Updating

Dates
...

Viewing 40 of 132 rentals in Winter Haven

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

Holiday Lettings
> North America
> United States
> Florida
> Central Florida
> Apartments and houses in Winter Haven

Apartments in Winter Haven and Houses - Holiday Lettings - Holiday Rentals Winter Haven

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
Tripadvisor rating Vrbo rating
Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
Property type
  • Villa (6)
  • Cottage (1)
  • House (6)
  • Townhouse (1)
  • Condo (1)

All filters (2)

Filters (2)

Clear filters

15 Holiday homes

Why am I receiving these results?

Great rentals within 20 miles that match your search

Davenport holiday townhouse rental

Davenport townhouse

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from £293 / night

£2,051 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Davenport

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £204 / night

£1,425 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Haines City

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from £173 / night

£1,140 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Haines City

Haines City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
6 reviews

from £96 / night

£638 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday condo in Davenport

Davenport condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £63 / night

£441 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday home in Davenport

Davenport house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 25

from £354 / night

£2,479 / week

1 / 47

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 20
1 review

from £369 / night

£2,581 / week

1 / 69

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Davenport

Davenport villa

  • 13 bedrooms
  • 10 bathrooms
  • sleeps 30
1 review

from £547 / night

£3,827 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Haines City

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
2 reviews

from £124 / night

£762 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Haines City

Haines City villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10
15 reviews

from £181 / night

£1,718 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday home with swimming pool, golf nearby in Davenport

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6
5 reviews

from £145 / night

£1,016 / week

1 / 37

Great rentals within 20 miles that match your search

Polk City holiday cottage rental

Polk City cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
1 review

from £64 / night

£380 / week

1 / 7

Great rentals within 20 miles that match your search

Davenport holiday home let

Davenport house

  • 14 bedrooms
  • 6 bathrooms
  • sleeps 40

from £945 / night

£6,612 / week

1 / 67

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Davenport

Davenport house

  • 14 bedrooms
  • 5 bathrooms
  • sleeps 36

from £895 / night

£6,260 / week

1 / 67

Great rentals within 20 miles that match your search

Davenport holiday home rental

Davenport house

  • 14 bedrooms
  • 11 bathrooms
  • sleeps 28

from £835 / night

£5,845 / week

1 / 54

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Haines City holiday home rental

Haines City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Tennis in town

5 reviews

from £124 / night

£863 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home in Auburndale

Auburndale house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Tennis in town

11 reviews

from £88 / night

£614 / week

1 / 50

Great rentals within 20 miles that match your search

Haines City holiday villa rental

Haines City villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Balcony or terrace

3 reviews

from £164 / night

£1,095 / week

1 / 42

Great rentals within 20 miles that match your search

Villa rental in Haines City with shared pool, golf nearby

Haines City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Balcony or terrace

8 reviews

from £119 / night

£831 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Balcony or terrace

1 review

from £268 / night

£1,872 / week

1 / 66

Great rentals within 20 miles that match your search

Villa rental in Davenport with swimming pool, golf nearby

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Balcony or terrace

from £268 / night

£1,872 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Davenport

Davenport house

  • 20 bedrooms
  • 11 bathrooms
  • sleeps 50

1 filter does not match: Balcony or terrace

2 reviews

from £1,798 / night

£9,071 - £33,856 / week

1 / 139

Great rentals within 20 miles that match your search

Orlando holiday villa rental

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Balcony or terrace

29 reviews

from £93 / night

£652 / week

1 / 37

Great rentals within 20 miles that match your search

Haines City holiday villa rental

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Balcony or terrace

21 reviews

from £115 / night

£802 - £859 / week

1 / 35

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Balcony or terrace

from £146 / night

£986 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday home with indoor pool in Davenport

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

1 filter does not match: Balcony or terrace

from £457 / night

£3,194 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Haines City

Haines City villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Balcony or terrace

4 reviews

from £146 / night

£822 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Haines City

Haines City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Tennis in town

3 reviews

from £173 / night

£1,140 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday home with indoor pool in Davenport

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Tennis in town

4 reviews

from £1,003 / night

£7,021 / week

1 / 72

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Balcony or terrace

from £268 / night

£1,872 / week

1 / 64

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Balcony or terrace

from £268 / night

£1,872 / week

1 / 62

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Balcony or terrace

from £320 / night

£2,236 / week

1 / 86

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Balcony or terrace

from £268 / night

£1,872 / week

1 / 61

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Balcony or terrace

from £268 / night

£1,872 / week

1 / 62

Great rentals within 20 miles that match your search

Villa rental in Davenport with swimming pool, golf nearby

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Balcony or terrace

from £320 / night

£2,236 / week

1 / 100

Great rentals within 20 miles that match your search

Home rental in Davenport with swimming pool

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Balcony or terrace

from £146 / night

£1,022 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Haines City

Haines City house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Balcony or terrace

from £229 / night

£1,597 / week

1 / 73

Great rentals within 20 miles that match your search

Holiday villa letting

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Balcony or terrace

from £232 / night

£1,623 / week

1 / 56

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 13 bedrooms
  • 10 bathrooms
  • sleeps 33

1 filter does not match: Balcony or terrace

from £547 / night

£3,827 / week

1 / 39

Great rentals within 20 miles that match your search

Haines City holiday home rental

Haines City house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Balcony or terrace

from £156 / night

£1,022 / week

1 / 48

×

Also consider