HOLIDAY LETTINGS book direct with the owners The time of a holiday
IHA Holiday lettings
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Winter Garden rentals, holiday lettings direct from the owners

You will find many studios, flats, houses and villas for your holiday in Winter Garden. 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 Winter Garden with absolute confidence!
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103 Results
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£800 week
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book direct with the owners
from £115/Night*
See the rates
Up to-11%
Depending on the season
42 requests already received
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Advert 32199
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Crescent Lakes Luxury Villa 3,000 Sq.ft. in a luxury property. swimming pool, lake view
Villa Rental in Orlando #32199 >Swimming poolParkingBaby chair
Interior facilities
  • Sleeping area
  • Living room
  • Separate kitchen
  • Dining area
  • Tv room
  • Games room
Advantages
  • Countryside holidays
  • Ideal for all age groups and large families
  • Children welcome
  • Setting : Lakeside, Luxuriant
  • Town centre at 2.5mi.
  • Golf, Horse riding, Fishing
6 bedrooms Villa for rent for 14 people
Games room, Luxury Villa in Orlando - Advert 32199
Games room, Luxury Villa in Orlando - Advert 32199

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26 requests already received
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Advert 10141
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Located 3 miles south of Disney main entrance. South facing solar heated pool with 6ft high. Privacy fences and forested area to the rear.

Orlando Villa 1,940 Sq.ft. in a luxury property. not overlooked, country side, swimming pool, forest view

Five HDTVs, Wi-fi, two dvd players and 70+ dvds. Hi-fi and music. Monitored security system, safe, smoke and co2 alarms. Large family room, separate front room, dining room, master bedroom with ensuite. Two other bedrooms have twin beds and are located on the other side of the house next to the second bedroom. Double garage with electric door lift. Mature gardens front and rear. Villa Rental in Kissimmee #10141 >

Swimming poolParkingBaby chair
Interior facilities
  • 2 Bathroom
  • 2 WC
  • Living room
  • Sitting room
  • American style kitchen
  • Dining room
Advantages
  • Countryside holidays
  • Ideal for all age groups
  • Children welcome
  • Setting : Country setting
  • 18 hole golf course at 1.25mi.
  • Golf
3 bedrooms Villa for rent from 1 to 6 people
Villa in Kissimmee - Advert 10141
Villa, Villa in Kissimmee - Advert 10141

£79* Night
Contact
book direct with the owners
from £79/Night*
See the rates
Up to-43%
Depending on the season
5 requests already received
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Advert 25762
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House 1,940 Sq.ft. in a resort. swimming pool, garden/park, lake view
House Rental in Kissimmee #25762 >Swimming poolTennisParking
Interior facilities
  • 2 Bathroom
  • 1 Shower room
  • Living room
  • Sitting room
  • Kitchen Area
  • Dining room
Advantages
  • City holidays
  • Ideal for all age groups and family
  • Children welcome
  • Setting : Pleasant, Lively
  • Town centre at 6mi.
4 bedrooms House for rent from 1 to 8 people
The property, House in Kissimmee - Advert 25762
House, House in Kissimmee - Advert 25762
Dining area, House in Kissimmee - Advert 25762
Kitchen, House in Kissimmee - Advert 25762

£616* week
Contact
book direct with the owners
from £88/Night*
See the rates
Up to-13%
Depending on the season
39 requests already received
see details
Advert 50836
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Bonner Villa Luxury Villa in a luxury property. not overlooked, swimming pool, nightlights view
Villa Rental in Orlando #50836 >Swimming poolTennisParking
Interior facilities
  • Sleeping area
  • 2 Bathroom
  • Living room
  • Sitting room
  • American style kitchen
  • Dining area
Advantages
  • Countryside holidays
  • Ideal for all age groups
  • Children welcome
  • Setting : Luxuriant, Exclusive
  • 18 hole golf course at 1.25mi.
  • Golf
3 bedrooms Villa for rent for 8 people
Luxury Villa in Orlando - Advert 50836
Pool view, Luxury Villa in Orlando - Advert 50836

£100* Night
Contact
book direct with the owners
from £100/Night*
See the rates
Up to-30%
Depending on the season
66 requests already received
see details
Advert 52637
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Westridge House 2,370 Sq.ft in a luxury property. swimming pool view
House Rental in Orlando #52637 >Swimming poolParking
Interior facilities
  • Sleeping area
  • 3 Bathroom
  • Living room
  • Sitting room
  • Separate kitchen
  • Dining room
Advantages
  • City holidays
  • Ideal for all age groups and large families
  • Children welcome
  • Setting : Luxurious, Peaceful
  • 18 hole golf course at 1.5mi.
  • Golf, Fishing
5 bedrooms House for rent for 10 people
The house, House in Orlando - Advert 52637
Living room, House in Orlando - Advert 52637

£95* Night
Contact
book direct with the owners
from £95/Night*
See the rates
24 requests already received
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Advert 74164
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5 Minutes to Disney. 4 bedrooms, 3 bathrooms private pool and hot tub. Pool table in garage.

House 1,300 Sq.ft. in a private property. not overlooked, swimming pool view

Lake view. Close to shopping and many restaurants. Two king size master suites and two twin bedrooms with 2 beds in each bedroom. Fully equipped house. All towels and linens supplied. House Rental in Kissimmee #74164 >

Swimming poolTennisParking
Interior facilities
  • 2 Bathroom
  • 2 Shower room
  • Living room
  • Sitting room
  • Separate kitchen
  • Dining area
Advantages
  • City holidays
  • Ideal for all age groups and family groups
  • Children welcome
  • Setting : Quiet
  • Golf
4 bedrooms House for rent from 1 to 8 people
House in Kissimmee - Advert 74164
House in Kissimmee - Advert 74164

£74* Night
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book direct with the owners
from £74/Night*
See the rates
Up to-20%
Depending on the season
11 requests already received
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Advert 2224
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Stay in our clean, safe and secure 4 bedroom townhouse in the gated community of Venetian Bay Villages, Kissimmee, FL for your visit to Florida

Venetian Bay Village Town House 1,600 Sq.ft. in a private property. swimming pool, courtyard, lake, village view

Plenty of room for your entire family, all together in one private townhouse in the gated community of Venetian Bay Villages. with 4 pools, 4 children play areas, a game room, 24 hour private security. you can feel secure your family will have a great time enjoying the Florida sun, the Disney parks, Universal and Sea World. House Rental in Kissimmee #2224 >

Swimming poolTennisParking
Interior facilities
  • 3 Bathroom
  • Living room
  • Kitchen Area
  • Dining room
  • Dining area
  • Laundry room
Advantages
  • Countryside holidays
  • Ideal for all age groups and large families
  • Children welcome
  • Setting : Exclusive
  • Lake at 165'
  • Golf, Horse riding, Fishing
4 bedrooms House for rent from 1 to 10 people
Handicapped people welcome, Town House in Kissimmee - Advert 2224
View from the patio, Town House in Kissimmee - Advert 2224

£2322* Month
Contact
book direct with the owners
Night£100*
week£681*
from £78/Night*
See the rates
Up to-11%
Depending on the season
7 requests already received
see details
Advert 5918
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Villa 1,940 Sq.ft. in a private property. not overlooked, country side, swimming pool, garden/park view
Villa Rental in Mount Dora #5918 >Swimming poolParkingBaby chair
Interior facilities
  • 2 Bathroom
  • Living room
  • Separate kitchen
  • Dining room
  • Reading room
  • Laundry room
Advantages
  • City holidays
  • Ideal for all age groups and family groups
  • Children welcome
  • Setting : Enchanting, Peaceful
  • 18 hole golf course at <165'
  • Golf, Festival, Horse riding, Culture, Fishing
  • Pets accepted
3 bedrooms Villa for rent for 10 people
Private swimming-pool, Villa in Mount Dora - Advert 5918
Living room, Villa in Mount Dora - Advert 5918

£400* Weekend
Contact
book direct with the owners
Night£319*
week£1593*
from £200/Night*
See the rates
Up to-67%
Depending on the season
27 requests already received
see details
Advert 69693
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14 Room Disney Area Golf Resort Villa with FREE Tennis, Discount Golf & SPA (Disney Estate)

Villa 4,300 Sq.ft. in a golf/resort. country side, swimming pool, garden/park, forest view

Why rent hotel rooms?! When you can get a private Disney Golf & Tennis Resort Villa Estate with “the best location” only about 10 minutes from Disney World's Animal Kingdom! 14 Room Disney Area Golf Resort Villa with FREE Tennis, Discount Golf & SPA (Disney Estate) Approximately 4500sf (about 3500sf interior & about 1000sf pool patio). The Estate is a great vacation paradise with its private pool and... Villa Rental in Kissimmee #69693 >

Swimming poolTennisParking
Interior facilities
  • Sleeping area
  • 5 Bathroom
  • 5 Shower room
  • 1 WC
  • Living room
  • Sitting room
Advantages
  • City holidays
  • Children welcome
  • Setting : Enchanting
  • Village centre at 0.5mi.
  • Naturism
  • Charmance
  • Golf, Spa, Culture
12 bedrooms Villa for rent from 1 to 28 people
General, Villa in Kissimmee - Advert 69693
Villa, Villa in Kissimmee - Advert 69693

£576* week
Contact
book direct with the owners
Night£84*
2 weeks£1537*
from £82/Night*
See the rates
Up to-25%
Depending on the season
4 requests already received
see details
Advert 21133
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Silver Creek Villa in an estate. swimming pool view
Villa Rental in Silver Creek - Clermont #21133 >Swimming poolParkingBaby chair
Interior facilities
  • 1 Bathroom
  • 2 Shower room
  • Living room
  • Separate kitchen
  • Dining area
  • Games room
Advantages
  • City holidays
  • Ideal for family and all age groups
  • Children welcome
  • Setting : Peaceful, Luxurious
  • 18 hole golf course at 6mi.
  • Golf, Fishing
5 bedrooms Villa for rent from 2 to 10 people
Pool view, Villa in Silver Creek - Advert 21133
Patio, Villa in Silver Creek - Advert 21133

£156* Night
Contact
book direct with the owners
from £156/Night*
See the rates
Up to-15%
Depending on the season
34 requests already received
see details
Advert 12431PDF
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Calla Lily Villa Luxury House 2,700 Sq.ft. in a luxury property. panoramic, unobscured, not overlooked, swimming pool view
House Rental in Kissimmee #12431 >Swimming poolTennisParking
Interior facilities
  • 3 Bathroom
  • Living room
  • Sitting room
  • Large separate kitchen
  • Dining room
  • Dining area
Advantages
  • City holidays
  • Ideal for all age groups and family groups
  • Children welcome
  • Setting : Luxurious, Lakeside
  • Public tennis court at 3mi.
5 bedrooms House for rent from 1 to 12 people
Luxury House in Kissimmee - Advert 12431
Luxury House in Kissimmee - Advert 12431
Luxury House in Kissimmee - Advert 12431
Luxury House in Kissimmee - Advert 12431

£2002* Month
Contact
book direct with the owners
week£641*
2 weeks£1241*
Night£100*
from £67/Night*
See the rates
Up to-20%
Depending on the season
2 requests already received
see details
Advert 72463PDF
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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 2,150 Sq.ft.. 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 150 Sq.ft.
  • Sitting room 150 Sq.ft.
  • Separate kitchen
  • Dining room
Advantages
  • City holidays
  • Ideal for all age groups and couples with baby
  • Setting : Peaceful, Luxurious
  • Bus stop / bus station at 1.85mi.
4 bedrooms Villa for rent from 1 to 9 people
Kitchen, Villa in Four Corners - Advert 72463
Villa in Four Corners - Advert 72463
Swimming pool, Villa in Four Corners - Advert 72463
Master bedroom, Villa in Four Corners - Advert 72463
Equipment at the guest's disposal, Villa in Four Corners - Advert 72463
Single bed(s), Villa in Four Corners - Advert 72463

£874* week
Contact
book direct with the owners
from £125/Night*
See the rates
Up to-26%
Depending on the season
31 requests already received
see details
Advert 21999
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OSPREY VIEW Villa 2,700 Sq.ft. in a charming property.
Villa Rental in Orlando #21999 >
Interior facilities
  • 3 Bathroom
  • Living room
  • Sitting room
  • Separate kitchen
  • Dining room
  • Dining area
Advantages
  • City holidays
  • Ideal for all age groups
  • Children welcome
  • Setting : Peaceful, Exclusive
4 bedrooms Villa for rent for 8 people
Living room, Villa in Orlando - Advert 21999
Living room, Villa in Orlando - Advert 21999

£116* Night
Contact
book direct with the owners
week£813*
from £116/Night*
See the rates
Up to-12%
Depending on the season
3 requests already received
see details
Advert 57637PDF
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Live the American dream in your very own Florida holiday home located in the quiet gated community of The Hamlets, just off highway 192 in Kissimmee.

Villa Linton Villa 2,370 Sq.ft in an estate. not overlooked, swimming pool, street/avenue view

Our Florida villa is a tastefully decorated & beautifully co-ordinated home. Our home has 5 bedrooms, including King & Queen master suites, 3 bedrooms themed with children in mind - Winnie the Pooh Queen room, Mickey & Minnie twin room and Scooby Doo twin room with unique Mystery Machine bed and giant Scooby Doo and 3 bathrooms. We have a TV Lounge and formal dining area plus fully equipped kitchen... Villa Rental in Kissimmee #57637 >

Swimming poolParkingBaby chair
Interior facilities
  • 3 Bathroom
  • Living room
  • Sitting room
  • American style kitchen
  • Dining room
  • Dining area
Advantages
  • Countryside holidays
  • Ideal for all age groups and family groups
  • Children welcome
  • Setting : Quiet
  • Stretch of water at 1.25mi.
  • Golf, Horse riding, Fishing
5 bedrooms Villa for rent from 2 to 10 people
Pool view, Villa in Kissimmee - Advert 57637
Tv room, Villa in Kissimmee - Advert 57637
Dining room, Villa in Kissimmee - Advert 57637
Kitchen Area, Villa in Kissimmee - Advert 57637
Master bedroom, Villa in Kissimmee - Advert 57637
Bathroom, Villa in Kissimmee - Advert 57637


£95 Weekend
Contact
book direct with the owners
Night£95
week£665
2 weeks£1264
from £48/Night*
See the rates
Up to-24%
Depending on the season
30 requests already received
see details
Advert 12822PDF
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Cumbrian Lakes Villa 2,700 Sq.ft. in an estate. unobscured, lake, street/avenue, fantastic sunset view
Villa Rental in Kissimmee #12822 >Swimming poolParkingBaby chair
Interior facilities
  • 4 Bathroom
  • 4 Shower room
  • 1 WC
  • Living room
  • Sitting room
  • American style kitchen
Advantages
  • Countryside holidays
  • Ideal for all age groups and family groups
  • Children welcome
  • Setting : Country setting, Tranquil
  • Lake at <165'
5 bedrooms Villa for rent from 6 to 10 people
Living room, Villa in Kissimmee - Advert 12822
South-westerly view, Villa in Kissimmee - Advert 12822
Games room, Villa in Kissimmee - Advert 12822
Sitting room, Villa in Kissimmee - Advert 12822
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