Houses in Winter Park and Villas – Holiday Lettings - Holiday Rentals Winter Park

Close

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

3,630 Holiday homes

27

Holiday home in Winter Park

Central Florida / Winter Park

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Nearest beach 100 km
  • Child friendly
  • Air conditioning

from £58 / night

£386 / week

Book View

Responds fast!
avg. 2 hours 21 minutes

from £58 / night

37

Holiday home with golf nearby in Winter Park

Central Florida / Winter Park

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Nearest beach 60 km
  • Child friendly
  • Air conditioning

from £59 / night

£388 / week

Book View

Responds fast!
avg. 2 hours 21 minutes

from £59 / night

(2) Excellent 

13

Holiday home in Winter Park

Central Florida / Winter Park

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Nearest beach 88 km
  • Child friendly
  • Air conditioning

from £111 / night

£777 / week

Book View

from £111 / night

10

Townhouse rental in Winter Park

Central Florida / Winter Park

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly

from £101 / night

£704 / week

Book View

from £101 / night

(2) Average 

20

Winter Park holiday home rental

Central Florida / Winter Park

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Nearest beach 100 km
  • Child friendly
  • Air conditioning

from £63 / night

£396 / week

Book View

Responds fast!
avg. 2 hours 21 minutes

from £63 / night

(3) Very Good 

22

Winter Park holiday home rental

Central Florida / Winter Park

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Nearest beach 100 km
  • Child friendly
  • Air conditioning

from £63 / night

£412 / week

Book View

Responds fast!
avg. 2 hours 21 minutes

from £63 / night

35

Holiday home rental

Central Florida / Winter Park

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 81 km
  • Child friendly

from £272 / night

£1,902 / week

Book View

from £272 / night

(2) Excellent 

27

Holiday home letting

Central Florida / Winter Park

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Nearest beach 100 km
  • Suitable for children age 5+
  • Air conditioning

from £63 / night

£396 / week

Book View

Responds fast!
avg. 2 hours 21 minutes

from £63 / night

35

Winter Park holiday villa rental

Central Florida / Winter Park

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

from £459 / night

£3,080 - £4,857 / week

Book View

from £459 / night

11

Holiday home letting

Central Florida / Winter Park

3 5 1 night min

  • 3 bedrooms
  • sleeps 5
  • 1 night min
  • Nearest beach 30 km
  • Child friendly
  • Air conditioning

from £82 / night

£466 / week

Book View

from £82 / night

18

Holiday home in Winter Park

Central Florida / Winter Park

8 18 min stay varies

  • 8 bedrooms
  • sleeps 18
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £229 / night

£1,598 / week

Enquire View

from £229 / night

29

Holiday studio in Winter Park

Central Florida / Winter Park

Studio 4 2 nights min

  • Studio
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly

from £68 / night

£447 - £583 / week

Book View

from £68 / night

14

Winter Park holiday home rental

Central Florida / Winter Park

1 5 1 night min

  • 1 bedroom
  • sleeps 5
  • 1 night min
  • Nearest beach 10 km
  • Child friendly
  • Air conditioning

from £69 / night

£451 / week

Book View

from £69 / night

Also consider