Kissimmee Villa rentals, holiday lettings direct from the owners

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Kissimmee - Lake Kissimmee
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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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S$143* Weekend
Contact
book direct with the owners
NightS$129*
weekS$903*
2 weeksS$1805*
MonthS$3069*
from S$72/Night*
See the rates
25 requests already received
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Advert 23419PDF
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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 250m² 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
  • 3 Bathroom
  • Living room
  • American style kitchen
  • Dining area
  • Games room
  • Dressing room
  • City holidays
  • Ideal for all age groups
  • Children welcome
  • Setting : Lakeside, Pleasant
  • Golf, Horse riding, Culture, Fishing
4 bedrooms Villa for rent, Kissimmee from 2 to 8 people
Living room, Villa in Kissimmee - Advert 23419
Kitchen Area, Villa in Kissimmee - Advert 23419
Master bedroom, Villa in Kissimmee - Advert 23419
Bathroom, Villa in Kissimmee - Advert 23419
King-size bed(s), Villa in Kissimmee - Advert 23419
Bathroom, Villa in Kissimmee - Advert 23419

S$827* week
Contact
book direct with the owners
from S$119/Night*
See the rates
81 requests already received
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Advert 11501
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Eagle Pointe Villa 180m² in a private property. panoramic, not overlooked, country side, swimming pool view
Swimming poolParkingBaby chair
  • 2 Bathroom
  • Living room
  • Sitting room
  • Separate kitchen
  • Dining room
  • Dining area
Villa Rental in Kissimmee #11501 >
  • Countryside holidays
  • Ideal for family groups and retired people
  • Children welcome
  • Setting : Lakeside, Luxuriant
  • Town centre at 7,5km
4 bedrooms Villa for rent, Kissimmee from 2 to 8 people
Outside furniture, Villa in Kissimmee - Advert 11501
Pool view, Villa in Kissimmee - Advert 11501


S$287* Night
Contact
book direct with the owners
from S$287/Night*
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35 requests already received
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Advert 26315PDF
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Emerald Island Resort Villa 280m² in a resort. unobscured, not overlooked, swimming pool, fantastic sunset view
Swimming poolTennisParking
  • 5 Bathroom
  • 4 Shower room
  • Living room
  • Sitting room
  • Separate kitchen
  • Dining room
Villa Rental in Kissimmee #26315 >
  • City holidays
  • Ideal for all age groups and large families
  • Children welcome
  • Setting : Luxurious, Pleasant
  • Heated swimming pool at 100m
  • Fishing
7 bedrooms Villa for rent, Kissimmee from 2 to 18 people
Games room, Villa in Kissimmee - Advert 26315
Games room, Villa in Kissimmee - Advert 26315
Games room, Villa in Kissimmee - Advert 26315
Kitchen, Villa in Kissimmee - Advert 26315

S$4871* Month
Contact
book direct with the owners
NightS$215*
weekS$1304*
2 weeksS$2608*
from S$163/Night*
See the rates
14 requests already received
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Advert 14516PDF
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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
  • 2 Bathroom
  • Living room
  • Large american style kitchen
  • Dining area
  • Cosy nook
  • Loggia
  • 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, Kissimmee for 6 people
Heated swimming pool, Villa in Kissimmee - Advert 14516
Pool view, Villa in Kissimmee - Advert 14516
Living room, Villa in Kissimmee - Advert 14516
Master bedroom, Villa in Kissimmee - Advert 14516
Large american style kitchen, Villa in Kissimmee - Advert 14516
Kitchen, Villa in Kissimmee - Advert 14516

S$1569* week
Contact
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from S$225/Night*
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7 requests already received
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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
  • 4 Bathroom
  • Living room
  • Sitting room
  • Separate kitchen
  • Dining room
  • Cosy nook
  • 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, Kissimmee for 12 people
View from the living room, Villa in Kissimmee - Advert 16912
Super king-size bed(s), Villa in Kissimmee - Advert 16912
Super king-size bed(s), Villa in Kissimmee - Advert 16912
Bedroom, Villa in Kissimmee - Advert 16912
Child's room, Villa in Kissimmee - Advert 16912
Guest bedroom, Villa in Kissimmee - Advert 16912

S$208* Night
Contact
book direct with the owners
weekS$1454*
from S$208/Night*
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2 requests already received
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Advert 57637
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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
  • 3 Bathroom
  • Living room
  • Sitting room
  • American style kitchen
  • Dining room
  • Dining area
  • 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, Kissimmee from 2 to 10 people
Pool view, Villa in Kissimmee - Advert 57637
Tv room, Villa in Kissimmee - Advert 57637

S$880* week
Contact
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from S$126/Night*
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19 requests already received
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Advert 38905
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Villa > 1000m² in a private property. not overlooked, swimming pool, forest, fantastic sunset view
Swimming poolParkingBaby chair
  • 2 Bathroom
  • Shower room
  • WC
  • Living room 80m²
  • Sitting room
  • Separate kitchen
Villa Rental in Kissimmee #38905 >
  • City holidays
  • Setting : Peaceful, Quiet
  • Golf, Horse riding, Fishing
3 bedrooms Villa for rent, Kissimmee from 1 to 8 people
North-easterly view, Villa in Kissimmee - Advert 38905
Villa, Villa in Kissimmee - Advert 38905

Contact
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24 requests already received
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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 220m² 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
  • 2 Bathroom
  • 2 WC
  • Living room
  • Sitting room
  • American style kitchen
  • Dining room
  • Countryside holidays
  • Ideal for all age groups
  • Children welcome
  • Setting : Country setting
  • 18 hole golf course at 2km
  • Golf
3 bedrooms Villa for rent, Kissimmee from 1 to 6 people
Villa in Kissimmee - Advert 10141
Villa, Villa in Kissimmee - Advert 10141

S$129* Weekend
Contact
book direct with the owners
NightS$115*
weekS$788*
from S$64/Night*
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74 requests already received
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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
  • Living room
  • Sitting room
  • Separate kitchen
  • Dining room
  • Dining area
  • Games room
  • Countryside holidays
  • Ideal for all age groups
  • Children welcome
  • Setting : Luxuriant, Peaceful
  • Lake at <50m
  • Golf, Horse riding, Fishing
4 bedrooms Villa for rent, Kissimmee from 1 to 8 people
Villa, Villa in Kissimmee - Advert 46191
View from the living room, Villa in Kissimmee - Advert 46191

S$715* Weekend
Contact
book direct with the owners
NightS$572*
weekS$2851*
from S$358/Night*
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27 requests already received
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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
  • Sleeping area
  • 5 Bathroom
  • 5 Shower room
  • 1 WC
  • Living room
  • Sitting room
  • City holidays
  • Children welcome
  • Setting : Enchanting
  • Village centre at 800m
  • Naturism
  • Charmance
  • Golf, Spa, Culture
12 bedrooms Villa for rent, Kissimmee from 1 to 28 people
General, Villa in Kissimmee - Advert 69693
Villa, Villa in Kissimmee - Advert 69693

S$199* Weekend
Contact
book direct with the owners
NightS$199*
weekS$1393*
2 weeksS$2647*
from S$101/Night*
See the rates
28 requests already received
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Advert 12822
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Cumbrian Lakes Villa 250m² in an estate. unobscured, lake, street/avenue, fantastic sunset view
Swimming poolParkingBaby chair
  • 4 Bathroom
  • 4 Shower room
  • 1 WC
  • Living room
  • Sitting room
  • American style kitchen
Villa Rental in Kissimmee #12822 >
  • Countryside holidays
  • Ideal for all age groups and family groups
  • Children welcome
  • Setting : Country setting, Tranquil
  • Lake at <50m
5 bedrooms Villa for rent, Kissimmee from 6 to 10 people
Living room, Villa in Kissimmee - Advert 12822
South-westerly view, Villa in Kissimmee - Advert 12822

S$208* Night
Contact
book direct with the owners
weekS$1454*
from S$208/Night*
See the rates
4 requests already received
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Advert 13433
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Windsor Hills Villa 180m² in an estate. swimming pool, lake view
Swimming poolParking
  • 4 Bathroom
  • Living room
  • Large american style kitchen
  • Dining room
  • Games room
  • Reception hall
Villa Rental in Kissimmee #13433 >
  • City holidays
  • Ideal for all age groups and family groups
  • Children welcome
  • Setting : Luxuriant, Suitable for a relaxing break
  • Bus stop / bus station at 800m
  • Golf, Spa, Culture, Fishing
4 bedrooms Villa for rent, Kissimmee for 8 people
Heated swimming pool, Villa in Kissimmee - Advert 13433
Leisure facilities, Villa in Kissimmee - Advert 13433

S$142* Night
Contact
book direct with the owners
from S$142/Night*
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7 requests already received
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Advert 23242
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Villa 150m² in a resort. panoramic, swimming pool, garden/park, courtyard view
Swimming poolTennisParking
  • Sleeping area
  • 3 Bathroom
  • 3 Shower room
  • Living room
  • Separate kitchen
  • Dining room
Villa Rental in Kissimmee #23242 >
  • 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, Kissimmee for 8 people
Dining room, Villa in Kissimmee - Advert 23242

S$903* 2 weeks
Contact
book direct with the owners
weekS$946*
from S$60/Night*
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49 requests already received
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Advert 17770
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Country Crossings Villa 120m² in an estate. not overlooked, swimming pool view
Swimming poolBaby chairPlaypen
  • 2 Bathroom
  • Living room 35m²
  • American style kitchen
  • Dining area
  • Dressing room
  • Patio
Villa Rental in Kissimmee #17770 >
  • Countryside holidays
  • Ideal for family and couples
  • Children welcome
  • Setting : Luxurious, Tropical
  • Lake at 4km
  • Golf, Fishing
3 bedrooms Villa for rent, Kissimmee from 1 to 8 people
The property, Villa in Kissimmee - Advert 17770
Heated swimming pool, Villa in Kissimmee - Advert 17770


S$1361* week
Contact
book direct with the owners
NightS$222*
from S$195/Night*
See the rates
13 requests already received
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Advert 36007
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Villa 220m² in a luxury property.
Swimming poolTennisParking
  • 3 Bathroom
  • Living room
  • Sitting room
  • American style kitchen
  • Dining area
  • Games room
Villa Rental in Kissimmee #36007 >
  • City holidays
  • Ideal for all age groups
  • Children welcome
  • Setting : Lively
  • Golf, Spa
5 bedrooms Villa for rent, Kissimmee for 12 people
Villa in Kissimmee - Advert 36007
Villa in Kissimmee - Advert 36007
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