Kissimmee apartment or villa with cot

Close

View larger map

Also consider

North America Holidays
160868 properties
United States Holidays
115620 properties
Florida Holidays
33003 properties
Central Florida Holidays
14125 properties
Emerald Isle Kissimmee
51 properties
Kissimmee City
29 properties
Villas Windsor Hills Resort
27 properties
Cumbrian Lakes
20 properties
Lake Berkley
19 properties
Villas Paradise Palms
19 properties
Villas Windsor Palms
18 properties
Lindfields
17 properties
Terra Verde Resort
17 properties
Bellavida Resort
15 properties
Crescent Lakes
10 properties
Compass Bay
10 properties
Seasons Resort
10 properties
Venetian Bay Villages
10 properties
Villas Formosa Gardens
9 properties
Doral Woods
8 properties
Encantada Resort
8 properties
Villas Orange Lake Resort
8 properties
Villas Indian Creek
8 properties
Trafalgar Village
8 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

282 Holiday homes

Filters applied: Cot available

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

(18) Excellent 

24

Home rental in Bellavida Resort

Kissimmee / Bellavida Resort

6 13 7 nights min

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
“East 192, Where Tink@Bella waits for Youuuuuuu” The Bella Vida resort is a Great, Gated Community. Where inside awaits the the Fantastic Tink@Bella Villa. Approx 30 mins from Orlando Int. Perfect location for all that awaits you, Disney, Universal,  …see more

from £143 / night

£995 - £1395 / week

Enquire View

from £143 / night

(3) Excellent 

17

Holiday home with golf nearby in Kissimmee

Kissimmee / Terra Verde Resort

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool
“Golf vacation in beautiful surroundings” Terre Verde Resort is a beautiful resort with a luxurious club house with all amenities, pool, pool-bar, fitness center surrounding i relatively large pond. Nice playground. Short distance (15 min) to Disney a  …see more

from £70 / night

£490 / week

Book View

from £70 / night

(25) Excellent 

56

Holiday villa with private swimming pool in Kissimmee

Kissimmee / Doral Woods

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Very nice villa, exactly as advertised.” Thoroughly enjoyed our stay at Dolphin Villa. The villa is located in a secluded estate with large private garden to rear and no neighbours overlooking the pool deck. The villa is in good condition and we didn'  …see more

from £125 / night

£795 - £975 / week

Book View

from £125 / night

(6) Excellent 

24

Villa rental in Kissimmee

Central Florida / Kissimmee

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Great stay close to all attractions and shopping.” We really enjoyed our stay at Mandyville. The house was very clean. We lucked out on the weather for January and made great use of the pool area. The UV protection on the pool enclosure was great a  …see more

from £75 / night

£485 / week

Book View

from £75 / night

(6) Excellent 

27

Kissimmee holiday villa rental

Central Florida / Kissimmee

5 12 2 nights min

  • 5 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Swimming pool
STUNNING 5 ***** LAKE VIEW ORLANDO VILLA Guests can relax and really enjoy this amazingly tranquil and peaceful setting EXCEPTIONAL LOCATION IN UNIQUE NATURAL CONSERVATION AREA WONDERFUL LAKE FRONT SPOT ..... SO PEACEFUL YET STILL CLOSE TO ALL THE AREA'S MAIN  …see more

from £130 / night

£840 - £1090 / week

Book View

from £130 / 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 £136 / night

£947 / week

Book View

from £136 / night

99

Kissimmee holiday villa rental

Kissimmee / Emerald Isle Kissimmee

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Swimming pool
THE VILLA FOR A LUXURY HOLIDAY! South facing pool plus spa, games room, BBQ and beautiful lake and woodland conservation views. One of the closest to Disney World!  …see more

from £150 / night

£1050 / week

Book View

from £150 / night

(2) Excellent 

70

Holiday villa letting

Kissimmee / Cumbrian Lakes

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 114 km
  • Swimming pool
5 bedrooms;3 en suites bathrooms; private pool and spa; optional pool heating; Home Cinema; Fully air conditioned games room; south west facing pool; freeWiFi and high speed internet access; all bedrooms have flat screen cable TVs; free local and international calls<  …see more

from £95 / night

£665 - £875 / week

Book View

from £95 / night

(2) Excellent 

24

Lindfields holiday home rental

Kissimmee / Lindfields

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our villa is magnificent, fully furnished and equipped to the highest standards with air conditioning and ceiling fans. It has a master bedroom with an en-suite, 3 further double bedrooms and a main bathroom, towels and bed linen are provided. It has a spacious  …see more

from £72 / night

£425 - £500 / week

Enquire View

from £72 / night

(2) Very Good 

100

Holiday villa in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Secret Key Cove Villa Luxury Award Winning Vacation villa rental, in Orlando, FloridaSet in a Gated CommunityThis 2 story upgraded Villa has, 4 bedrooms, 3 bathrooms, air conditioning and is set in a private location with its own private pool and spa. <br />Emer  …see more

from £112 / night

£784 - £1138 / week

Book View

from £112 / night

(12) Very Good 

24

Cumbrian Lakes holiday villa rental

Kissimmee / Cumbrian Lakes

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Great Villa for families” We stayed at this villa with our daughter and my wife's parents. This is a fantastic property for more than one family as there are two master suites as well as a queen room and two twin bedrooms. The best feature is the exte  …see more

from £79 / night

£550 / week

Book View

from £79 / 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
5 Bed, 3.5 Bath ~ Fabulous Vacation Home ~ Sleeps 12 guests + InfantsJust 5 mins drive from Walt Disney Private South Facing Pool with Beautiful Lake View ~ Quiet Location Yet Close To AmenitiesBright, Modern Villa in a Great LocationGreat for Families/group<br />  …see more

from £118 / night

£825 - £1090 / week

Book View

from £118 / 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
5 Bed, 3 Bath Luxury Villa, Pool, Spa, Games Room, Free In-House Wireless Internet - Emerald Island Resort. Ideal location,3 miles from Disney, one mile shops, Restaurants, mini golf, supermarkets and a medical centre. Internet streaming for Netflix etc Baby facilities  …see more

from £120 / night

£725 - £1120 / week

Book View

from £120 / night

(1) Very Good 

22

Holiday townhouse in Kissimmee

Kissimmee / Encantada Resort

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Privacy describes Encantada. Encantada is found along a tree lined entrance with private manned guard 24 hours a day only 9 km to Disney Magic Kingdom, 8km to Animal Kingdom and has everything you need for a magical vacation. Enjoy the private, screened in pools in your  …see more

from £96 / night

£672 / week

Book View

from £96 / night

(14) Excellent 

23

Kissimmee holiday home rental

Kissimmee / Windsor Palms

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Fantastic Villa, Perfect Location for Disney etc., Food & Shopping” It was a very straightforward process booking 'Mickey's Clubhouse', questions were answered very promptly by the owners - the whole process was quick, efficient and informative.The vi  …see more

from £115 / night

£875 / week

Enquire View

from £115 / night

(10) Excellent 

20

Bellavida Resort holiday villa rental

Kissimmee / Bellavida Resort

6 14 1 night min

  • 6 bedrooms
  • Sleeps 14
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
“5 star villa - everything you need for the holiday of a lifetime” This was our third visit to Orlando and was way beyond our expectations. The villa was amazing. Spacious, luxurious and well equipped with everything you need for a relaxing holiday.  …see more

from £160 / night

£1087 / week

Enquire View

from £160 / night

23

Villa rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

8 17 Min stay varies

  • 8 bedrooms
  • Sleeps 17
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
Emerald Island resort is centrally located within 3 miles to Walt Disney World, 14 miles to SeaWould, 17 Universal Studios, and just a short drive to many of the other theme parks that Central Florida has to offer.<br />3 miles to Disney 14 miles to SeaWorld 17 mi  …see more

from £220 / night

£800 - £2152 / week

Book View

from £220 / night

(18) Very Good 

10

Kissimmee holiday villa accommodation

Central Florida / Kissimmee

4 9 4 nights min

  • 4 bedrooms
  • Sleeps 9
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Executive style four bedroom, two bathroom Villa in Kissimmee. Very close to Disney and Universal theme parks. Private garden, with heated pool and Jacuzzi.  …see more

from £65 / night

£450 / week

Book View

from £65 / night

(1) Average 

54

Villa rental in Kissimmee with golf nearby

Kissimmee / Indian Ridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Luxury 4 bedroom villa with south facing pool and spa. Air conditioned throughout, great location just 5 minutes from Walt Disney World.<br />Indian Ridge is a quiet residential community, yet just minutes from theme parks, shops and restaurants  …see more

from £80 / night

£495 - £695 / week

Book View

from £80 / night

(2) Excellent 

71

Holiday villa with shared pool in Kissimmee City

Kissimmee / Kissimmee City

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Perfect in every way” we have stayed here several times (approx. 10) and every time the house delivers what we expect in a Florida villa. Villa is cleaned to a high standard on arrival, the kitchen has everything you have in your own kitchen at home s  …see more

from £70 / night

£450 - £495 / week

Book View

from £70 / night

(7) Excellent 

48

Villa rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Exceeded Expectations” We just got back (May 2013) from a stay at Emerald Magic 6 bedroom villa at Emerald Island Resorts and had a wonderful stay. The house was even better then expected when we arrived. Nice welcoming touches everywhere. Lots of tow  …see more

from £196 / night

£1360 - £1840 / week

Book View

from £196 / night

(12) Excellent 

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

from £113 / night

£752 - £920 / week

Book View

from £113 / night

(3) Excellent 

61

Kissimmee holiday villa rental

Kissimmee / Windsor Hills Resort

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 64 km
  • Swimming pool
“Luxury in the sun” Home from home - if home had all these mod cons and a heated pool outside the lounge and a games room in the garage. Great location for Disney assuming you have a car. Plenty of local restaurants and easy run to NASA. Onsite centr  …see more

from £115 / night

£690 - £1350 / week

Book View

from £115 / night

(8) Very Good 

60

Holiday villa in Kissimmee

Kissimmee / Lake Berkley

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“beautiful” the house is beautiful and quiet, we had a great time and will definitely return, Kevin and Anne and their management are friendly and always available. thanks for everything  …see more

from £115 / night

£795 - £1330 / week

Book View

from £115 / night

24

Villa rental in Kissimmee with golf nearby

Kissimmee / Oak Island Harbor

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Oak Island Harbor community is a community that is known and appreciated for its convenient location in the prestigious Formosa Gardens area. Upscale private pool homes in a spectacular and peaceful setting yet close to where everything is going on.  …see more

from £120 / night

£840 - £1160 / week

Book View

from £120 / night

(21) Excellent 

27

Holiday villa with golf nearby in Kissimmee

Kissimmee / Windsor Palms

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 68 km
  • Swimming pool
  • Child friendly
“What a fantastic experience from start to finish!” The house was beautiful and well taken care of. The pool was very nice and even had things to use in the pool. The outside furniture was nice to relax in by the pool. The rooms were all very nice and  …see more

from £116 / night

£792 - £1200 / week

Enquire View

from £116 / night

30

Holiday villa in Kissimmee

Kissimmee / Terra Verde Resort

6 14 4 nights min

  • 6 bedrooms
  • Sleeps 14
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our luxury 2875 square foot villa is located on the beautiful prestigious community of Terra Verde. This ideal 6 bedroom 5.5 bathroom family home is fully air-conditioned, central heated and sleeps up to 14 people comfortably.  …see more

from £180 / night

£1260 / week

Book View

from £180 / night

(7) Very Good 

26

Kissimmee holiday villa rental

Central Florida / Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Great Disney Vacation” The house was great but does need some repairs. The ironing board could not be used the leg was broken in half. The living room furniture is very worn and needs to be replaced and when my husband went to open the refrigerator d  …see more

from £72 / night

£504 / week

Book View

from £72 / night

(3) Excellent 

20

Villa rental in Windsor Hills Resort with golf nearby

Kissimmee / Windsor Hills Resort

6 12 4 nights min

  • 6 bedrooms
  • Sleeps 12
  • 4 nights min
  • Nearest beach 116 km
  • Swimming pool
  • Child friendly
2 miles to Disney - Luxury 6 bed, 4 bath - South facing private Palm Tree lined pool & spa with covered patio area. No expense spared, large LCD flat screen TVs in every room, premium & HD cable channels, Sony BluRay/DVD players, Nintendo Wii, Xbox 360, iHom  …see more

from £160 / night

£1120 / week

Book View

from £160 / night

64

Holiday villa in Lindfields

Kissimmee / Lindfields

4 10 4 nights min

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min
  • Swimming pool
  • Air conditioning
  • Private garden
One of the closest villas to Disney - 5.7 miles to Walt Disney World's Main Gate!Sunny south west facing poolOptional pool heating - recommended October to AprilPool and patio lightingCovered lanaiPrivate fenced gardenFree use of computer with high speed internet  …see more

from £85 / night

£595 / week

Book View

from £85 / night

(1) 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
Skc Villa Luxury Award Winning Vacation villa rental, in Orlando, FloridaSet in a Gated CommunityThis 2 story upgraded Villa has, 4 bedrooms, 3 bathrooms, air conditioning and is set in a private location with its own private pool and spa. The luxury <br />Skc V  …see more

from £112 / night

£784 - £1138 / week

Book View

from £112 / night

(15) Excellent 

21

Holiday villa with golf nearby in Kissimmee

Kissimmee / Windsor Hills Resort

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic villa, great location!” Dunestone is a very smart, spacious and well-positioned villa in a great gated community. So close to Disney and only mins from the I-4 allowing easy access to all of Orlando's attractions. The owners were a pleasure  …see more

from £155 / night

£1085 - £1680 / week

Book View

from £155 / night

20

Holiday villa with golf nearby in Lake Berkley

Kissimmee / Lake Berkley

5 12 5 nights min

  • 5 bedrooms
  • Sleeps 12
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Five large bedrooms which can sleep 12 persons comfortably. Some with an en-suite bathroom. Lovely peaceful, quiet 'home from home'.Short drive to Disney World attractions and Shopping Mall and Supermarket.<br />BBQ on request.  …see more

from £110 / night

£770 - £980 / week

Enquire View

from £110 / night

(5) Excellent 

27

Holiday villa letting

Kissimmee / Windsor Palms

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
4 bed villa near Disney, FREE wifi, private pool and jacuzzi,air con, 2 bathrooms, 220 channel hdtv's, PS3, Xbox360, Windsor Palms Resort, secure gated community with communal pool, tiki bar, playground, sports courts, gym, games room, cinema, shop, bike/dvd/bbq re  …see more

from £120 / night

£825 / week

Book View

from £120 / night

85

Holiday villa with swimming pool in Kissimmee

Kissimmee / Sunset Lakes

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
5 Bedroom south facing lakeside pool villa in Sunset Lakes just a stones throw from Walt Disney World. Very private pool area yet with beautiful lake and sunset views.  …see more

from £95 / night

£665 - £1000 / week

Book View

from £95 / night

(2) Excellent 

100

Emerald Isle Kissimmee holiday villa rental

Kissimmee / Emerald Isle Kissimmee

7 16 5 nights min

  • 7 bedrooms
  • Sleeps 16
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Swimming pool
LUXURY OF THE HIGHEST QUALITY! Large South facing pool plus spa, games room, BBQ and beautiful lake and woodland conservation views. One of the closest to Disney World!  …see more

from £200 / night

£1400 / week

Book View

from £200 / night

24

Lake Berkley holiday villa rental

Kissimmee / Lake Berkley

5 10 4 nights min

  • 5 bedrooms
  • Sleeps 10
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Lake Berkley is a private gated community - a veritable oasis ! Located just off the busy and action packed Highway 192 with its array of shops, entertainment & restaurants, Lake Berkley offers the perfect location for that holiday of a lifetime in the Sunshine Stat  …see more

from £123 / night

£860 / week

Book View

from £123 / night

(3) Very Good 

23

Holiday villa with swimming pool in Kissimmee

Central Florida / Kissimmee

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
6 beds, 4Bath with 3 master suites, new digital TV set in all bed rooms, a 60" TV in living room, Minutes to Disney World and shopping malls, A great place for family vacation with gated community & forest view. A Child high chair, 3 strollers are available on  …see more

from £128 / night

£904 - £1328 / week

Book View

from £128 / night

(4) Excellent 

24

Holiday villa in Kissimmee

Kissimmee / Kissimmee City

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Indian Ridge Oaks is a quiet, sought after development with a lovely mix of local Floridian families and rental properties. The villa is not near any main roads to be bothered by traffic noise but near to the theme parks and interstates to make this a fantastic location  …see more

from £110 / night

£549 - £1590 / week

Book View

from £110 / night

(1) Excellent 

20

Regal Oaks holiday townhouse rental

Kissimmee / Regal Oaks

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Townhouse near Disney provides comfortable home from home accommodation, together with personal service from the owners to make yours a memorable holiday or vacation in Kissimmee and the surrounding Central Florida area.  …see more

from £80 / night

£560 - £672 / week

Book View

from £80 / night