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Kissimmee

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To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

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from £68 / night

£475 - £695 / week

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(28) Excellent 5/5 

1 / 24

Westside holiday villa rental

Kissimmee / Westside

Villa / 4 Bedrooms / sleeps 10

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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from £68 / night

£475 - £695 / week

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Beautiful Italian style 4 bedroom family villa ( 2500 sq ft ) with private, spacious, enclosed pool and spa. Landscaped gardens. Set in prestigious, quiet location in conservation area. 4 miles from Disney World. Games room with TV. Free Wi-Fi. Huge 70 inch Smart TV Enjoy this beautiful development, so close to everything.  …see more

from £110 / night

£770 - £970 / week

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(10) Excellent 5/5 

1 / 28

Holiday villa with golf nearby in Kissimmee

Kissimmee / Sunset Lakes

Villa / 5 Bedrooms / sleeps 12

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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from £110 / night

£770 - £970 / week

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5 Bed, 3.5 Bath ~ Fabulous Vacation Home ~ Sleeps 12 guests + Infants Just 5 mins drive from Walt Disney Private South Facing Pool with Beautiful Lake View ~ Quiet Location Yet Close To Amenities Bright, Modern Villa in a Great Location Great for Families/group A bright, modern and spacious villa. Beautiful decor with everything you could possibly need in a home  …see more

from £122 / night

£850 - £1200 / week

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(9) Excellent 5/5 

1 / 24

Holiday home in Kissimmee

Kissimmee / Emerald Isle Kissimmee

House / 6 Bedrooms / sleeps 12

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning

Excellent 5/5 

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from £122 / night

£850 - £1200 / week

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This beautifully furnished, air-conditioned executive home is at Emerald Island Resort, the nearest gated community to Disney. With 6 bedrooms, all with TVs, 4 masters with en suites, and 5.5 bathrooms will sleep up to 12 people in spacious, elegantly furnished style. Close to shops and many restaurants  …see more

Featured properties

from £63 / night

£438 - £553 / week

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(2) Very Good 4.5/5 

1 / 19

Holiday villa in Kissimmee

Central Florida / Kissimmee

Villa / 3 Bedrooms / sleeps 6

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Very Good 4.5/5 

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from £63 / night

£438 - £553 / week

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Great home for families! Luxurious spacious villa, completely private heated pool, very comfortable beds, fully equipped kitchen, digital HDTV, PS2s & free Wi-Fi. Ideal location, just 10 - 15 minutes to Disney, 1 min drive to 24hr WalMart & US192 for dining, bars etc.. Ideally located for all the major attractions, but on a safe, quiet, estate away from the main roads.  …see more

from £71 / night

£495 - £595 / week

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(6) Very Good 4.5/5 

1 / 18

Kissimmee holiday villa rental

Kissimmee / Cumbrian Lakes

Villa / 4 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised

Very Good 4.5/5 

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from £71 / night

£495 - £595 / week

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Let the magic begin!Just 10 min from Disney & all its attractions, our luxurious 4 bed 3 bath villa, with lake view, has all the upgrades you need to make your holiday, home from home. New Wireless hi-speed Internet connection. New Hi - Speed internet & Skype with computer New Wii game  …see more

from £164 / night

£1145 - £1595 / week

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(11) Excellent 5/5 

1 / 23

Kissimmee holiday villa let

Kissimmee / Bellavida Resort

Villa / 6 Bedrooms / sleeps 13

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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from £164 / night

£1145 - £1595 / week

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Luxury 6 bed. 51/2 bath.Professionally interior-designed villa, full view down lake, with heated-pool,spa, fountains,TV in all rooms,Gated resort.15 Minutes from Disney. walk 2 shops,Golf course 5 minutes.State of the art security system.Crib/playpen & stroller/buggie, Pool/spa heating is an optional extra,(min.5 days)& charged @ $30 p/day,. BBQ may be rented locally.  …see more

from £86 / night

£599 - £781 / week

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(13) Excellent 5/5 

1 / 22

Holiday villa rental

Kissimmee / Veranda Palms

Villa / 4 Bedrooms / sleeps 8

  • Nearest beach 84 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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from £86 / night

£599 - £781 / week

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Stunning four bedroom holiday home with private pool ideally located in Veranda Palms Resort 4 bedroom, 3 bathroom villa is situated on the impressive Veranda Palms Resort in Orlando. Cot available PRIVATE POOL Free, 60 mbps WIFI & USA landline calls Pc XBox 360 Kinect 55" 3D HD TV  …see more

from £72 / night

£500 - £630 / week

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(4) Excellent 5/5 

1 / 14

Holiday villa in Kissimmee

Kissimmee / Cumbrian Lakes

Villa / 4 Bedrooms / sleeps 8

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

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from £72 / night

£500 - £630 / week

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A luxury 4 bed pool situated on the select Cumbrian Lakes development, which is only minutes away from the restaurants, shops and theme parks of the Orlando area. The villa is furnished to a high standard and contains all you will need for a 'home from home' experience.  …see more

from £119 / night

£830 - £1085 / week

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(5) Excellent 5/5 

1 / 20

Holiday villa in Kissimmee

Kissimmee / Formosa Gardens

Villa / 5 Bedrooms / sleeps 10

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

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from £119 / night

£830 - £1085 / week

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Located in the prestigious gated community of Formosa Gardens Estate, Kissimmee, this villa is surrounded by large executive homes and wide boulevards. It offers private, spacious and opulent accommodation in Orlando's most exclusive rental community. This spacious (4.000 sq. ft.) luxury home has been professionally furnished to the highest of standards  …see more

from £77 / night

£539 - £595 / week

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(1) Excellent 5/5 

1 / 24

Kissimmee holiday villa rental

Kissimmee / Lake Berkley

Villa / 4 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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Not on the map

from £77 / night

£539 - £595 / week

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How do you like the idea of coming home to these beautiful lake views & this fantastic pool after a long, hot day enjoying the Orlando theme parks? This is a great villa with every convenience you might need to enjoy a fun-filled family vacation in Florida. Take a look The villa is the perfect base to explore the many attractions Florida has to offer. Disney is only a 10mins  …see more

from £85 / night

£595 - £665 / week

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(5) Excellent 5/5 

1 / 25

Holiday villa in Kissimmee

Kissimmee / Lindfields

Villa / 3 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning

Excellent 5/5 

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from £85 / night

£595 - £665 / week

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Newly updated 'Platinum' rated 3 Bedroom 2 Bathroom villa.Huge 60 ft west facing pool deck with 6 sunloungers around 32ft x16ft private pool and spa. 4 miles from Disneyworld, reached within 10 minutes on busy days via shortcut. The house is very quietly located, but only a 5 minute drive / $10 taxi ride to nearby restaurants and bars  …see more

from £110 / night

£770 - £1120 / week

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(16) Excellent 5/5 

1 / 20

Villa rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

Villa / 5 Bedrooms / sleeps 10

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

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from £110 / night

£770 - £1120 / week

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Luxury 5 bedroom home with screened pool and spa, on a large corner lot overlooking woodland - no house behind just open space, walking distance to clubhouse. Conveniently situated in a peaceful gated community of Emerald Isle, only 3 miles from disney. Please read the reviews for this property. Our goal is to ensure your holiday is comfortable and stress free  …see more

from £88 / night

£610 - £725 / week

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(5) Excellent 5/5 

1 / 23

Kissimmee holiday villa rental

Kissimmee / Windsor Palms

Villa / 4 Bedrooms / sleeps 9

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning

Excellent 5/5 

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from £88 / night

£610 - £725 / week

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Disney Paradise is a magnificent 4 bedroom, 3 bathroom pool home is in the 5 star Windsor Palms Resort. Luxurious accommodation and pool with spa PLUS complimentary membership to Windsor Palms 5 star facilities. Check out the welcome video http://youtu.be/VgdS6BbxMHw  …see more

from £73 / night

£505 - £690 / week

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(7) Very Good 4.5/5 

1 / 24

Kissimmee holiday villa rental

Kissimmee / Doral Woods

Villa / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning

Very Good 4.5/5 

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from £73 / night

£505 - £690 / week

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The Haven, Doral Woods – Stunning 4 bed, 3 bath home form home villa for that vacation of a life time. Large, sunny pool with plenty of decking and a hot tub in which to relax. A peaceful setting and yet close enough to all the action. Games room, Gas BBQ, mini gym, free Wi-Fi and telephone calls as well use of baby and toddler equipment.  …see more

from £141 / night

£985 - £1550 / week

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(5) Excellent 5/5 

1 / 24

Villa rental in Kissimmee with golf nearby

Kissimmee / Windsor Hills Resort

Villa / 6 Bedrooms / sleeps 14

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

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from £141 / night

£985 - £1550 / week

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New 2010 Luxury 5 Star, South facing 6 Bed 4 bath Villa. 2 Miles from Dsney. Free calls, Loc, national & international, Free WiFi. Private heated Pool & Spa. Tvs in all rms. Your own games Rm with 42" Lcd & Xbox 360, air hockey, pool tab, foosball & electronic darts. Free Club house with Pool/Jacuzzi , Free tennis courts, Putting green, Basket ball & BBQ area, water slides  …see more

from £244 / night

£1707 - £2090 / week

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(52) Excellent 5/5 

1 / 20

Holiday villa with golf nearby in Kissimmee

Kissimmee / Formosa Gardens

Villa / 7 Bedrooms / sleeps 19

  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

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Not on the map

from £244 / night

£1707 - £2090 / week

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" This really is the classiest of them all " Winner of the Best Kissimmee Vacation Rental Home 2011 & 2012, and Rated Excellent, and Recommended by Trip Advisor. Exceptionally luxurious 7 bed, 6 baths, sleeps 16, South Facing, Lake View, Formosa Gardens Villa. Florida Vacation Home,10 minutes from Disney,take a look at the outstanding features this Holiday Home has.  …see more

from £100 / night

£695 - £895 / week

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(28) Excellent 5/5 

1 / 24

Holiday villa in Kissimmee

Kissimmee / Doral Woods

Villa / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning

Excellent 5/5 

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from £100 / night

£695 - £895 / week

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Our villa's are on a quiet sub-division ,we have a one acre garden fully fenced and private with a play area and large decking .Our pool is 28 X 14 .Our homes are family owned and finished to a high standard our guests enjoy.We upgrade each visit ,prices are kept low Both villas are private , guests return knowing they have found their perfect villa ,visit our website  …see more

from £75 / night

£525 - £665 / week

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(1) Very Good 4/5 

1 / 20

Holiday villa letting

Kissimmee / Emerald Isle Kissimmee

Villa / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning

Very Good 4/5 

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from £75 / night

£525 - £665 / week

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Privately owned (since 2003) spacious and luxurious fully air conditioned family villa.. Sleeps up to 8 adults + 1 infant. Ideal for 2 families. 4 bedrooms and 3 bathrooms including 2 master suites with king and queen sized beds and 2 twin bedrooms. Fully furnished and extensively equipped. Flat screen TV's with DVD players in living room and all bedrooms.  …see more

from £93 / night

£650 - £895 / week

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(17) Excellent 5/5 

1 / 24

Holiday villa in Kissimmee

Kissimmee / Doral Woods

Villa / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning

Excellent 5/5 

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from £93 / night

£650 - £895 / week

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Doral woods executive secluded villa set in an acre of woodland, not overlooked.4 Bedrooms (2 master King Beds), 3.5 Baths. south heated pool and deck area with two lanai's, 59 jet jacuzzi hot tub, BBQ, Games Room, Convenient for attractions. Perfect Honeymoon choice. Relax in comfort and style, this completely secluded 2500sq.ft. home offers exceptional space & comfort .  …see more

from £99 / night

£691 - £737 / week

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(1) Excellent 5/5 

1 / 13

Holiday villa in Indian Creek

Kissimmee / Indian Creek

Villa / 4 Bedrooms / sleeps 8

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

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from £99 / night

£691 - £737 / week

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Executive Villa located 3 miles from Walt Disney World Florida.This superior Executive 4 bedroom villa is only a few short miles from Magic Kingdom,Epcot,Universal Studios (Harry Potter World) and all major attractions. And a wealth of excellent restaurants within 5 min T V's in all bedrooms, gas Bar B Q to use FOC, on site children's play areas, tennis court, basket ball.  …see more

from £122 / night

£852 - £1106 / week

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1 / 15

Kissimmee holiday villa accommodation

Kissimmee / Emerald Isle Kissimmee

Villa / 4 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages

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from £122 / night

£852 - £1106 / week

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Minutes from Disney, emerald island resort, 4 bed, not overlooked, private heated pool & spa, 3 bath, games area, free broadband, resort facilities.  …see more

from £69 / night

£481 - £1090 / week

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1 / 24

Holiday home with shared pool in Paradise Palms

Kissimmee / Paradise Palms

House / 5 Bedrooms / sleeps 11

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed

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from £69 / night

£481 - £1090 / week

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In front a clubhouse with lake view. BBQ free This beautiful unit is located in Paradise Palms Resort one of Florida's Premier Resorts only 5 minutes from Disney!! With 5 deb/4ba ( 2 king suits, 1 queen, 1 full, 3 twins and 1 portable crib). BBQ free and in front a clubhouse with lake view.  …see more

from £79 / night

£550 - £700 / week

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(18) Excellent 5/5 

1 / 23

Holiday home with swimming pool in Oak Island Cove

Kissimmee / Oak Island Cove

House / 5 Bedrooms / sleeps 10

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning

Excellent 5/5 

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from £79 / night

£550 - £700 / week

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This villa cater'd for everything we needed a large pool ,hot tub and very close to all the theme parks (only 2.8 miles from blizzard beach) and very close to many different restaurants and shops yet in a nice quiet area to relax in away from all the hustle and bustle. For a truly memorable stay look no further than our beautiful Family friendly home!  …see more

from £72 / night

£499 - £595 / week

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(1) Excellent 5/5 

1 / 13

Kissimmee holiday villa rental

Central Florida / Kissimmee

Villa / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed

Excellent 5/5 

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from £72 / night

£499 - £595 / week

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Stunning property. Refurbished for the 2014 season. Located in an established resort in the heart of Kissimmee, here you have a central location close to all the attractions, easy access to highway 192, 24-hour shopping, and your choice of restaurants. ALL WEEKS £499 We have other vacation homes located in Indian Point for larger groups & families.  …see more

from £190 / night

£1330 - £1850 / week

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(20) Excellent 5/5 

1 / 24

Holiday villa in Kissimmee

Kissimmee / Windsor Palms

Villa / 6 Bedrooms / sleeps 13

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning

Excellent 5/5 

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from £190 / night

£1330 - £1850 / week

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6 bedrooms, gated community, Windsor palms, swimming pool, Jacuzzi, Disney, air conditioned, clubhouse  …see more

from £63 / night

£435 - £525 / week

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(15) Excellent 5/5 

1 / 24

Villa rental in Kissimmee with shared pool

Kissimmee / Doral Woods

Villa / 3 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning

Excellent 5/5 

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from £63 / night

£435 - £525 / week

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Outstanding villa with a south facing completely private heated pool. This 3 bedroom, 2 bathroom home is idealy situated for the theme parks with Disney only 15 minutes drive and Universal 25 minutes away. Pefect for you family vacation.  …see more

from £79 / night

£550 - £750 / week

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(1) Excellent 5/5 

1 / 16

Holiday villa in Lake Berkley

Kissimmee / Lake Berkley

Villa / 4 Bedrooms / sleeps 8

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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from £79 / night

£550 - £750 / week

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Luxury Lakeside Villa with own pool/spa. 10 mins to Disney. Free high speed internet access. 37" wide screen TV. Free high speed internet access. TVs in every bedroom. Fully air conditioned. Pay by credit card or cheque. The villa is situated within Lake Berkley Resort, Kissimmee, a safe, secure gated community.  …see more

from £68 / night

£475 - £575 / week

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(4) Excellent 5/5 

1 / 24

Villa accommodation in Kissimmee

Kissimmee / Cumbrian Lakes

Villa / 4 Bedrooms / sleeps 8

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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Not on the map

Late Deal: save up to £115

from £68 / night

£475 - £575 / week

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Beautiful 4 bedroomed villa on a quiet gated community ideal for families, with private pool and sun deck to relax by after a busy day.  …see more

from £72 / night

£500 - £625 / week

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(6) Excellent 5/5 

1 / 24

Holiday villa with swimming pool in Kissimmee

Kissimmee / Indian Ridge

Villa / 4 Bedrooms / sleeps 8

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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from £72 / night

£500 - £625 / week

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Indian Ridge 4 bed Luxury Villa 4 Miles From Disney Our spacious fully furnished, four bedroom, two bathroom Games room villa is located in the residential sub division of Indian Ridge just 4 miles southwest of the Walt Disney World Resort entrance.  …see more

from £133 / night

£928 - £1020 / week

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(1) Excellent 5/5 

1 / 25

Holiday home rental

Kissimmee / Compass Bay

House / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning

Excellent 5/5 

Add to shortlist

from £133 / night

£928 - £1020 / week

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Para o turista que busca o requinte e o diferencial de alugar uma casa. A escolha do condomínio, da casa, foi toda voltada ao atendimento o turista que ficará hospedado há menos de 5 milhas da Disney em meio as principais atrações de Orlando e Kissimmee.  …see more

from £93 / night

£650 - £750 / week

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(13) Excellent 5/5 

1 / 24

Villa rental in Cumbrian Lakes

Kissimmee / Cumbrian Lakes

Villa / 5 Bedrooms / sleeps 12

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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from £93 / night

£650 - £750 / week

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Welcome to Robson's Retreat villa in Florida, our home is a beautiful 2 storey home with approximately 2,500 square foot of living space. As you enter our home Mickey and Minnie are there to welcome you to Florida and to their home. Welcome to Robson's Retreat, a fully equipped 5 bedroom home which will be perfect for your Florida holiday.  …see more

from £83 / night

£576 - £724 / week

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(13) Very Good 4.5/5 

1 / 22

Holiday home in Cumbrian Lakes

Kissimmee / Cumbrian Lakes

House / 5 Bedrooms / sleeps 10

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised

Very Good 4.5/5 

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from £83 / night

£576 - £724 / week

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Beautiful 2 storey executive villa in the sought after gated community of Cambrian Lakes 12 minutes from Disney. 5 bedrooms and 3.5 bathrooms. High class furnishings and a large master bedroom with en-suite. Private pool games room, free WiFi, computer, etc...  …see more

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