Updating

Dates
...

Viewing 40 of 1,751 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
  • Condo (6)

All filters (1)

Filters (2)

Clear filters

6 Holiday homes

Why am I receiving these results?

Great rentals within 20 miles that match your search

Condo rental in Williamsburg with shared pool, golf nearby

Williamsburg condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

from £325 / night

£2,273 / week

1 / 36

Great rentals within 20 miles that match your search

Condo rental in Williamsburg with shared pool, golf nearby

Williamsburg condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

from £389 / night

£2,717 / week

1 / 37

Great rentals within 20 miles that match your search

Condo rental in Williamsburg with shared pool, golf nearby

Williamsburg condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

from £441 / night

£3,084 / week

1 / 36

Great rentals within 20 miles that match your search

Condo rental in Williamsburg with shared pool, golf nearby

Williamsburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £188 / night

£1,314 / week

1 / 33

Great rentals within 20 miles that match your search

Condo rental in Williamsburg with shared pool, golf nearby

Williamsburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £220 / night

£1,539 / week

1 / 33

Great rentals within 20 miles that match your search

Condo letting in Williamsburg with shared pool, golf nearby

Williamsburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £284 / night

£1,983 / week

1 / 33

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Pine Castle holiday townhouse rental

Pine Castle townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

from £603 / night

£4,222 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in ChampionsGate

ChampionsGate house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Beach or lakeside relaxation

from £309 / night

£2,159 / week

1 / 48

Great rentals within 20 miles that match your search

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Beach or lakeside relaxation

from £94 / night

£658 / week

1 / 50

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Beach or lakeside relaxation

from £213 / night

£1,489 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Beach or lakeside relaxation

from £323 / night

£2,256 / week

1 / 65

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Beach or lakeside relaxation

1 review

from £323 / night

£2,256 / week

1 / 71

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with shared pool, golf nearby

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Beach or lakeside relaxation

from £327 / night

£2,288 / week

1 / 59

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Beach or lakeside relaxation

from £213 / night

£1,489 / week

1 / 48

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with golf nearby

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Beach or lakeside relaxation

from £327 / night

£2,288 / week

1 / 57

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: Beach or lakeside relaxation

from £270 / night

£1,889 / week

1 / 64

Great rentals within 20 miles that match your search

Holiday home rental

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Beach or lakeside relaxation

from £277 / night

£1,934 / week

1 / 68

Great rentals within 20 miles that match your search

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Beach or lakeside relaxation

from £94 / night

£658 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Beach or lakeside relaxation

1 review

from £323 / night

£2,256 / week

1 / 65

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Beach or lakeside relaxation

from £327 / night

£2,288 / week

1 / 59

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Beach or lakeside relaxation

from £327 / night

£2,288 / week

1 / 58

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with swimming pool, golf nearby

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Beach or lakeside relaxation

from £323 / night

£2,256 / week

1 / 72

Great rentals within 20 miles that match your search

ChampionsGate holiday villa rental

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Beach or lakeside relaxation

from £270 / night

£1,889 / week

1 / 62

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Beach or lakeside relaxation

from £213 / night

£1,489 / week

1 / 31

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with swimming pool, golf nearby

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Beach or lakeside relaxation

from £213 / night

£1,489 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday home in Davenport

Davenport house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Beach or lakeside relaxation

from £346 / night

£2,417 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home in Davenport

Davenport house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Beach or lakeside relaxation

from £284 / night

£1,985 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home in Four Corners

Four Corners house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 16

1 filter does not match: Beach or lakeside relaxation

from £346 / night

£2,417 / week

1 / 18

Great rentals within 20 miles that match your search

Davenport holiday home let

Davenport house

  • 14 bedrooms
  • 6 bathrooms
  • sleeps 40

1 filter does not match: Beach or lakeside relaxation

from £953 / night

£6,671 / week

1 / 67

Great rentals within 20 miles that match your search

Holiday condo in Orlando

Orlando condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Beach or lakeside relaxation

from £207 / night

£1,278 / week

1 / 14

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Beach or lakeside relaxation

from £166 / night

£1,160 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £88 / night

£553 / week

1 / 26

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £237 / night

£1,657 / week

1 / 19

Great rentals within 20 miles that match your search

Condo accommodation in Orlando

Orlando condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

from £147 / night

£1,025 / week

1 / 35

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £145 / night

£1,004 / week

1 / 9

Great rentals within 20 miles that match your search

Orlando holiday condo rental

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £143 / night

£999 / week

1 / 16

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: Beach or lakeside relaxation

from £231 / night

£1,612 / week

1 / 73

Great rentals within 20 miles that match your search

Holiday apartment in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £92 / night

£645 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Clermont

Clermont villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Beach or lakeside relaxation

from £134 / night

£935 / week

1 / 34

Great rentals within 20 miles that match your search

Apartment rental in Kissimmee with shared pool

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Beach or lakeside relaxation

from £106 / night

£742 / week

1 / 28

×

Also consider