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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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$A143* Night
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book direct with the owners
from $A143/Night*
See the rates
Up to-23%
Depending on the season
7 requests already received
Advert 47133
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Wonderful 4 Bedroom home in a private resort with access to pool, lazy river, gym & restaurant, a lovely community that's really close to all the area's main attractions with Disney World only a 20 minute easy drive away.

Regal Palms Resort Town House 150m² in a private property. swimming pool, garden/park, courtyard, town view

Our 4 bedroom, 3 bathroom townhome offers you a vacation close to Disney World, other theme parks, golf courses, restaurants and shopping. It is tastefully decorated and fully equipped to provide all the essentials for a comfortable stay in a home-like setting, while enjoying the wonderful amenities of a luxurious resort. Our townhouse sleeps 9 comfortably. The house features 3 large master suites,... House Rental in Davenport #47133 >

Swimming poolParking
Interior facilities
  • 3 Bathroom
  • 3 Shower room
  • 3 WC
  • Living room 14m²
  • Typical style kitchen
  • Dining area
Advantages
  • City holidays
  • Ideal for all age groups and large families
  • Children welcome
  • Setting : Exclusive, Pleasant
  • High class retailers at 7,5km
  • Golf, Culture
4 bedrooms House for rent from 1 to 9 people
Town House, Town House in Davenport - Advert 47133
Super king-size bed(s), Town House in Davenport - Advert 47133
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$A1432* week
Contact
book direct with the owners
Night$A208*
from $A205/Night*
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Up to-38%
Depending on the season
5 requests already received
Advert 2415
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House 280m² in a luxury property. swimming pool, lake view
House Rental in Clermont #2415 >Swimming pool
Interior facilities
  • 3 Bathroom
  • 3 Shower room
  • Living room
  • Sitting room
  • Large american style kitchen
  • Dining area
Advantages
  • City holidays
  • Ideal for all age groups and large families
  • Children welcome
  • Setting : Lakeside, Luxuriant
  • Bus stop / bus station at 200m
  • Golf, Spa, Horse riding, Fishing
6 bedrooms House for rent for 12 people
Pool view, House in Clermont - Advert 2415
Billiard table, House in Clermont - Advert 2415
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$A727* week
Contact
book direct with the owners
Night$A112*
from $A104/Night*
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Up to-36%
Depending on the season
120 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 180m² 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 >50km
  • 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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$A1384* week
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book direct with the owners
from $A199/Night*
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Up to-11%
Depending on the season
46 requests already received
Advert 32199
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Crescent Lakes Luxury Villa 280m² in a luxury property. swimming pool, lake view
Villa Rental in Orlando #32199 >Swimming poolParkingBaby chair
Interior facilities
  • Sleeping area
  • Living room
  • Separate kitchen
  • Dining area
  • Tv room
  • Games room
Advantages
  • Countryside holidays
  • Ideal for all age groups and large families
  • Children welcome
  • Setting : Lakeside, Luxuriant
  • Town centre at 4km
  • Golf, Horse riding, Fishing
6 bedrooms Villa for rent for 14 people
Games room, Luxury Villa in Orlando - Advert 32199
Games room, Luxury Villa in Orlando - Advert 32199
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$A225* Night
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book direct with the owners
from $A225/Night*
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20 requests already received
Advert 53363
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Flat-Apartments in a golf/resort. panoramic, unobscured, swimming pool, garden/park view
Flat-Apartments Rental in Orlando #53363 >Swimming poolTennisParking
Interior facilities
  • Sitting room
  • Separate kitchen
  • Dining room
  • Tv room
  • Fitness room
  • Laundry room
Advantages
  • City holidays
  • Ideal for all age groups and family
  • Children welcome
  • Setting : Urban, Heavenly
  • Meublés de Tourisme : 5 stars
  • Golf
2 bedrooms Flat-Apartments for rent for 4 people
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$A127* Night
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book direct with the owners
from $A127/Night*
See the rates
Up to-36%
Depending on the season
16 requests already received
Advert 43026
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Clear Creek Villa 150m² in a property. panoramic, not overlooked, swimming pool, garden/park view
Villa Rental in Silver Creek - Clermont #43026 >Swimming poolParkingBaby chair
Interior facilities
  • 2 Bathroom
  • 2 WC
  • Living room
  • Sitting room
  • American style kitchen
  • Dining room
Advantages
  • City holidays
  • Ideal for all age groups and family
  • Children welcome
  • Setting : City, Pleasant
  • Village centre at 2km
  • Fishing
4 bedrooms Villa for rent from 1 to 10 people
Tv room, Villa in Silver Creek - Advert 43026
King-size bed(s), Villa in Silver Creek - Advert 43026
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$A3579* Month
Contact
book direct with the owners
week$A1145*
2 weeks$A2219*
Night$A179*
from $A120/Night*
See the rates
Up to-20%
Depending on the season
8 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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$A1503* week
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book direct with the owners
from $A215/Night*
See the rates
Up to-28%
Depending on the season
9 requests already received
Advert 71020
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Villa 200m² in a luxury property. panoramic, unobscured, not overlooked, swimming pool view
Villa Rental in Four Corners - Kissimmee #71020 >Swimming poolParkingBaby chair
Interior facilities
  • 3 Bathroom
  • 2 Shower room
  • 3 WC
  • Living room
  • Sitting room
  • Separate kitchen
Advantages
  • City holidays
  • Ideal for all age groups and family
  • Setting : Exclusive, Waterfront
4 bedrooms Villa for rent from 1 to 8 people
Aerial view, Villa in Four Corners - Advert 71020
Guest facilities and furnishings, Villa in Four Corners - Advert 71020
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$A293* Night
Contact
book direct with the owners
from $A293/Night*
See the rates
Up to-25%
Depending on the season
Theme break
Wine tasting
5 requests already received
Advert 33310
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Villa in a luxury property. lake view
1 Theme break
Villa Rental in Celebration #33310 >Swimming poolParkingBaby chair
Interior facilities
  • 4 Bathroom
  • 4 Shower room
  • 4 WC
  • Dining room
  • Dining area
  • Bar area
Advantages
  • City holidays
  • Children welcome
  • Setting : Lakeside, Waterfront
  • Lake at <50m
  • Golf, Fishing
Villa for rent from 1 to 10 people
Villa in Celebration - Advert 33310
Villa in Celebration - Advert 33310
View the advert

$A1074* week
Contact
book direct with the owners
Night$A157*
from $A155/Night*
See the rates
Up to-19%
Depending on the season
5 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
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$A186* Weekend
Contact
book direct with the owners
Night$A172*
from $A93/Night*
See the rates
Up to-35%
Depending on the season
20 requests already received
Advert 39959
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Villa 180m² in a private property. swimming pool view
Villa Rental in Champions Gate #39959 >Swimming poolParking
Interior facilities
  • 3 Bathroom
  • 3 Shower room
  • 3 WC
  • Living room
  • American style kitchen
  • Dining area
Advantages
  • City holidays
  • Ideal for all age groups and family
  • Children welcome
  • Setting : Suitable for a relaxing break, Tropical
  • Public tennis court at 2km
  • Golf, Spa, Horse riding, Fishing
4 bedrooms Villa for rent from 1 to 8 people
Villa in Champions Gate - Advert 39959
Villa in Champions Gate - Advert 39959
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$A127* Weekend
Contact
book direct with the owners
Night$A113*
week$A716*
2 weeks$A1288*
Month$A2291*
from $A64/Night*
See the rates
Up to-44%
Depending on the season
30 requests already received
Advert 6229PDF
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The complex is in a quiet location so you can relax before venturing out and about. The accommodation is clean and well kept with a lovely view over the lake. It is in easy reach of all facilities and parks. Tropical Pool.

Legacy Dunes Flat-Apartments 120m² in a resort. not overlooked, garden/park, lake view

Newly refurbished 4 bedroom condo for rent, 5 miles from Disney World. 10 minutes from all the Orlando attractions. An ideal base for your Orlando vacation.1400 sq feet condo - spacious and fully equipped. Full kitchen with all equipment. Home from Home. Award winning Resort. Amenities include a tropical style swimming pool with fountains, a further swimming pool a few steps away from our condo (both... Flat-Apartments Rental in Kissimmee #6229 >

Swimming poolTennisParking
Interior facilities
  • 2 Bathroom
  • Living room
  • Sitting room
  • American style kitchen
  • Dining area
  • Bar area
Advantages
  • City holidays
  • Ideal for all age groups and family
  • Children welcome
  • Setting : Tropical, Spiritual
  • Town centre at 7,5km
  • Golf, Horse riding, Fishing
4 bedrooms Flat-Apartments for rent from 1 to 10 people
The house, Flat-Apartments in Kissimmee - Advert 6229
Block of flats, Flat-Apartments in Kissimmee - Advert 6229
The house, Flat-Apartments in Kissimmee - Advert 6229
Heated swimming pool, Flat-Apartments in Kissimmee - Advert 6229
The property, Flat-Apartments in Kissimmee - Advert 6229
Super king-size bed(s), Flat-Apartments in Kissimmee - Advert 6229
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$A787* week
Contact
book direct with the owners
Night$A285*
Weekend$A285*
from $A113/Night*
See the rates
Up to-80%
Depending on the season
28 requests already received
Advert 33614
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Disney Condo Villa < 12m² in a golf/resort. sea/ocean, swimming pool, garden/park, village view
Villa Rental in Kissimmee #33614 >Swimming poolTennisParking
Interior facilities
  • 1 Bathroom
  • 1 Shower room
  • Living room < 9m²
  • Kitchen Area
  • Dining room
  • 1 Double bed(s)
Advantages
  • City holidays
  • Ideal for all age groups and family
  • Children welcome
  • Setting : Calm, Tropical
  • Sandy beach at <50m
  • Naturism
  • Charmance
  • Golf
  • Pets accepted
2 bedrooms Villa for rent from 4 to 8 people
Living room, Villa in Kissimmee - Advert 33614
Dining room, Villa in Kissimmee - Advert 33614
Bathroom, Villa in Kissimmee - Advert 33614
BBQ, Villa in Kissimmee - Advert 33614
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$A714* Weekend
Contact
book direct with the owners
Night$A571*
week$A2849*
from $A358/Night*
See the rates
Up to-67%
Depending on the season
31 requests already received
Advert 69693
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14 Room Disney Area Golf Resort Villa with FREE Tennis, Discount Golf & SPA (Disney Estate)

Disney Estate 14 room Villa 400m² 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 800m
  • Naturism
  • Charmance
  • Golf, Spa, Culture
12 bedrooms Villa for rent from 1 to 28 people
Kitchen, Villa in Kissimmee - Advert 69693
Appliances, Villa in Kissimmee - Advert 69693
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$A129* Weekend
Contact
book direct with the owners
Night$A115*
week$A787*
from $A64/Night*
See the rates
Up to-39%
Depending on the season
111 requests already received
Advert 46191
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Disney Lakeside Villa, 4 Bed / 2 Bath overlooking lake and conservation area. With Private south-facing pool and patio. Only 10 mins from Disney.

Villa in a charming property. country side, swimming pool, garden/park, lake view

This fully A/C, 4 Bed / 2 Bath very spacious villa, sleeps 8, has been furnished to a very high standard. With Formal Living Room, Dining Room, fully-fitted Kitchen, Breakfast area and Family Room. Plus laundry Area and Games Room. Master Bedroom with Ensuite, Queen Double, 2 Twin Bedrooms, one which is Disney-themed and Family Bathroom. Cable TV’s and DVD’s in Family Room and bedrooms, Hi Fi System... Villa Rental in Kissimmee #46191 >

Swimming poolParkingBaby chair
Interior facilities
  • Living room
  • Sitting room
  • Separate kitchen
  • Dining room
  • Dining area
  • Games room
Advantages
  • Countryside holidays
  • Ideal for all age groups
  • Children welcome
  • Setting : Luxuriant, Peaceful
  • Lake at <50m
  • Golf, Horse riding, Fishing
4 bedrooms Villa for rent from 1 to 8 people
Villa, Villa in Kissimmee - Advert 46191
View from the living room, Villa in Kissimmee - Advert 46191
View the advert