Holiday accommodation in Kissimmee, Florida, USA - Holiday villas to rent - Book direct

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Kissimmee
269 Properties

Davenport
207 Properties

New York City
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Orlando
43 Properties

Miami Beach
41 Properties

Haines City
36 Properties

Clermont, Orlando
31 Properties

Cape Coral
27 Properties

Rotonda West
22 Properties

Naples, FL
21 Properties

Key Largo
18 Properties

Champions Gate
15 Properties

Bradenton
14 Properties

Clearwater
14 Properties

Englewood
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Marco Island
12 Properties

Sarasota
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Cape Cod
8 Properties

Springhill
8 Properties

Punta Gorda Isles
6 Properties

Holiday homes in Kissimmee (143)

Featured properties
of 143 homes

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Villa | 6 bedrooms | Sleeps 12

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, ...

£150–£185 / night

£1050–£1295 / week

1 night min stay

1 review

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed

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Villa | 7 bedrooms | Sleeps 16

7 bed, 5 bathroom villa overlooking the lake-oversized pool with kiddie pool, 5 minutes to Disney world. 7 BED 5 BATHS OVERLOOKING THE LAKE WITH AN OVERSIZED POOL - RENT A HOME NOT A ROOM SAFE-GATED COMMUNITY.

£226–£297 / night

£1581–£2077 / week

Short stays welcome

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden

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House | 6 bedrooms | Sleeps 12

Spacious 3400 ft, 6 bedoomed home, non smoking, sleeps 12, free wifi,games room,south facing swimming pool,secluded large corner plot. Free wifi, 6 bedrooms,south facing pool, secluded large corner plot , very comfortable home, games room.

£161–£1130 / night

£1130–£2373 / week

1 night min stay

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden

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Townhouse | 4 bedrooms | Sleeps 8

This 1,512 sq ft , 4 bed/3 bath luxury townhouse is located in a quiet gated community with lake views. It has wall mounted LCD TV's in all rooms, Free internet and phone calls. It is just minutes away from 'Disney', supermarkets, shopping malls, cinemas & restaurants. Our Townhome has been refurbished to a high standard with comfy beds to give you a quality nights sleep.

£50–£57 / night

£350–£400 / week

4 nights min stay

8 reviews

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed

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Villa | 4 bedrooms | Sleeps 10

Located in Orlando's most luxurious 24/7 manned gated community, Emerald Island Resort!! This luxurious home includes a Private Pool and Jacuzzi Spa with an extra large patio, as our guest you will also have the Free use of the Emerald Island Resort facilities.

£71–£80 / night

£500–£550 / week

1 night min stay

2 reviews

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden

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Condo | 3 bedrooms | Sleeps 8

Beautifully furnished 3 bedroom home in luxury Cane Island Resort on Disney's doorstep. Lake views, spectacular heated pool, sun deck & spa, huge clubhouse & games room, gym, free wireless internet and free phone calls, national and international.

£49–£64 / night

£345–£445 / week

1 night min stay

1 review

View

Key info:

  • Nearest beach 65 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed

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House | 4 bedrooms | Sleeps 8

The Villa is set in a secure, gated community just a few minutes from restaurants and entertainment although situated in the tranquility of the countryside. It backs onto a woodland conservation area. There are four lakes with easy walking access and fishing facilities.

£64–£86 / night

£450–£600 / week

Short stays welcome

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning

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Villa | 6 bedrooms | Sleeps 12

Villa Lazy Days is a 6 bedroom luxury Disney area vacation home located on a 5 star gated community overlooking the lake. Furnished to a high standard with private pool, spa & games area. Approx. 4 miles from Disney and only 20 minutes to most other main attractions. The club house offers a pool / spa / gym / volleyball beach court / kids area / internet, all free of charge.

£135–£245 / night

£1060–£1380 / week

1 night min stay

1 review

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed

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Villa | 6 bedrooms | Sleeps 12

Luxury Disney Area Vacation home with private pool, spa and games room. Located less than 4 miles from Disney, only 15 minutes to most of the areas main attractions.

£114–£240 / night

£800–£1400 / week

1 night min stay

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed

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Villa | 4 bedrooms | Sleeps 8

Doral woods executive secluded villa set in an acre of woodland, not overlooked. 4 Bedrooms (2 master King Beds), 3.5 Bathrooms. Large south heated pool and deck area with two lanai's, 59 jet jacuzzi hot tub, BBQ, Games Room, Convenient for attractions. SEE VIDEO BELOW. Relax in comfort and style, this 2500sq.ft. home offers exceptional space and complete privacy.

£99–£145 / night

£695–£895 / week

1 night min stay

1 review

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden

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House | 5 bedrooms | Sleeps 10

Beautiful 2 storey executive villa in the sought after gated community of Cambrian Lakes 10 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...

£79–£100 / night

£550 / week

1 night min stay

5 reviews

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed

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Townhouse | 3 bedrooms | Sleeps 6

Enjoy this 3 bedroom/ 2.5 bathrooms townhouse, located only 10 minutes from Disney. All bedrooms are equipped with flat panel TVs. The house comes with a fully equipped kitchen and the comfortable living area including a new 32"TV. Surrounded by over 25 golf courses. You'll enjoy the living area- complete with a new flat panel 32" TV with a DVD player.

£60–£70 / night

£420–£490 / week

3 nights min stay

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden

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Villa | 5 bedrooms | Sleeps 12

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.

£71–£114 / night

£495–£795 / week

3 nights min stay

1 review

View

Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed

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Villa | 5 bedrooms | Sleeps 12

Luxuriously appointed 5 Bedroom Villa with private pool & spa located in Reunion Resort offering Waterpark & Golf access - all only 8 miles from Disney. All bedrooms have TVs, hairdryers, iPod docking stations, all linens (including pool towels) & ceiling fans.

£128–£300 / night

£895–£2000 / week

4 nights min stay

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden

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Villa | 6 bedrooms | Sleeps 12

""NEW"" Bella Mickey 5 Star Super Luxery 3790 sq ft - Bedrooms: 6 - Bathrooms: 5.5 - Delux Games room - High speed wireless internet included in price - Phone: free world wide long distance - Lanai -screened in pool - Safe Gated Community - Clean. -Pillowtop/Eurotop high quality mattresses -LG high capacity washer and dryer (New) -Billiards Table.

£107–£172 / night

£750–£1200 / week

1 night min stay

3 reviews

View

Key info:

  • Nearest beach 109 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
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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.