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32 of 595 Results

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  • Reviews

from £150 / night

£1050 - £1700 / week

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(3) Very Good 4.5/5 

1 / 23

Holiday villa in Windsor Hills Resort

Kissimmee / Windsor Hills Resort

Villa / 6 Bedrooms / sleeps 14

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

Very Good 4.5/5 

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from £150 / night

£1050 - £1700 / week

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6 bedroom 4 bathroom Villa, South facing pool & spa located in the Windsor Hills Resort just 1.5 miles (2.5 km) from the gates of Walt Disney World. The resort offers a variety of recreation and activities for all ages and there are an abundance of golf courses nearby. Rental Period and Occupancy: Check-in time is 4 p.m. Check out time is 10 a.m.  …see more

from £203 / night

£1415 - £2155 / week

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(1) Excellent 5/5 

1 / 24

Emerald Isle Kissimmee holiday villa rental

Kissimmee / Emerald Isle Kissimmee

Villa / 7 Bedrooms / sleeps 16

  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

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from £203 / night

£1415 - £2155 / week

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LUXURY OF THE HIGHEST QUALITY! Large South facing pool plus spa, games room, BBQ and beautiful lake and woodland conservation views. One of the closest to Disney World!  …see more

from £93 / night

£650 - £1100 / week

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1 / 22

Holiday villa in Kissimmee

Kissimmee / Lake Berkley

Villa / 5 Bedrooms / sleeps 10

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

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from £93 / night

£650 - £1100 / week

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Spoil yourself in this five bedroomed villa with its own private pool and spa. This villa is located in a gated community with playgrounds, tennis, fishing and a gym on site Chill out in our four poster bed or enjoy a relaxing cool drink by the poolside.  …see more

Featured properties

from £162 / night

£1130 - £2067 / week

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(1) Excellent 5/5 

1 / 24

Holiday villa in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

Villa / 7 Bedrooms / sleeps 16

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary

Excellent 5/5 

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from £162 / night

£1130 - £2067 / week

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3 Miles from Disney in Emerald Island resort ~ Air-conditioned game room with pool table, air hockey, foosball and large screen TV ~ 7 bedrooms, 4.5 bathrooms ~ 2 Master suites with King size beds ~ Large south-facing pool and spa - Themed kids bedrooms NOTE: We prefer Sat-Sat bookings. All variations are considered by owner, so please ask.  …see more

from £98 / night

£685 - £845 / week

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(2) Excellent 5/5 

1 / 24

Holiday villa letting

Kissimmee / Windsor Palms

Villa / 4 Bedrooms / sleeps 10

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

Excellent 5/5 

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from £98 / night

£685 - £845 / week

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4 bed villa near Disney, FREE wifi, private pool and jacuzzi,air con, 2 bathrooms, 220 channel hdtv's, PS3, Xbox360, Windsor Palms Resort, secure gated community with communal pool, tiki bar, playground, sports courts, gym, games room, cinema, shop, bike/dvd/bbq rentals More info on our villa, Windsor Palms Resort and Florida attractions on lawrencevacationhomes website  …see more

from £66 / night

£460 - £485 / week

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(2) Excellent 5/5 

1 / 13

Holiday villa with swimming pool in Kissimmee

Central Florida / Kissimmee

Villa / 4 Bedrooms / sleeps 8

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

Excellent 5/5 

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from £66 / night

£460 - £485 / week

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Florida Villa Rental 4 bed executive villa with private 30ft.swimming pool with spa backing onto a conservation area.Situated on Indian point a quiet residential community.  …see more

from £113 / night

£785 - £980 / week

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(2) Excellent 5/5 

1 / 23

Kissimmee City holiday villa rental

Kissimmee / Kissimmee City

Villa / 5 Bedrooms / sleeps 12

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

Excellent 5/5 

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from £113 / night

£785 - £980 / week

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Stunning Lake View Orlando Florida Vacation Rental Holiday Villa in Kissimmee. Spacious, Beautifully Furnished Home with Pool, Spa, 55" Cable HDTV, WiFi, Gas BBQ, Games Room, Free Calls, Baby Equipment. Near Disney, Golf, Fishing & all the Orlando area has to offer. A fully monitored alarm system, smoke alarms & 24 hour Security Patrols for your added peace of mind.  …see more

from £93 / night

£647 - £1134 / week

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(1) Very Good 4/5 

1 / 21

Holiday home in Kissimmee

Kissimmee / Formosa Gardens

House / 5 Bedrooms / sleeps 10

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

Very Good 4/5 

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from £93 / night

£647 - £1134 / week

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Conveniently located near the Disneyland, this spacious and comfortable house has its own swimming pool and is ideal for a family holiday. We'll do our best to accommodate your requests. Book now!  …see more

from £136 / night

£948 - £1256 / week

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(6) Excellent 5/5 

1 / 18

Kissimmee holiday villa rental

Kissimmee / Bellavida Resort

Villa / 6 Bedrooms / sleeps 14

  • Nearest beach 111 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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from £136 / night

£948 - £1256 / week

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Very spacious home (3475 sq ft) located on beautiful BellaVida Resort. Large open plan family room with TV, DVD. Games room & further lounge/ dining room. Fully fitted kitchen. All bedrooms ensuite. Outdoor private pool & jacuzzi. Backs on to wooded conservation area. Free internet and local calls.Ideal location for Walt Disney World and the areas other famous attractions.  …see more

from £162 / night

£1130 - £2000 / week

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(2) Very Good 4.5/5 

1 / 24

Villa rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

Villa / 6 Bedrooms / sleeps 14

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Very Good 4.5/5 

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from £162 / night

£1130 - £2000 / week

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3 Miles from Disney in exclusive Emerald Island gated resort community ~Air-conditioned game room with pool table, and a 100” movie theater ~ 6 bedrooms, 5.5 bathrooms ~ 4 Master suites with King size beds ~ 2 themed kids rooms * Large South facing pool/spa Free BBQ, Free WiFi, Free Phone Calls, Luxuriously appointed and close to Disney (3 miles/5 minutes)  …see more

from £162 / night

£1130 - £2000 / week

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(2) Excellent 5/5 

1 / 24

Villa rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

Villa / 7 Bedrooms / sleeps 16

  • Swimming pool
  • Suitable for children over 5
  • Air conditioning
  • No pets allowed

Excellent 5/5 

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from £162 / night

£1130 - £2000 / week

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3 Miles from Disney in Emerald Island resort ~ Air-conditioned theater/ game room with pool table ~ 7 bedrooms, 4.5 bathrooms ~ 2 Master suites with King size beds ~ Large south-facing pool and spa - Themed kids bedrooms NOTE: We prefer Sat-Sat bookings. All variations are considered by owner, so please ask.  …see more

from £84 / night

£588 - £833 / week

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(1) Excellent 5/5 

1 / 27

Holiday villa with swimming pool in Kissimmee

Kissimmee / Cumbrian Lakes

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 £84 / night

£588 - £833 / week

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4 bed 3 bath Villa in kissimmee Florida, West Facing heated private pool with spa, in sought after location,15 minutes from Disney and major attractions, Restaurants and Shopping Malls all taxes and Pool Heat included  …see more

from £104 / night

£727 / week

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(2) Very Good 4.5/5 

1 / 16

Holiday home with swimming pool in Veranda Palms

Kissimmee / Veranda Palms

House / 4 Bedrooms / sleeps 9

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

Very Good 4.5/5 

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from £104 / night

£727 / week

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Check out our beautiful vacation villa situated in Veranda Palms now open for rentals. Our home boasts stunning scenery, tranquil surroundings, and a breathtaking lake view. Veranda Palms is ideal for a family vacation. Close to Disney and other themeparks in the area. For stays 7 days or less, a cleaning fee of $85 will be charged.  …see more

from £94 / night

£654 - £948 / week

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(1) Very Good 4/5 

1 / 24

Holiday villa in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

Villa / 4 Bedrooms / sleeps 8

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

Very Good 4/5 

Add to shortlist

from £94 / night

£654 - £948 / week

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Secret Key Cove Villa Luxury Award Winning Vacation villa rental, in Orlando, Florida Set in a Gated Community This 2 story upgraded Villa has, 4 bedrooms, 3 bathrooms, air conditioning and is set in a private location with its own private pool and spa. Emerald Island Resort Emerald Island Resort is a platinum class Orlando vacation Resort community, special  …see more

from £81 / night

£565 - £745 / week

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(5) Excellent 5/5 

1 / 24

Home rental in Kissimmee

Kissimmee / Lake Berkley

House / 5 Bedrooms / sleeps 10

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

Excellent 5/5 

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from £81 / night

£565 - £745 / week

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Location, style and space! 5 bedroom, 3 bathroom luxury villa with large private heated/screened pool in the pristine, gated residential resort of Lake Berkley, Kissimmee. Close to all the major theme parks and well served by supermarkets, restaurants and activities. The resort boasts a clubhouse with games room, exercise room, internet access and community swimming pools.  …see more

from £120 / night

£834 - £967 / week

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1 / 12

Villa rental in Kissimmee with swimming pool, golf nearby

Central Florida / Kissimmee

Villa / 4 Bedrooms / sleeps 10

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

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from £120 / night

£834 - £967 / week

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Fully equipped 4 bedroom / 4 bathroom newly built vacation home within minutes of Disney World on a beautiful corner lot in the prestigious Windsor Hills Resort. Over 1800 sq ft of living space. Sleeps up to 8 people comfortably. With pool, spa, games room, BBQ, TV etc.  …see more

from £96 / night

£670 - £990 / week

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(5) Excellent 5/5 

1 / 24

Holiday home in Emerald Isle Kissimmee

Kissimmee / 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 £76 / night

£530 - £795 / week

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(2) Excellent 5/5 

1 / 24

Holiday villa with golf nearby in Kissimmee

Kissimmee / Remington

Villa / 5 Bedrooms / sleeps 10

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

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from £76 / night

£530 - £795 / week

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Relax in this ex-showhome villa, with a beautiful south facing pool and situated next to one of the best golf courses.Based on one of the finest gated communities in kissimmee, this villa and location is perfect for all families, with fantastic amenities.Golfers, shops  …see more

from £88 / night

£616 - £770 / week

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(7) Very Good 4.5/5 

1 / 23

Holiday villa with shared pool in Kissimmee

Kissimmee / Lake Berkley

Villa / 5 Bedrooms / sleeps 10

  • Beach / lakeside relaxation
  • Nearest beach 107 km
  • Swimming pool
  • Great for children of all ages

Very Good 4.5/5 

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from £88 / night

£616 - £770 / week

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Our home is located off the US192, behind Medieval Times, mins from Disney and with a great range of shops and restaurants nearby. Recently renovated and equipped with a large, private South facing pool, gamesroom, TV/DVD in all rooms for your enjoyment. Stocked fishing lakes, tennis, gym, spa pool all provided within the 24/7 security guarded, yet private, high end resort.  …see more

from £79 / night

£550 - £655 / week

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(1) Excellent 5/5 

1 / 20

Holiday villa rental

Kissimmee / Kissimmee City

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 £79 / night

£550 - £655 / week

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Central Kissimmee for Orlando - Executive luxury large detached 4 bedroom 3 bathroom villa with private pool and spa overlooking fields yet within minutes of shops restaurants and the main theme parks (Disney, Sea World and Universal all within about 20 mns or less). With your vacation being a major investment our villa really does add that extra magic !  …see more

from £50 / night

£350 - £665 / week

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(5) Excellent 5/5 

1 / 14

Terra Verde Resort holiday townhouse rental

Kissimmee / Terra Verde Resort

Townhouse / 3 Bedrooms / sleeps 6

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

Excellent 5/5 

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from £50 / night

£350 - £665 / week

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All tile on the fist floor with laminate flooring elsewhere, Large Hot Tub, in a very desirable Resort  …see more

from £58 / night

£400 - £450 / week

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(1) Very Good 4/5 

1 / 19

Crescent Lakes holiday villa rental

Kissimmee / Crescent Lakes

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 £83 / night

£575 - £900 / week

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(1) Excellent 5/5 

1 / 13

Lake Berkley holiday villa rental

Kissimmee / Lake Berkley

Villa / 5 Bedrooms / sleeps 10

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

Excellent 5/5 

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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 £60 / night

£420 - £550 / week

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(7) Excellent 5/5 

1 / 21

Holiday villa with swimming pool in Kissimmee

Central Florida / Kissimmee

Villa / 4 Bedrooms / sleeps 10

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

Excellent 5/5 

Add to shortlist

Late Deal: save up to £105

from £60 / night

£420 - £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 £77 / night

£534 / week

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(1) Excellent 5/5 

1 / 11

Holiday townhouse in Kissimmee

Kissimmee / Encantada Resort

Townhouse / 4 Bedrooms / sleeps 10

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

Excellent 5/5 

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from £77 / night

£534 / week

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Nice resort very close to Disney World.  …see more

from £65 / night

£450 - £525 / week

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(4) Excellent 5/5 

1 / 12

Holiday home in Kissimmee

Kissimmee / Lindfields

House / 4 Bedrooms / sleeps 8

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

Excellent 5/5 

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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 £74 / night

£518 - £714 / week

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(5) Excellent 5/5 

1 / 24

Remington holiday home rental

Kissimmee / Remington

House / 4 Bedrooms / sleeps 10

  • Beach / lakeside relaxation
  • Nearest beach 76 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

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from £74 / night

£518 - £714 / week

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Lovely 4 bedroomed villa with south facing heated pool with extensive lake views, perfectly located for all the main attractions. Located in the beautiful recreational golfing community of Remington in Kissimmee. Fully equipped for a perfect vacation. Free WiFi. Very spacious two storey house, beautifully furnished and perfect for all the family.  …see more

from £59 / night

£410 - £534 / week

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(1) Very Good 4/5 

1 / 22

Holiday home with shared pool in Kissimmee

Kissimmee / Trafalgar Village

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 £59 / night

£410 - £534 / 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 £80 / night

£560 / week

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(26) Excellent 5/5 

1 / 20

Holiday home in Crescent Lakes

Kissimmee / Crescent Lakes

House / 4 Bedrooms / sleeps 11

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

Excellent 5/5 

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from £80 / night

£560 / week

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Beautifully appointed spacious lakeside villa, four bedroom three bathroom. Free International telephone, WI-FI throughout, full games room. Bicycles and golf clubs for you use, huge cable package including H,B,O and Showtime movies, plus both Fox soccer channels. Beautiful community, tennis courts, basketball court, little ones play / climbing area, barbecues.  …see more

from £65 / night

£450 - £599 / week

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1 / 24

Holiday villa rental

Kissimmee / Trafalgar Village

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 £468 / night

£3270 - £3870 / week

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(4) Excellent 5/5 

1 / 23

Holiday villa in Kissimmee

Kissimmee / Formosa Gardens

Villa / 8 Bedrooms / sleeps 18

  • Beach / lakeside relaxation
  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

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from £468 / night

£3270 - £3870 / week

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Luxury Home. Sleeps 18. Close to Theme Parks, Shops, Golf & Restaurants 2 miles Disney World. Formosa Gardens. Private, Landscaped Pool. Summer Kitchen & BBQ. Cinema. Games Room w/ Pool Table. Free WiFi Internet. Overlooks Natural Woodland & Lake. US & UK Rates. Located in Formosa Gardens. Gated community. Closest to Disney. Restaurants, shops and bars, golf nearby.  …see more

from £83 / night

£575 - £775 / week

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1 / 18

Kissimmee holiday villa rental

Kissimmee / Crescent Lakes

Villa / 4 Bedrooms / sleeps 8

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

Add to shortlist

from £83 / night

£575 - £775 / week

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Stunning, lakeview villa - south facing pool / spa - superbly furnished - a luxury holiday home  …see more
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