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Holiday Houses in Kissimmee

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12,945 Holiday homes

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

Villa with private pool near DisneyWorld

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

1

from £94 / night

£652 / week

Four Bedroom home near Disney/Orlando

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

2

from £87 / night

£577 / week

Veranda Palms Villa

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

28

Responds fast! avg. 2 hours 33 minutes

from £115 / night

£802 - £916 / week

Amazing Disney Condo, Pool & Hot tub Onsite

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 6

66

Responds fast! avg. 2 hours 9 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. 32 minutes

from £71 / night

£492 / 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. 32 minutes

from £81 / night

£567 / week

Disney World 2 Miles

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 5

6

from £74 / night

£476 / week

ANY WEEK IN (JAN-APRIL) $1399 (includes TAXES & Final Cleaning)

Kissimmee house

4 bedrooms / 5 bathrooms / sleeps 10

16

from £115 / night

£1,033 - £1,073 / week

Fantasy Pool Home

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

51

Responds fast! avg. 3 hours 49 minutes

Travellers’ Choice award

from £91 / night

£638 / week

Luxurious 3 Bedroom Townhome-1.5 miles from Disney

Kissimmee villa

3 bedrooms / 3 bathrooms / sleeps 7

38

Responds fast! avg. 1 hour 34 minutes

from £71 / night

£436 - £560 / week

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

Kissimmee house

3 bedrooms / 9 bathrooms / sleeps 8

30

from £113 / night

£788 - £1,166 / 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. 32 minutes

from £88 / night

£614 / 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. 32 minutes

from £82 / night

£570 / 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. 32 minutes

from £84 / night

£583 / week

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

Kissimmee apartment

2 bedrooms / 2 bathrooms / sleeps 6

4

from £100 / night

£700 / week

A stunning pool home in Kissimmee, Disney Paradi

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 9

21

from £121 / night

£802 - £916 / week

Fresh poolvilla with free WI-FI and BBQ

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

14

from £88 / night

£610 / 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 47 minutes

from £115 / night

£804 / week

Beautiful Lakeside Villa With Pool; WiFi

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

38

Travellers’ Choice award

from £103 / night

£567 - £630 / 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

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. 32 minutes

from £248 / night

£1,736 / week

The Charming Mickey's Tree House,

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 9

11

Responds fast! avg. 3 hours 33 minutes

from £83 / night

£581 / week

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

Kissimmee house

4 bedrooms / 4 bathrooms / sleeps 8

from £124 / night

£864 / week

3 Bedroom Villa in Country Creek, Kissimmee

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

9

Responds fast! avg. 2 hours 19 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

from £71 / night

£497 / 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. 33 minutes

from £87 / night

£609 / week

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

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 9

53

from £113 / night

£781 - £1,006 / 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 £115 / night

£773 - £1,082 / week

3 Bedroom Vacation Home in Kissimmee Pet-Friendly

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 6

28

from £67 / night

£439 / week

Windsor Hills Luxury pool house/2 miles to Disney

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 13

5

Responds fast! avg. 1 hour 17 minutes

from £173 / night

£1,153 / week

Stunning Sunset Villa includes WiFi, Grill, Gameroom

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

21

Responds fast! avg. 3 hours 35 minutes

from £166 / night

£911 / week

Palm Heaven Villa, Relaxing Family Getaway in Kissimmee

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 8

21

from £115 / night

£687 / week

Luxury SpaciousDisneyVilla, with lakeside view and large pool

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

41

Responds fast! avg. 1 hour 17 minutes

Travellers’ Choice award

from £126 / night

£859 - £1,174 / week

Villa Betty Boo at Hampton Lakes

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

8

from £159 / night

£1,111 - £1,345 / week

Lake Berkley Holiday Villa with FREE pool heating.

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

29

from £85 / night

£636 - £882 / week

Christine’s Villa

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 32 minutes

from £60 / night

£415 / week

Viewing 40 of 12,945
rentals in Kissimmee