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Winter Haven rentals, vacation homes direct from the owners

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You will find many studios, apartments, houses and villas for your vacations in Winter Haven. 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 Haven with absolute confidence!
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1 ReviewFantastic house with all amenities located near to the theme parks01/01/2017

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28 requests already received
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Advert 10141PDF
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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 poolParkingHigh chair
Interior facilities
  • 2 Bathroom
  • 2 Toilets
  • Living room
  • Sitting room
  • American style kitchen
  • Dining room
Advantages
  • Countryside vacation
  • Ideal for all age groups
  • Kids 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
Heated swimming pool, Villa in Kissimmee - Advert 10141
Pool view, Villa in Kissimmee - Advert 10141
Private swimming pool, Villa in Kissimmee - Advert 10141
Living room, Villa in Kissimmee - Advert 10141

$281* week
Contact
direct by owners
from $41/Night*
See the rates
33 requests already received
see details
Advert 37984
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Villa in a golf/resort. not overlooked view
Villa Rental in Lakeland #37984 >Swimming poolTennisParking
Interior facilities
  • 2 Bathroom
  • 2 Shower room
  • Dining room
  • Laundry room
  • Patio
  • 1 Queen-size bed(s)
Advantages
  • Countryside vacation
  • Kids welcome
  • Setting : Peaceful, Suitable for a relaxing break
  • Lake at 0.5mi.
  • Golf, Fishing
2 bedrooms Villa for rent from 2 to 5 people
Interior, Villa in Lakeland - Advert 37984
Interior layout, Villa in Lakeland - Advert 37984

$95 Night
Contact
direct by owners
week$1150
from $95/Night*
See the rates
Up to-59%
Depending on the season
4 requests already received
see details
Advert 20423
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Willow View Charming House 3,300 Sq.ft. in a luxury property.
House Rental in Davenport #20423 >Swimming poolParkingHigh chair
Interior facilities
  • 4 Bathroom
  • 1 Toilets
  • Living room
  • Sitting room
  • Dining room
  • Dining area
Advantages
  • City vacation
  • Ideal for all age groups and family groups
  • Kids welcome
  • Setting : Luxuriant
  • Flying clubs at 15.5mi.
  • Golf
5 bedrooms House for rent for 12 people
Master bedroom, Charming House in Davenport - Advert 20423
King-size bed(s), Charming House in Davenport - Advert 20423

$125 Night
Contact
direct by owners
from $125/Night*
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Up to-22%
Depending on the season
9 requests already received
see details
Advert 25703
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Coupe DeVille Villa 1,940 Sq.ft. in an estate. unobscured, not overlooked, country side, swimming pool view
Villa Rental in Davenport #25703 >Swimming poolTennisParking
Interior facilities
  • 3 Bathroom
  • 1 Toilets
  • Living room
  • American style kitchen
  • Dining area
  • Walk-in closet
Advantages
  • Countryside vacation
  • Ideal for all age groups and family groups
  • Kids welcome
  • Setting : Calm, Picturesque
  • Lake at 6mi.
  • Golf
4 bedrooms Villa for rent from 1 to 8 people
South-westerly view, Villa in Davenport - Advert 25703
View from the patio, Villa in Davenport - Advert 25703

$1686* Month
Contact
direct by owners
week$437*
2 weeks$874*
from $56/Night*
See the rates
Up to-29%
Depending on the season
69 requests already received
see details
Advert 6265
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Oak Point Villa 1,600 Sq.ft. in a luxury property. swimming pool view
Villa Rental in Davenport #6265 >Swimming poolParkingHigh chair
Interior facilities
  • Bathroom
  • Shower room
  • Living room
  • American style kitchen
  • Dining area
  • Cosy nook
Advantages
  • City vacation
  • Ideal for all age groups and family groups
  • Kids welcome
  • Setting : Exclusive, Suitable for a relaxing break
  • Sandy beach at >31mi.
  • Pets friendly
4 bedrooms Villa for rent for 10 people
Outside, Villa in Davenport - Advert 6265
Living room, Villa in Davenport - Advert 6265

$2500 Month
Contact
direct by owners
Night$100
week$650
2 weeks$1300
from $84/Night*
See the rates
Up to-30%
Depending on the season
8 requests already received
see details
Advert 26229PDF
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House 1,940 Sq.ft. in a private property. not overlooked, swimming pool, fantastic sunset view
House Rental in Davenport #26229 >Swimming poolParkingHigh chair
Interior facilities
  • 3 Bathroom
  • Living room 215 Sq.ft.
  • Separate kitchen
  • Dining room
  • Cosy nook
  • Games room
Advantages
  • Countryside vacation
  • Ideal for all age groups and large families
  • Kids welcome
  • Setting : Calm, Suitable for a relaxing break
  • 9 hole golf course at 2.5mi.
  • Golf
4 bedrooms House for rent from 2 to 8 people
Heated swimming pool, House in Davenport - Advert 26229
Living room, House in Davenport - Advert 26229
Kitchen, House in Davenport - Advert 26229
Master bedroom, House in Davenport - Advert 26229

$2600 Month
Contact
direct by owners
Night$110
week$730
2 weeks$1400
from $87/Night*
See the rates
Up to-10%
Depending on the season
8 requests already received
see details
Advert 28407
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Sunset Ridge Villa in a private estate. not overlooked, swimming pool view
Villa Rental in Davenport #28407 >Swimming poolParking
Interior facilities
  • 2 Bathroom
  • 2 Toilets
  • Living room
  • Sitting room
  • American style kitchen
  • Dining area
Advantages
  • Countryside vacation
  • Ideal for all age groups and family groups
  • Kids welcome
  • Setting : Peaceful, Suitable for a relaxing break
  • 18 hole golf course at 1.25mi.
  • Golf
4 bedrooms Villa for rent for 8 people
The property, Villa in Davenport - Advert 28407
Sitting room, Villa in Davenport - Advert 28407

$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
Show map

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

$2180 Month
Contact
direct by owners
Night$100
week$725
2 weeks$1165
from $73/Night*
See the rates
Up to-43%
Depending on the season
24 requests already received
see details
Advert 50449PDF
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Tupelo Honey Villa 1,940 Sq.ft. in a luxury property. unobscured, not overlooked, swimming pool, garden/park view
Villa Rental in Davenport #50449 >Swimming poolParkingHigh chair
Interior facilities
  • 3 Bathroom
  • Living room
  • Large american style kitchen
  • Dining area
  • Games room
  • Walk-in closet
Advantages
  • Countryside vacation
  • Ideal for family and all age groups
  • Kids welcome
  • Setting : Luxurious, Suitable for a relaxing break
  • 9 hole golf course at 2.5mi.
  • Golf
4 bedrooms Villa for rent for 8 people
Heated swimming pool, Villa in Davenport - Advert 50449
Heated swimming pool, Villa in Davenport - Advert 50449
South-westerly view, Villa in Davenport - Advert 50449
Outside furniture, Villa in Davenport - Advert 50449

$110 Night
Contact
direct by owners
week$770
from $110/Night*
See the rates
Up to-47%
Depending on the season
6 requests already received
see details
Advert 13433PDF
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Remington House 2,700 Sq.ft. in an estate. not overlooked, swimming pool view
House Rental in Kissimmee #13433 >Swimming poolParking
Interior facilities
  • 3 Bathroom
  • 1 Toilets
  • Living room
  • Sitting room
  • Large american style kitchen
  • Dining room
Advantages
  • City vacation
  • Ideal for all age groups and family groups
  • Kids welcome
  • Setting : Luxuriant, Suitable for a relaxing break
  • Bus stop / bus station at 0.5mi.
  • Golf, Culture, Fishing
4 bedrooms House for rent from 1 to 8 people
View from the swimming pool, House in Kissimmee - Advert 13433
View from the kitchen, House in Kissimmee - Advert 13433
Living room, House in Kissimmee - Advert 13433
Sitting room, House in Kissimmee - Advert 13433

$3247* Month
Contact
direct by owners
Night$119*
week$831*
2 weeks$1661*
from $109/Night*
See the rates
Up to-30%
Depending on the season
54 requests already received
see details
Advert 20316PDF
Show map
Oak Island Dream Villa 3,000 Sq.ft. in a luxury property. not overlooked, swimming pool, street/avenue view
Villa Rental in Kissimmee #20316 >Swimming poolParkingHigh chair
Interior facilities
  • Sleeping den
  • 4 Bathroom
  • 1 Shower room
  • 1 Toilets
  • Living room 750 Sq.ft.
  • Sitting room 700 Sq.ft.
Advantages
  • City vacation
  • Ideal for all age groups and large families
  • Kids welcome
  • Setting : Rural, Tropical
  • Bus stop / bus station at 0.3mi.
  • Golf, Horse riding, Culture, Fishing
6 bedrooms Villa for rent from 4 to 12 people
View from the sitting-room, Villa in Kissimmee - Advert 20316
The property, Villa in Kissimmee - Advert 20316
Living room, Villa in Kissimmee - Advert 20316
Sitting room, Villa in Kissimmee - Advert 20316

$720 week
Contact
direct by owners
Night$105
2 weeks$1920
from $103/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 poolParkingHigh chair
Interior facilities
  • 1 Bathroom
  • 2 Shower room
  • Living room
  • Separate kitchen
  • Dining area
  • Games room
Advantages
  • City vacation
  • Ideal for family and all age groups
  • Kids 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

$1611* Month
Contact
direct by owners
week$376*
from $54/Night*
See the rates
Up to-52%
Depending on the season
19 requests already received
see details
Advert 59422
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Villa. unobscured, garden/park, street/avenue view
Villa Rental in Haines City #59422 >Swimming poolTennisParking
Interior facilities
  • Sleeping den
  • 1 Bathroom
  • 1 Shower room
  • 2 Toilets
  • Dining room
  • Bar area
Advantages
  • Countryside vacation
  • Ideal for family and senior(s)
  • Kids welcome
  • Setting : Bucolic, Tranquil
  • Meublés de Tourisme
  • Golf, Culture, Fishing
3 bedrooms Villa for rent for 8 people
Surroundings, Villa in Haines City - Advert 59422
Interior, Villa in Haines City - Advert 59422

$100 Night
Contact
direct by owners
from $100/Night*
See the rates
Up to-23%
Depending on the season
2 requests already received
see details
Advert 47133
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Regal Palms Resort Town House 1,600 Sq.ft. in a private property. swimming pool, garden/park, courtyard, city view
House Rental in Davenport #47133 >Swimming poolParking
Interior facilities
  • 3 Bathroom
  • 3 Shower room
  • 3 Toilets
  • Living room 150 Sq.ft.
  • 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 4.5mi.
  • Golf
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


$2123* Month
Contact
direct by owners
week$562*
2 weeks$1124*
from $71/Night*
See the rates
Up to-15%
Depending on the season
18 requests already received
see details
Advert 49076
Show map
Four Corners Villa 1,600 Sq.ft. in an estate. swimming pool, garden/park, fantastic sunset view
Villa Rental in Davenport #49076 >Swimming poolParkingHigh chair
Interior facilities
  • 3 Bathroom
  • 3 Toilets
  • Sitting room
  • Separate kitchen
  • Dining room
  • Dining area
Advantages
  • Countryside vacation
  • Ideal for all age groups and family groups
  • Kids welcome
  • Setting : Quiet, Luxuriant
4 bedrooms Villa for rent for 8 people
Pool view, Villa in Davenport - Advert 49076
Sundeck, Villa in Davenport - Advert 49076
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