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Holiday Lettings
> North America
> United States
> Florida
> Central Florida
> Villas and apartments in Kissimmee

Villas in Kissimmee and Apartments - Holiday Lettings - Holiday Rentals Kissimmee

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£1 £750 -

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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
  • Farmhouse (1)
  • Apartment (1,072)
  • Villa (1,357)
  • Cottage (35)
  • House (3,687)
  • Penthouse (2)
  • Lodge (1)
  • Manor House (1)
  • Bungalow (19)
  • Townhouse (429)
  • Camper van (1)
  • Studio (14)
  • Yacht (2)
  • Condo (2,301)
  • Private room (7)
  • Guest house (7)
  • Log cabin (5)
  • B&B (3)
  • Caravan/Mobile Home (3)
  • Hotel apartment (33)

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Farmhouse
Dishwasher

Great rentals within 20 miles that match your search

Farmhouse rental in Wellington with swimming pool, golf nearby

Wellington farmhouse

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 10

from £777 / night

£5,435 / week

1 / 76

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Marco Island holiday home rental

Marco Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £160 / night

£1,119 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday townhouse in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

2 reviews

from £147 / night

£914 - £1,462 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday condo in Orlando

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

3 reviews

from £73 / night

£505 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Orlando

Orlando house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £274 / night

£1,918 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday condo in Madeira Beach

Madeira Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

13 reviews

from £136 / night

£950 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa in Holmes Beach

Holmes Beach villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £118 / night

£868 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £213 / night

£1,487 / week

1 / 17

Great rentals within 20 miles that match your search

Home rental in Clermont

Clermont house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

6 reviews

from £133 / night

£813 / week

1 / 29

Great rentals within 20 miles that match your search

Home rental in Cape Coral

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

20 reviews

from £261 / night

£1,827 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £281 / night

£1,964 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Tampa

Tampa house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £356 / night

£1,643 - £2,155 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home in Sanford

Sanford house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Property type

3 reviews

from £302 / night

£2,110 / week

1 / 27

Great rentals within 20 miles that match your search

Naples holiday home rental

Naples house

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

6 reviews

from £453 / night

£2,854 / week

1 / 21

Great rentals within 20 miles that match your search

Villa rental in Cape Coral

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

3 reviews

from £179 / night

£1,247 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home letting

Boca Raton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

7 reviews

from £128 / night

£640 / week

1 / 47

Great rentals within 20 miles that match your search

Oviedo holiday home rental

Oviedo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £188 / night

£1,311 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday condo in Miami

Miami condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £90 / night

£629 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

6 reviews

from £269 / night

£1,880 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday condo in Cocoa Beach

Cocoa Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £118 / night

£821 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

1 filter does not match: Property type

5 reviews

from £204 / night

£1,291 - £2,314 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £137 / night

£959 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Venice

Venice condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £183 / night

£1,279 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday yacht rental

Cape Coral yacht

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £457 / night

£2,284 - £2,923 / week

1 / 13

Great rentals within 20 miles that match your search

Home rental in Kissimmee with swimming pool

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 22

1 filter does not match: Property type

11 reviews

from £480 / night

£3,357 / week

1 / 33

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: Property type

29 reviews

from £94 / night

£653 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

5 reviews

from £169 / night

£1,183 / week

1 / 48

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: Property type

15 reviews

from £138 / night

£962 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment rental

Plantation apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

1 review

from £105 / night

£736 / week

1 / 11

Great rentals within 20 miles that match your search

St. Petersburg holiday home rental

St. Petersburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £206 / night

£1,439 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

15 reviews

from £206 / night

£1,644 - £2,010 / week

1 / 14

Great rentals within 20 miles that match your search

Marco Island holiday villa rental

Marco Island villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £418 / night

£2,923 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday villa in Cape Coral

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

3 reviews

from £115 / night

£804 / week

1 / 32

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £183 / night

£1,278 / week

1 / 26

Great rentals within 20 miles that match your search

Marco Island holiday condo rental

Marco Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £206 / night

£1,439 / week

1 / 27

Great rentals within 20 miles that match your search

Townhouse rental in Key Largo with swimming pool

Key Largo townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

8 reviews

from £320 / night

£1,507 - £3,197 / week

1 / 17

Great rentals within 20 miles that match your search

Apartment accommodation in Key Largo

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

7 reviews

from £320 / night

£1,325 - £2,740 / week

1 / 16

Great rentals within 20 miles that match your search

Sarasota holiday apartment rental

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £235 / night

£1,644 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday bungalow in Port Charlotte

Port Charlotte bungalow

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £86 / night

£601 - £1,301 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

4 reviews

from £265 / night

£1,854 / week

1 / 24

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