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Kissimmee

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2,490 Holiday homes

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

(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

8

Townhouse rental in Kissimmee with golf nearby

Kissimmee / Emerald Isle Kissimmee

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Emerald Island has a great location, only minutes from Disney and theres loads of shops and restaurants close by. Our house has a brilliant position right infront of the heated pool and spa and you can just sit on the balcony and chill out after a busy day at the parks  …see more

from £76 / night

£480 - £700 / week

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from £76 / night

(6) Excellent 

18

Condo rental in USA East Coast

Central Florida / Kissimmee

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Top rated in trip advisor condo 10 mins away for Disney currently voted 2 in whole area. Spacious, quality nothing better  …see more

from £120 / night

£792 / week

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from £120 / night

(1) Excellent 

18

Kissimmee holiday apartment rental

Central Florida / Kissimmee

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Walk to shops, restaurants and supermarkets. We are 5 minutes from Disney and 20 minutes from Universal. Fully equipped kitchen and washer/dryer with free WIFI. Free parking.  …see more

from £80 / night

£560 / week

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from £80 / night

(6) Excellent 

75

Holiday villa rental

Kissimmee / Kissimmee City

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Luxurious, spaceous secluded villa” Excellent location to all amenities. Villa exceptionally equipped with luxurious facilities. Didn't want to leave !!  …see more

from £108 / night

£760 - £948 / week

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from £108 / 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

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 £280 / night

£1280 - £2552 / week

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from £280 / night

32

Holiday home in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Delightful townhouse with 4 bedrooms and 3 bathrooms, located just 10 minutes from Disney Parks! This lovely home has a large living space. If you are looking for the perfect base for your Florida holiday, then look no further than this amazing 4 bedroom home. Set on th  …see more

from £88 / night

£616 / week

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from £88 / night

(9) Excellent 

24

Holiday villa in USA East Coast

Kissimmee / Doral Woods

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic!” We have just returned from Palm Tree Villa. We stayed there for nearly two weeks and to say we had a fantastic time and enjoyed it there is an understatement. The house is as clean as advertised. It has all the facilities in place to make  …see more

from £100 / night

£695 - £875 / week

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from £100 / night

(5) Excellent 

24

Kissimmee holiday villa rental

Kissimmee / Oak Island Cove

4 10 6 nights min

  • 4 bedrooms
  • Sleeps 10
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Super villa” Great for all age groups - has everything you would ever need - teenagers loved the table tennis plus pool. 8 month old grandaughter had cot, toys high hair. The villa is close to shops & theme parks. Quiet estate with villa overlooking l  …see more

from £100 / night

£700 / week

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from £100 / night

(1) Excellent 

22

Villa rental in Kissimmee with swimming pool

Kissimmee / Cumbrian Lakes

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning
This home has a breath taking view from the pool deck. It overlooks a pretty lake and you may be lucky enough to see deer grazing on the conservation area which lies beyond it. The deck area has been extended so there is also a Hot Tub for you to enjoy. The home itself  …see more

from £99 / night

£693 - £910 / week

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from £99 / night

(4) Very Good 

12

Kissimmee holiday villa rental

Kissimmee / Cumbrian Lakes

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Idyllic base for Orlando holiday” Just got back from this lovely villa where we spent a wonderful two weeks. The owners have made this feel just like home, with everything necessary for a comfortable stay. From the extended pool deck with comfy sunbed  …see more

from £88 / night

£636 / week

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from £88 / 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 £128 / night

£896 / week

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from £128 / night

(31) Excellent 

24

Holiday villa in Kissimmee

Kissimmee / Cumbrian Lakes

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Really comfortable and relaxing stay, a quality holiday home.” We stayed here over Christmas and New Year. There were 8 family members - ample room for all and we still had a spare bedroom. The pool area was lovely and the villa location was great.  …see more

from £100 / night

£695 - £895 / week

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from £100 / night

(4) Excellent 

98

Home rental in Kissimmee with indoor pool

Kissimmee / Emerald Isle Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 96 km
  • Swimming pool
  • Child friendly
“Emerald Isle Excellence” We stayed here at the end of our 2 week Florida road trip for 5 nights, 24 -29 Oct. Wished we could have stayed longer.Upon arrival at front gate the security were polite and helpful took details of our car and directed us to  …see more

from £80 / night

£560 - £1008 / week

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from £80 / night

(1) Excellent 

21

Holiday villa in Kissimmee

Central Florida / Kissimmee

6 13 5 nights min

  • 6 bedrooms
  • Sleeps 13
  • 5 nights min
  • Child friendly
Recently refurbished executive property perfect for family vacations. Ideal location to access all Disney has to offer - a true 5 minute drive to Disneys Animal Kingdom! 6 spacious bedrooms offering 2 kings 2 queens and 2 twin bedded rooms. Luxurious finish and all towe  …see more

from £120 / night

£756 / 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 £144 / night

£792 - £872 / week

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from £144 / night

13

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
A luxury vacation rental home just 15 minutes from Disney with beautiful south east facing sparkling pool backing onto a conservation area with tall hedge on both sides . . . a perfect place to soak up the Florida sunshine!Located in the exclusive sub-division of Stra  …see more

from £65 / night

£450 - £600 / week

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from £65 / night

35

Holiday villa in Kissimmee

Central Florida / Kissimmee

7 16 3 nights min

  • 7 bedrooms
  • Sleeps 16
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Mickey's Family Funhouse has 7 bedrooms, 5 bathrooms, this villa is the perfect place to sip your morning coffee or enjoy breakfast. Lay back in the private screened in pool area on one of many cushioned loungers.Great Location:Disney Funhouse 's vaca  …see more

from £208 / night

£1456 / week

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from £208 / night

23

Guest house rental in Kissimmee

Central Florida / Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Summary •South Facing pool and Spa with 40’ deck overlooks lake and woodland •7 Bed 5.5 bathrooms with 4 Masters 2 Kings 2 Queens 6 Singles Sofa Bed •Closest gated resort to Disney Thank you for visiting Tinkerbells Retreat *** Choosing the right villa for you  …see more

from £200 / night

£1400 - £2360 / week

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from £200 / night

(6) Very Good 

12

Holiday villa rental

Kissimmee / Lindfields

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Large property, sleeps eight fully equipped kitchen with ice making fridge. Large enclosed pool, games room, Linen and towels provided. 10 minutes drive from Disney and close to main attractions. Basic supplies for cleaning.  …see more

from £60 / night

£420 - £525 / week

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from £60 / night

(2) Average 

30

Holiday villa with swimming pool in Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Family friendly, plenty of room, great location” We stayed here for our very first trip to Disney World with our three teenaged daughters and our young grade-school daughter. We loved the home; it had everything we needed, plenty of space. The three  …see more

from £85 / night

£550 - £660 / week

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from £85 / night

46

Villa rental in Kissimmee with swimming pool

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Swimming pool
Turn your dreams into reality in our Luxury Holiday Villa just a short distance from the Orlando theme parks.This is Mickey's Retreat, our 3 Bedroom, 2 Bathroom Villa in Kissimmee, Florida. Mickey's Retreat is conveniently situated just a short ten min  …see more

from £92 / night

£548 - £824 / week

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from £92 / night

(1) Excellent 

13

Apartment rental in Kissimmee

Kissimmee / Windsor Palms

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful resort appartment close to Disney. 3bedroom, 2 bathroom Swimming pool, tennis, basket ball, gym, games room  …see more

from £72 / night

£480 / week

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from £72 / night

(7) Excellent 

16

Villa rental in Kissimmee

Kissimmee / Indian Creek

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our home has lots of great features-32ft Heated poolHot bubbling SpaAir-conditioned games-room2 en-suite bedroomsTVs and DVD players in all bedrooms  …see more

from £114 / night

£800 / week

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from £114 / 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

(11) Excellent 

31

Kissimmee / Paradise Palms

5 11 Min stay varies

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

 …see more

from £80 / night

£924 / week

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from £80 / 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 £80 / night

£499 - £611 / week

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from £80 / night

(20) Excellent 

21

Holiday bungalow with shared pool in USA East Coast

Kissimmee / Vista del lago

3 7 4 nights min

  • 3 bedrooms
  • Sleeps 7
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“We would not stay anywhere else in Orlando” This is our second stay here and the Owners are more than helpful with any query you have and will go out of their way to ensure your stay is the best it can possibly be. The Villa is fully kitted out with  …see more

from £46 / night

£320 - £368 / week

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from £46 / night

(6) Excellent 

24

Villa rental in Kissimmee

Central Florida / Kissimmee

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Great stay close to all attractions and shopping.” We really enjoyed our stay at Mandyville. The house was very clean. We lucked out on the weather for January and made great use of the pool area. The UV protection on the pool enclosure was great a  …see more

from £75 / night

£485 - £525 / week

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from £75 / 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 £172 / night

£1204 - £1596 / week

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from £172 / night

(3) Excellent 

61

Kissimmee holiday villa rental

Kissimmee / Windsor Hills Resort

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 64 km
  • Swimming pool
“Luxury in the sun” Home from home - if home had all these mod cons and a heated pool outside the lounge and a games room in the garage. Great location for Disney assuming you have a car. Plenty of local restaurants and easy run to NASA. Onsite centr  …see more

from £115 / night

£805 / week

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from £115 / night

(43) Excellent 

21

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
“As good as it gets...” When we arrived at the villa we were blown away, It was clean, well presented and extremely modern...and most definitely had the WOW factor!! Everyone in our party were excited and more so on seeing the terrific pool and huge g  …see more

from £130 / night

£895 - £995 / week

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from £130 / night

(1) Very Good 

39

Villa rental in USA East Coast with swimming pool

Central Florida / Kissimmee

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Nearest beach 144 km
  • Swimming pool
  • Child friendly
CONFIRM AND BOOK BETWEEN THE 1ST AND 31ST OCTOBER FOR ANY STAY AND RECEIVE A 5% DISCOUNT ON YOUR BOOKING REFURBISHED OCTOBER 2015 TO A VERY HIGH STANDARD - prime location holiday villa situated on the Community of Oak Island Cove just 2 miles to Walt Disney World 6 B  …see more

from £135 / night

£1500 / week

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from £135 / night

14

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
This 4 Bedroom 3 Bathroom home, in the well sought after Terra Verde Resort ,in Kissimmee, is a very spacious villa. Ideal for two families to share as there are two Master Bedrooms and 2 sitting areas. The two twin bedrooms share a Jack and Jill bathroom.There is also  …see more

from £100 / night

£700 - £910 / week

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from £100 / night

19

Kissimmee / Indian Creek

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £136 / night

£947 / week

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from £136 / night

28

Kissimmee holiday home rental

Central Florida / Kissimmee

6 12 2 nights min

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Very nice 6 Bed home with 6 Baths, located at Veranda Palms Resort, close to 192 and to many restaurants and markets. a 10 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 £176 / night

£1232 / week

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from £176 / night

24

USA East Coast holiday villa rental

Kissimmee / Emerald Isle Kissimmee

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
Disney World, Universal Studio, SeaWorld, Resort, Private Heated Pool, Spa, WIFI, Game room, Internet, Cable TVs3 miles to Disney 14 miles to SeaWorld 17 miles to Universal. Minutes to Super Market and Restaurants  …see more

from £240 / night

£1040 - £2501 / week

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from £240 / night

(3) Very Good 

23

Holiday villa with swimming pool in Kissimmee

Central Florida / Kissimmee

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
6 beds, 4Bath with 3 master suites, new digital TV set in all bed rooms, a 60" TV in living room, Minutes to Disney World and shopping malls, A great place for family vacation with gated community & forest view. A Child high chair, 3 strollers are available on  …see more

from £128 / night

£904 - £1520 / week

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from £128 / night

15

Villa rental in USA East Coast with swimming pool

Kissimmee / Emerald Isle Kissimmee

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Car not necessary
Close to Disney, Gated Community  …see more

from £85 / night

£595 / week

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from £85 / night

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