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

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3,606 Holiday homes

18

Winter Park holiday home rental

Central Florida / Winter Park

8 18 min stay varies

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

from £226 / night

£1,579 / week

Enquire View

from £226 / night

(2) Excellent 

27

Self-catering house in Winter Park with air conditioning & satellite tv - Great for water sports

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 £62 / night

£390 / week

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Responds fast!
avg. 2 hours 17 minutes

from £62 / night

27

Central Florida - Check out this amazing 1 bedroom house with satellite tv 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

£382 / week

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Responds fast!
avg. 2 hours 17 minutes

from £58 / night

(3) Very Good 

22

Holiday rental in Winter Park with tennis in town, city breaks

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 £62 / night

£405 / week

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Responds fast!
avg. 2 hours 17 minutes

from £62 / night

37

Excellent value-for-money house in Winter Park from £57/night | tennis in town & fishing

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 £58 / night

£382 / week

Book View

Responds fast!
avg. 2 hours 17 minutes

from £58 / night

(2) Excellent 

13

Private house with 2 bedrooms in Winter Park | golf within 30mins drive, bicycles available and more

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 £110 / night

£765 / week

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from £110 / night

(2) Average 

20

Enjoy golf within 30mins drive and cycling holidays in Winter Park at this house from £61/night

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 £62 / night

£390 / week

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Responds fast!
avg. 2 hours 17 minutes

from £62 / 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 £455 / night

£3,054 - £4,815 / week

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from £455 / night

35

House in Winter Park with wi-fi | lakefront, golf within 30mins drive & cycling holidays | From £267/night

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 £268 / night

£1,873 / week

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from £268 / night

11

House with 3 bedrooms in Winter Park, Central Florida | wi-fi, air conditioning & garden

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 £81 / night

£459 / week

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from £81 / night

14

Experience a home from home at this house in Winter Park | wi-fi & air conditioning

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 £68 / night

£444 / week

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from £68 / night

29

Looking for pet friendly accommodation in Winter Park? Rent this studio from £66/night

Central Florida / Winter Park

Studio 4 2 nights min

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

from £67 / night

£440 - £574 / week

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from £67 / night

10

Escape to Winter Park, Central Florida in this beautiful holiday townhouse | Sleeps 6, 2 bedrooms

Central Florida / Winter Park

2 6 2 nights min

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

from £92 / night

£642 / week

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from £92 / night