Kissimmee Villas, Holiday rentals and apartments

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  • United States
  • Florida
  • Central Florida
  • Kissimmee

Location

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  • Bass Lakes Estate (1)
  • Bellavida Resort (21)
  • Calabria, Orlando (3)
  • Cane Island (5)
  • Chatham Park (2)
  • Compass Bay (14)
  • Coral Cay (10)
  • Country Creek (2)
  • Creekside (2)
  • Crescent Lakes (17)
  • Crestwynd Bay (7)
  • Crystal Cove Resort (5)
  • Cumbrian Lakes (23)
  • Doral Woods (9)
  • Eagle Pointe (10)
  • Emerald Isle Kissimmee (68)
  • Encantada Resort (9)
  • Fiesta Key (7)
  • Formosa Gardens (13)
  • Hamilton's Reserve (2)
  • Indian Creek (17)
  • Indian Point (3)
  • Indian Ridge (5)
  • Indian Ridge Oaks (6)
  • Kissimmee City (37)
  • Lake Berkley (31)
  • Lake Marion (3)
  • Legacy Dunes Resort (6)
  • Liberty Village (5)
  • Lindfields (23)
  • Lucaya Village (2)
  • Oak Island Cove (6)
  • Oak Island Harbor (3)
  • Orange Lake Resort (9)
  • Paradise Palms (31)
  • Regal Oaks (12)
  • Remington (2)
  • Rolling Hills at Formosa (4)
  • Seasons Resort (23)
  • Sunset Lakes (12)
  • Terra Verde Resort (20)
  • The Hamlets (3)
  • Trafalgar Village (8)
  • Tuscany, Florida (2)
  • Venetian Bay Villages (12)
  • Veranda Palms (8)
  • Villasol (3)
  • Vista del lago (2)
  • Westside (29)
  • Windsor Hills Resort (33)
  • Windsor Palms (26)
  • Winward Cay (5)

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Also consider

Emerald Isle Kissimmee
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Kissimmee City
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Villas Windsor Hills Resort
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Villas Paradise Palms
31 properties
Lake Berkley
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Villas Windsor Palms
25 properties
Lindfields
21 properties
Cumbrian Lakes
20 properties
Bellavida Resort
20 properties
Terra Verde Resort
20 properties
Villas Indian Creek
15 properties
Crescent Lakes
15 properties
Compass Bay
13 properties
Sunset Lakes
12 properties
Regal Oaks
12 properties
Venetian Bay Villages
12 properties
Seasons Resort
12 properties
Villas Formosa Gardens
11 properties
Eagle Pointe
10 properties
Encantada Resort
9 properties
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4,265 Holiday homes

Travellers going to Kissimmee are booking December dates now. Secure your holiday home today and have the perfect trip.

1 / 24

Florida / Central Florida / Kissimmee

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car not necessary;
 …see more

from £83 / night

£579 - £1003 / week

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from £83 / night

(14) Excellent 

1 / 29

Disney Family Villa - South Facing Pool & Spa

Florida / Central Florida / Kissimmee / Seasons Resort

4 bedroomsSleeps 9Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 110 km; Swimming pool;
Wonderful, private vacation home just 10 minutes from Disney World. This property is a stylish vacation rental in the heart of Kissimmee, set on a quiet lakeside development just off the 192 highway. The fantastic games room & south-facing private pool with Jacuzzi mak  …see more

from £99 / night

£565 - £725 / week

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from £99 / night

1 / 37

Florida / Central Florida / Kissimmee

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Ask owner if suitable for children; Air conditioning; No pets allowed;
 …see more

from £103 / night

£716 - £1432 / week

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from £103 / night

1 / 52

Florida / Central Florida / Kissimmee

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £102 / night

£714 - £910 / week

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from £102 / night

(5) Excellent 

1 / 60

Lovely Lake Berkley Villa with a Gameroom and Hot Tub

Florida / Central Florida / Kissimmee / Lake Berkley

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
South Facing Pool!!!!Luxury 5 Bedroom Villa in Lake Berkley gated communityOne storey villa situated in the prestigious Lake Berkley Resort gated community. South facing pool and spa for all day sun. This is a basic must in Florida. Why go to the sun in order to sit in  …see more

from £100 / night

£600 - £1200 / week

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from £100 / night

(1) Excellent 

1 / 18

Florida / Central Florida / Kissimmee

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £76 / night

£0 / week

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from £76 / night

(1) Excellent 

1 / 22

Florida / Central Florida / Kissimmee

2 bedroomsSleeps 82 nights min stay

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Great for children of all ages ; No pets allowed;
 …see more

from £50 / night

£345 - £379 / week

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from £50 / night

(2) Excellent 

1 / 25

Florida / Central Florida / Kissimmee / Eagle Pointe

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £84 / night

£796 / week

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from £84 / night

1 / 35

Florida / Central Florida / Kissimmee

4 bedroomsSleeps 9Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £98 / night

£685 - £897 / week

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from £98 / night

1 / 14

Florida / Central Florida / Kissimmee / Terra Verde Resort

3 bedroomsSleeps 61 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £69 / night

£379 / week

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from £69 / night

(2) Excellent 

1 / 12

Lovely 4 Bedroom Kissimmeesun Villa with Screened-in Private Pool

Florida / Central Florida / Kissimmee

4 bedroomsSleeps 85 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min stay
Key info: Nearest beach 70 km; Swimming pool; Great for children of all ages ;
Our comfortable 4-bedroom 2-bathroom air-conditioned villa with private screened pool is situated in the quiet residential area of Indian Point Kissimmee - just 15 minutes east of Disney, 20 minutes from Sea World and 30 minutes from Universal . Being just over a 1 hour  …see more

from £66 / night

£465 / week

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from £66 / night

1 / 33

Florida / Central Florida / Kissimmee

3 bedroomsSleeps 66 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £69 / night

£493 / week

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from £69 / night

(4) Excellent 

1 / 15

Florida / Central Florida / Kissimmee / Encantada Resort

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
 …see more

from £74 / night

£500 - £607 / week

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from £74 / night

(11) Very Good 

1 / 76

Florida / Central Florida / Kissimmee

5 bedroomsSleeps 133 nights min stay

  • 5 bedrooms
  • Sleeps 13
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £61 / night

£455 - £663 / week

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from £61 / night

(1) Excellent 

1 / 49

Florida / Central Florida / Kissimmee

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 105 km; Swimming pool; Great for children of all ages ;
 …see more

from £46 / night

£304 - £497 / week

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from £46 / night

1 / 14

Florida / Central Florida / Kissimmee / Lindfields

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
 …see more

from £84 / night

£584 - £929 / week

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from £84 / night

(7) Excellent 

1 / 25

Florida / Central Florida / Kissimmee / Lucaya Village

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
 …see more

from £68 / night

£735 - £841 / week

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from £68 / night

1 / 23

Florida / Central Florida / Kissimmee

6 bedroomsSleeps 14Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Great for children of all ages ; No pets allowed;
 …see more

from £193 / night

£1288 - £2046 / week

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from £193 / night

(2) Excellent 

1 / 5

Florida / Central Florida / Kissimmee / Windsor Palms

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Nearest beach 1 km; Swimming pool; Great for children of all ages ;
 …see more

from £57 / night

£485 / week

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from £57 / night

1 / 24

Florida / Central Florida / Kissimmee

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £166 / night

£1162 - £1533 / week

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from £166 / night

1 / 86

Florida / Central Florida / Kissimmee

7 bedroomsSleeps 16Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 113 km; Swimming pool;
 …see more

from £114 / night

£822 - £1910 / week

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from £114 / night

1 / 29

Florida / Central Florida / Kissimmee / Veranda Palms

4 bedroomsSleeps 101 night min stay

  • 4 bedrooms
  • Sleeps 10
  • 1 night min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £119 / night

£0 / week

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from £119 / night

(6) Excellent 

1 / 44

Gorgeous Vacation Home with WiFi, on Yellow Lantana Ln

Florida / Central Florida / Kissimmee / Encantada Resort

4 bedroomsSleeps 103 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Newly and Professionally Furnished 4 bedroom 3 bath town home with lake view, next to club house.This Entire Property has been Professionally updated and decorated and a short walk to the club house.This beautiful affordable townhouse has just been newly and professiona  …see more

from £91 / night

£610 - £743 / week

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from £91 / night

1 / 26

Florida / Central Florida / Kissimmee

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £59 / night

£379 / week

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from £59 / night

(4) Excellent 

1 / 65

Ladysvilla, Lovely Vacation Pool Home in the Sun

Florida / Central Florida / Kissimmee

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 12 km; Swimming pool; Great for children of all ages ;
Ladys Villa (Loz and Ady's villa) is our holiday home in the sun, it will sleep up to 8 people, with games room, private screened pool (heated on guest payment). We invite you to share our home. It is ideally situated for the independent traveller, giving easy access  …see more

from £84 / night

£531 - £879 / week

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from £84 / night

1 / 24

Florida / Central Florida / Kissimmee

5 bedroomsSleeps 14Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £144 / night

£1003 - £1215 / week

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from £144 / night

(5) Excellent 

1 / 9

Florida / Central Florida / Kissimmee / Lindfields

3 bedroomsSleeps 81 night min stay

  • 3 bedrooms
  • Sleeps 8
  • 1 night min stay
Key info: Nearest beach 64 km; Swimming pool; Great for children of all ages ;
 …see more

from £33 / night

£0 / week

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from £33 / night

1 / 23

Florida / Central Florida / Kissimmee

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Great for children of all ages ; No pets allowed;
 …see more

from £88 / night

£0 / week

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from £88 / night

(26) Excellent 

1 / 48

Florida / Central Florida / Kissimmee / Compass Bay

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 81 km; Swimming pool;
 …see more

from £75 / night

£530 / week

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from £75 / night

(1) Excellent 

1 / 27

Florida / Central Florida / Kissimmee

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £106 / night

£738 - £950 / week

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from £106 / night

1 / 28

Florida / Central Florida / Kissimmee

7 bedroomsSleeps 161 night min stay

  • 7 bedrooms
  • Sleeps 16
  • 1 night min stay
Key info: Swimming pool; Suitable for children age 5+; Some pets are welcome - please contact the owner;
 …see more

from £229 / night

£1600 / week

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from £229 / night

(2) Very Good 

1 / 39

Florida / Central Florida / Kissimmee

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 113 km; Swimming pool; Great for children of all ages ;
 …see more

from £72 / night

£504 - £679 / week

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from £72 / night

1 / 25

Florida / Central Florida / Kissimmee

3 bedroomsSleeps 83 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £125 / night

£797 - £1204 / week

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from £125 / night

(3) Very Good 

1 / 19

Florida / Central Florida / Kissimmee

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 0 km; Swimming pool; Great for children of all ages ;
 …see more

from £65 / night

£472 / week

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from £65 / night

(9) Very Good 

1 / 22

Florida / Central Florida / Kissimmee

4 bedroomsSleeps 82 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Suitable for children age 5+; No pets allowed;
 …see more

from £137 / night

£955 - £1194 / week

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from £137 / night

1 / 23

Florida / Central Florida / Kissimmee

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £110 / night

£0 / week

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from £110 / night

1 / 35

Florida / Central Florida / Kissimmee / Kissimmee City

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £114 / night

£902 / week

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from £114 / night

1 / 100

Florida / Central Florida / Kissimmee

8 bedroomsSleeps 20Min stay varies

  • 8 bedrooms
  • Sleeps 20
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car not necessary;
 …see more

from £212 / night

£1439 - £1742 / week

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from £212 / night

(2) Very Good 

1 / 38

Florida / Central Florida / Kissimmee

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 72 km; Swimming pool;
 …see more

from £52 / night

£435 - £488 / week

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from £52 / night

1 / 75

Florida / Central Florida / Kissimmee

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
 …see more

from £228 / night

£1516 - £1970 / week

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from £228 / night

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