Kissimmee apartment or villa with a high chair | Holiday Lettings

Close

View larger map

Also consider

North America Holidays
169413 properties
United States Holidays
124251 properties
Florida Holidays
38678 properties
Central Florida Holidays
16216 properties
Emerald Isle Kissimmee
49 properties
Villas Windsor Hills Resort
27 properties
Kissimmee City
26 properties
Villas Paradise Palms
20 properties
Villas Windsor Palms
18 properties
Lake Berkley
18 properties
Lindfields
17 properties
Cumbrian Lakes
17 properties
Terra Verde Resort
15 properties
Bellavida Resort
14 properties
Crescent Lakes
10 properties
Compass Bay
10 properties
Seasons Resort
9 properties
Villas Orange Lake Resort
8 properties
Doral Woods
8 properties
Trafalgar Village
8 properties
Venetian Bay Villages
8 properties
Encantada Resort
7 properties
Villas Formosa Gardens
7 properties
Eagle Pointe
6 properties

Kissimmee

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

882 Holiday homes

Filters applied: High chair available

(4) Excellent 

28

Holiday home with golf nearby in Kissimmee

Central Florida / Kissimmee

8 16 Min stay varies

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

from £237 / night

£1418 - £1772 / week

Book View

from £237 / night

(2) Excellent 

84

Kissimmee holiday villa rental

Kissimmee / Emerald Isle Kissimmee

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

from £110 / night

£766 - £1111 / week

Book View

from £110 / night

(6) Excellent 

75

Holiday villa rental

Kissimmee / Kissimmee City

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Huge villa in a quiet residential area and close to Disney” This villa is huge and finished to an excellent standard. It is well appointed, very spacious with a great pool and Jacuzzi. Plenty of room to unwind after a hard day at a Park. The villa is
…see more

from £106 / night

£676 - £801 / week

Book View

Responds fast!
avg. 1 hour 14 minutes

from £106 / night

(7) Excellent 

31

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee / Winward Cay

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Spacious villa with everything we needed” I stayed at this villa with my husband and 3 boys aged 13, 10 and 7yrs old. The property was very spacious with a double bedroom and bathroom downstairs which we used, leaving the boys to have loads of roo
…see more

from £66 / night

£460 - £599 / week

Book View

Responds fast!
avg. 1 hour 30 minutes

from £66 / night

(2) Very Good 

18

Kissimmee holiday condo rental

Central Florida / Kissimmee

3 8 5 nights min

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

from £78 / night

£542 / week

Book View

Responds fast!
avg. 3 hours 49 minutes

from £78 / night

(12) Excellent 

24

Calabria, Orlando holiday villa rental

Kissimmee / Calabria, Orlando

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Just what we wanted. Great space. Great location” Preparation communications from owner was excellent. Group of 10 with no issues at all throughout the stay. Quite and pleasant neighbourhood.
…see more

from £133 / night

£930 / week

Book View

Responds fast!
avg. 1 hour 52 minutes

from £133 / night

(6) Excellent 

Certificate of Excellence

48

Apartment rental in Kissimmee with shared pool

Central Florida / Kissimmee

3 6 3 nights min

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

Certificate of Excellence

from £67 / night

£465 / week

Book View

Responds fast!
avg. 3 hours 7 minutes

from £67 / night

(9) Excellent 

24

Kissimmee holiday villa rental

Kissimmee / Doral Woods

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Excellent Villa” This was our sixth time in Florida and our third stay at Doral Woods in our third different villa on the estate and it certainly compares very favourably in what is simply a very nice place to stay. Set in a very quiet residential cul
…see more

from £80 / night

£560 - £930 / week

Book View

from £80 / night

(1) Excellent 

17

Holiday villa rental

Central Florida / Kissimmee

5 12 Min stay varies

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

from £120 / night

£725 - £1120 / week

Book View

Responds fast!
avg. 1 hour 15 minutes

from £120 / night

(7) Very Good 

16

Holiday villa with swimming pool in Kissimmee

Kissimmee / Eagle Pointe

4 8 4 nights min

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

from £86 / night

£602 - £618 / week

Book View

from £86 / night

(3) Very Good 

20

Kissimmee holiday townhouse accommodation

Kissimmee / Paradise Palms

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £119 / night

£827 / week

Book View

from £119 / night

(5) Very Good 

74

Holiday villa in Kissimmee

Central Florida / Kissimmee

5 12 Min stay varies

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

from £123 / night

£934 - £1090 / week

Book View

Responds fast!
avg. 3 hours 58 minutes

from £123 / night

(5) Very Good 

74

Villa rental in Kissimmee with swimming pool, golf nearby

Kissimmee / Windsor Hills Resort

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“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 D
…see more

from £106 / night

£739 / week

Enquire View

from £106 / night

(7) Excellent 

30

Holiday villa in Kissimmee

Kissimmee / Cumbrian Lakes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly
“Excellent property and very helpful owners” This house is excellent and very well maintained. It had all the amenities / facilities we needed and in good working order. Very comfortable and easy to relax after long days at the theme parks. Julie and M
…see more

from £105 / night

£550 - £670 / week

Book View

from £105 / night

(16) Excellent 

28

Holiday villa with golf nearby in Kissimmee

Kissimmee / Sunset Lakes

5 12 Min stay varies

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

from £118 / night

£825 - £1090 / week

Book View

Responds fast!
avg. 3 hours 32 minutes

from £118 / night

(9) Very Good 

49

Home rental in Kissimmee

Kissimmee / Lake Berkley

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool
“Top villa, ideal location.” We have just returned from a wonderful 2 weeks stay at this villa, it met our expectations and some, all of the rooms were spacious and well equipped, the beds were all very comfortable and it accommodated our disabled son
…see more

from £107 / night

£693 - £839 / week

Book View

Responds fast!
avg. 1 hour 14 minutes

from £107 / night

(9) Very Good 

24

Holiday home in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 130 km
  • Swimming pool
“Fabulous House, Fabulous Holiday” We loved this house!!! It was spotlessly clean, and the furnishings were of a high standard. The beds were really comfy and the children loved the playroom and pool. Great for two families. It is a great location
…see more

from £67 / night

£469 / week

Book View

from £67 / night

(30) Very Good 

12

Villa rental in Lindfields with swimming pool

Kissimmee / Lindfields

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic Villa” This villa is just perfect! Beautifully furnished and has everything you could possibly need for your stay. Kathryn the owner is great, if you have any questions etc....It is situated in a very quiet cup- de-sac and ver secure. The pr
…see more

from £61 / night

£425 - £665 / week

Book View

from £61 / night

(1) Very Good 

19

Holiday apartment with shared pool in Kissimmee

Kissimmee / Windsor Palms

3 6 Min stay varies

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

from £78 / night

£542 / week

Book View

from £78 / night

(17) Excellent 

Certificate of Excellence

37

Villa rental in Kissimmee with swimming pool

Kissimmee / Kissimmee City

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
“One word to sum up this villa...... PERFECT !!!” Choosing a villa was quite a hard task to ensure that the whole family enjoyed their vacation in Florida. It needed to be centrally located to all the main parks, be furnished to a good standard & have
…see more

Certificate of Excellence

from £104 / night

£700 - £899 / week

Book View

from £104 / night

(13) Very Good 

14

Holiday villa with swimming pool in Kissimmee

Central Florida / Kissimmee

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Great place to stay” Great place to stay, it's a lot bigger than it looks on the photos. The pool is lovely with sun on it from early morning till evening in July. The beds are comfortable, loads of towels available, the BBQ, fridge freezer,microwave
…see more

from £65 / night

£450 - £500 / week

Book View

from £65 / night

(1) Excellent 

22

Kissimmee holiday villa rental

Kissimmee / Winward Cay

3 8 7 nights min

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

from £50 / night

£350 - £500 / week

Book View

from £50 / night

(5) Excellent 

28

Holiday home rental

Kissimmee / Emerald Isle Kissimmee

7 15 Min stay varies

  • 7 bedrooms
  • Sleeps 15
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 50 km
  • Swimming pool
“Super Spring Break” My family spent the week of April 7 - 14, 2012 at "Jewel In The Crown", which is located in Emerald Island Resort. This is our sixth trip to Orlando and one of the best times we've had!!! Our "home away from home" was comfortable,
…see more

from £156 / night

£1089 / week

Book View

Responds fast!
avg. 3 hours 38 minutes

from £156 / night

(1) Excellent 

33

Lake Berkley holiday villa rental

Kissimmee / Lake Berkley

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“A great base for a family holiday” Having used other villas around Orlando I came across this one as our normal one was booked, I contacted the owner who could not of been more helpfull and booked up our stay. When we arrived at the villa it was a
…see more

from £138 / night

£965 / week

Book View

from £138 / night

(9) Excellent 

Certificate of Excellence

17

Holiday villa in Kissimmee

Central Florida / Kissimmee

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £120 / night

£840 / week

Book View

Responds fast!
avg. 1 hour 16 minutes

from £120 / night

(5) Very Good 

18

Kissimmee holiday villa rental

Kissimmee / Crescent Lakes

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Superb villa” The only fault with this property is that we couldn't stay longer. The booking process went smoothly. The owner was very attentive and answered all of our questions promptly. The villa is in a perfect setting and is fully equipped, clean
…see more

from £105 / night

£675 / week

Book View

Responds fast!
avg. 2 hours 46 minutes

from £105 / night

(7) Excellent 

24

Holiday villa with golf nearby in Kissimmee

Kissimmee / Bellavida Resort

6 12 3 nights min

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Comfortable, smart, spacious, well equipped villa.” We stayed as two family groups comprising 8 Adults and 2 kids. The accommodation was flexibly arranged and everyone could find there own space when they wanted it. The villa's own pool and hot tub w
…see more

from £165 / night

£1155 / week

Book View

Responds fast!
avg. 2 hours 3 minutes

from £165 / night

(18) Excellent 

23

Holiday townhouse in Kissimmee

Kissimmee / Encantada Resort

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic house in a fantastic location” Recently returned from 2 weeks of fun in Florida with our 5 year old daughter. The weather was glorious and the parks brilliant. What topped our holiday was returning everday to our rented home. The home had a
…see more

from £63 / night

£390 - £842 / week

Book View

Responds fast!
avg. 2 hours 2 minutes

from £63 / night

(10) Very Good 

Certificate of Excellence

22

Holiday villa in Kissimmee

Kissimmee / Terra Verde Resort

5 12 5 nights min

  • 5 bedrooms
  • Sleeps 12
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Certificate of Excellence

from £99 / night

£690 - £821 / week

Book View

from £99 / night

(13) Very Good 

Certificate of Excellence

47

Villa rental in Indian Point with shared pool

Kissimmee / Indian Point

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Outstanding Villa - Real Home from Home” Superb villa - really clean, airy and well-decorated with a lovely pool and patio area. Plenty of room for everyone in the 4 bedrooms & especially liked having 3 bathrooms to make leaving for the parks much qui
…see more

Certificate of Excellence

from £66 / night

£460 - £690 / week

Book View

from £66 / night

(3) Excellent 

24

Holiday home in Crescent Lakes

Kissimmee / Crescent Lakes

4 8 Min stay varies

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

from £90 / night

£580 - £1000 / week

Book View

from £90 / night

(11) Excellent 

26

Holiday villa in Hamilton's Reserve

Kissimmee / Hamilton's Reserve

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 40 km
  • Swimming pool
“Brilliant villa - perfect place for the perfect holiday” Stayed at the villa as part of a group of 4 adults and 4 children, aged from 4-9. Villa was everything we had hoped it would be and more. Photos did not do it justice. The size of the pla
…see more

from £124 / night

£869 - £1560 / week

Book View

from £124 / night

(4) Excellent 

24

Holiday villa with golf nearby in Kissimmee

Kissimmee / Remington

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
“Great vacation” We had a great holiday . The villa is lovely and very spacious. All home comforts and more. There were 7 of us and we had plenty of room (could comfortably sleep 10). The location is ideal for parks and shopping malls with just a short
…see more

from £75 / night

£525 - £910 / week

Book View

from £75 / night

(9) Very Good 

24

Villa rental in Kissimmee with golf nearby

Kissimmee / Oak Island Cove

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool

from £133 / night

£925 - £1195 / week

Book View

from £133 / night

20

Kissimmee holiday villa rental

Kissimmee / Emerald Isle Kissimmee

8 17 Min stay varies

  • 8 bedrooms
  • Sleeps 17
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £235 / night

£860 - £2179 / week

Book View

from £235 / night

(2) Very Good 

51

Holiday villa in Kissimmee

Kissimmee / Hamilton's Reserve

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 85 km
  • Swimming pool

from £118 / night

£723 - £821 / week

Book View

from £118 / night

(16) Excellent 

29

Kissimmee holiday villa rental

Kissimmee / Seasons Resort

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 110 km
  • Swimming pool
“Excellent” Brilliant home. Well equipped. Great pool deck and jacuzzi. We got the sun all day and found the pool deck very private. The covered patio is good for shade. The location was perfect as close to all the attractions. Good restaurants c
…see more

from £99 / night

£666 - £918 / week

Book View

from £99 / night

(56) Excellent 

23

Holiday villa in Crescent Lakes

Kissimmee / Crescent Lakes

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Dream Villa” This is our second year at this villa and we could find nothing to fault, set on the side of a lake with swimming pool covered by Florida room ( mosquito netting) with heated hot tube, extensive games room, cable tv in all rooms extreme
…see more

from £90 / night

£575 - £690 / week

Enquire View

from £90 / night

18

Crescent Lakes holiday villa rental

Kissimmee / Crescent Lakes

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £101 / night

£704 - £860 / week

Book View

from £101 / night

(2) Average 

55

Holiday condo with shared pool in Kissimmee

Kissimmee / Cane Island

2 6 3 nights min

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

from £39 / night

£256 - £469 / week

Book View

Responds fast!
avg. 2 hours 49 minutes

from £39 / night

1