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Kissimmee rentals, holiday lettings direct from the owners

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Kissimmee - Lake Kissimmee© yvotettamanti @CCView of Kissimmee - Kissimmee© Janice Barchat @CCGolfing in Kissimmee - Kissimmee© murmakova @CCHarry Potter ride at Universal Studios - Kissimmee© aroas @CCView of downtown Orlando, in the proximity - Kissimmee© jccain @CCVacation and swimming pool - Kissimmee© GlobTrotter @CC
You will find many studios, flats, houses and villas for your holiday in Kissimmee. Contact the owners directly on the IHA site and enjoy the best rental prices, promotions and last minute deals that meet your budget. Visit the picture gallery on private lettings for a break with family or friends. All holiday listings on IHA are verified, plan your journey to Kissimmee with absolute confidence!
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€1349* Month
Contact
book direct with the owners
Night€66*
week€463*
2 weeks€899*
from €45/Night*
See the rates
90 requests already received
Advert 28900
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Bridgewater Villa in an estate. not overlooked, swimming pool, forest view
Villa Rental in Kissimmee #28900 >Swimming poolParking
Interior facilities
  • 2 Bathroom
  • 2 Shower room
  • American style kitchen
  • Dining area
  • Dressing room
  • Laundry room
Advantages
  • City holidays
  • Ideal for all age groups
  • Children welcome
  • Setting : Peaceful
  • Car rental at 5km
3 bedrooms Villa for rent for 6 people
Bedroom, Villa in Kissimmee - Advert 28900
Bedroom, Villa in Kissimmee - Advert 28900
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€99* Night
Contact
book direct with the owners
from €99/Night*
See the rates
Up to-10%
Depending on the season
4 requests already received
Advert 36765
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Fiesta Keys Town House 150m² in a charming property. sea/ocean, swimming pool, garden/park, lake view
House Rental in Kissimmee #36765 >Swimming pool
Interior facilities
  • 3 Bathroom
  • Living room 11m²
  • Separate kitchen
  • Dining room
  • Dining area
  • Cosy nook
Advantages
  • City holidays
  • Ideal for all age groups and family
  • Children welcome
  • Setting : Quiet, Tropical
4 bedrooms House for rent for 10 people
Heated swimming pool, Town House in Kissimmee - Advert 36765
Pool view, Town House in Kissimmee - Advert 36765
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€776* week
Contact
book direct with the owners
from €111/Night*
See the rates
Up to-15%
Depending on the season
40 requests already received
Advert 45857
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Crescent lakes Villa in a private road. panoramic, unobscured, not overlooked, swimming pool view
Villa Rental in Kissimmee #45857 >Swimming poolTennisParking
Interior facilities
  • 3 Bathroom
  • 3 Shower room
  • Living room > 200m²
  • Sitting room > 200m²
  • American style kitchen
  • Dining room
Advantages
  • Countryside holidays
  • Ideal for all age groups and large families
  • Children welcome
  • Setting : Luxuriant, Remote
  • Lake at <50m
  • Golf, Horse riding, Fishing
6 bedrooms Villa for rent for 16 people
Villa, Villa in Kissimmee - Advert 45857
King-size bed(s), Villa in Kissimmee - Advert 45857
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€337* week
Contact
book direct with the owners
from €48/Night*
See the rates
Up to-29%
Depending on the season
63 requests already received
Advert 3373
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Villa 150m² in an estate. swimming pool, garden/park view
Villa Rental in Kissimmee #3373 >Swimming poolParkingBaby chair
Interior facilities
  • 1 Bathroom
  • 1 Shower room
  • Living room
  • Sitting room
  • Separate kitchen
  • Dining area
Advantages
  • Countryside holidays
  • Children welcome
  • Setting : Pleasant, Peaceful
  • 18 hole golf course at 5km
  • Golf, Fishing
3 bedrooms Villa for rent for 6 people
Pool view, Villa in Kissimmee - Advert 3373
Pool view, Villa in Kissimmee - Advert 3373
View the advert


€539* 2 weeks
Contact
book direct with the owners
Night€69*
week€482*
Month€1782*
from €36/Night*
See the rates
Up to-47%
Depending on the season
49 requests already received
Advert 24969
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Country Crossing Villa 120m² in a private property. swimming pool, town, street/avenue view
Villa Rental in Kissimmee #24969 >Swimming poolParkingBaby chair
Interior facilities
  • 2 Bathroom
  • 2 Shower room
  • 2 WC
  • Living room
  • Sitting room
  • American style kitchen
Advantages
  • City holidays
  • Ideal for family and all age groups
  • Children welcome
  • Setting : Quiet, Tranquil
  • Town centre at 5km
  • Golf, Festival, Culture, Fishing
3 bedrooms Villa for rent for 8 people
Living room, Villa in Kissimmee - Advert 24969
Pool view, Villa in Kissimmee - Advert 24969
View the advert

€1124* Month
Contact
book direct with the owners
week€326*
2 weeks€641*
from €38/Night*
See the rates
Up to-17%
Depending on the season
44 requests already received
Advert 34782
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Windsor Palms Flat-Apartments 120m² in a resort. not overlooked view
Flat-Apartments Rental in Kissimmee #34782 >Swimming poolTennisParking
Interior facilities
  • 2 Bathroom
  • Living room
  • Sitting room
  • Separate kitchen
  • Dining area
  • Laundry room
Advantages
  • City holidays
  • Ideal for all age groups and couples with baby
  • Children welcome
  • Setting : Lively, Peaceful
  • Golf
3 bedrooms Flat-Apartments for rent for 7 people
Living room, Flat-Apartments in Kissimmee - Advert 34782
Dining area, Flat-Apartments in Kissimmee - Advert 34782
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€1349* Month
Contact
book direct with the owners
Night€56*
week€394*
from €45/Night*
See the rates
Up to-23%
Depending on the season
53 requests already received
Advert 20330
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Villa in a luxury property. not overlooked, swimming pool, nightlights view
Villa Rental in Kissimmee #20330 >Swimming poolParking
Interior facilities
  • 2 Bathroom
  • Living room
  • Separate kitchen
  • Dining room
  • Dressing room
  • Laundry room
Advantages
  • City holidays
  • Ideal for family and all age groups
  • Children welcome
  • Setting : Quiet, Pleasant
  • Golf
3 bedrooms Villa for rent for 8 people
Pool view, Villa in Kissimmee - Advert 20330
Private swimming-pool, Villa in Kissimmee - Advert 20330
View the advert

€1093* week
Contact
book direct with the owners
from €156/Night*
See the rates
Up to-45%
Depending on the season
8 requests already received
Advert 71663
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Tropical Magic Villa in a luxury property. town view
Villa Rental in Kissimmee #71663 >Swimming poolTennisParking
Interior facilities
  • Living room
  • Sitting room
  • Separate kitchen
  • Dining room
  • Dining area
  • Laundry room
Advantages
  • City holidays
  • Ideal for all age groups and large families
  • Children welcome
  • Setting : Enchanting
  • Golf, Spa, Fishing
6 bedrooms Villa for rent for 14 people
Overall view, Villa in Kissimmee - Advert 71663
Covered swimming pool, Villa in Kissimmee - Advert 71663
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€105* Night
Contact
book direct with the owners
from €105/Night*
See the rates
36 requests already received
Advert 61000
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Indian Point Villa 180m² in a housing estate. not overlooked, swimming pool view
Villa Rental in Kissimmee #61000 >Swimming poolTennisBaby chair
Interior facilities
  • 3 Bathroom
  • 3 WC
  • Living room 38m²
  • Separate kitchen
  • Dining room
  • Tv room
Advantages
  • City holidays
  • Children welcome
  • Setting : Heavenly
  • Sandy beach at >50km
5 bedrooms Villa for rent for 10 people
Villa in Kissimmee - Advert 61000
Private swimming-pool, Villa in Kissimmee - Advert 61000
View the advert

€1458* Month
Contact
book direct with the owners
week€485*
from €49/Night*
See the rates
Up to-25%
Depending on the season
18 requests already received
Advert 58968
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Caravelle Circle Charming Residence 150m² in a resort. not overlooked, swimming pool view
Residence and castle Rental in Kissimmee #58968 >Swimming poolParking
Interior facilities
  • 2 Bathroom
  • 1 WC
  • Living room
  • Separate kitchen
  • Laundry room
  • Patio
Advantages
  • City holidays
  • Ideal for all age groups and family
  • Children welcome
  • Setting : Exotic, Suitable for a relaxing break
  • Bus stop / bus station at 1km
  • Pets accepted
4 bedrooms Residence and castle for rent for 8 people
Interior, Charming Residence in Kissimmee - Advert 58968
General floor plan, Charming Residence in Kissimmee - Advert 58968
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€826* week
Contact
book direct with the owners
from €118/Night*
See the rates
Up to-14%
Depending on the season
2 requests already received
Advert 6558
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Sandy Ridge Villa 180m² in a luxury property. not overlooked, country side, swimming pool view
Villa Rental in Kissimmee #6558 >Swimming poolParkingBaby chair
Interior facilities
  • 3 Bathroom
  • 2 Shower room
  • 3 WC
  • Living room 20m²
  • Sitting room 30m²
  • American style kitchen
Advantages
  • Countryside holidays
  • Children welcome
  • Setting : Tranquil, Natural
  • 9 hole golf course at 1,5km
  • Eco-tourisme, Charmance
  • Golf
4 bedrooms Villa for rent for 10 people
Living room, Villa in Kissimmee - Advert 6558
View from the swimming pool, Villa in Kissimmee - Advert 6558
View the advert

€2025* Month
Contact
book direct with the owners
week€648*
2 weeks€1255*
Night€101*
from €68/Night*
See the rates
Up to-20%
Depending on the season
4 requests already received
Advert 72463
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There are 4 bedrooms sleeping 9 people (2 master suites) and there are 2 cots One of the master suites is in the garage conversion allowing privacy from the main house ideal for grandparents.

Lindfields Villa 200m². not overlooked, swimming pool, garden/park, town view

With one family bathroom and 2 full ensuites, there is a kitchen, family room, dining room, living/games room and laundry room there's plenty of space. Our villa is fully air conditioned with ceiling fans throughout, cable TV in all bedrooms & a 55 TV, DVD and video in family room, large heated pool (15x30) with extended pool deck full sized screened pool enclosure (will not affect your suntan!) luxuriously... Villa Rental in Four Corners - Kissimmee #72463 >

Swimming poolParkingBaby chair
Interior facilities
  • 2 Bathroom
  • 1 Shower room
  • Living room 14m²
  • Sitting room 14m²
  • Separate kitchen
  • Dining room
Advantages
  • City holidays
  • Ideal for all age groups and couples with baby
  • Setting : Peaceful, Luxurious
  • Bus stop / bus station at 3km
4 bedrooms Villa for rent from 1 to 9 people
Kitchen, Villa in Four Corners - Advert 72463
Villa in Four Corners - Advert 72463
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€850* week
Contact
book direct with the owners
from €121/Night*
See the rates
Up to-28%
Depending on the season
5 requests already received
Advert 71020
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Villa 200m² in a luxury property. panoramic, unobscured, not overlooked, swimming pool view
Villa Rental in Four Corners - Kissimmee #71020 >Swimming poolParkingBaby chair
Interior facilities
  • 3 Bathroom
  • 2 Shower room
  • 3 WC
  • Living room
  • Sitting room
  • Separate kitchen
Advantages
  • City holidays
  • Ideal for all age groups and family
  • Setting : Exclusive, Waterfront
4 bedrooms Villa for rent from 1 to 8 people
Guest facilities and furnishings, Villa in Four Corners - Advert 71020
Kitchen Area, Villa in Four Corners - Advert 71020
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Towns close to : Kissimmee
at 17km
2 advert(s)
Davenport - Golfing in Davenport
at 25km
18 advert(s)
at 26km
1 advert(s)
Orlando
at 27km
7 advert(s)
Haines City - Lake Eva in Haines City
at 30km
2 advert(s)
Clermont - Holidays in Clermont
at 45km
3 advert(s)

€105* Weekend
Contact
book direct with the owners
Night€97*
from €53/Night*
See the rates
Up to-35%
Depending on the season
4 requests already received
Advert 39959PDF
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Villa 180m² in a private property. swimming pool view
Villa Rental in Champions Gate #39959 >Swimming poolParking
Interior facilities
  • 3 Bathroom
  • 3 Shower room
  • 3 WC
  • Living room
  • American style kitchen
  • Dining area
Advantages
  • City holidays
  • Ideal for all age groups and family
  • Children welcome
  • Setting : Suitable for a relaxing break, Tropical
  • Public tennis court at 2km
  • Golf, Spa, Horse riding, Fishing
4 bedrooms Villa for rent from 1 to 8 people
Villa in Champions Gate - Advert 39959
Villa in Champions Gate - Advert 39959
Villa in Champions Gate - Advert 39959
Villa in Champions Gate - Advert 39959
View the advert

€607* week
Contact
book direct with the owners
Night€89*
from €87/Night*
See the rates
Up to-19%
Depending on the season
3 requests already received
Advert 43313
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A luxurious air conditioned 3 bed 2.5 bath, lakeside villa, south facing screened private pool, large tropical garden and private deck with 450 ft lake frontage. Close to Disney and Universal Studios. Free wireless internet.

Lake Thomas Villa Villa 150m² in a charming property. panoramic, not overlooked, swimming pool, garden/park view

•3 bedrooms, 2.5 bathrooms, sleeps up to 7 guests including one infant in a cot•Screened south facing private pool overlooking natural warm springs Lake•Extensive gardens with 450 ft lake frontage and spectacular views•Private deck for fishing/viewing the lake•Games Area includes full size pool table, foosball/soccer table, and table tennis table•FREE high speed wireless internet•FREE Baby facilities... Villa Rental in Champions Gate #43313 >

Swimming poolParkingBaby chair
Interior facilities
  • 2 Bathroom
  • 1 Shower room
  • 3 WC
  • Living room
  • Separate kitchen
  • Dining room
Advantages
  • Countryside holidays
  • Ideal for all age groups and family
  • Children welcome
  • Setting : Lakeside, Tropical
  • Lake at <50m
  • Golf, Festival, Horse riding, Fishing
3 bedrooms Villa for rent from 1 to 6 people
Pool view, Villa in Champions Gate - Advert 43313
Games room, Villa in Champions Gate - Advert 43313
View the advert