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15,258 Holiday homes

(3) Excellent 

25

Winter Garden holiday home rental

Central Florida / Winter Garden

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £50 / night

£350 - £425 / week

Book View

Responds fast!
avg. 1 hour 34 minutes

from £50 / night

51

Winter Garden holiday home rental

Central Florida / Winter Garden

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning

from £156 / night

£1,243 - £2,058 / week

Book View

from £156 / night

6

Home rental in Winter Garden

Central Florida / Winter Garden

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Child friendly

from £74 / night

£501 / week

Book View

from £74 / night

17

Holiday apartment with shared pool in Winter Garden

Central Florida / Winter Garden

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £49 / night

£342 / week

Book View

Responds fast!
avg. 3 hours 55 minutes

from £49 / night

(2) Excellent 

16

Home rental in Winter Garden

Central Florida / Winter Garden

3 7 1 night min

  • 3 bedrooms
  • sleeps 7
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £62 / night

£442 / week

Book View

Responds fast!
avg. 3 hours 17 minutes

from £62 / night

(17) Excellent 

Certificate of Excellence

11

Holiday villa in Winter Garden

Central Florida / Winter Garden

3 8 4 nights min

  • 3 bedrooms
  • sleeps 8
  • 4 nights min
  • Child friendly
  • Air conditioning

Certificate of Excellence

from £75 / night

£400 - £430 / week

Book View

Responds fast!
avg. 3 hours 53 minutes

from £75 / night

(1) Excellent 

18

Camper van accommodation in Winter Garden

Central Florida / Winter Garden

3 8 3 nights min

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

from £97 / night

£613 / week

Book View

Responds fast!
avg. 2 hours 14 minutes

from £97 / night

20

Holiday home with shared pool in Winter Garden

Central Florida / Winter Garden

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £52 / night

£333 / week

Book View

from £52 / night

13

Holiday apartment rental

Central Florida / Winter Garden

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £53 / night

£369 / week

Book View

Responds fast!
avg. 3 hours 55 minutes

from £53 / night

14

Winter Garden holiday apartment let

Central Florida / Winter Garden

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £53 / night

£369 / week

Book View

Responds fast!
avg. 3 hours 55 minutes

from £53 / night

14

Winter Garden holiday apartment rental

Central Florida / Winter Garden

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £49 / night

£342 / week

Book View

Responds fast!
avg. 3 hours 55 minutes

from £49 / night

(2) Very Good 

8

Holiday home in Winter Garden

Central Florida / Winter Garden

3 8 5 nights min

  • 3 bedrooms
  • sleeps 8
  • 5 nights min
  • Child friendly
  • Air conditioning

from £65 / night

£425 / week

Book View

Responds fast!
avg. 3 hours 54 minutes

from £65 / night

15

Winter Garden holiday hotel apartment rental

Central Florida / Winter Garden

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £131 / night

£866 / week

Book View

from £131 / night

Great rentals within 20 miles that match your search

Distance approx 16.58 miles from Winter Garden

(11) Excellent 

26

Holiday villa in Kissimmee

Kissimmee / Formosa Gardens

7 16 min stay varies

  • 7 bedrooms
  • sleeps 16
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £229 / night

£1,600 - £2,100 / week

Enquire View

from £229 / night

Distance approx 16.25 miles from Winter Garden Show on Map

(14) Excellent 

34

Townhouse rental in Kissimmee with indoor pool, golf nearby

Kissimmee / Paradise Palms

4 8 3 nights min

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

from £85 / night

£538 / week

Book View

from £85 / night

Distance approx 17.52 miles from Winter Garden

(5) Excellent 

21

Holiday villa rental

Davenport / Legacy Park

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £61 / night

£421 / week

Book View

Responds fast!
avg. 2 hours 17 minutes

from £61 / night

Distance approx 16.02 miles from Winter Garden

30

Holiday villa with swimming pool, golf nearby in Orlando

Central Florida / Orlando

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £96 / night

£515 - £1,030 / week

Book View

from £96 / night

Distance approx 16.61 miles from Winter Garden

(9) Very Good 

24

Holiday home in Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 130 km
  • Swimming pool

from £165 / night

£825 / week

Book View

from £165 / night

Distance approx 16.98 miles from Winter Garden

(2) Excellent 

24

Holiday villa in Kissimmee

Kissimmee / Rolling Hills at Formosa

4 8 min stay varies

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

from £87 / night

£604 - £763 / week

Book View

Responds fast!
avg. 1 hour 41 minutes

from £87 / night

Distance approx 14.33 miles from Winter Garden

(1) Excellent 

20

Townhouse rental in Clermont with swimming pool

Lake County / Clermont

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 128 km
  • Swimming pool
  • Child friendly

from £73 / night

£511 / week

Book View

from £73 / night

Distance approx 16.39 miles from Winter Garden

25

Holiday apartment in Four Corners

Central Florida / Four Corners

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £185 / night

£1,295 / week

Book View

Responds fast!
avg. 3 hours 25 minutes

from £185 / night

Distance approx 16.37 miles from Winter Garden

25

Four Corners holiday apartment let

Central Florida / Four Corners

2 6 7 nights min

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

from £185 / night

£1,295 / week

Book View

Responds fast!
avg. 3 hours 25 minutes

from £185 / night

Distance approx 12.66 miles from Winter Garden

(18) Excellent 

22

Orlando holiday apartment rental

Central Florida / Orlando

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 94 km
  • Swimming pool
  • Child friendly

from £123 / night

£861 / week

Book View

from £123 / night

Distance approx 14.58 miles from Winter Garden

12

Holiday villa in Orlando

Central Florida / Orlando

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £119 / night

£834 / week

Book View

from £119 / night

Distance approx 17.55 miles from Winter Garden

(2) Excellent 

24

Holiday home in Davenport

Central Florida / Davenport

6 14 min stay varies

  • 6 bedrooms
  • sleeps 14
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £108 / night

£815 - £1,306 / week

Book View

Responds fast!
avg. 3 hours 27 minutes

from £108 / night

Distance approx 14.51 miles from Winter Garden

(8) Excellent 

11

Orlando holiday apartment rental

Central Florida / Orlando

2 8 3 nights min

  • 2 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £183 / night

£1,277 / week

Book View

from £183 / night

Distance approx 16 miles from Winter Garden Show on Map

16

Holiday townhouse rental

Central Florida / Four Corners

3 8 min stay varies

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

from £92 / night

£640 / week

Book View

from £92 / night

Distance approx 16.22 miles from Winter Garden

15

Holiday condo in Kissimmee

Central Florida / Kissimmee

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning

from £202 / night

£1,412 / week

Book View

from £202 / night

Distance approx 17.78 miles from Winter Garden

39

Holiday home rental

Central Florida / Four Corners

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £181 / night

£1,264 / week

Book View

from £181 / night

Distance approx 13.17 miles from Winter Garden

21

Orlando holiday condo rental

Central Florida / Orlando

3 8 7 nights min

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

from £140 / night

£980 - £1,748 / week

Book View

Responds fast!
avg. 2 hours 23 minutes

from £140 / night

Distance approx 16.21 miles from Winter Garden

13

Condo rental in Four Corners

Central Florida / Four Corners

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Child friendly

from £93 / night

£649 / week

Book View

Responds fast!
avg. 1 hour 35 minutes

from £93 / night

Distance approx 16.48 miles from Winter Garden

23

Holiday villa rental

Central Florida / Kissimmee

8 20 3 nights min

  • 8 bedrooms
  • sleeps 20
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £307 / night

£1,536 / week

Book View

from £307 / night

Distance approx 15.17 miles from Winter Garden Show on Map

5

Holiday condo with shared pool in Kissimmee

Central Florida / Kissimmee

2 7 7 nights min

  • 2 bedrooms
  • sleeps 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £104 / night

£726 / week

Book View

from £104 / night

Distance approx 16.03 miles from Winter Garden

23

Holiday townhouse with swimming pool in Four Corners

Central Florida / Four Corners

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £107 / night

£748 / week

Book View

from £107 / night

Distance approx 17.17 miles from Winter Garden

28

Holiday villa rental

Central Florida / Orlando

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £100 / night

£694 / week

Book View

from £100 / night

Distance approx 16.74 miles from Winter Garden

21

Holiday home in Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 8 min stay varies

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

from £126 / night

£882 - £962 / week

Book View

from £126 / night

Distance approx 10.77 miles from Winter Garden

4

Orlando holiday condo let

Central Florida / Orlando

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Child friendly

from £165 / night

£1,153 / week

Book View

from £165 / night

Distance approx 14 miles from Winter Garden

34

Holiday villa in Orlando

Central Florida / Orlando

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child friendly

from £96 / night

£673 / week

Book View

from £96 / night

Distance approx 19.24 miles from Winter Garden

31

Villa rental in Davenport with shared pool, golf nearby

Davenport / Hampton Lakes

5 12 3 nights min

  • 5 bedrooms
  • sleeps 12
  • 3 nights min
  • Nearest beach 89 km
  • Swimming pool
  • Child friendly

from £127 / night

£830 / week

Book View

from £127 / night

Distance approx 11.7 miles from Winter Garden

(1)  

23

Holiday villa in Orlando

Central Florida / Orlando

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £107 / night

£749 - £1,210 / week

Book View

from £107 / night

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