Updating

Dates
...

Viewing 40 of 764 rentals in Windsor Hills Resort

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
> Kissimmee
> Villas and condos in Windsor Hills Resort

Villas in Windsor Hills Resort and Condos - Holiday Lettings - Holiday Rentals Windsor Hills Resort

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
  • Apartment (1)
  • Villa (1)
  • House (1)

All filters (2)

Filters (2)

Clear filters

3 Holiday homes

Why am I receiving these results?

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Cocoa Beach

Cocoa Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £102 / night

£645 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday home rental

Davenport house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15
38 reviews

from £276 / night

£1,927 - £2,153 / week

1 / 63

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
90 reviews

from £101 / night

£710 - £762 / week

1 / 28

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Holiday condo with golf nearby in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

1 review

from £125 / night

£870 / week

1 / 25

Great rentals within 20 miles that match your search

Condo rental in Four Corners with golf nearby

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Pets allowed

1 review

from £73 / night

£828 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Kissimmee

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

from £106 / night

£742 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

20 reviews

from £152 / night

£1,064 / week

1 / 48

Great rentals within 20 miles that match your search

St. Petersburg holiday condo rental

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Pets allowed

1 review

from £92 / night

£2,302 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa rental

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Golf course on site or within 15 min walk

from £145 / night

£1,013 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

from £77 / night

£537 / week

1 / 14

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 8 bedrooms
  • 11 bathrooms
  • sleeps 18

1 filter does not match: Pets allowed

2 reviews

from £737 / night

£5,156 / week

1 / 49

Great rentals within 20 miles that match your search

Orlando ski villa to rent.

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

2 reviews

from £323 / night

£2,164 / week

1 / 59

Great rentals within 20 miles that match your search

Orlando holiday condo rental

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from £369 / night

£2,578 / week

1 / 13

Great rentals within 20 miles that match your search

Home rental in Kissimmee with swimming pool, golf nearby

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

2 reviews

from £142 / night

£993 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Pets allowed

11 reviews

from £369 / night

£2,578 / week

1 / 61

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

1 filter does not match: Pets allowed

6 reviews

from £97 / night

£644 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Clermont

Clermont house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

3 reviews

from £102 / night

£709 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home in Clearwater

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from £211 / night

£1,476 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Reunion

Reunion condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

6 reviews

from £152 / night

£1,039 / week

1 / 40

Great rentals within 20 miles that match your search

Villa rental in Davenport with golf nearby

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £111 / night

£774 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Pets allowed

1 review

from £92 / night

£547 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Four Corners

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Pets allowed

from £324 / night

£2,262 / week

1 / 75

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Kissimmee

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Pets allowed

from £92 / night

£547 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Pets allowed

1 review

from £101 / night

£603 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £110 / night

£658 / week

1 / 54

Great rentals within 20 miles that match your search

Holiday villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Pets allowed

1 review

from £324 / night

£2,262 / week

1 / 57

Great rentals within 20 miles that match your search

Kissimmee holiday apartment let

Kissimmee apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from £101 / night

£603 / week

1 / 30

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Pets allowed

from £324 / night

£2,157 / week

1 / 61

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Pets allowed

from £324 / night

£2,262 / week

1 / 56

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: Pets allowed

1 review

from £266 / night

£1,856 / week

1 / 70

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: Pets allowed

from £323 / night

£2,256 / week

1 / 68

Great rentals within 20 miles that match your search

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £128 / night

£896 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Windsor Hills Resort

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Pets allowed

from £415 / night

£2,900 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday home in Davenport

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Pets allowed

1 review

from £111 / night

£668 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

23 reviews

from £60 / night

£419 / week

1 / 37

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

1 filter does not match: Pets allowed

22 reviews

from £369 / night

£2,578 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Windsor Hills Resort

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

5 reviews

from £83 / night

£580 / week

1 / 17

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: Pets allowed

1 review

from £270 / night

£1,889 / 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: Pets allowed

from £270 / night

£1,889 / week

1 / 59

Great rentals within 20 miles that match your search

Villa accommodation in Davenport with golf nearby

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

6 reviews

from £166 / night

£1,078 / week

1 / 32

×

Also consider