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Holiday Houses in Kissimmee

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16,207 Holiday homes

Luxury Villa on Golf Course, 10 min. from Disney!

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 12

from £259 / night

£1,812 / week

Luxury 6 Bed Pool Villa Close to Disney

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 12

from £269 / night

£1,859 / week

Emerald Island 4B/2B near Disney, pool, game room

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

5

from £97 / night

£677 / week

DisneyHomesFlorida

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 10

from £115 / night

£798 / week

Windsor Hills - 6 Bedroom Luxury Villa, 5 Minutes from Disney

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 12

2

from £226 / night

£1,318 / week

Villa with private pool near DisneyWorld

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

1

from £98 / night

£683 / week

Four Bedroom home near Disney/Orlando

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

2

from £85 / night

£659 / week

Veranda Palms Villa

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

28

Responds fast! avg. 2 hours 8 minutes

from £115 / night

£773 - £916 / week

Amazing Disney Condo, Pool & Hot tub Onsite

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 6

65

Responds fast! avg. 2 hours 2 minutes

Travellers’ Choice award

from £61 / night

£264 - £422 / week

1.5 M to Disney,From $70/nt,3BR 1600 sqft Townhome

Kissimmee apartment

3 bedrooms / 3 bathrooms / sleeps 8

33

Responds fast! avg. 1 hour 46 minutes

from £67 / night

£464 / week

From $80/nt,4br/3ba townhome with hot tub/lake view,Near Disney,Seaworld

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 8

21

Responds fast! avg. 1 hour 43 minutes

from £72 / night

£498 / week

Close2theMagic 3br/3ba Townhouse Windsor Hills

Kissimmee house

3 bedrooms / 3 bathrooms / sleeps 7

3

Responds fast! avg. 2 hours 14 minutes

from £112 / night

£784 / week

Kissimmee Townhouse 4 bedrooms

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 8

19

from £101 / night

£637 - £1,006 / week

Disney World 2 Miles

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 5

6

from £74 / night

£477 / week

ANY WEEK IN (NOV, DEC, JAN, FEB) $1299 (includes TAXES & Final Cleaning)

Kissimmee house

4 bedrooms / 5 bathrooms / sleeps 10

16

from £121 / night

£780 - £1,128 / week

Fantasy Pool Home

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

51

Responds fast! avg. 3 hours 17 minutes

Travellers’ Choice award

from £97 / night

£674 / week

Indian Point, on Praire Point Boulevard,

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

50

Responds fast! avg. 2 hours 41 minutes

Travellers’ Choice award

from £86 / night

£602 - £619 / week

Luxurious 3 Bedroom Townhome-1.5 miles from Disney

Kissimmee villa

3 bedrooms / 3 bathrooms / sleeps 7

38

Responds fast! avg. 1 hour 54 minutes

from £72 / night

£445 - £572 / week

✨Disney Dreams ✨Windsor Hills 3BD/3BA w/FREE Pool Ht & Welcome Package

Kissimmee house

3 bedrooms / 9 bathrooms / sleeps 8

30

Responds fast! avg. 28 minutes

from £109 / night

£791 / week

New Opening 5Br/3Ba Hot Tub/Lake View,Close Disney,Seaworld,Convention Center

Kissimmee townhouse

5 bedrooms / 3 bathrooms / sleeps 12

13

Responds fast! avg. 1 hour 43 minutes

from £80 / night

£557 / week

From $80/nt,Close to Disney,Seaworld,Convention Center,4br Townhome with Hot Tub

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

6

Responds fast! avg. 2 hours 7 minutes

from £72 / night

£503 / week

From $90/nt,5br/3ba townhome with hot tub,Near Disney,Seaworld,Convention center

Kissimmee apartment

5 bedrooms / 3 bathrooms / sleeps 12

13

Responds fast! avg. 1 hour 46 minutes

from £80 / night

£558 / week

Caribe Cove Resort - 2 BR * Unit Top floor * New Mattress - WiFi/Parking free

Kissimmee apartment

2 bedrooms / 2 bathrooms / sleeps 6

4

from £101 / night

£708 / week

A stunning pool home in Kissimmee, Disney Paradi

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 9

21

from £115 / night

£802 / week

Fresh poolvilla with free WI-FI and BBQ

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

14

from £88 / night

£612 / week

Pat and Ron's Holiday Home, Relaxing Retreat

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

40

from £85 / night

£594 / week

Terra Verde

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 6

4

from £81 / night

£504 / week

4/3 Private Lakefront Town Home at Storey Lake Resort-Near Disney Theme Parks

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 34 minutes

from £101 / night

£706 / week

Beautiful Lakeside Villa With Pool; WiFi

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

38

Travellers’ Choice award

from £103 / night

£510 / week

Fantastic Cumbrian Lakes Villa with Hot Tub and WiFi

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 10

1

from £303 / night

£2,119 / week

Sun Lake 3 BR Near Disney inc. WIFI,Cable,Parking

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 6

6

from £74 / night

£516 / week

New Opening 9 Br/6 Ba luxurious Pool House from $300/nt, Close To Disney

Kissimmee house

9 bedrooms / 6 bathrooms / sleeps 18

6

Responds fast! avg. 1 hour 43 minutes

from £235 / night

£1,641 / week

The Charming Mickey's Tree House,

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 9

11

Responds fast! avg. 2 hours 44 minutes

from £85 / night

£594 / week

4678CLD. 4 Bed Pool Home In Cumbrian Lakes With Games Room

Kissimmee house

4 bedrooms / 4 bathrooms / sleeps 8

from £116 / night

£812 / week

3 Bedroom Villa in Country Creek, Kissimmee

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

9

Responds fast! avg. 2 hours 1 minutes

from £126 / night

£745 - £1,088 / week

Sunburst Villa

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 10

13

from £148 / night

£1,034 / week

Safari Lodge

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 8

21

Responds fast! avg. 3 hours 56 minutes

from £71 / night

£498 / week

Close Disney,Seaworld,Convention center, 5BR towwnhome with hot tub/lake view

Kissimmee house

5 bedrooms / 3 bathrooms / sleeps 12

33

Responds fast! avg. 1 hour 46 minutes

from £80 / night

£558 / week

The Beautiful Life - Family Villa, 6 miles to Disney Pk

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 9

53

from £113 / night

£783 - £1,009 / week

Luxury waterside Villa, private solar heated pool and spa, Disney area

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 13

18

Responds fast! avg. 2 hours 57 minutes

from £109 / night

£745 - £1,054 / week

Viewing 40 of 16,207
rentals in Kissimmee