bath Villa (sleeps 17)
    $163 - $299/nt
    $163 - $1,800/wk
    per property, resort, pool, pool, balcony, pets considered, fitness room, air-conditioning, internet access
SPECIAL OFFER! Luxury beautiful home South Facing Pool October 29 - February 28

Windsor Hills Sunny, Luxurious, Beautiful Villa, 5bdrm/5bath, with a private South Facing Pool

  • 5 BR/5 BA Villa (sleeps 12)
    $200/nt
    $1,400/wk
    per property, resort, town, pool, garden, fitness room, air-conditioning, internet access, satellite or cable, TV
SPECIAL OFFER! Fall Special $700.00/wk INC. Pool Heat! October 26 - December 13

Kissimmee Distinctively Orlando Palms Villa with Private Heated Pool, 5 miles to Disney

  • 4 BR/2 BA Villa (sleeps 9)
    $875/wk
    per property, town, pool, jacuzzi, pets considered, air-conditioning, internet access, satellite or cable, TV
SPECIAL OFFER! 40% OFF WITH PAID IN FULL RESERVATION October 31 - January 31

Windsor Hills 6 Bed, Private South-Facing Pool, Games Room, PS2 Windsor Hills Villa

  • 6 BR/4 BA Villa (sleeps 13)
    $200/nt
    per property, resort, pool, pool, jacuzzi, tennis court, air-conditioning, internet access, satellite or cable
SPECIAL OFFER! Pre Christmas Break November 2 - November 25

Kissimmee Superb Lake View-Big Pool-Nr Disney-Games Rm-57'HDTV-Free Internet/Tel

  • 6 BR/4 BA, 1 half bath Villa (sleeps 14)
    $155 - $265/nt
    $999 - $1,641/wk
    $3,450 - $5,564/month
    per property, lake, resort, pool, garden, terrace, pets considered, air-conditioning, internet access, satellite or cable
SPECIAL OFFER! Every Third Night FREE October 30 - December 25

Emerald Island Fantastic resort community 3 miles from Disney

  • 4 BR/3 BA Villa (sleeps 10)
    $154 - $239/nt
    $1,078 - $1,673/wk
    per property, resort, pool, pool, jacuzzi, sauna, tennis court, air-conditioning, internet access
SPECIAL OFFER! Fall Special - $950/week inclusive October 16 - December 6

Terra Verde Modern 5BR home, south facing pool, pond, WiFi (ask about $950/week promo)

  • 5 BR/3 BA Villa (sleeps 10)
    $150 - $275/nt
    $1,050 - $1,925/wk
    per property, resort, waterfront, pool, pool, garden, fitness room, air-conditioning, internet access, satellite or cable
SPECIAL OFFER! $185 per night, Beat the best offer!! November 1 - April 1

Emerald Island MagicBay-South Facing Villa at Emerald Isle

  • 7 BR/4 BA, 1 half bath Villa (sleeps 16)
    $1,499 - $1,699/wk
    per property, resort, pool, pool, jacuzzi, sauna, tennis court, garden, fitness room
SPECIAL OFFER! $998/week to end of the year October 7 - January 31

Emerald Island Brand New-Luxury- Special 30% Off to end of the year-3 Miles to Disney

  • 7 BR/4 BA, 1 half bath Villa (sleeps 16)
    $160 - $300/nt
    $998 - $1,998/wk
    $4,000/month
    per property, resort, pool, pool, jacuzzi, sauna, tennis court, garden, fitness room
SPECIAL OFFER! Extra Special Sale $980/week for 2009 October 18 - December 31

Emerald Island Forget 5* HOTEL, Special Sale $980/pw at Minnie's-mansion in Emerald Island

  • 6 BR/4 BA, 1 half bath House (sleeps 14)
    $133 - $258/nt
    $930 - $1,800/wk
    per property, resort, town, pool, pool, sauna, tennis court, fitness room, air-conditioning, internet access
SPECIAL OFFER! November Special- Only $100 Nt + tax November 7 - November 20

Windsor Hills 5 Star Resort Closest to Disney - Private Pool, PS2, Internet

  • 3 BR/3 BA Townhome (sleeps 8)
    $100 - $149/nt
    $700 - $1,043/wk
    per property, resort, pool, pool, tennis court, pets considered, fitness room, air-conditioning, internet access
SPECIAL OFFER! $550 Weekly Minutes To Walt Disney World October 20 - December 31

Royal Palm Bay Royal Palm Bay, Beautiful Condo, Minutes To Disney World

  • 3 BR/2 BA Condo (sleeps 8)
    $550/wk
    $1,700/month
    per property, resort, jacuzzi, sauna, tennis court, terrace, balcony, fitness room, air-conditioning
SPECIAL OFFER! $600 Weekly Minutes To Walt Disney World November 5 - December 31

Villas at Seven Dwarfs Lane The Villas At Seven Dwarfs Lane - Minutes To Disney

  • 3 BR/2 BA Townhome (sleeps 8)
    $600/wk
    $1,800/month
    per property, resort, jacuzzi, tennis court, garden, fitness room, air-conditioning, internet access, satellite or cable
SPECIAL OFFER! Special Sale $799/Week with tax !!! November 8 - December 19

Indian Creek Oconnor Towers - Orlando Luxury Family Villa on Disney's Doorsteps!

  • 4 BR/3 BA House (sleeps 10)
    $800 - $1,160/wk
    per property, pool, air-conditioning, internet access, satellite or cable, TV, DVD, parking
SPECIAL OFFER! $150 off Weekly Rate - Free WiFi October 1 - February 28

Lindfields Last Minute Specials!! Newly Furnished Home In A Peaceful Safe Neighborhood

  • 4 BR/2 BA House (sleeps 10)
    $100 - $130/nt
    $650 - $875/wk
    per property, pool, air-conditioning, internet access, satellite or cable, TV, DVD, parking
SPECIAL OFFER! Thanksgiving Holiday Special!!! November 1 - November 30

Reunion Resort Gorgeous Custom Home at Reunion Resort with Infinity Pool

  • 5 BR/5 BA, 1 half bath Estate (sleeps 10)
    $450 - $500/nt
    per property, resort, pool, terrace, balcony, pets considered, fitness room, air-conditioning, internet access
SPECIAL OFFER! 7 nights, $500.00 October 14 - December 1

Windsor Hills New 5 Star Condo, 1.5 Miles from Disney, Mickey Themed Room, Xbox

  • 2 BR/2 BA Condo (sleeps 6)
    $69/nt
    per property, resort, tennis court, fitness room, air-conditioning, satellite or cable, TV, DVD, parking
SPECIAL OFFER! Fall special $300 discount for week October 20 - December 20

Lindfields Secluded Luxury Pool Home, Close to Disney w/ Oversized pool

  • 5 BR/2 BA House (sleeps 12)
    $1,050 - $1,550/wk
    per property, lake, jacuzzi, garden, air-conditioning, internet access, TV, DVD, barbecue
SPECIAL OFFER! 25% Off any rental October25-December 19 October 26 - December 19

Kissimmee Luxury 5-Star, 6 BR/4 BA Vacation Villa - 5 Minutes to Disney

  • 6 BR/4 BA Villa (sleeps 14)
    $259 - $295/nt
    $1,813 - $2,065/wk
    per property, pool, tennis court, garden, air-conditioning, internet access, satellite or cable, TV, DVD
SPECIAL OFFER! FREE POOL HEAT for 1 week+ in November!! October 13 - November 30

Indian Creek *** TREE House-ORLANDO Pool Villa *** SPECIAL RATE $99/nt - Oct. to Nov. ****

  • 5 BR/4 BA Villa (sleeps 14)
    $149 - $209/nt
    $995 - $1,495/wk
    $2,995 - $3,695/month
    per property, beach, downtown, pool, tennis court, garden, air-conditioning, internet access, satellite or cable, TV
SPECIAL OFFER! Thanksgiving 2009 November 20 - December 8

Kissimmee Beautiful Luxury Lake Side Villa with Own Pool and Spa & near Disney

  • 6 BR/5 BA, 1 half bath Villa (sleeps 12)
    $200 - $300/nt
    per property, lake, resort, pool, jacuzzi, garden, terrace, fitness room, air-conditioning, internet access
SPECIAL OFFER! FALL BLOWOUT October 14 - December 20

Indian Ridge Oaks Disney Magic, LRG Fenced Yard, Private Pool

  • 5 BR/3 BA Villa (sleeps 12)
    $120 - $195/nt
    $700 - $1,300/wk
    per property, village, air-conditioning, internet access, satellite or cable, TV, DVD
SPECIAL OFFER! Special offer starting from $80/night October 20 - December 20

Emerald Island Gated Emerald Island, Overlook Pool, 3 Mi to Disney, free high speed internet

  • 3 BR/2 BA, 1 half bath Townhome (sleeps 8)
    $80 - $120/nt
    $540 - $798/wk
    $1,600 - $1,770/month
    per property, resort, tennis court, balcony, air-conditioning, internet access, satellite or cable, TV, DVD
SPECIAL OFFER! Special Pricing $ 60 a night! October 1 - December 25

Terra Verde Luxury Accommodations,Near Disney, Gated Resort, Private Spa, Club House, Pool

  • 3 BR/2 BA, 1 half bath Townhome (sleeps 8)
    $70/nt
    $460/wk
    $1,800/month
    per property, lake, resort, pool, jacuzzi, fitness room, air-conditioning, internet access, satellite or cable, TV
SPECIAL OFFER! Look! November/ December $125 per night November 1 - December 16

Windsor Hills BOOK NOW GREAT DEALS!!!! 5bed, Sth Fac Pool/Spa, Games& WIFI

  • 5 BR/5 BA Villa (sleeps 12)
    $1,150 - $1,450/wk
    per property, resort, pool, pool, fitness room, air-conditioning, internet access, satellite or cable, TV
SPECIAL OFFER! Recession Buster. $185 Per Night!! 6 bed October 23 - January 1

Emerald Island Pure Platinum Property at Emerald Island. Recession Buster $185 Per Night!!

  • 6 BR/4 BA, 1 half bath Villa (sleeps 14)
    $185/wk
    per property, downtown, resort, pool, pool, daily maid service, jacuzzi, sauna, tennis court, garden
SPECIAL OFFER! Fall Special: $75 Night September 1 - November 30

Kissimmee Enchanted Encantada Villa 4 Miles To Disney With Private Pool

  • 3 BR/2 BA, 1 half bath Villa (sleeps 6)
    $109 - $119/nt
    $690 - $760/wk
    $2,200 - $2,400/month
    per property, lake, resort, pool, pool, jacuzzi, garden, fitness room, air-conditioning, internet access
SPECIAL OFFER! November Special- Only $100 night + tax November 4 - December 1

Windsor Hills 5 Star Resort Closest to Disney - Private Pool, PS2, Internet

  • 3 BR/3 BA Townhome (sleeps 8)
    $100 - $149/nt
    $700 - $1,043/wk
    per property, resort, pool, pool, tennis court, pets considered, fitness room, air-conditioning, internet access
SPECIAL OFFER! $450 per week/$75 per night 2 night min August 24 - November 15

Kissimmee Look No Further!!! Crestwynd Bay 1.2 miles to Disney

  • 3 BR/3 BA Townhome (sleeps 8)
    $90/nt
    $550/wk
    $2,000/month
    per property, resort, pool, garden, terrace, air-conditioning, internet access, satellite or cable, TV
SPECIAL OFFER! $100 per night special offer bargain October 31 - March 31

Seasons Stylish villa, games room, hot tub and wi fi internet

  • 5 BR/4 BA Villa (sleeps 10)
    $115 - $170/nt
    $800 - $1,200/wk
    per property, lake, rural, pool, garden, pets considered, air-conditioning, internet access, satellite or cable, TV
SPECIAL OFFER! Fall Winter Special $130/Night BOOK NOW October 15 - January 30

Sunset Lakes 3 Miles to Disney! Free Pool Heat! New Game Room. WiFi Internet!

  • 4 BR/3 BA House (sleeps 10)
    $160 - $225/nt
    $1,130 - $1,550/wk
    per property, pool, pool, air-conditioning, internet access, satellite or cable, TV, DVD, parking
SPECIAL OFFER! Thanksgiving Special $553.00 Weekly Rate September 12 - December 17

Emerald Island Fantastic Luxury Condo Emerald Island Resort, Disney 3 Miles

  • 3 BR/3 BA, 1 half bath Townhome (sleeps 10)
    $85 - $103/nt
    $565 - $805/wk
    per property, resort, pool, sauna, tennis court, balcony, fitness room, air-conditioning, internet access
SPECIAL OFFER! Special Fall and Winter Rates!!! November 1 - December 25

Windsor Hills New Windsor Hills 4B/4B Villa - S/F Pool, Game Rm, Free WiFi, Privacy

  • 4 BR/4 BA Villa (sleeps 11)
    $155 - $225/nt
    $1,085 - $1,575/wk
    per property, resort, pool, pool, tennis court, fitness room, air-conditioning, internet access, satellite or cable
SPECIAL OFFER! All inclusive $170-$180 per night October 29 - December 23

Terra Verde 5 Star Resort & brand new villa south facing pool area

  • 6 BR/4 BA, 1 half bath Villa (sleeps 14)
    $165 - $190/nt
    $900 - $1,330/wk
    per property, lake, resort, pool, pool, jacuzzi, garden, fitness room, air-conditioning, internet access
SPECIAL OFFER! Introductory offer: Up to 30% off rates! October 8 - September 30

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

  • 6 BR/4 BA Villa (sleeps 14)
    $150 - $320/nt
    $1,050 - $2,100/wk
    per property, resort, town, pool, pool, jacuzzi, tennis court, fitness room, air-conditioning, internet access
SPECIAL OFFER! SELECT WEEKS IN 2009 & 2010 $1155.00 October 30 - March 29

Windsor Hills Superb Newly Refurbished Luxury 6 Bed 4 Bath Villa on Windsor Hills Community

  • 6 BR/4 BA Villa (sleeps 14)
    $189 - $279/nt
    $1,323 - $1,953/wk
    per property, resort, pool, pool, air-conditioning, internet access, satellite or cable, TV, DVD
SPECIAL OFFER! 60day special-Free pool heat and 20% off October 17 - December 18

Indian Creek View the Fireworks from Your Own Private Mickey Pool

  • 5 BR/4 BA House (sleeps 14)
    $199 - $299/nt
    per property, resort, town, pool, tennis court, terrace, air-conditioning, internet access, satellite or cable, TV
SPECIAL OFFER! Prices reduced for 2009 November 6 - December 24

Kissimmee Games Room, Pool & Spa Lake View

  • 4 BR/3 BA Villa (sleeps 8)
    $125 - $185/nt
    $649 - $1,160/wk
    $2,675 - $2,800/month
    per property, downtown, lake, pool, jacuzzi, air-conditioning, internet access, satellite or cable, TV, DVD
SPECIAL OFFER! 20% OFF 1 week - 25% OFF 2 weeks or + October 20 - December 19

Encantada Resort SPECIAL- Pool Home 4miles Disney, Lakeview steps Clubhouse-Playground- FREE WIFI

  • 3 BR/2 BA, 1 half bath Townhome (sleeps 8)
    $79 - $149/nt
    $549 - $899/wk
    $1,990 - $2,500/month
    per property, resort, waterfront, pool, pool, terrace, fitness room, air-conditioning, internet access, satellite or cable
SPECIAL OFFER! Book this month and get 10% discount! September 9 - September 8

Trafalgar Village Beautiful Pool Home Near Disney - 5 Bedrooms

  • 5 BR/4 BA, 1 half bath Villa (sleeps 12)
    $1,000/wk
    $2,950/month
    per property, resort, town, pool, jacuzzi, garden, air-conditioning, internet access, satellite or cable, TV
SPECIAL OFFER! Xmas in Orlando FREE Pool Heat Special ! December 12 - January 3

Sunset Lakes Fabulous Disney 5 BR Villa South-Facing Lakeside Stunner!

  • 5 BR/3 BA Villa (sleeps 10) lake, waterfront, pool, pool, garden, balcony, air-conditioning, internet access, satellite or cable
SPECIAL OFFER! 25% off: mid-Nov thru mid-Dec November 10 - December 17

Villa Sol Stunning lake-view Florida pool villa in gated community

  • 4 BR/3 BA Villa (sleeps 10)
    $676 - $1,108/wk
    per property, resort, waterfront, private pool, communal pool, jacuzzi, tennis court, fitness room, air-conditioning, internet access
SPECIAL OFFER! Holiday Special (Nov-Dec) October 25 - December 31

Cane Island Truly executive Brand new Three BR/ 2 Bath Condo

  • 3 BR/2 BA Condo (sleeps 8)
    $79 - $89/nt
    $499 - $649/wk
    $1,550 - $1,750/month
    per property, resort, TV
SPECIAL OFFER! SPECIAL LOW RATE of £400 down from £650 November 1 - September 30

Trafalgar Village Beautiful luxury Disney Villa with own pool, spa & games room

  • 4 BR/3 BA Villa (sleeps 8)
    $913 - $1,060/wk
    per property, resort, village, private pool, communal pool, jacuzzi, garden, terrace, fitness room, air-conditioning
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