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240 Holiday homes in Kissimmee

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Filters applied: Cot available (240)

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240 Results  |  
24 Photos

Villa | 7 Bedrooms | sleeps 14

Excellent 5/5 

5 Nights min stay

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from £143 /night

£995 - £1500 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Wow! 7 Bed. 5 Bath Lakeside Villa. Private Pool/24Hr Spa, Gameroom, Turbo Speed WIFI/ Sat. Nav, 5 King beds- 7 mins to Disney. Stunning Views, Tranquil surroundings on safe gated and guarded Top Resort. Close to all attractions, designer shopping outlets & restaurants. Sleeps 14 persons +2 Babies, 1 Toddler bed. Disney Murals Pool Heat optional Large deck air conditioned.  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 16

3 Nights min stay

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from £114 /night

£794 - £1968 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Disney World, Universal Studio, SeaWorld, Resort, Private Heated Pool, Spa, WIFI, Game room, Internet, Cable TVs 3 miles to Disney 14 miles to SeaWorld 17 miles to Universal. Minutes to Super Market and Restaurants  …see more

22 Photos

House | 6 Bedrooms | sleeps 16

Excellent 5/5 

5 Nights min stay

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from £135 /night

£944 - £1468 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Brand new luxury 3,300 sq ft, two-story single family home located on an exclusive gated resort. It is only 10 minutes away from Disney theme parks. It allows you to enjoy the tranquility of the tropical oasis. * 6 bedrooms, 5 bath, loft, private heated pool, WII and game room  …see more

Featured properties

23 Photos

Villa | 8 Bedrooms | sleeps 17

3 Nights min stay

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from £146 /night

£1016 - £1968 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Emerald Island resort is centrally located within 3 miles to Walt Disney World, 14 miles to SeaWould, 17 Universal Studios, and just a short drive to many of the other theme parks that Central Florida has to offer. 3 miles to Disney 14 miles to SeaWorld 17 miles to Universal. Minutes to Super Market and Restaurants  …see more

23 Photos

Villa | 8 Bedrooms | sleeps 18

Excellent 5/5 

Short stays welcome

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from £429 /night

£3000 - £3670 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury Home. Sleeps 18. Close to Theme Parks, Shops, Golf & Restaurants 2 miles Disney World. Custom Built Manor. Private, Landscaped Pool. Summer Kitchen & BBQ. Cinema. Games Room w/ Pool Table. Free WiFi Internet. Overlooks Natural Woodland & Lake Located in Formosa Gardens. Gated community. Closest to Disney. Restaurants, shops and bars, golf nearby.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

4 Nights min stay

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from £69 /night

£477 - £635 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • No pets allowed
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.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 13

Very Good 4/5 

7 Nights min stay

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from £106 /night

£742 - £928 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
A lifetime of memories in our fantastic and luxurious 6 bedroom villa located in Oak Island Cove, Kissimmee, Florida, just 5 minutes from Disney. This memorable, yet affordable house comprises two floors of comfort and elegance. Our home we enjoy and love. It's where we spend our vacation time relaxing and enjoying Florida sunshine.  …see more

21 Photos

House | 5 Bedrooms | sleeps 12

Very Good 4.5/5 

7 Nights min stay

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from £97 /night

£679 - £795 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Only 5 minutes' drive to Disney's main gate, its proximity allows guests to return to the villa for an afternoon break, before returning to the parks in the evening for fireworks and parades. It also takes the hassle out of lengthy line-ups and traffic. This villa is your perfect reprieve after fun filled days at all the Orlando attractions and activities.  …see more

21 Photos

Villa | 5 Bedrooms | sleeps 12

3 Nights min stay

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from £95 /night

£663 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Seasons Sunshine Villa named from the fact that the pool is in sun all day offers the ideal location for a large family or two family holiday of a lifetime.  …see more

24 Photos

House | 6 Bedrooms | sleeps 13

Excellent 5/5 

7 Nights min stay

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from £143 /night

£999 - £1395 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
We set out to achieve a truly beautiful and exciting luxurious home, not a basic 'rental villa'. With impressive vital statistics this huge 4184sq ft 6 bedroom, 6 bathroom home overlooking a sparkling lake, with a sun drenched south facing pool and spa is perfect! Check out our availability calendar we are booking up fast...book now while you can!  …see more

20 Photos

Villa | 7 Bedrooms | sleeps 16

7 Nights min stay

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from £158 /night

£1100 - £1250 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Villa in lake Berkley, kissimmee, Florida/. 7 bedroom all with en-suite facilities villa at lake Berkley resort with stunning views across the lake and of the island, peaceful location but only 15 minutes to Disney. Luxury pool seating on extended deck overlooking large pool and spa.  …see more

10 Photos

Villa | 6 Bedrooms | sleeps 14

Short stays welcome

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from £128 /night

£891 - £1166 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Emerald Island Lake View is a luxurious villa situated on the prestigious Emerald Island Resort. It is spacious with a separate lounge and a large family room with views over the private pool and large garden. It is furnished and equipped to a very high standard.  …see more

19 Photos

Villa | 3 Bedrooms | sleeps 6

1 night min stay

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from £84 /night

£583 - £642 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
3 bedroom/2 bath villa situated in the Champions Gate area, West Kissimmee on the countryside estate Indian Ridge just 3 miles south west of the main entrance to Disney on US192. South facing solar heated pool with gas available for the cooler months. 3 miles to Disney - south facing solar heated pool - 3 bedroom/2 bathroom Keys are located at the property  …see more

15 Photos

Villa | 5 Bedrooms | sleeps 11

7 Nights min stay

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from £116 /night

£809 - £839 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Our stunning 5 bedroomed villa has everything that you could need for a wonderful holiday in the Orlando area. Including fully stocked games room, swimming pool and hyrotherapy spa, gas barbeque and a PC will full internet and wifi access. Our stunning Lakeside Villa will make all your Florida dreams come true. We have tried to think of everything that you should possibly need for the perfect vacation and just some of our features are, PC is high-speed Internet access, infrared gas barbecue on our sun terrace area which has extended decking the hydrotherapists bar and applewood has coloured lighting display that looks wonderful litter for Nightswimming.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 12

Very Good 4/5 

1 night min stay

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from £99 /night

£689 - £742 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Luxury 5 bedroom 4.5 bathroom villa with private pool and spa overlooking lake. Situated in the prestigious gated community of Cumbrian Lakes in quiet conservation area yet close to Disney, Highway 192 and all the attractions Orlando has to offer.  …see more

21 Photos

Villa | 5 Bedrooms | sleeps 12

Very Good 4.5/5 

1 night min stay

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from £79 /night

£550 - £800 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
This 5 Bedroom villa is situated right on Mickeys doorstep on popular Indian Creek community, approximately 2.5 miles from Disney. Large private pool with decking overlooking conservation area, games room. Large selection of restaurants, supermarkets, gift shops nearby. 2.5 miles to Disney, Games room, Large pool and decking overlooking coservation area, near to all ameanities  …see more

20 Photos

Townhouse | 3 Bedrooms | sleeps 8

1 night min stay

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from £64 /night

£445 - £603 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury 3 bedroom, 3 bathroom home, with splash pool. Located on a holiday resort complex with fabulous facilities, including huge swimming pool with fun slide. Only 2 miles from Disney.  …see more

20 Photos

House | 4 Bedrooms | sleeps 10

Excellent 5/5 

3 Nights min stay

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from £257 /night

£1797 - £2426 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
The Big Blue House is a 4 bedroomed, 4 bathroomed luxury home with fabulous views and it is on the 9th Fairway of the Prestigious Tom Watson Signature golf course in probably one of the best positions within Reunion Resort within walking distance of Reunion Grande. 4 large bedrooms all with full en-suite facilities, dressing room/walk in closet Location! Location!  …see more

13 Photos

Villa | 7 Bedrooms | sleeps 16

3 Nights min stay

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from £144 /night

£1007 - £1696 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
7 Bedrooms, 4 Bathrooms, Large South facing Pool / Spa Near Disney Theme Parks, Games Room, Wi Fi, 60" Internet TV, DVD, Conservation area, Lake views, Fully equiped kitchen, towels provided, suitable for disabled people, local management company, fishing, gold nearby Lovely views of the lake and It is only a short drive from the main theme parks and many golf courses.  …see more

16 Photos

House | 4 Bedrooms | sleeps 10

Very Good 4.5/5 

5 Nights min stay

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from £65 /night

£450 - £550 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Come watch the sun set at sunset! ideal for families - large solar west facing pool overlooking lake - games room - 52" tv in lounge, tvs in all bedrooms, wireless high speed internet, ps2, unlimited local, long distance and international phone calls free of charge.  …see more

16 Photos

Villa | 5 Bedrooms | sleeps 10

Short stays welcome

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from £129 /night

£901 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
F lorida villa with 5 bedrooms, 3 bathrooms, air-conditioned,large south facing private pool/Spa,close to Disney,sea world,universal and restaurants, great shoping at florida mal, Ideal 2 families Travle cot & high chair for babies .  …see more

20 Photos

Villa | 7 Bedrooms | sleeps 16

Excellent 5/5 

1 night min stay

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from £529 /night

£3700 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
The Getaway is a unique luxury villa located within 10 minutes of Disneyworld and features 3 lounges, 7 bedrooms, 12 person home theatre, gym, huge private pool & outdoor kitchen with living space. At over 6500sq ft our home caters for even the largest of groups. Completely refurbished in 2010 The Getaway offers 'brand new everything' with luxury furnishings throughout  …see more

18 Photos

Condo | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £40 /night

£280 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Condo on beautifully landscaped site minutes away from Disney World with extensive amenities including clubhouse, heated swimming pool, games room, snack bar / shop, exercise gym, sauna, jacuzzi at pool.  …see more

22 Photos

Villa | 6 Bedrooms | sleeps 12

Excellent 5/5 

5 Nights min stay

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from £165 /night

£1155 - £1260 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Situated on the luxury Bellavida resort, this beautiful property has been designed and built to be a spectacular home. With 6 bedrooms and 5 1/2 bathrooms this is the perfect choice for all families and holiday makers in Orlando Florida! All bedrooms are en-suite, with built in wardrobes, television and ceiling fans.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

3 Nights min stay

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from £56 /night

£390 - £450 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
This 4 bed, 2 bath, air conditioned home with its own private oversized 31ft enclosed swimming pool is located on the popular Hamilton's Reserve community just 7.1 miles from Disney's Magic Kingdom. This home has everything you will need for a great vacation 7.1 miles from Disney's Magic Kingdom, 4 Beds, 2 Bath, 2 Lounges, PRIVATE Enclosed 31ft Heatable Pool  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 13

Short stays welcome

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from £92 /night

£644 - £784 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Spacious luxury 5 bed villa, with large private pool and spa with beautiful lake view.Games room with a 8ft slate bed pool table,table tennis, air hockey and football tables.Ps.2. and internet access.Only 15 mins from disney.
fully air conditioned barbecue  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 12

3 Nights min stay

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from £106 /night

£742 - £1039 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Five large bedrooms which can sleep 12 persons comfortably. Some with an en-suite bathroom. Lovely peaceful, quiet 'home from home'. Short drive to Disney World attractions and Shopping Mall and Supermarket. BBQ on request.  …see more

14 Photos

Villa | 5 Bedrooms | sleeps 12

4 Nights min stay

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from £106 /night

£742 - £2189 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
30 Foot South Facing Pool with Spa No Rear Neighbors 50 inc TV in family area with DVD player Games Room Pool table table tennis air hockey Covered Lanai with Dinning furniture Keurig Pod Coffee Machine/Electric Kettle Cable TV in all rooms And Free local calls Only 3 Miles from Walt Disney World 30 Mins to Universal 1 hr from Clearwater 1 hr from the Space Coast  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £93 /night

£650 - £850 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • No pets allowed
This beautiful 6 bedroom villa has the privilege of being in the closest residential community to the Disney Theme Parks (2 miles away)5 minutes. It is situated just off of Highway 192 in the stunning location of Rolling Hills. The Villa is just 2 minutes from a large variety of supermarkets, services, restaurants and a walk-in medical centre. There are 6 golf courses within 10 minutes of the Villa and the Villa is ideally placed for outlet malls and factory stores.  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £79 /night

£551 - £747 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Spacieuse villa 8 personnes , piscine chauffée , avec vue imprenable sur le lac Spacious villa 8 people, heated pool, with stunning views of the lake  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 12

4 Nights min stay

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from £105 /night

£730 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
VILLA 5 CHAMBRES 3 SALLES DE BAIN GAME ROOM PISCINE SPA BONUS ROOM ORDINATEUR FOURNI PS2 ET JEUX FOURNIS WIFI TELE DANS TOUTES LES CHAMBRES IDEALE POUR LES FAMILLES NOMBREUSES OU GROUPE SITUEE A 10 MIN DES PARCS DISNEY  …see more

15 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £77 /night

£534 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
ACCUEIL FRANCOPHONE SUR PLACE  …see more

17 Photos

Villa | 6 Bedrooms | sleeps 12

Excellent 5/5 

7 Nights min stay

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from £166 /night

£1161 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Close to Disney Parks Secure Gated Entrance Clubhouse 58 seat 3D Movie Theater Nintendo Wii Suite Fitness Room & Gym Billiard Room Video Arcade Lighted Tennis Courts Lighted Basketball Courts Volleyball Courts Children's Play Area Olympic Size Swimming Pool Belle's has won awards 3 Years running 2011,2012 & 2013 for top holiday rental in the Disney area.  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 10

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
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

24 Photos

Villa | 6 Bedrooms | sleeps 13

Excellent 5/5 

Min stay varies

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from £179 /night

£1250 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
6 bedrooms, gated community, Windsor palms, swimming pool, Jacuzzi, Disney, air conditioned, clubhouse  …see more

14 Photos

Villa | 4 Bedrooms | sleeps 10

Excellent 5/5 

Min stay varies

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from £67 /night

£467 - £615 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Oak Island Cove is located in the middle of all the fun parks and attractions Orlando has to offer, only a few minutes from what makes Orlando so famous. Disney World is only 3 miles away and Universal Studies & Sea World a mere 20 minute  …see more

20 Photos

Villa | 7 Bedrooms | sleeps 16

Excellent 5/5 

Min stay varies

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from £572 /night

£4000 - £4750 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
The Oasis features 7 bedroom suites all with Private Bathrooms, a huge family room with seating for 14, a dedicated games room with seating area, a separate study with third seating area, a resort style swimming pool, separate kids pool and much more. Your own movie theatre, a summer kitchen & outdoor lounge are just some of the additional luxuries on offer.  …see more

23 Photos

Villa | 3 Bedrooms | sleeps 8

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
FACILITIES AVAILABLE IN OUR SUPERIOR ACCOMMODATION Indoor open courtyard private swimming pool. Jacuzzi both heated. Large sundeck with sun loungers. 3 large bedrooms all on suit with TV and video. 3 Bathrooms one being disabled equipped. Air conditioning throughout. H When you stay at our luxury villa you will be within three miles of the Disney complex.  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

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from £85 /night

£594 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Super five bed Lakeside villa on the private gated and 24-hour guarded community of Lake Berkely Extended deck and pool magnificent uninterrupted views over the beautiful large lake All major theme parks restaurants and shopping within easy reach  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 9

Excellent 5/5 

Min stay varies

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury villa on Indian Creek Estate with large south facing Pool & Spa enclosed and not overlooked from the back, only 5 minutes from Disney, Master en-suite room, Queen en-suite room a double room and one Nemo themed kids room, also games room with pool and air hockey.  …see more

Orlando Kissimmee is a great location for a family holiday, with easy access to Florida's big attractions - Disney World, Busch Gardens and Universal Studios. There are also rides through the Florida Everglades and plenty of children-friendly activities to keep everyone happy. The area has some excellent beaches, amongst them Clearwater Beach and Daytona Beach.