SHORT TERM RENTALS direct by owners Vacation time
IHA Short term rentals
531390

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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$525* week
Contact
direct by owners
Night$81*
from $75/Night*
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Up to-36%
Depending on the season
76 requests already received
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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 vacation
  • Ideal for all age groups and family groups
  • Kids 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

$2500 Month
Contact
direct by owners
week$800
2 weeks$1550
Night$125
from $84/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, 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 150 Sq.ft.
  • Sitting room 150 Sq.ft.
  • Separate kitchen
  • Dining room
Advantages
  • City vacation
  • 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
Twin bed(s), Villa in Four Corners - Advert 72463

$1000 week
Contact
direct by owners
Night$145
from $143/Night*
See the rates
Up to-38%
Depending on the season
4 requests already received
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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 vacation
  • Ideal for all age groups and large families
  • Kids 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
Pool table, House in Clermont - Advert 2415

$119* Weekend
Contact
direct by owners
Night$119*
week$831*
2 weeks$1579*
from $60/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 poolParkingHigh chair
Interior facilities
  • 4 Bathroom
  • 4 Shower room
  • 1 Toilets
  • Living room
  • Sitting room
  • American style kitchen
Advantages
  • Countryside vacation
  • Ideal for all age groups and family groups
  • Kids 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

$119 Night
Contact
direct by owners
from $119/Night*
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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 vacation
  • Ideal for all age groups and family groups
  • Kids welcome
  • Setting : Quiet
  • Golf
4 bedrooms House for rent from 1 to 8 people
House in Kissimmee - Advert 74164
House in Kissimmee - Advert 74164

$100* Night
Contact
direct by owners
week$699*
from $100/Night*
See the rates
Up to-20%
Depending on the season
7 requests already received
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Advert 2751
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Indian Creek Villa 1,940 Sq.ft. in a charming property. not overlooked, swimming pool, street/avenue, fantastic sunset view
Villa Rental in Acadia Estates #2751 >Swimming poolTennisParking
Interior facilities
  • 3 Bathroom
  • Living room 323 Sq.ft.
  • Separate kitchen
  • Dining room
  • Cosy nook
  • Games room
Advantages
  • City vacation
  • Ideal for all age groups
  • Kids welcome
  • Setting : Suitable for a relaxing break
  • Bus stop / bus station at 1.85mi.
  • Golf, Spa
4 bedrooms Villa for rent from 2 to 9 people
Living room, Villa in Acadia Estates - Advert 2751
Living room, Villa in Acadia Estates - Advert 2751

$3400 Month
Contact
direct by owners
Night$150
week$910
2 weeks$1820
from $114/Night*
See the rates
Up to-21%
Depending on the season
16 requests already received
see details
Advert 14516
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Our home is only 5 miles from Disney property which makes coming back for a bit of peace and quiet and a rest mid-day easy. The garden area has fruit trees and you are welcome to help yourself - fresh lemons fir your drinks.

Lindfields Villa 1,600 Sq.ft. in an estate. not overlooked, swimming pool, garden/park, fantastic sunset view

The house is well furnished, here are TV's in each bedroom and as well as full air conditioning all rooms have overhead fans, including outside on the lanai. The kitchen is fully fitted with dishwasher, huge fridge/freezer, microwave, stove and table and chairs situated in the bay window. There is a lovely glass dining table for more formal dining. The Master bedroom has a large (6ft) King bed and... Villa Rental in Kissimmee #14516 >

Swimming poolParkingHigh chair
Interior facilities
  • 2 Bathroom
  • Living room
  • Large american style kitchen
  • Dining area
  • Cosy nook
  • Loggia
Advantages
  • City vacation
  • Ideal for all age groups and couples
  • Kids welcome
  • Setting : Peaceful, Suitable for a relaxing break
  • 18 hole golf course at 3mi.
  • Golf
3 bedrooms Villa for rent for 6 people
Heated swimming pool, Villa in Kissimmee - Advert 14516
Pool view, Villa in Kissimmee - Advert 14516

$157 Night
Contact
direct by owners
from $157/Night*
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18 requests already received
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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

$100 Weekend
Contact
direct by owners
Night$90
week$630
2 weeks$1260
Month$2142
from $50/Night*
See the rates
Up to-31%
Depending on the season
29 requests already received
see details
Advert 23419
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Family owned villa in gated community 4 Bedrooms sleeps 8, 3 bathrooms large family / dining area. Private Pool screened lanai in garden. Games Room

Magic Landings Villa 2,700 Sq.ft. in an estate. country side, swimming pool, garden/park, lake view

Our magnificent Florida Villa provides spacious accommodation of 2 double bedrooms with queen beds and en suite bathrooms with walk-in closets; 2 twin bedrooms and further bathroom; open plan family room with patio doors onto the pool area, dining area, breakfast bar, fully equipped kitchen; laundry room; games room; fully air conditioned; beautifully furnished throughout to create a cosy home from... Villa Rental in Kissimmee #23419 >

Swimming poolParking
Interior facilities
  • 3 Bathroom
  • Living room
  • American style kitchen
  • Dining area
  • Games room
  • Walk-in closet
Advantages
  • City vacation
  • Ideal for all age groups
  • Kids welcome
  • Setting : Lakeside, Pleasant
  • Golf, Horse riding, Culture, Fishing
4 bedrooms Villa for rent from 2 to 8 people
Living room, Villa in Kissimmee - Advert 23419
Kitchen Area, Villa in Kissimmee - Advert 23419

$99 Night
Contact
direct by owners
from $99/Night*
See the rates
Up to-43%
Depending on the season
5 requests already received
see details
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 vacation
  • Ideal for all age groups and family
  • Kids welcome
  • Setting : Pleasant, Lively
  • Downtown 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

$999* week
Contact
direct by owners
from $144/Night*
See the rates
Up to-11%
Depending on the season
42 requests already received
see details
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 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 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

$525* week
Contact
direct by owners
from $75/Night*
See the rates
Up to-28%
Depending on the season
23 requests already received
see details
Advert 38905
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Villa > 0.25 acre in a private property. not overlooked, swimming pool, forest, fantastic sunset view
Villa Rental in Kissimmee #38905 >Swimming poolParkingHigh chair
Interior facilities
  • 2 Bathroom
  • Shower room
  • Toilets
  • Living room 860 Sq.ft.
  • Sitting room
  • Separate kitchen
Advantages
  • City vacation
  • Setting : Peaceful, Quiet
  • Golf, Horse riding, Fishing
3 bedrooms Villa for rent from 1 to 8 people
North-easterly view, Villa in Kissimmee - Advert 38905
Villa, Villa in Kissimmee - Advert 38905

$89 Weekend
Contact
direct by owners
Night$79
week$500
2 weeks$900
Month$1900
from $45/Night*
See the rates
Up to-36%
Depending on the season
19 requests already received
see details
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 Apartment-Flat 1,300 Sq.ft. 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... Apartment-Flat Rental in Kissimmee #6229 >

Swimming poolTennisParking
Interior facilities
  • 2 Bathroom
  • Living room
  • Sitting room
  • American style kitchen
  • Dining area
  • Bar area
Advantages
  • City vacation
  • Ideal for all age groups and family
  • Kids welcome
  • Setting : Tropical, Spiritual
  • Downtown at 4.5mi.
  • Golf, Horse riding, Fishing
4 bedrooms Apartment-Flat for rent from 1 to 10 people
Heated swimming pool, Apartment-Flat in Kissimmee - Advert 6229
Heated swimming pool, Apartment-Flat in Kissimmee - Advert 6229
Original swimming pool, Apartment-Flat in Kissimmee - Advert 6229
Heated swimming pool, Apartment-Flat in Kissimmee - Advert 6229
Resort, Apartment-Flat in Kissimmee - Advert 6229
Interior layout and facilities, Apartment-Flat in Kissimmee - Advert 6229

Contact
direct by owners
3 requests already received
see details
Advert 18317
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Coral Cay Resort Town House 1,600 Sq.ft. in a luxury property. panoramic, swimming pool, garden/park, lake view
House Rental in Kissimmee #18317 >Swimming poolParking
Interior facilities
  • 3 Bathroom
  • 3 Shower room
  • 3 Toilets
  • Living room 205 Sq.ft.
  • Sitting room 150 Sq.ft.
  • Large american style kitchen
Advantages
  • City vacation
  • Ideal for large families and family groups
  • Kids welcome
  • Setting : Lakeside, Quiet
4 bedrooms House for rent from 1 to 10 people


$125 Night
Contact
direct by owners
week$875
from $125/Night*
See the rates
4 requests already received
see details
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 poolParkingHigh chair
Interior facilities
  • 3 Bathroom
  • Living room
  • Large american style kitchen
  • Dining area
  • Games room
  • Laundry room
Advantages
  • City vacation
  • Ideal for family groups and all age groups
  • Kids 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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