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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

Filters applied: Non-Smoking property (574)

32 of 574 Results

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from £59 / night

£410 - £550 / week

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(4) Excellent 5/5 

1 / 21

Holiday villa with swimming pool in Kissimmee

Villa / 4 Bedrooms / sleeps 10

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

Excellent 5/5 

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from £59 / night

£410 - £550 / week

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Centrally located near all Disney, Universal and Sea World parks, we offer a beautiful family home with a stunning lake view, perfect to relax after busy family outings. The 192 offers a wide range of eateries as well as conveniently located near many supermarkets. For those who enjoy shopping, Premium Outlets nearby, offers designer clothing at discounted prices.  …see more

from £109 / night

£760 - £1000 / week

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(3) Excellent 5/5 

1 / 19

Kissimmee holiday villa rental

Villa / 5 Bedrooms / sleeps 14

  • Beach / lakeside relaxation
  • Nearest beach 64 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

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from £109 / night

£760 - £1000 / week

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Stunning 5 bed, 5 bath house with pool & jacuzzi, games room and den in the Windsor Hills gated community, less than 5 minutes from Disney. Our holiday home has over 2,700 square feet of space including 3 king bedrooms and a kids bedroom with 2 sets of bunk beds. Windsor Hills is the most highly rated community in the Orlando area and is less than 2 miles from Disney.  …see more

from £79 / night

£550 - £750 / week

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(4) Excellent 5/5 

1 / 14

Kissimmee holiday villa let

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 £79 / night

£550 - £750 / week

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Luxury Air Conditioned Villa With Private Pool & Spa close to Disney theme parks. Beautifully furnished with extended pool deck (with covered lanai) backing onto conservation land. There is a games room with table tennis, pool,darts, air hockey and table football.  …see more

Featured properties

from £71 / night

£495 - £795 / week

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(3) Very Good 4.5/5 

1 / 15

Holiday villa rental

Villa / 5 Bedrooms / sleeps 12

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

Very Good 4.5/5 

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from £71 / night

£495 - £795 / week

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Your dream holiday starts here !! Villa Pip is nestled within a 200 acre conservation area and has a South West facing pool and spa that backs onto a beautiful conservation area.. We also offer - Free international calls - Free use of PC / high speed internet  …see more

from £61 / night

£423 - £504 / week

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(1) Excellent 5/5 

1 / 16

Kissimmee holiday villa accommodation

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 £61 / night

£423 - £504 / week

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Family friendly, heated pool, child friendly, close to shops, restaurants and theme parks  …see more

from £77 / night

£535 - £600 / week

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(1) Excellent 5/5 

1 / 12

Kissimmee holiday villa rental

Villa / 3 Bedrooms / sleeps 8

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

Excellent 5/5 

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from £77 / night

£535 - £600 / week

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•40ft lake view heated pool with sunshine on deck from 10am till sunset •Within 30 minutes for ALL parks,Orlando airport and the Florida Mall •Prime lake view and privacy •24 hour Walmart and loads of restaurants and shops close by • Returning guests year-on-year Check out our guest comments on our website  …see more

from £86 / night

£600 - £950 / week

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(5) Excellent 5/5 

1 / 22

Holiday villa in Hamilton's Reserve

Villa / 5 Bedrooms / sleeps 10

  • Beach / lakeside relaxation
  • Nearest beach 40 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

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from £86 / night

£600 - £950 / week

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Spacious award winning 5 bed villa. DISNEY 7 minutes away. Heated pool & 24 hr heated Spa with blower for extra bubbles. BBQ. Easy to use monitored HOUSE ALARM. Gated -Security patrols. Welcome pack. Award winning Golf Courses close by. Airport Meet & Greet. Cleaning fee £65.00 for 7 nights or less Optional Pool/ 24 hr spa Heat small charge applicable.  …see more

from £96 / night

£670 - £990 / week

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(5) Excellent 5/5 

1 / 24

Holiday home in Emerald Isle Kissimmee

House / 4 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Nearest beach 130 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

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from £96 / night

£670 - £990 / week

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Located 3 miles from Disney World main gate, and easy reach of all Orlando attractions. Sleeps 8; comprising of 4 bedrooms, (2 en-suites) and 3 full bathrooms. . Private south facing heated pool and spa + games room and free Wi-Fi, Flat screen TV's in all bedrooms.  …see more

from £84 / night

£585 - £720 / week

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(3) Excellent 5/5 

1 / 24

Holiday villa with golf nearby in Kissimmee

Villa / 5 Bedrooms / sleeps 12

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning

Excellent 5/5 

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from £84 / night

£585 - £720 / week

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Luxury vacation home Close to disney Another vacation home next door Close to golf clubs Close to shops and restaurants Near to Universal and Seaworld Please contact us as we may have discounts and deals available  …see more

from £44 / night

£306 - £564 / week

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(14) Very Good 4.5/5 

1 / 19

Townhouse rental in Kissimmee

Townhouse / 3 Bedrooms / sleeps 6

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

Very Good 4.5/5 

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from £44 / night

£306 - £564 / week

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Top quality 3 bedroom & 2.5 bathroom home located 200 yds walking distance to the superb Entertainment, Shopping and Dining attraction Resort of 'Old Town', Kissimmee. The vacation home has a family room with TV, spacious fully equip'd kitchen and formal dining area. Free Wi-fi has recently been added.  …see more

from £60 / night

£420 / week

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(3) Very Good 4.5/5 

1 / 19

Townhouse rental in Regal Oaks with shared pool

Townhouse / 4 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 £60 / night

£420 / week

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This well equipped townhouse is situated at Regal Oaks, a fully managed resort, 3 miles from Disney. Ideal for families or groups of up to 10 people. The house has 4 bedrooms, two with en-suite facilities with a further two twin rooms that share a full bathroom. This well equipped lakeside townhouse is situated only 3 miles from Disney.  …see more

from £70 / night

£485 - £595 / week

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(2) Very Good 4/5 

1 / 12

Kissimmee holiday home rental

House / 4 Bedrooms / sleeps 10

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

Very Good 4/5 

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from £70 / night

£485 - £595 / week

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Looking for a family vacation villa so close to Disney that it's almost on Mickey's doorstep? This immaculate 4 bedroom, 3 bathroom villa is ideally situated only 3 miles from Disney World in a peaceful residential neighbourhood overlooking a tranquil lake.  …see more

from £65 / night

£450 - £599 / week

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1 / 24

Holiday villa rental

Villa / 4 Bedrooms / sleeps 8

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

Add to shortlist

from £65 / night

£450 - £599 / week

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Located in a Family friendly community with free use of resort facilities our well-furnished villa with pool and hot tub can comfortably accommodate up to 8 Guests. Less than 15 miles from Walt Disney World. Outdoor Pool & Spa Heat is available at an additional cost.  …see more

from £63 / night

£437 - £554 / week

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(7) Excellent 5/5 

1 / 15

Bungalow rental in Kissimmee

Bungalow / 4 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

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from £63 / night

£437 - £554 / week

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An open plan living area and vaulted ceilings, give the villa a spacious feel. It also allows you to have a great view of the pool and deck area. It has a family area around the huge 55-inch cinema style TV and close to the fully fitted, dine in kitchen. A large heatable pool fully screened and south facing with Luxury poolside furniture all towels are provided  …see more

from £65 / night

£450 - £525 / week

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(4) Excellent 5/5 

1 / 12

Holiday home in Kissimmee

House / 4 Bedrooms / sleeps 8

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

Excellent 5/5 

Add to shortlist

from £65 / night

£450 - £525 / week

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The dream home of a British family. A grand floor plan that is ideal for up to eight guests. Open the patio doors and you will find a serene, secluded sundeck and pool. You will find reviews of our villa on Flipkey at: http://www.flipkey.com/kissimmee-vacation-rentals  …see more

from £90 / night

£630 - £835 / week

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(2) Very Good 4.5/5 

1 / 21

Holiday villa with swimming pool in Emerald Isle Kissimmee

Villa / 4 Bedrooms / sleeps 10

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

Very Good 4.5/5 

Add to shortlist

from £90 / night

£630 - £835 / week

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Florida Jewels - 4 bed 3 bath Luxury Villa on Emerald Island, Games room with pool table Arcade game darts and more, extended south west facing pool with spa, free local national and international landline calls.  …see more

from £46 / night

£321 - £537 / week

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(1) Very Good 4/5 

1 / 22

Holiday home with shared pool in Kissimmee

House / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over 5
  • Car essential

Very Good 4/5 

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from £46 / night

£321 - £537 / week

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This spacious vacation home provides the ideal home-away-from-home base for all your family's plans. Located near Walt Disney Resort, historic Kissimmee and the Orlando International Airport. The large kitchen features all the appliances and utensils guests would need. Golfer? Forget your cold, wet and soggy home course, and enjoy this winter wonderland for Golf!  …see more

from £59 / night

£410 - £495 / week

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(2) Excellent 5/5 

1 / 11

Holiday villa in Kissimmee

Villa / 5 Bedrooms / sleeps 12

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

Excellent 5/5 

Add to shortlist

from £59 / night

£410 - £495 / week

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Luxurious Detached 5 Bedroom Villa close to Disney  …see more

from £80 / night

£560 - £700 / week

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1 / 21

Holiday villa in Kissimmee

Villa / 5 Bedrooms / sleeps 12

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

Add to shortlist

from £80 / night

£560 - £700 / week

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5 Beds,4 Baths. Sleeps 12. AC. Outdoor Pool. Xbox. Wii. PS2. Games Room with Pool Table, Foosball, Air Hockey.  …see more

from £72 / night

£500 - £575 / week

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(1) Excellent 5/5 

1 / 19

Holiday villa in Kissimmee

Villa / 4 Bedrooms / sleeps 8

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

Excellent 5/5 

Add to shortlist

from £72 / night

£500 - £575 / week

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Beautiful four bedroom villa with southfacing pool/spa,situated 3 miles from Disney close to bars, shops and resturants on the 192.free wifi, cable tv and games room. pool heating is available should you require it at an additional cost  …see more

from £68 / night

£470 - £625 / week

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(1) Excellent 5/5 

1 / 22

Holiday villa with golf nearby in Indian Creek

Villa / 4 Bedrooms / sleeps 10

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

Excellent 5/5 

Add to shortlist

from £68 / night

£470 - £625 / week

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Beautiful vacation home Great Dinosaur themed bedroom Not overlooked Private pool with hedge round 5 minutes drive to Disneyworld Golf courses just a 5 minute drive Shops and restaurants closeby Tennis and basketball courts 1 minute walk ideal for families  …see more

from £55 / night

£380 - £650 / week

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(1) Very Good 4.5/5 

1 / 18

Holiday villa with swimming pool in Kissimmee

Villa / 3 Bedrooms / sleeps 6

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

Very Good 4.5/5 

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from £55 / night

£380 - £650 / week

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3 Bed Villa Private South Facing Pool 15 Minutes from Disney. virtual tour: http://www.vr360.net/homes/280omc/ - virtual tour  …see more

from £86 / night

£600 - £700 / week

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1 / 15

Holiday villa with shared pool, golf nearby in Kissimmee

Villa / 6 Bedrooms / sleeps 14

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

Add to shortlist

from £86 / night

£600 - £700 / week

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Luxury Disney Villa. Close to Disney, Large 6 bedroom villa, private pool with spa, not overlooked, Florida villa, childrens themed rooms, games room, free wifi, gates resort, gated community, for the perfect family Florida holiday, I can offer my fabulous 6 bedroom villa in the Disney area  …see more

from £58 / night

£400 - £450 / week

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(1) Very Good 4/5 

1 / 19

Crescent Lakes holiday villa rental

Villa / 4 Bedrooms / sleeps 10

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

Very Good 4/5 

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from £58 / night

£400 - £450 / week

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This property is the ideal base for your Dream Florida holiday. The property is larger than average with huge outside areas and fully equipped for your comfort. There is a friendly management company close at hand and pool door alarm for your piece of mind. The property was renovated in late 2012 and now includes free local calls and WiFi for your convenience.  …see more

from £78 / night

£541 - £658 / week

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(1) Excellent 5/5 

1 / 20

Townhouse rental in Encantada Resort with swimming pool

Townhouse / 4 Bedrooms / sleeps 10

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

Excellent 5/5 

Add to shortlist

from £78 / night

£541 - £658 / week

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Newly and Professionally Furnished 4 bedroom 3 bath town home with lake view, next to club house.  …see more

from £83 / night

£575 - £900 / week

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(1) Excellent 5/5 

1 / 13

Lake Berkley holiday villa rental

Villa / 5 Bedrooms / sleeps 10

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

Excellent 5/5 

Add to shortlist

from £83 / night

£575 - £900 / week

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Luxury 5 Bedrooms / 3 bathrooms upgraded lakeside villa with private enclosed heated pool overlooking natural Lake. Games room, Free WI-FI, 200+ cable TV with Flat screen in lounge + cable TV in each room. 24 hour security & 10 Minutes from Disney. Fully Air Conditioned  …see more

from £99 / night

£690 - £895 / week

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(14) Excellent 5/5 

1 / 24

Holiday villa with private swimming pool in Kissimmee

Villa / 4 Bedrooms / sleeps 8

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

Excellent 5/5 

Add to shortlist

from £99 / night

£690 - £895 / week

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*Doral Woods* Gorgeous 4Bed, 2.5 Bath Villa with a VERY big private rear south facing garden + fruit trees + its own heated pool that's not overlooked + Hot tub, Gas BBQ + Free WiFi. Cable TV, Close to the theme parks, this beautiful spacious villa won't disappoint you! *One of Holiday Lettings top 10 Hot listed properties.  …see more

from £65 / night

£450 - £500 / week

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1 / 19

Villa rental in Kissimmee

Villa / 4 Bedrooms / sleeps 8

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

Add to shortlist

from £65 / night

£450 - £500 / week

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This villa is ideal for families with small children. Very kiddy orientated  …see more

from £60 / night

£416 - £520 / week

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(1) Excellent 5/5 

1 / 4

Holiday villa with swimming pool, golf nearby in Kissimmee

Villa / 3 Bedrooms / sleeps 6

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

Excellent 5/5 

Add to shortlist

from £60 / night

£416 - £520 / week

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Convenient for Disney Theme Park 3 Bedrooms 2 bathrooms - 1 ensuite Screened Un-Heated Pool Fully Fitted Kitchen providing all the amenities Wireless Free Broadband Available  …see more

from £129 / night

£900 - £1500 / week

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(2) Very Good 4/5 

1 / 24

Cumbrian Lakes holiday home rental

House / 6 Bedrooms / sleeps 14

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

Very Good 4/5 

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from £129 / night

£900 - £1500 / week

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Pool/jacuzzi ,balcony overlooking lake & fountain 6 bed,3 ensuite,family bathroom,downstairs shower room, 56''TV combo,7 new TVs, wii, XBOX 360 kinect,wireless radio, wifi.Large plot,fenced at sides,not overlooked,quiet cul de sac.Prestigious gated resort conservation. Pool/jacuzzi screened,coloured lights,long lanai,2 sets tables chairs,6 loungers,side tables,drinks fridge  …see more

from £48 / night

£336 - £470 / week

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(2) Very Good 4.5/5 

1 / 13

Apartment rental in Kissimmee with shared pool

Apartment / 3 Bedrooms / sleeps 6

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

Very Good 4.5/5 

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from £48 / night

£336 - £470 / week

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Walk to shops, restaurants and supermarkets. We are 5 minutes from Disney and 20 minutes from Universal. Fully equipped kitchen and washer/dryer with free WIFI. Free parking.  …see more

from £40 / night

£280 - £550 / week

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(6) Excellent 5/5 

1 / 22

Holiday townhouse with shared pool in Trafalgar Village

Townhouse / 3 Bedrooms / sleeps 6

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

Excellent 5/5 

Add to shortlist

from £40 / night

£280 - £550 / week

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Florida 3 bed 3 bathroom luxury Townhouse only 20 to 25 mins away from Disney World.  …see more

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