VACATION RENTALS direct by owners Vacation time
IHA Vacation rentals
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Winter Haven rentals, vacation homes direct from the owners

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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97 Results
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$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

$65 Night
Contact
direct by owners
from $65/Night*
See the rates
Up to-35%
Depending on the season
12 requests already received
see details
Advert 9446
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Bahama Bay Resort Villa 1,300 Sq.ft. in a golf/resort. panoramic, swimming pool, garden/park, lake view
Villa Rental in Davenport #9446 >Swimming poolTennisParking
Interior facilities
  • 1 Bathroom
  • 1 Shower room
  • Living room
  • American style kitchen
  • Dining area
  • 1 Queen-size bed(s)
Advantages
  • City vacation
  • Kids welcome
  • Setting : Luxurious
  • Sandy beach at >31mi.
  • Golf, Spa, Fishing
3 bedrooms Villa for rent for 8 people
Swimming pool, Villa in Davenport - Advert 9446
Queen-size bed(s), Villa in Davenport - Advert 9446

$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
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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

$150 Night
Contact
direct by owners
from $150/Night*
See the rates
Up to-19%
Depending on the season
16 requests already received
see details
Advert 13043PDF
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Wonderful Lake View, 4 Bedroom pool home at The Palms, Lake Davenport, a lovely community that's really close to all the area's main attractions with Disney World only a 15 minute easy drive away.

Lake Palms Villa Luxury Villa 1,940 Sq.ft. in a private property. not overlooked, swimming pool, lake, fantastic sunset view

Lake Palms is a very comfortable home with a Formal Lounge with Dining area, Family Room, Fully Equipped Kitchen with Breakfast Area, separate Laundry Room with washer, dryer, iron and ironing board. There is a King Master en-suite bedroom; a Queen bedroom and 2 twin bedded rooms all with very comfortable beds, roomy closets, Cable TV, clock radios and ceiling fans for your extra comfort. There are... Villa Rental in Davenport #13043 >

Swimming poolTennisParking
Interior facilities
  • 2 Bathroom
  • Living room
  • Sitting room
  • Large american style kitchen
  • Dining room
  • Dining area
Advantages
  • City vacation
  • Ideal for all age groups and family groups
  • Kids welcome
  • Setting : Pleasant, Lakeside
  • Heated swimming pool at <165'
  • Golf, Fishing
4 bedrooms Villa for rent from 1 to 8 people
Luxury Villa in Davenport - Advert 13043
View from the kitchen, Luxury Villa in Davenport - Advert 13043
Sitting room, Luxury Villa in Davenport - Advert 13043
Kitchen Area, Luxury Villa in Davenport - Advert 13043
Luxury Villa in Davenport - Advert 13043
Dining area, Luxury Villa in Davenport - Advert 13043

$618* week
Contact
direct by owners
Night$106*
from $89/Night*
See the rates
Up to-14%
Depending on the season
14 requests already received
see details
Advert 34048
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Hampton Lakes Villa 2,370 Sq.ft in an estate. swimming pool, lake, city, fantastic sunset view
Villa Rental in Davenport #34048 >Swimming poolTennisParking
Interior facilities
  • 3 Bathroom
  • Sitting room
  • Separate kitchen
  • Dining room
  • Dining area
  • Laundry room
Advantages
  • City vacation
  • Kids welcome
  • Setting : Pleasant
  • Village center at 6mi.
  • Golf, Fishing
5 bedrooms Villa for rent for 10 people
View over the lake, Villa in Davenport - Advert 34048
Kitchen Area, Villa in Davenport - Advert 34048

$95 Night
Contact
direct by owners
week$1150
from $95/Night*
See the rates
Up to-59%
Depending on the season
3 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*
See the rates
Up to-22%
Depending on the season
7 requests already received
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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

$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

$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

$781* week
Contact
direct by owners
from $112/Night*
See the rates
Up to-26%
Depending on the season
16 requests already received
see details
Advert 2161PDF
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Villamagic Villa in a luxury property. panoramic, unobscured, not overlooked, swimming pool view
Villa Rental in Davenport #2161 >Swimming poolParkingHigh chair
Interior facilities
  • Sleeping den
  • 2 Bathroom
  • 1 Shower room
  • 4 Toilets
  • Living room 194 Sq.ft.
  • Sitting room 160 Sq.ft.
Advantages
  • Countryside vacation
  • Ideal for all age groups and family groups
  • Kids welcome
  • Setting : Lakeside, Luxurious
  • 18 hole golf course at 1.25mi.
5 bedrooms Villa for rent from 1 to 12 people
Private swimming pool, Villa in Davenport - Advert 2161
Swimming pool, Villa in Davenport - Advert 2161
Sundeck, Villa in Davenport - Advert 2161
Loggia, Villa in Davenport - Advert 2161

$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

Contact
direct by owners
12 requests already received
see details
Advert 9762
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Tuscan Hills Luxury Villa 1,940 Sq.ft. in a private property. swimming pool view
Villa Rental in Davenport #9762 >Swimming poolTennisParking
Interior facilities
  • 3 Bathroom
  • 1 Toilets
  • Living room
  • Separate kitchen
  • Dining room
  • Games room
Advantages
  • Countryside vacation
  • Ideal for all age groups
  • Kids welcome
  • Setting : Natural, Peaceful
  • Lake at 2.5mi.
  • Golf, Fishing
4 bedrooms Villa for rent from 1 to 8 people
Façade, Luxury Villa in Davenport - Advert 9762
Private swimming pool, Luxury Villa in Davenport - Advert 9762

$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

$145 Night
Contact
direct by owners
week$1015
from $145/Night*
See the rates
Up to-12%
Depending on the season
3 requests already received
see details
Advert 57637PDF
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Live the American dream in your very own Florida holiday home located in the quiet gated community of The Hamlets, just off highway 192 in Kissimmee.

Villa Linton Villa 2,370 Sq.ft in an estate. not overlooked, swimming pool, street/avenue view

Our Florida villa is a tastefully decorated & beautifully co-ordinated home. Our home has 5 bedrooms, including King & Queen master suites, 3 bedrooms themed with children in mind - Winnie the Pooh Queen room, Mickey & Minnie twin room and Scooby Doo twin room with unique Mystery Machine bed and giant Scooby Doo and 3 bathrooms. We have a TV Lounge and formal dining area plus fully equipped kitchen... Villa Rental in Kissimmee #57637 >

Swimming poolParkingHigh chair
Interior facilities
  • 3 Bathroom
  • Living room
  • Sitting room
  • American style kitchen
  • Dining room
  • Dining area
Advantages
  • Countryside vacation
  • Ideal for all age groups and family groups
  • Kids welcome
  • Setting : Quiet
  • Stretch of water at 1.25mi.
  • Golf, Horse riding, Fishing
5 bedrooms Villa for rent from 2 to 10 people
Pool view, Villa in Kissimmee - Advert 57637
Tv den, Villa in Kissimmee - Advert 57637
Dining room, Villa in Kissimmee - Advert 57637
Kitchen Area, Villa in Kissimmee - Advert 57637
Master bedroom, Villa in Kissimmee - Advert 57637
Bathroom, Villa in Kissimmee - Advert 57637


$125* 2 weeks
Contact
direct by owners
Night$71*
Weekend$205*
week$500*
Month$1998*
from $9/Night*
See the rates
Up to-88%
Depending on the season
57 requests already received
see details
Advert 13916
Show map
Bridgewater crossing Villa 1,940 Sq.ft. in a luxury property. not overlooked, swimming pool, lake view
Villa Rental in Davenport #13916 >Swimming poolTennisParking
Interior facilities
  • 3 Bathroom
  • 3 Shower room
  • Living room
  • Sitting room
  • American style kitchen
  • Dining room
Advantages
  • Countryside vacation
  • Ideal for all age groups and family
  • Kids welcome
  • Setting : Suitable for a relaxing break, Luxurious
  • Lake at 4.5mi.
  • Golf, Horse riding, Fishing
4 bedrooms Villa for rent for 8 people
Villa in Davenport - Advert 13916
Villa in Davenport - Advert 13916
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