Kissimmee apartment or villa with an indoor pool | Holiday Lettings

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  • United States
  • Florida
  • Central Florida
  • Kissimmee
  • All locations
  • Bellavida Resort (1)
  • Eagle Pointe (1)
  • Emerald Isle Kissimmee (2)
  • Indian Creek (1)
  • Indian Ridge Oaks (1)
  • Kissimmee City (3)
  • Lake Berkley (1)
  • Liberty Village (1)
  • Paradise Palms (13)
  • Rolling Hills at Formosa (1)
  • Sunset Lakes (1)
  • Westside (1)
  • Windsor Palms (1)

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56 Holiday homes

Filters applied: Private indoor pool (56)

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

(2) Very Good 

24

Heron House, Superb Rental with a Pool and WiFi - Sunset Lakes house sleeps 12

Kissimmee / Sunset Lakes

6 12 3 nights min

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Fell in love with the views of the lake together with the conervation land which adjoins the development creating a natural habitat for the wildlife of Florida . Heron House has 2 ensuite bedrooms (1 USA King Size, 1 USA Queen size) as well as 4 twin bedrooms which mak  …see more

from £150 / night

£800 / week

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from £150 / night

(11) Very Good 

20

Gorgeous Vacation Home on Candy Palm Road in Kissimmee - Paradise Palms villa sleeps 12

Kissimmee / Paradise Palms

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
We invite you to enjoy our home on your next trip to Orlando. Absolutely perfect for family groups, this property features all the comforts of home and more! Book your vacation now at this beautiful pool home. Attention to every detail has been put in as we furnished an  …see more

from £168 / night

£1176 - £2191 / week

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from £168 / night

19

Kissimmee / Indian Creek

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £130 / night

£904 / week

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from £130 / night

(6) Very Good 

35

Disney Dream,Outstanding villa with private pool - Paradise Palms townhouse sleeps 8

Kissimmee / Paradise Palms

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our townhome is situated 10mins drive from Disney and 20mins from Universal.It is close to shops restraunts and the main theme parksOur home has 4 bedrooms 3 bathrooms,dining room/living room well equiped kitchen and heated pool.It is beside the Clubhouse only one minut  …see more

from £84 / night

£573 - £993 / week

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from £84 / night

20

Lovely Pool Villa Near Disney - Emerald Isle Kissimmee villa sleeps 17

Kissimmee / Emerald Isle Kissimmee

8 17 Min stay varies

  • 8 bedrooms
  • Sleeps 17
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
Only 3 miles to Disney, 15 miles to SeaWorld, 17 miles to Universal Studio and has easy access to all major theme parks. This beautiful villa locates in the prestigious Emerald Island Resort, a beautiful community with 24/7 guarded gate. This villa has 8 bedrooms 4.5 ba  …see more

from £268 / night

£1222 - £2435 / week

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from £268 / night

(4) Excellent 

98

THE HAVEN IN EMERALD ISLAND RESORT - Emerald Isle Kissimmee house sleeps 8

Kissimmee / Emerald Isle Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 96 km
  • Swimming pool
  • Child friendly
In our house, fell like you are at home, with the comfort of a King suit and an attached bathroom with garden tub and 3 more bed : queen bed and fully attached bathroom and kids rooms with 2 twin beds in each and their own bathroom to share. Enjoy the heated swimming po  …see more

from £77 / night

£535 - £962 / week

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from £77 / night

16

Kissimmee / Paradise Palms

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £149 / night

£993 / week

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from £149 / night

(3) Excellent 

100

Kissimmee / Paradise Palms

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 103 km
  • Swimming pool
  • Child friendly

 …see more

from £92 / night

£642 / week

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from £92 / night

57

Central Florida / Kissimmee

6 16 Min stay varies

  • 6 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £192 / night

£1352 - £1772 / week

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from £192 / night

(2) Very Good 

59

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly

 …see more

from £81 / night

£566 / week

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from £81 / night

(1) Very Good 

24

Spacious 6 bed/ 5.5bath in BellaVida Resort 220LF - Kissimmee house sleeps 14

Central Florida / Kissimmee

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Swimming pool
Upscale 6 bed 5 1/2 baths home with enclosed pool and spa is the perfect place to relax after a long day at the parks.This beautiful pool home is 6 bedrooms 5 ½ bath, located in the most sought after gated resort community of Bella Vida about 10 miles from Disney World  …see more

from £123 / night

£855 - £1497 / week

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from £123 / night

(4) Very Good 

100

Enchanting Star Lake View House with Balcony, Pool, and Jacuzzi - Kissimmee house sleeps 10

Central Florida / Kissimmee

4 10 6 nights min

  • 4 bedrooms
  • Sleeps 10
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
This immaculate 4 bedroom, 3 bath, family vacation villa is ideally situated only 3 miles from Disney World! The villa overlooks a tranquil lake, a home to herons and other wildlife all year round, and from here it's a short journey to all the major attractions in  …see more

from £90 / night

£585 / week

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from £90 / night

11

Villa Sonho - Encantada Resort - Kissimmee house sleeps 4

Central Florida / Kissimmee

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Very nice 2 Bed home with 2,5 Baths, located at Encantada Resort, close to 192 and to many restaurants and markets. a few minutes from Disney Parks, only 3 miles away. 15 minutes away from Universal Studios and 20 min away from Outlet Premium. Excellent clubhouse with f  …see more

from £70 / night

£485 / week

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from £70 / night

50

Central Florida / Kissimmee

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £74 / night

£512 / week

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from £74 / night

19

Central Florida / Kissimmee

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £100 / night

£700 / week

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from £100 / night

41

Kissimmee / Kissimmee City

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £100 / night

£700 - £1427 / week

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from £100 / night

33

Kissimmee / Paradise Palms

6 13 5 nights min

  • 6 bedrooms
  • Sleeps 13
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £146 / night

£1016 - £1400 / week

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from £146 / night

11

Villa Magical - Encantada Resort - Kissimmee house sleeps 3

Central Florida / Kissimmee

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Very nice 2 Bed home with 2,5 Baths, located at Encantada Resort, close to 192 and to many restaurants and markets. a few minutes from Disney Parks, only 3 miles away. 15 minutes away from Universal Studios and 20 min away from Outlet Premium. Excellent clubhouse with f  …see more

from £70 / night

£485 / week

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from £70 / night

(5) Very Good 

21

Central Florida / Kissimmee

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £149 / night

£1042 - £2157 / week

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from £149 / night

(2) Excellent 

16

Kissimmee / Paradise Palms

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £114 / night

£797 / week

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from £114 / night

(3) Excellent 

49

Kissimmee / Kissimmee City

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £149 / night

£1042 / week

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from £149 / night

35

Kissimmee / Kissimmee City

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £92 / night

£909 / week

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from £92 / night

(1) Excellent 

19

Kissimmee / Paradise Palms

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £114 / night

£840 / week

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from £114 / night

(10) Excellent 

44

Central Florida / Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Car not necessary

 …see more

from £149 / night

£993 - £2138 / week

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from £149 / night

32

Kissimmee / Paradise Palms

5 11 5 nights min

  • 5 bedrooms
  • Sleeps 11
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £99 / night

£690 - £1219 / week

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from £99 / night

33

Kissimmee / Paradise Palms

6 13 5 nights min

  • 6 bedrooms
  • Sleeps 13
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £146 / night

£1016 - £1400 / week

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from £146 / night

(2) Excellent 

29

Kissimmee / Lake Berkley

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 81 km
  • Swimming pool

 …see more

from £142 / night

£989 - £1213 / week

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from £142 / night

(3) Very Good 

24

Kissimmee / Rolling Hills at Formosa

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £77 / night

£539 / week

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from £77 / night

27

Central Florida / Kissimmee

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £153 / night

£1069 / week

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from £153 / night

(6) Very Good 

30

Central Florida / Kissimmee

4 10 4 nights min

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £79 / night

£535 / week

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from £79 / night

(2) Excellent 

28

Central Florida / Kissimmee

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £191 / night

£909 - £1756 / week

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from £191 / night

(2) Excellent 

22

Central Florida / Kissimmee

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £58 / night

£401 / week

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from £58 / night

35

Kissimmee / Paradise Palms

6 13 5 nights min

  • 6 bedrooms
  • Sleeps 13
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £146 / night

£1016 - £1400 / week

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from £146 / night

(5) Excellent 

26

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £77 / night

£459 - £993 / week

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from £77 / night

43

Kissimmee / Bellavida Resort

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £106 / night

£738 / week

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from £106 / night

19

Central Florida / Kissimmee

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £120 / night

£839 - £1235 / week

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from £120 / night

(4) Excellent 

100

Kissimmee / Paradise Palms

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £130 / night

£1278 / week

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from £130 / night

19

Kissimmee / Paradise Palms

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £115 / night

£802 / week

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from £115 / night

12

Central Florida / Kissimmee

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Air conditioning

 …see more

from £147 / night

£1024 - £1602 / week

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from £147 / night

18

Kissimmee / Liberty Village

3 6 14 nights min

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £109 / night

£763 - £2366 / week

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from £109 / night

Top Destination reviews

holiday villa golf nearby WindsorHills Resort
Lovely villa

Very good if you are visiting Disney parks they are very close by. The villa was in a very nice neighbourhood also it was well maintained. Also the security gates made us feel very secure. Slightly further away from International Drive area but … see more
DORAL WOODS SECLUDED VILLA
Best Florida Villa - by far !!!

We have spent many many weeks at this villa and when it isn't available for our trips to Florida nothing we stay at compares !!! It is a great villa, owned by an owner who cares. Well equipped, south facing, very private, safe with a real florida f … see more
Superb 4 Bedroom town house 3 miles from Disney
Great value and location

This townhome is great value with a great location at Emerald Island Resort. We had stayed in the local area a number of times previously so know it well, choosing it for its close proximity to Disney. The townhome was clean and well presented on ar … see more
One of the closest communities to Disney!
Close to Disney, a villa that caters for everyone!

We stayed here with our 8 year old in July 2016. From the time we booked to the time we returned Tracey (the owner) could not have been more helpful. Emails responded to promptly, very thoughtful communication and information throughout. We arr … see more
Disney Lakeside Villa with WiFi and a Pool, Kissimmee
Fantastic!

This was like home from home , clean , beautiful furnished,very relaxing, child friendly, lovely veiws from pool ect, can't wait to go back. … see more
Lovely Kissimmee Home with Gameroom and Pool
Home from home.

The villa is in a fantastic location for all the attractions and the gated community is set in an attractive environment. The photos do not do it justice- we were blown away with the space and quality of this lovely villa. It has homely touches,oth … see more

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