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Winter Garden rentals, vacation homes direct from the owners

You will find many studios, apartments, houses and villas for your vacations in Winter Garden. Contact the owners directly on the IHA site and enjoy the best rental rates, promotions and last minute deals that meet your budget. Visit the photo gallery on private rentals for a break with family or friends. All vacation listings on IHA are verified, plan your trip to Winter Garden with absolute confidence!
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₱5635* Night
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direct by owners
from ₱5635/Night*
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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, city 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 Toilets
  • Living room 14m²
  • Typical style kitchen
  • Dining area
Advantages
  • City vacation
  • Ideal for all age groups and large families
  • Kids 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
King-size bed(s), Town House in Davenport - Advert 47133
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₱56345* week
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direct by owners
Night₱8170*
from ₱8057/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 vacation
  • Ideal for all age groups and large families
  • Kids 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
Pool table, House in Clermont - Advert 2415
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₱28606* week
Contact
direct by owners
Night₱4427*
from ₱4087/Night*
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Up to-36%
Depending on the season
116 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 vacation
  • Ideal for all age groups and family groups
  • Kids 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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₱54488* week
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direct by owners
from ₱7833/Night*
See the rates
Up to-11%
Depending on the season
45 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 poolParkingHigh chair
Interior facilities
  • Sleeping den
  • Living room
  • Separate kitchen
  • Dining area
  • Tv den
  • Games room
Advantages
  • Countryside vacation
  • Ideal for all age groups and large families
  • Kids welcome
  • Setting : Lakeside, Luxuriant
  • Downtown 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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15 requests already received
Advert 21027
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Vista Cay Resort Penthouse 200m² in a residence. lake view
Apartment-Flat Rental in Orlando #21027 >Swimming poolParking
Interior facilities
  • Sleeping den
  • 2 Bathroom
  • 2 Shower room
  • Living room
  • Sitting room
  • Separate kitchen
Advantages
  • City vacation
  • Ideal for all age groups and family
  • Kids welcome
  • Setting : City, Picturesque
  • Ecotourism
3 bedrooms Apartment-Flat for rent for 8 people
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₱8846* Night
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direct by owners
from ₱8846/Night*
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20 requests already received
Advert 53363
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Apartment-Flat in a golf/resort. panoramic, unobscured, swimming pool, garden/park view
Apartment-Flat Rental in Orlando #53363 >Swimming poolTennisParking
Interior facilities
  • Sitting room
  • Separate kitchen
  • Dining room
  • Tv den
  • Fitness room
  • Laundry room
Advantages
  • City vacation
  • Ideal for all age groups and family
  • Kids welcome
  • Setting : Urban, Heavenly
  • Meublés de Tourisme : 5 stars
  • Golf
2 bedrooms Apartment-Flat for rent for 4 people
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₱61529* week
Contact
direct by owners
from ₱8790/Night*
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Up to-26%
Depending on the season
35 requests already received
Advert 21999
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OSPREY VIEW Villa 250m² 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 vacation
  • Ideal for all age groups
  • Kids 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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₱5015* Night
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direct by owners
from ₱5015/Night*
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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 poolParkingHigh chair
Interior facilities
  • 2 Bathroom
  • 2 Toilets
  • Living room
  • Sitting room
  • American style kitchen
  • Dining room
Advantages
  • City vacation
  • Ideal for all age groups and family
  • Kids welcome
  • Setting : City, Pleasant
  • Village center at 2km
  • Fishing
4 bedrooms Villa for rent from 1 to 10 people
Tv den, Villa in Silver Creek - Advert 43026
Queen-size bed(s), Villa in Silver Creek - Advert 43026
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₱59163* week
Contact
direct by owners
from ₱8452/Night*
See the rates
Up to-28%
Depending on the season
9 requests already received
Advert 71020PDF
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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 poolParkingHigh chair
Interior facilities
  • 3 Bathroom
  • 2 Shower room
  • 3 Toilets
  • Living room
  • Sitting room
  • Separate kitchen
Advantages
  • City vacation
  • 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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₱140863* Month
Contact
direct by owners
week₱45076*
2 weeks₱87335*
Night₱7043*
from ₱4733/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, city 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 poolParkingHigh chair
Interior facilities
  • 2 Bathroom
  • 1 Shower room
  • Living room 14m²
  • Sitting room 14m²
  • Separate kitchen
  • Dining room
Advantages
  • City vacation
  • 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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₱11551* Night
Contact
direct by owners
from ₱11551/Night*
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Up to-25%
Depending on the season
Theme break
Wine tasting
4 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 poolParkingHigh chair
Interior facilities
  • 4 Bathroom
  • 4 Shower room
  • 4 Toilets
  • Dining room
  • Dining area
  • Bar area
Advantages
  • City vacation
  • Kids 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

₱42259* week
Contact
direct by owners
Night₱6198*
from ₱6085/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 poolParkingHigh chair
Interior facilities
  • 2 Bathroom
  • 1 Shower room
  • 3 Toilets
  • Living room
  • Separate kitchen
  • Dining room
Advantages
  • Countryside vacation
  • Ideal for all age groups and family
  • Kids 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

₱7325* Weekend
Contact
direct by owners
Night₱6761*
from ₱3662/Night*
See the rates
Up to-35%
Depending on the season
19 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 Toilets
  • Living room
  • American style kitchen
  • Dining area
Advantages
  • City vacation
  • Ideal for all age groups and family
  • Kids 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
View the advert

₱6198* Night
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direct by owners
from ₱6198/Night*
See the rates
Up to-33%
Depending on the season
3 requests already received
Advert 37149PDF
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Holiday villa with pool and entertainment

Pension Florida House 200m² in a private property. swimming pool, forest, village view

Our villa is modern style furnished, has everything you would expect in a holiday home, 4 bedrooms, 2 with king-size beds, 1 with single bed´s, 1 with triple bunk bed all with private TV. 2 bathrooms, 1 guest toilet, fully equipped kitchen, etc. with ceran stove, fridge, oven, microwave, coffee maker, toaster, dishwasher, washing machine, dryer, iron, ironing board, vacuum etc. bed linen, hand and... Gîte - Self Catering Rental in Kissimmee #37149 >

Swimming poolParkingHigh chair
Interior facilities
  • 2 Queen-size bed(s)
  • 1 Twin bed(s)
  • 1 Bunk beds
  • T.V.
  • Hi-fi system
  • DVD player
Advantages
  • Countryside vacation
  • Ideal for all age groups and family
  • Kids welcome
  • Setting : Condusive to shopping, Suitable for a relaxing break
  • Forest at 1km
  • Golf, Festival, Horse riding, Culture, Fishing
4 bedrooms Gîte - Self Catering for rent from 1 to 9 people
House in Kissimmee - Advert 37149
General, House in Kissimmee - Advert 37149
House in Kissimmee - Advert 37149
House in Kissimmee - Advert 37149
House in Kissimmee - Advert 37149
House in Kissimmee - Advert 37149
View the advert


₱154724* Month
Contact
direct by owners
Night₱6142*
week₱38709*
2 weeks₱77419*
from ₱5184/Night*
See the rates
Up to-36%
Depending on the season
5 requests already received
Advert 271PDF
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BEAUTIFUL 3 BEDROOM POOL HOME JUST MINUTES FROM DISNEY

House 120m². swimming pool, nightlights view

House features a spacious living area with 3 bedrooms. The master bedroom has a king bed, walking closet, bathroom. 2nd bedroom has a queen bed that shares a bathroom with the 3 bedroom. 3rd bedroom has a bunk bed with full size bottom and twin size on top. All of the bedrooms have a big screen tv. Kitchen has an electric stove, refrigerator with freezer, microwave oven and dishwasher. It also has... House Rental in Kissimmee #271 >

Swimming poolTennisParking
Interior facilities
  • 2 Bathroom
  • 2 Shower room
  • 2 Toilets
  • Living room
  • Sitting room
  • American style kitchen
Advantages
  • City vacation
  • Ideal for all age groups and family
  • Kids welcome
  • Setting : Peaceful
  • Downtown at 10km
  • Golf, Festival
3 bedrooms House for rent from 1 to 6 people
House in Kissimmee - Advert 271
House in Kissimmee - Advert 271
House in Kissimmee - Advert 271
House in Kissimmee - Advert 271
House in Kissimmee - Advert 271
House in Kissimmee - Advert 271
View the advert