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Kissimmee rentals in a villa, holiday lettings direct from the owners

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You can find a villa holiday letting in Kissimmee on IHA, direct with owners. Discover the verified listings from villa owners for seasonal rent in Kissimmee and book according to your budget and availability. Thanks to the many pictures and descriptions, make your choice and rent a villa in Kissimmee with absolute confidence at the best prices, no commission nor agency fees!
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€879* week
Contact
book direct with the owners
Night€130*
from €126/Night*
See the rates
Up to-11%
Depending on the season
3 requests already received
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 220m² 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 poolParkingBaby chair
Interior facilities
  • 3 Bathroom
  • Living room
  • Sitting room
  • American style kitchen
  • Dining room
  • Dining area
Advantages
  • Countryside holidays
  • Ideal for all age groups and family groups
  • Children welcome
  • Setting : Quiet
  • Stretch of water at 2km
  • Golf, Horse riding, Fishing
5 bedrooms Villa for rent from 2 to 10 people
Pool view, Villa in Kissimmee - Advert 57637
Tv room, 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
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€162* Night
Contact
book direct with the owners
from €162/Night*
See the rates
Up to-50%
Depending on the season
37 requests already received
Advert 26315PDF
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Come and relax in this family friendly home close to the Disney Parks. The house features 7 bedrooms, 4.5 Bathrooms, with televisions and DVD players. Relax on the sun deck and in the pool without out being overlooked.

Emerald Island Resort Villa 280m² in a resort. unobscured, not overlooked, swimming pool, fantastic sunset view

There are 2 King Bedrooms, 2 Queen Bedrooms, 2 Twin Bedrooms and one bunk bedroom with two sets of bunks. The house also includes a Highchair, Stroller's and 2 cots/cribs for the itty-bitty travelers. The house has a large living area and a fully equipped kitchen, perfect for family and friends to relax together. The fabulous pool with a child safety fence backs onto a conservation area for those quiet... Villa Rental in Kissimmee #26315 >

Swimming poolTennisParking
Interior facilities
  • 5 Bathroom
  • 4 Shower room
  • Living room
  • Sitting room
  • Separate kitchen
  • Dining room
Advantages
  • City holidays
  • Ideal for all age groups and large families
  • Children welcome
  • Setting : Luxurious, Pleasant
  • Heated swimming pool at 100m
7 bedrooms Villa for rent from 2 to 16 people
View from the swimming pool, Villa in Kissimmee - Advert 26315
Dining area, Villa in Kissimmee - Advert 26315
Living room, Villa in Kissimmee - Advert 26315
Kitchen, Villa in Kissimmee - Advert 26315
Kitchen Area, Villa in Kissimmee - Advert 26315
Living room, Villa in Kissimmee - Advert 26315
View the advert

€77* Weekend
Contact
book direct with the owners
Night€77*
week€531*
2 weeks€1053*
Month€2106*
from €39/Night*
See the rates
Up to-30%
Depending on the season
19 requests already received
Advert 31164
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Disney Villa Villa < 12m² in a luxury property.
Villa Rental in Kissimmee #31164 >Swimming poolParkingPushchair
Interior facilities
  • 3 Bathroom
  • 3 Shower room
  • 3 WC
  • Living room
  • Sitting room
  • Separate kitchen
Advantages
  • City holidays
  • Ideal for all age groups and family groups
  • Children welcome
  • Setting : City
  • Sandy beach at >50km
4 bedrooms Villa for rent from 2 to 8 people
Outside setting, Villa in Kissimmee - Advert 31164
Living room, Villa in Kissimmee - Advert 31164
Kitchen, Villa in Kissimmee - Advert 31164
Master bedroom, Villa in Kissimmee - Advert 31164
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41 requests already received
Advert 10141
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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 USA Villa 180m² 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 poolParkingBaby chair
Interior facilities
  • 2 Bathroom
  • 2 WC
  • Living room
  • Sitting room
  • American style kitchen
  • Dining room
Advantages
  • Countryside holidays
  • Ideal for all age groups
  • Children welcome
  • Setting : Country setting
  • 18 hole golf course at 2km
  • Golf
3 bedrooms Villa for rent from 1 to 6 people
Villa, Villa in Kissimmee - Advert 10141
Southerly view, Villa in Kissimmee - Advert 10141
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€73* Weekend
Contact
book direct with the owners
Night€65*
week€445*
from €36/Night*
See the rates
Up to-39%
Depending on the season
96 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
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€404* Weekend
Contact
book direct with the owners
Night€323*
week€1612*
from €202/Night*
See the rates
Up to-67%
Depending on the season
27 requests already received
Advert 69693
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14 Room Disney Area Golf Resort Villa with FREE Tennis, Discount Golf & SPA (Disney Estate)

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
General, Villa in Kissimmee - Advert 69693
Villa, Villa in Kissimmee - Advert 69693
View the advert

€887* week
Contact
book direct with the owners
from €127/Night*
See the rates
Up to-23%
Depending on the season
11 requests already received
Advert 16912
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We have Two 5 bedrooms, 4 Bathromes homes just one mile from Hwy 192 and Walmart, and 7 miles from Disney Property. This home has a large pool and Hot Tub and has Free Wi-Fi and Free Worldwide Phone calls and Games Room. Two King Masters.

Indian Point Villa 220m² in a luxury property. swimming pool view

5 Bed 4 Bath Home with Pool and Hot Tub. The home has a fully fitted Kitchen, Games Room with Pool Table; Commercial Grade Washer and Dryer; Full Air Con as well as fans in most rooms for added comfort. Large Lounge and Dining Area as well as Breakfast Nook off the Kitchen. Bedrooms are 2 King Size and 1 Queen, + 1 Twin bedroom and 1 Bunk bed room that sleeps 3. There is also a roll away bed for a... Villa Rental in Kissimmee #16912 >

Swimming poolTennisParking
Interior facilities
  • 4 Bathroom
  • Living room
  • Sitting room
  • Separate kitchen
  • Dining room
  • Cosy nook
Advantages
  • Countryside holidays
  • Ideal for large families and all age groups
  • Children welcome
  • Setting : Quiet, Peaceful
  • Lake at 7,5km
  • Golf, Horse riding, Fishing
5 bedrooms Villa for rent for 12 people
View from the living room, Villa in Kissimmee - Advert 16912
Super king-size bed(s), Villa in Kissimmee - Advert 16912
View the advert

€2754* Month
Contact
book direct with the owners
Night€121*
week€737*
2 weeks€1474*
from €92/Night*
See the rates
Up to-21%
Depending on the season
17 requests already received
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 150m² 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 poolParkingBaby chair
Interior facilities
  • 2 Bathroom
  • Living room
  • Large american style kitchen
  • Dining area
  • Cosy nook
  • Loggia
Advantages
  • City holidays
  • Ideal for all age groups and couples
  • Children welcome
  • Setting : Peaceful, Suitable for a relaxing break
  • 18 hole golf course at 5km
  • Golf
3 bedrooms Villa for rent for 6 people
Heated swimming pool, Villa in Kissimmee - Advert 14516
Pool view, Villa in Kissimmee - Advert 14516
View the advert

€472* week
Contact
book direct with the owners
from €67/Night*
See the rates
Up to-28%
Depending on the season
32 requests already received
Advert 38905
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Villa > 1000m² in a private property. not overlooked, swimming pool, forest, fantastic sunset view
Villa Rental in Kissimmee #38905 >Swimming poolParkingBaby chair
Interior facilities
  • 2 Bathroom
  • Shower room
  • WC
  • Living room 80m²
  • Sitting room
  • Separate kitchen
Advantages
  • City holidays
  • 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
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€107* Weekend
Contact
book direct with the owners
Night€107*
week€748*
2 weeks€1421*
from €54/Night*
See the rates
Up to-24%
Depending on the season
34 requests already received
Advert 12822
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Cumbrian Lakes Villa 250m² in an estate. unobscured, lake, street/avenue, fantastic sunset view
Villa Rental in Kissimmee #12822 >Swimming poolParkingBaby chair
Interior facilities
  • 4 Bathroom
  • 4 Shower room
  • 1 WC
  • Living room
  • Sitting room
  • American style kitchen
Advantages
  • Countryside holidays
  • Ideal for all age groups and family groups
  • Children welcome
  • Setting : Country setting, Tranquil
  • Lake at <50m
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
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€70* Night
Contact
book direct with the owners
week€488*
from €70/Night*
See the rates
Up to-31%
Depending on the season
37 requests already received
Advert 54786
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Windsor Palms Villa in a charming property. swimming pool, garden/park view
Villa Rental in Kissimmee #54786 >Swimming poolTennisParking
Interior facilities
  • Sleeping area
  • 2 Bathroom
  • Living room
  • Sitting room
  • Separate kitchen
  • Dining room
Advantages
  • Countryside holidays
  • Ideal for all age groups and family
  • Setting : Luxurious, Pleasant
  • Town centre at 2km
  • Golf, Culture
3 bedrooms Villa for rent for 8 people
Covered swimming pool, Villa in Kissimmee - Advert 54786
Living room, Villa in Kissimmee - Advert 54786
View the advert

€618* week
Contact
book direct with the owners
from €89/Night*
See the rates
Up to-15%
Depending on the season
27 requests already received
Advert 3254
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Cumbrian Lakes Villa 220m² in a private property. not overlooked, swimming pool view
Villa Rental in Kissimmee #3254 >Swimming poolParking
Interior facilities
  • Sleeping area
  • 3 Bathroom
  • 3 Shower room
  • 5 WC
  • Living room
  • Sitting room
Advantages
  • City holidays
  • Children welcome
  • Setting : Condusive to shopping
  • Flying clubs at 5km
  • Golf, Fishing
5 bedrooms Villa for rent for 12 people
Cosy nook, Villa in Kissimmee - Advert 3254
Tv room, Villa in Kissimmee - Advert 3254
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€80* Night
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book direct with the owners
from €80/Night*
See the rates
Up to-29%
Depending on the season
8 requests already received
Advert 23242
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Villa 150m² in a resort. panoramic, swimming pool, garden/park, courtyard view
Villa Rental in Kissimmee #23242 >Swimming poolTennisParking
Interior facilities
  • Sleeping area
  • 3 Bathroom
  • 3 Shower room
  • Living room
  • Separate kitchen
  • Dining room
Advantages
  • City holidays
  • Ideal for all age groups and large families
  • Children welcome
  • Setting : Luxurious
  • 18 hole golf course at 500m
  • Golf, Festival
3 bedrooms Villa for rent from 1 to 8 people
Dining room, Villa in Kissimmee - Advert 23242
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€56* Night
Contact
book direct with the owners
from €56/Night*
See the rates
Up to-50%
Depending on the season
30 requests already received
Advert 18353
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Hamilton Reserve Villa 120m² in a property. swimming pool view
Villa Rental in Kissimmee #18353 >Swimming pool
Interior facilities
  • 1 Bathroom
  • 1 Shower room
  • Living room
  • Separate kitchen
  • Dining room
  • Dining area
Advantages
  • City holidays
  • Children welcome
  • Setting : City
  • Eurogîtes, Clé vacances : 3 keys
  • Golf, Spa, Culture
3 bedrooms Villa for rent for 6 people
Interior layout, Villa in Kissimmee - Advert 18353
Kitchen, Villa in Kissimmee - Advert 18353
View the advert


€444* week
Contact
book direct with the owners
from €64/Night*
See the rates
Up to-25%
Depending on the season
93 requests already received
Advert 11501
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Eagle Pointe Villa 180m² in a private property. panoramic, not overlooked, country side, swimming pool view
Villa Rental in Kissimmee #11501 >Swimming poolParkingBaby chair
Interior facilities
  • 2 Bathroom
  • Living room
  • Sitting room
  • Separate kitchen
  • Dining room
  • Dining area
Advantages
  • Countryside holidays
  • Ideal for family groups and retired people
  • Children welcome
  • Setting : Lakeside, Luxuriant
  • Town centre at 7,5km
4 bedrooms Villa for rent from 2 to 8 people
Outside furniture, Villa in Kissimmee - Advert 11501
Pool view, Villa in Kissimmee - Advert 11501
View the advert