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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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34 requests already received
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, Villa in Kissimmee - Advert 10141
Southerly view, Villa in Kissimmee - Advert 10141
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£69* Night
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book direct with the owners
from £69/Night*
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Up to-36%
Depending on the season
1 request already received
Advert 45864
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4BR Stunning South facing Lake view Villa

Villa 2,370 Sq.ft in a private property. swimming pool, lake view

Beautiful villa with 4 bedrooms and 3 bathrooms, furnished with brand new furniture (august 2012) - King master bedroom with 32” flatscreen TV and private bathroom- Queen master bedroom with 32” flatscreen TV and private bathroom- 2 twin bedrooms with each 2 separate beds and a shared bathroom- Spacious living and dining room- Family room with a large couch and a 50” flatscreen TV- Fully equipped kitchen-... Villa Rental in Clermont #45864 >

Swimming poolParkingBaby chair
Interior facilities
  • 3 Bathroom
  • 3 WC
  • Living room
  • Sitting room
  • Separate kitchen
  • Dining room
Advantages
  • Countryside holidays
  • Ideal for all age groups and family
  • Children welcome
  • Setting : Calm, Suitable for a relaxing break
  • Golf, Festival, Fishing
4 bedrooms Villa for rent from 1 to 8 people
Outside setting, Villa in Clermont - Advert 45864
Villa in Clermont - Advert 45864
Villa in Clermont - Advert 45864
Kitchen, Villa in Clermont - Advert 45864
Villa in Clermont - Advert 45864
Villa in Clermont - Advert 45864
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£95* Night
Contact
book direct with the owners
week£668*
from £95/Night*
See the rates
5 requests already received
Advert 660
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Dolphin Villa Charming Villa 1,600 Sq.ft. in a private estate. swimming pool, garden/park view
Villa Rental in Clermont #660 >Swimming poolParkingBaby chair
Interior facilities
  • 3 Bathroom
  • Living room
  • Large american style kitchen
  • Dining area
  • Games room
  • Laundry room
Advantages
  • City holidays
  • Ideal for family groups and all age groups
  • Children welcome
  • Setting : Peaceful, Picturesque
  • Sandy beach at >31mi.
  • Golf, Horse riding, Fishing
5 bedrooms Villa for rent from 1 to 12 people
Private swimming-pool, Charming Villa in Clermont - Advert 660
Living room, Charming Villa in Clermont - Advert 660
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£764* week
Contact
book direct with the owners
Night£111*
from £109/Night*
See the rates
Up to-38%
Depending on the season
4 requests already received
Advert 2415
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House 3,000 Sq.ft. in a luxury property. swimming pool, lake view
House Rental in Clermont #2415 >Swimming pool
Interior facilities
  • 3 Bathroom
  • 3 Shower room
  • Living room
  • Sitting room
  • Large american style kitchen
  • Dining area
Advantages
  • City holidays
  • Ideal for all age groups and large families
  • Children welcome
  • Setting : Lakeside, Luxuriant
  • Bus stop / bus station at 660'
  • Golf, Spa, Horse riding, Fishing
6 bedrooms House for rent for 12 people
Pool view, House in Clermont - Advert 2415
Billiard table, House in Clermont - Advert 2415
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£420 week
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book direct with the owners
Night£65
from £60/Night*
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Up to-36%
Depending on the season
90 requests already received
Advert 5295
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Welcome to our beautiful home in Florida. We offer the utmost in luxury and convenience just few minutes from Disney World.

Sunset Lodge - Glenbrook Villa 1,940 Sq.ft. in an estate. not overlooked view

Our executive villa is fully air-conditioned and features two master bedrooms each with an en-suite bathroom and two further twin bedrooms which share the third bathroom. All bedrooms have a TV. With a sofa bed in the family room, the villa is suitable for up to 10 people. The family room has a 46-inch HD TV with a DVD player and Playstation 2, and gives direct access to the patio area with its outdoor... Villa Rental in Orlando #5295 >

Swimming poolTennisParking
Interior facilities
  • 3 Bathroom
  • Living room
  • Sitting room
  • American style kitchen
  • Dining area
  • Games room
Advantages
  • City holidays
  • Ideal for all age groups and family groups
  • Children welcome
  • Setting : Peaceful, Luxuriant
  • Sandy beach at >31mi.
  • Golf
4 bedrooms Villa for rent for 10 people
Heated swimming pool, Villa in Orlando - Advert 5295
Living room, Villa in Orlando - Advert 5295
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£95* Night
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book direct with the owners
from £95/Night*
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Up to-30%
Depending on the season
70 requests already received
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
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15 requests already received
Advert 21027
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Vista Cay Resort Penthouse 2,150 Sq.ft. in a residence. lake view
Flat-Apartments Rental in Orlando #21027 >Swimming poolParking
Interior facilities
  • Sleeping area
  • 2 Bathroom
  • 2 Shower room
  • Living room
  • Sitting room
  • Separate kitchen
Advantages
  • City holidays
  • Ideal for all age groups and family
  • Children welcome
  • Setting : City, Picturesque
  • Eco-tourisme
3 bedrooms Flat-Apartments for rent for 8 people
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£800 week
Contact
book direct with the owners
from £115/Night*
See the rates
Up to-11%
Depending on the season
42 requests already received
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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£588* week
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book direct with the owners
from £84/Night*
See the rates
Up to-13%
Depending on the season
41 requests already received
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
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£120* Night
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book direct with the owners
from £120/Night*
See the rates
18 requests already received
Advert 53363
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Flat-Apartments in a golf/resort. panoramic, unobscured, swimming pool, garden/park view
Flat-Apartments Rental in Orlando #53363 >Swimming poolTennisParking
Interior facilities
  • Sitting room
  • Separate kitchen
  • Dining room
  • Tv room
  • Fitness room
  • Laundry room
Advantages
  • City holidays
  • Ideal for all age groups and family
  • Children welcome
  • Setting : Urban, Heavenly
  • Meublés de Tourisme : 5 stars
  • Golf
2 bedrooms Flat-Apartments for rent for 4 people
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£834* week
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from £119/Night*
See the rates
Up to-26%
Depending on the season
31 requests already received
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
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£68* Night
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book direct with the owners
from £68/Night*
See the rates
Up to-36%
Depending on the season
1 request already received
Advert 43026
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Clear Creek Villa 1,600 Sq.ft. in a property. panoramic, not overlooked, swimming pool, garden/park view
Villa Rental in Silver Creek - Clermont #43026 >Swimming poolParkingBaby chair
Interior facilities
  • 2 Bathroom
  • 2 WC
  • Living room
  • Sitting room
  • American style kitchen
  • Dining room
Advantages
  • City holidays
  • Ideal for all age groups and family
  • Children welcome
  • Setting : City, Pleasant
  • Village centre at 1.25mi.
  • Fishing
4 bedrooms Villa for rent from 1 to 10 people
Tv room, Villa in Silver Creek - Advert 43026
King-size bed(s), Villa in Silver Creek - Advert 43026
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£802* week
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book direct with the owners
from £115/Night*
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Up to-28%
Depending on the season
3 requests already received
Advert 71020
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Villa 2,150 Sq.ft. 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
Cosy nook, Villa in Four Corners - Advert 71020
Cosy nook, Villa in Four Corners - Advert 71020
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£1910* Month
Contact
book direct with the owners
week£611*
2 weeks£1184*
Night£95*
from £64/Night*
See the rates
Up to-20%
Depending on the season
2 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 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
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£2215* Month
Contact
book direct with the owners
Night£95*
week£649*
from £74/Night*
See the rates
Up to-11%
Depending on the season
8 requests already received
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
View the advert