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516 Holiday homes in Kissimmee

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Filters applied: Swimming pool (516)

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516 Results  |  
20 Photos

Apartment | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £59 /night

£412 - £593 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Our first floor unit is ideally located within walking distance to the resort clubhouse and its amenities. Close to everything, this community is one of the most sought after communities in Central Florida. Less than 5 miles to Disney!  …see more

24 Photos

House | 6 Bedrooms | sleeps 12

Excellent 5/5 

5 Nights min stay

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from £121 /night

£847 - £1200 / week

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Key info:

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

19 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £87 /night

£605 - £666 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

Featured properties

14 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

5 Nights min stay

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from £68 /night

£470 - £600 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
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

24 Photos

Villa | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

3 Nights min stay

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from £80 /night

£559 - £932 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Family accommodation near Orlando. Self-catering accommodation in Florida. Holiday Home near Disney. Disney Dream Villa. Orlando villa with pool Prime location near Disney, also near to local amenities. Private pool/spa in a secure location. Games Room  …see more

20 Photos

Villa | 7 Bedrooms | sleeps 16

Short stays welcome

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from £224 /night

£1562 - £2684 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
The ultimate luxury 7 bedroom villa in the prestigious enclave area of Emerald Island. Sited on an extra large plot, that offers extra peace, quiet and privacy. The pool deck backs onto a lake and has beautiful views of a lake and woodland / lowland nature preserve. Awarded a 5 star “signature” rating, there's no finer place for you to stay for your Florida vacation.  …see more

13 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £79 /night

£550 - £990 / week

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Key info:

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

24 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £181 /night

£1265 - £1595 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Relax in our 7 bedroom 2,827sq.ft holiday villa, complete with extended south facing private private swimming pool, spa and an air-conditioned games room on the beautiful Lake Berkley Resort. Our home can accommodate up to 14 people making it remarkably affordable for larger parties and family reunions.  …see more

22 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £210 /night

£1465 - £1680 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
This 4 bedroom, 3 bathroom villa is located on The Estates at Legacy Park and will sleep up to 8 guests in comfort, with a south-west facing pool. This home is equipped with everything you will need during your stay and the kitchen comes complete with all modern appliances.  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 15

7 Nights min stay

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from £203 /night

£1415 - £1765 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Relax in this 7 bedroom 3,063 square feet holiday villa, complete with extended south facing private swimming pool, spa and an air-conditioned games room on the sought-after Emerald Island. Our home can accommodate up to 14 people making it remarkably affordable for larger parties and family reunions.  …see more

12 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £92 /night

£640 - £940 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Two Luxury villas with own pool just 5 minutes from Disney located at Indian Ridge just off SR 545, off SR 192. Easy access to all theme parks, shops and restaurants. Indian Ridge has a community pool, sports pitches, tennis courts and childrens play area.  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 8

4 Nights min stay

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from £70 /night

£488 - £544 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Villa Ka'Shea is a beautifully furnished villa located in a Gated Community in Kissimmee, which is the home of the Theme Parks, Shopping Malls and many Restaurants. It is conveniently located to Orlando International Airport and many other places of interest.  …see more

17 Photos

Villa | 4 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £72 /night

£500 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Within 10 minutes from Disneyworld, 'My Heaven's Gift' in Lake Berkley Resort is a 4 bedroom, 2 bathroom detached single property that can accommodate up to 10 people comfortably. South-east facing pool, jetted spa, game room with billiards, internet, Nintendo Wii and PS game consoles,  …see more

24 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

Short stays welcome

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from £61 /night

£425 - £450 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Our beautiful villa is located on a small exclusive development with landscaped surroundings and small lakes set in a wooded conservation area. Perfect for the person wanting to relax in quiet idyllic comfort and just 4 miles from Disney World. We maintain our villa to a very high standard inside and out, it really is home from home.  …see more

22 Photos

Villa | 4 Bedrooms | sleeps 10

Very Good 4.5/5 

4 Nights min stay

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from £99 /night

£693 - £913 / week

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Key info:

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

12 Photos

Villa | 3 Bedrooms | sleeps 8

Excellent 5/5 

4 Nights min stay

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from £58 /night

£400 - £500 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury Orlando Villa located 10 minutes from Walt Disney World  …see more

12 Photos

Villa | 3 Bedrooms | sleeps 8

Excellent 5/5 

5 Nights min stay

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from £51 /night

£352 - £501 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Spacious 3 bedroom/2 bathroom villa. Minutes from all the Disney attractions. Complimentary use of all complex facilities inc 3 great pools, a gym, floodlit tennis courts and a children's park.  …see more

23 Photos

House | 5 Bedrooms | sleeps 10

Very Good 4.5/5 

Short stays welcome

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from £72 /night

£500 - £700 / week

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Key info:

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

24 Photos

Townhouse | 3 Bedrooms | sleeps 8

2 Nights min stay

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from £59 /night

£409 - £544 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Venetian Bay Villages is a manned gated community with 4 pools and adjoining children's playgrounds. One of the pools is located less than 500 feet from your front door.  …see more

7 Photos

Townhouse | 4 Bedrooms | sleeps 8

2 Nights min stay

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from £39 /night

£272 - £527 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
King Master * Queen Jr Master Suite * WiFi * Within 500 Feet Of Clubhouse * Additional amenities: games room, fitness center, sun deck with lake view, basketball courts, volleyball court, tennis court and movie theater.  …see more

21 Photos

Villa | 4 Bedrooms | sleeps 10

2 Nights min stay

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from £71 /night

£494 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Just a few steps from the pool, the spa, the fitness, playground, tennis court, basketball court. From our home you can see your family members swimming in the pool. Our home is furnished up to a 5* residence, brand-new and air-conditioned and offers a cozy, homely f  …see more

20 Photos

House | 4 Bedrooms | sleeps 11

Excellent 5/5 

4 Nights min stay

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from £80 /night

£560 / week

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Key info:

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

24 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

5 Nights min stay

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from £61 /night

£425 - £510 / week

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Key info:

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

15 Photos

Villa | 4 Bedrooms | sleeps 8

4 Nights min stay

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from £109 /night

£761 - £1044 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Minutes from Disney, emerald island resort, 4 bed, not overlooked, private heated pool & spa, 3 bath, games area, free broadband, resort facilities.  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 8

5 Nights min stay

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from £142 /night

£988 - £1186 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Orlando Disney. Kissimmee disney. Orlando golf  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

Very Good 4/5 

3 Nights min stay

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from £75 /night

£525 - £575 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
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's in living room and all bedrooms.  …see more

21 Photos

House | 5 Bedrooms | sleeps 12

4 Nights min stay

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from £92 /night

£639 - £856 / week

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Key info:

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

22 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £76 /night

£529 - £560 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
EXECUTIVE HOUSE , WITH 4 BEDROOMS , 3 BATRHOOMS , PRIVATE POOL AND SPA , GAMES ROOM , UNLIMITED CALL FOR USA AND CANADA , FREE WIFI INTERNET ACCES .  …see more

18 Photos

House | 6 Bedrooms | sleeps 14

2 Nights min stay

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from £113 /night

£791 - £959 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access Heated Pool Private Pool Television Satellite or cable TV DVD Player  …see more

11 Photos

House | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £83 /night

£581 - £665 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access Private Pool Shared outdoor pool (unheated) Heated Pool VCR Satellite or cable TV Television DVD Player  …see more

17 Photos

House | 5 Bedrooms | sleeps 10

2 Nights min stay

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from £101 /night

£707 - £875 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Heated Pool Private Pool Shared outdoor pool (unheated) Satellite or cable TV Television DVD Player VCR  …see more

12 Photos

House | 4 Bedrooms | sleeps 10

2 Nights min stay

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from £89 /night

£623 - £707 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Sunset Lakes is a small gated community located right in the heart of Disneys most desirable area  …see more

18 Photos

House | 4 Bedrooms | sleeps 10

2 Nights min stay

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from £77 /night

£539 - £784 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access Hot Tub/Jacuzzi Television Satellite or cable TV DVD Player  …see more

8 Photos

House | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £95 /night

£665 - £749 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access Heated Pool Private Pool Shared outdoor pool (unheated)  …see more

8 Photos

House | 3 Bedrooms | sleeps 8

2 Nights min stay

Add to shortlist

from £83 /night

£581 - £665 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access Heated Pool Television Satellite or cable TV VCR  …see more

15 Photos

House | 4 Bedrooms | sleeps 10

2 Nights min stay

Add to shortlist

from £77 /night

£539 - £791 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access Shared outdoor pool (unheated) Satellite or cable TV DVD Player Television  …see more

17 Photos

House | 4 Bedrooms | sleeps 10

2 Nights min stay

Add to shortlist

from £77 /night

£539 - £791 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access Shared outdoor pool (unheated) Hot Tub/Jacuzzi VCR Satellite or cable TV Television DVD Player  …see more

16 Photos

House | 4 Bedrooms | sleeps 10

2 Nights min stay

Add to shortlist

from £77 /night

£539 - £791 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access Shared outdoor pool (unheated) atellite or cable TV Television DVD Player VCR  …see more

18 Photos

House | 6 Bedrooms | sleeps 14

2 Nights min stay

Add to shortlist

from £137 /night

£959 - £1127 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Internet Access Heated Pool Private Pool VCR DVD Player Television  …see more

12 Photos

House | 3 Bedrooms | sleeps 8

2 Nights min stay

Add to shortlist

from £83 /night

£581 - £665 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Internet Access Heated Pool Private Pool Satellite or cable TV Television DVD Player  …see more

22 Photos

House | 4 Bedrooms | sleeps 8

2 Nights min stay

Add to shortlist

from £101 /night

£707 - £791 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Intern Private Pool Shared outdoor pool (unheated) VCR Satellite or cableTV DVD Player Television  …see more

14 Photos

House | 3 Bedrooms | sleeps 6

2 Nights min stay

Add to shortlist

from £83 /night

£581 - £665 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access Private Pool Satellite or cable TV DVD Player Television VCR  …see more

13 Photos

House | 4 Bedrooms | sleeps 8

2 Nights min stay

Add to shortlist

from £89 /night

£623 - £875 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access Private Pool Heated Pool Shared outdoor pool (unheated) VCR DVD Player Television Satellite or cable TV  …see more

7 Photos

House | 3 Bedrooms | sleeps 8

2 Nights min stay

Add to shortlist

from £83 /night

£581 - £665 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Private Pool DVD Player VCR Television Satellite or cable TV  …see more

20 Photos

House | 3 Bedrooms | sleeps 8

2 Nights min stay

Add to shortlist

from £95 /night

£665 - £749 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Internet Access eated Pool Private Pool DVD Player Satellite or cable TV VCR Garage  …see more

10 Photos

House | 4 Bedrooms | sleeps 10

2 Nights min stay

Add to shortlist

from £77 /night

£539 - £791 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access DVD Player Satellite or cable TV Shared outdoor pool (unheated)  …see more

15 Photos

House | 4 Bedrooms | sleeps 10

1 night min stay

Add to shortlist

from £101 /night

£707 - £791 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Internet Access Heated Pool DVD Player Satellite or cable TV Television  …see more

17 Photos

House | 4 Bedrooms | sleeps 10

2 Nights min stay

Add to shortlist

from £101 /night

£707 - £791 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access Heated Pool Satellite or cable TV DVD Player Television  …see more

11 Photos

House | 4 Bedrooms | sleeps 10

2 Nights min stay

Add to shortlist

from £89 /night

£623 - £707 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access Private Pool Heated Pool Stereo or CD player Television Satellite or cable TV  …see more

16 Photos

House | 4 Bedrooms | sleeps 10

2 Nights min stay

Add to shortlist

from £77 /night

£539 - £791 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access Shared outdoor pool (unheated) Satellite or cable TV DVD Player Television  …see more