Kissimmee apartment or villa with a heated pool

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Kissimmee

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1,404 Holiday homes

Filters applied: Heated pool (1,406)

Travellers going to Kissimmee are booking January dates now. Secure your holiday home today and have the perfect trip.

(1) Very Good 

34

Kissimmee / Crescent Lakes

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £91 / night

£634 / week

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from £91 / night

(7) Very Good 

26

Kissimmee holiday villa rental

Central Florida / Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“This is house is very accommodating and a great vacation rental.” My family and a few friends recently rented this home and we had an excellent stay. The house is very spacious and will be great for a large group. I love how it has an alarm to make y  …see more

from £72 / night

£501 / week

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from £72 / night

(3) Excellent 

30

Kissimmee holiday villa let

Kissimmee / Lindfields

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
“The Perfect home in the Perfect location” The only word to describe this beautiful well maintained home is 'wow' I would say it was like a home from home, only much better. Everything has been thought of to ensure a comfortable stay. The pool is super  …see more

from £65 / night

£410 - £595 / week

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from £65 / night

(5) Very Good 

74

Villa rental in Kissimmee with swimming pool, golf nearby

Kissimmee / Windsor Hills Resort

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“Home from home... Fantastic!!” My husband & i stayed here with our teenage daughter & her friend, what a great holiday we all had! The villa was perfect... Centrally located on the 192, really comfortable & stylish with every convenience you could eve  …see more

from £108 / night

£750 / week

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from £108 / night

(30) Excellent 

24

Holiday villa in Kissimmee

Kissimmee / Doral Woods

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We'd stay again in a heartbeat !!” Everything about this place was "top shelf". It was sparkling clean and comfortable, with all the amenities one could ask for. Beautifully decorated and thoughtfully equipped, this place completely met our needs an  …see more

from £150 / night

£800 - £975 / week

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from £150 / night

(8) Very Good 

49

Home rental in Kissimmee

Kissimmee / Lake Berkley

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool
“Our stay in Florida was made that much more enjoyable staying here” 995 Lake Berkley Drive, was a great place for us to stay during our recent two week trip to Florida. The estate itself is very impressive, clean and well maintained. A safe and secure  …see more

from £116 / night

£782 - £973 / week

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from £116 / night

(1) Very Good 

20

Condo rental in Kissimmee with golf nearby

Kissimmee / Kissimmee City

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
This spacious 3 bedrooms and 2 bedrooms vacation home includes the Following Amenities: 4 miles to Disney , 1 King Bed, 1 Queen Bed, 2 Twin Beds, COMMUNITY has heated pool, spa, fitness center, theater room, basketball and tennis court and children playground, Complemen  …see more

from £71 / night

£476 - £675 / week

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from £71 / night

(5) Excellent 

23

Kissimmee holiday villa rental

Kissimmee / Country Creek

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our beautiful family owned villa is located only 10 mins from WDW and close to many other attractions such as Sea World, Aquatica, Universal Studios and Universal Islands of Adventure. Our home from home is comfortably furnished and equipped with all the amenities to m  …see more

from £85 / night

£560 - £665 / week

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from £85 / night

(11) Very Good 

48

Central Florida / Kissimmee

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £119 / night

£728 - £1104 / week

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from £119 / night

(2) Excellent 

16

Holiday villa in USA East Coast

Kissimmee / Indian Creek

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“Great Florida Villa in a Perfect Location” Myself & my Family spent a lot of time looking on website at Villas for our Florida Holiday, hoping to find a Good deal with the right location near to all the Attractions and a villa that would be suitabl  …see more

from £120 / night

£834 / week

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from £120 / night

(12) Excellent 

22

Kissimmee holiday villa let

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Super Villa in a super location,” A perfect location for us just a couple of minutes from Kissimmee, Everything you need is there, pool, hot tub, games room, WiFi and as it's English owned it even has a kettle ! (Most Florida Villas don't). Clear i  …see more

from £100 / night

£743 - £854 / week

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from £100 / night

(2) Excellent 

91

Villa accommodation in Kissimmee

Kissimmee / Kissimmee City

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Fabulous 2 storey home with lots of space for large groups or 2 families, with cable t.v. in every room, wi fi and a games room. The pool & spa area is a great favourite with lots of loungers for relaxing by the pool. Seasons is one of the most sought after communit  …see more

from £85 / night

£600 - £1150 / week

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from £85 / night

13

USA East Coast holiday townhouse rental

Kissimmee / Venetian Bay Villages

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
4 bedrooms, 3 full baths, Close to disney, Sleeps 10, Resort style community, 24 hour security, Close to major shopping areas (Walmart, Flea Markets and Restaurants), Property Manager Close By, Family friendly, Military, Repeat Bookings and Family and Friends Discounts  …see more

from £80 / night

£500 / week

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from £80 / night

84

Holiday villa rental

Central Florida / Kissimmee

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This luxury 4 bedroom and 3 bathroom villa is located in the established community of Oak Island Cove. This location is probably one of the closest to Disney World's' main gate and within walking distance ( 5 mins) to shopping and the many great restaurants situated on  …see more

from £96 / night

£604 - £881 / week

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from £96 / night

20

Kissimmee holiday villa rental

Kissimmee / Emerald Isle Kissimmee

8 17 Min stay varies

  • 8 bedrooms
  • Sleeps 17
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
Villa, Private Pool, Spa, Sleep 19, Resort Clubhouse, Kitchen, Game room, Xbox360, Heated Pool, BBQ Grill, 8 Bedrooms, 4.5 Bathrooms, Free WIFI, Cable TV, Game Room, Near Disney  …see more

from £278 / night

£1270 - £2531 / week

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from £278 / night

22

Home rental in Kissimmee

Kissimmee / Veranda Palms

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
• Accommodates up to 11 people. • 4 beds and 3 ½ bath • Living room with a big screen tv and dining room combo. • Keyless front door entry. • Free cable, internet wi-fi, local and us long distance calls. • Private game room. • Private enclose pool area.  …see more

from £127 / night

£889 / week

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from £127 / night

(12) Excellent 

37

Villa rental in Kissimmee with swimming pool

Kissimmee / Kissimmee City

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
“One word to sum up this villa...... PERFECT !!!” Choosing a villa was quite a hard task to ensure that the whole family enjoyed their vacation in Florida. It needed to be centrally located to all the main parks, be furnished to a good standard & have  …see more

from £104 / night

£687 - £913 / week

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from £104 / night

(7) Very Good 

21

Holiday villa in Kissimmee

Kissimmee / Terra Verde Resort

5 12 5 nights min

  • 5 bedrooms
  • Sleeps 12
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
5 Beds,4 Baths. Sleeps 12. AC. Outdoor Pool. Xbox. Wii. PS2. Games Room with Pool Table, Foosball, Air Hockey.  …see more

from £100 / night

£700 - £834 / week

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from £100 / night

(17) Excellent 

48

Townhouse rental in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 104 km
  • Swimming pool
  • Child friendly
“Absolutely fabulous -we will rent this villa again next time we go to Forida” There really wasn't anything about this property that disappointed us. It was clean, beautifully decorated and furnished, kitchen had more equipment that we ever used - an  …see more

from £36 / night

£252 / week

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from £36 / night

42

Condo rental in USA East Coast

Kissimmee / Windsor Hills Resort

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Windsor Hills is perhaps the finest resort community in the Disney area. With world famous theme parks and attractions just minutes away, a stay here will create family memories to last a lifetime.  …see more

from £87 / night

£612 - £945 / week

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from £87 / night

(2) Very Good 

24

Kissimmee holiday home rental

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Luxury tropical five star resort and house. Close to Disney parks and within range of Florida's west coast beaches.  …see more

from £99 / night

£693 - £910 / week

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from £99 / night

16

Townhouse rental in USA East Coast with shared pool

Kissimmee / Venetian Bay Villages

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Excellent 3 bedroom home on the popular Venetian Bay in Kissimmee. This is the perfect place to relax after your busy day at the parks. Only 15 minutes from Disney World and great facilities in this gated community makes planning your Florida Vacation easy.The s  …see more

from £76 / night

£528 - £723 / week

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from £76 / night

(4) Excellent 

23

Holiday villa in USA East Coast

Kissimmee / Windsor Hills Resort

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Spacious House” The house was great very spacious and all 12 of us enjoyed it very much. The downside of getting to a property after being delayed for over 2 hours was it was late at night and other properties we had rented before left us a welcome  …see more

from £159 / night

£1112 / week

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from £159 / night

(5) Excellent 

27

Holiday villa letting

Kissimmee / Windsor Palms

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
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 re  …see more

from £120 / night

£825 / week

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from £120 / night

(5) Excellent 

24

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 72 km
  • Swimming pool

 …see more

from £54 / night

£445 - £500 / week

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from £54 / night

23

Holiday villa in Kissimmee

Kissimmee / Windsor Palms

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
6 Bedroom Luxury Villa at Windsor Palms 3 Miles from Disney. Private Pool area with extended decking overlooking beautiful conservation area. 42" flat screen HDTV with cable. Free Wifi Internet. Games room. Gated community. Clubhouse facilities cinema, tennis, gym,  …see more

from £120 / night

£800 - £1150 / week

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from £120 / night

(3) Very Good 

16

Holiday home with swimming pool in USA East Coast

Kissimmee / Veranda Palms

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic villa and location” Stayed at this villa for two weeks and highly recommend it. It was clean, spacious and ideally located for Orlando airport and all the theme parks. Would definitely stay there again, the owner and management team were ver  …see more

from £143 / night

£786 - £866 / week

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from £143 / night

(1)  

24

Holiday villa in Kissimmee

Kissimmee / Emerald Isle Kissimmee

7 16 3 nights min

  • 7 bedrooms
  • Sleeps 16
  • 3 nights min
  • Swimming pool
  • Air conditioning
This spacious 7 bedroom villa is perfect for a family, or three to come see the beautiful area of Orlando and explore the world of Disney together!  …see more

from £140 / night

£980 - £1260 / week

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from £140 / night

(6) Very Good 

45

Holiday villa with golf nearby in USA East Coast

Kissimmee / Indian Creek

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“Fantastic well equipped/maintained villa in a perfect location close to everything, will definitely be back” We chose this villa as it was well equipped and in a location we knew well, we found a lot of villas can be a bit of a drive away from anythin  …see more

from £110 / night

£750 - £1250 / week

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from £110 / night

(9) Excellent 

88

Kissimmee holiday villa rental

Kissimmee / Bellavida Resort

6 14 5 nights min

  • 6 bedrooms
  • Sleeps 14
  • 5 nights min
  • Nearest beach 111 km
  • Swimming pool
  • Child friendly
“Our vacation in Florida 2014” The location of the property was ideally suited for our planned vacation. The size and facilities were extremely good and especially with 6 adults & 4 children it worked perfectly with each family. The kitchen lent itsel  …see more

from £171 / night

£1195 - £1584 / week

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from £171 / night

(1) Very Good 

24

Holiday villa in Kissimmee

Kissimmee / Crescent Lakes

6 14 4 nights min

  • 6 bedrooms
  • Sleeps 14
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 123 km
  • Swimming pool
Thank you for taking the time to look at our beautiful villa, we know you will find everything you need to make your stay a perfect one. Crescent Lakes is a stunning, tranquil community and our villa is set right in the heart of it. Disney World is only a short 15 minut  …see more

from £145 / night

£950 - £1230 / week

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from £145 / night

(1) Excellent 

10

Kissimmee holiday townhouse rental

Kissimmee / Compass Bay

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 101 km
  • Swimming pool
This house is close to all the main attraction's, shopping outlets, restaurants. It is in a gated community it has a private patio with a view of the lake, close to one of the children's play area.  …see more

from £70 / night

£495 - £580 / week

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from £70 / night

(3) Excellent 

21

Villa rental in Kissimmee

Kissimmee / Indian Ridge

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our private south facing pool is solar heated and enclosed within a 6ft high fenced garden with a forested area to the rear providing total privacy. The pool is fully screened and equipped with a range of upholstered poolside furniture and a lanai for shade. All doors  …see more

from £115 / night

£685 - £900 / week

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from £115 / night

(7) Very Good 

24

Holiday home in USA East Coast

Kissimmee / Emerald Isle Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 130 km
  • Swimming pool
“Fabulous House, Fabulous Holiday” We loved this house!!! It was spotlessly clean, and the furnishings were of a high standard. The beds were really comfy and the children loved the playroom and pool. Great for two families. It is a great location  …see more

from £165 / night

£825 - £1255 / week

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from £165 / night

25

Home rental in Kissimmee with swimming pool

Central Florida / Kissimmee

4 6 2 nights min

  • 4 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Very nice 4 Bed home with 3 Baths, located at Windsor Palms Resort, close to 192 and to many restaurants and markets. a few minutes from Disney Parks, only 3 miles away. 15 minutes away from Universal Studios and 20 min away from Outlet Premium. Excellent clubhouse with  …see more

from £105 / night

£734 / week

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from £105 / night

(2) Very Good 

18

Holiday villa with shared pool, golf nearby in USA East Coast

Kissimmee / Orange Lake Resort

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“Perfect family spot.” At the time of our check in our wonderful vacation began. The villa was classically appointed. Everything was spotless and functional. The lush landscape was a fitting tropical backdrop for the winding river. All common a  …see more

from £171 / night

£1200 / week

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from £171 / night

23

Villa rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

8 17 Min stay varies

  • 8 bedrooms
  • Sleeps 17
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
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 Unive  …see more

from £278 / night

£1270 - £2531 / week

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from £278 / night

(1) Excellent 

43

Holiday townhouse in Kissimmee

Central Florida / Kissimmee

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Nearest beach 114 km
  • Swimming pool
  • Child friendly
This is a luxurious stunning spacious modern 3 bedroom, 2.5 Bathroom Townhouse two-storey. As you enter the home you are greeted by light, bright and airy open feel of the home is the perfect base for a relaxing, stress free vacation, situated by a 3-acre lake view from  …see more

from £75 / night

£525 / week

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from £75 / night

28

USA East Coast holiday home rental

Central Florida / Kissimmee

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
A stunning, larger than average, 5 Bed 4 Bathroom villa with a beautiful view of the conservation area at the rear as background of our private pool. All rooms in the villa are spacious. The villa is furnished and maintained to a very high standard. The villa is located  …see more

from £108 / night

£711 - £1028 / week

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from £108 / night

(1) Excellent 

13

Holiday villa in Kissimmee

Kissimmee / Kissimmee City

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
“Amazing stay, great villa” Had a lovely stay for 2 weeks. Very easy to book and a lot of useful information emailed before and in the villa as well. Brilliant directions- made it a less daunting experience! Villa very clean with plenty of room and s  …see more

from £79 / night

£495 - £606 / week

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from £79 / night

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