Holiday Rentals in Winward Cay - Holiday Lettings - Villas

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Winward Cay

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17,370 Holiday homes

(1) Excellent 

22

Winward Cay holiday villa rental

Kissimmee / Winward Cay

3 8 7 nights min

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

from £55 / night

£380 - £600 / week

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from £55 / night

(7) Excellent 

31

Holiday villa with swimming pool, golf nearby in Winward Cay

Kissimmee / Winward Cay

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Perfect stay for us. Perfect location. Comfortable and spacious.” I looked through loads and loads of houses to rent in Orlando and came apron this and the location caught my eye as I don't think you could get better. Right on the 192 but in quiet re
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from £68 / night

£460 - £650 / week

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Responds fast!
avg. 2 hours 51 minutes

from £68 / night

(11) Excellent 

43

Holiday villa with swimming pool, golf nearby in Winward Cay

Kissimmee / Winward Cay

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Simply perfect! We will be coming back :)” Our first visit to Florida and from the moment we booked we knew we made the right choice. Marie went out of her way to give us lots of useful information to help us make the most off our visit. When we arri
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from £68 / night

£460 - £650 / week

Book View

Responds fast!
avg. 2 hours 51 minutes

from £68 / night