Updating

Dates
...

Viewing 40 of 10,003 rentals in Kissimmee

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
> Villas and apartments in Kissimmee

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

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
  • Tower (3)
  • Apartment (6,077)
  • Villa (2,934)
  • Cottage (412)
  • House (11,998)
  • Penthouse (60)
  • Chalet (51)
  • Lodge (32)
  • Manor House (1)
  • Bungalow (81)
  • Barn (5)
  • Townhouse (1,095)
  • Camper van (11)
  • Farmhouse (24)
  • Studio (660)
  • Yacht (30)
  • Houseboat (5)
  • Yurt (6)
  • Chateau (1)
  • Boathouse (6)
  • Condo (8,187)
  • Private room (209)
  • Caravan/Mobile Home (27)
  • Hotel apartment (1,104)
  • Guest house (129)
  • B&B (155)
  • Tree House (5)
  • Log cabin (1,323)
  • Tipi/Teepee (2)
  • Beach hut (13)

All filters (1)

Filters (2)

Clear filters

3 Holiday homes

Why am I receiving these results?
Applied filters (2)
Tower
Air conditioning

Great rentals within 20 miles that match your search

Holiday tower with shared pool in Panama City Beach

Panama City Beach tower

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £320 / night

£2,238 / week

1 / 19

Great rentals within 20 miles that match your search

Helen holiday tower rental

Helen tower

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

from £596 / night

£3,942 / week

1 / 12

Great rentals within 20 miles that match your search

Playa del Carmen holiday tower rental

Playa del Carmen tower

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £522 / night

£3,654 / week

1 / 10

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Playa del Carmen holiday villa rental

Playa del Carmen villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 20

1 filter does not match: Property type

9 reviews

from £2,284 / night

£15,984 / week

1 / 50

Great rentals within 20 miles that match your search

Home rental in Summerland Key

Summerland Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

2 reviews

from £128 / night

£895 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Cancun

Cancun apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from £183 / night

£1,279 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday villa with shared pool, golf nearby in Playa Paraiso

Playa Paraiso villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £790 / night

£5,531 / week

1 / 64

Great rentals within 20 miles that match your search

Holiday apartment rental

Playa del Carmen apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £64 / night

£411 - £514 / week

1 / 1

Great rentals within 20 miles that match your search

Holiday villa with shared pool, golf nearby in Gatlinburg

Gatlinburg villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £320 / night

£1,918 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £300 / night

£2,101 / week

1 / 13

Great rentals within 20 miles that match your search

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

Crystal Beach holiday studio rental

Crystal Beach studio

  • Studio
  • 1 bathroom
  • sleeps 1

1 filter does not match: Property type

2 reviews

from £92 / night

£548 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday villa in Windemere Island

Windemere Island villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Property type

from £868 / night

£6,074 / week

1 / 12

Great rentals within 20 miles that match your search

Orlando holiday villa rental

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

4 reviews

from £229 / night

£1,599 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday condo in Marathon

Marathon condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

6 reviews

from £274 / night

£1,914 / week

1 / 18

Great rentals within 20 miles that match your search

Ocho Rios holiday apartment rental

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £111 / night

£774 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Montego Bay

Montego Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £160 / night

£1,096 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Playa del Carmen

Playa del Carmen apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £54 / night

£374 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday home letting

Indian Rocks Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

5 reviews

from £239 / night

£1,669 / week

1 / 48

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 home in Franklin

Franklin house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

2 reviews

from £252 / night

£2,740 - £3,060 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Ocho Rios

Ocho Rios villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

5 reviews

from £713 / night

£4,987 / week

1 / 27

Great rentals within 20 miles that match your search

Hallandale Beach holiday apartment rental

Hallandale Beach apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £110 / night

£768 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday home in Chattanooga

Chattanooga house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

8 reviews

from £503 / night

£3,517 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday condo in Nassau

Nassau condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £274 / night

£1,918 / week

1 / 19

Great rentals within 20 miles that match your search

Tallahassee holiday home rental

Tallahassee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Property type

2 reviews

from £356 / night

£2,465 - £5,739 / week

1 / 54

Great rentals within 20 miles that match your search

Holiday home accommodation

Ocho Rios house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Property type

6 reviews

from £1,835 / night

£12,843 / week

1 / 25

Great rentals within 20 miles that match your search

Priory holiday home rental

Priory house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £38 / night

£203 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Playa del Carmen

Playa del Carmen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £607 / night

£3,197 - £3,542 / week

1 / 14

Great rentals within 20 miles that match your search

Apartment rental in Priory

Priory apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £51 / night

£352 / week

1 / 26

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 condo rental

Williamsburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

4 reviews

from £45 / night

£314 / week

1 / 25

Great rentals within 20 miles that match your search

Clearwater holiday condo rental

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

3 reviews

from £128 / night

£895 / week

1 / 39

Great rentals within 20 miles that match your search

Home rental in Clearwater

Clearwater house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £137 / night

£959 / week

1 / 33

Great rentals within 20 miles that match your search

Villa accommodation in Orange Bay

Orange Bay villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £83 / night

£466 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday condo in Hallandale Beach

Hallandale Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £183 / night

£1,279 / week

1 / 24

Great rentals within 20 miles that match your search

Miramar Beach holiday condo rental

Miramar Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £457 / night

£3,197 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday apartment in Cancun

Cancun apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

2 reviews

from £34 / night

£203 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday home rental

Playa del Carmen house

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

1 filter does not match: Property type

from £1,004 / night

£6,850 / week

1 / 48

Great rentals within 20 miles that match your search

Murphy holiday chalet rental

Murphy chalet

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

3 reviews

from £101 / night

£617 - £713 / week

1 / 24

×

Also consider