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Holiday Homes in Kissimmee

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The best holiday homes in Kissimmee

Check out our pick of great holiday homes in Kissimmee

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FREE Resort Fun! Private Pool! Near Theme Parks!

Kissimmee

Set in Kissimmee, FREE Resort Fun! Private Pool! Near Theme Parks! offers accommodation with private pool, free WiFi and free private parking for guests who drive.

R
Richard
From
United Kingdom
Lovely place ,nice warm pool ,good pool table ,huge Tele, loads of parking ,the local pools and facilities are great and lovely hosts. My partner hurt her back badly and they were so helpful and kind by letting us have a very late checkout ,which helped my partner get home more comfortably,a lovely 2 weeks spent ,thank you.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 5 reviews
Price from
US$199.50
1 night, 2 adults
Check availability

Debany Staycation near Disney

Kissimmee

Located in Kissimmee, Debany Staycation near Disney provides accommodation with private pool, free WiFi and free private parking for guests who drive.

A
Aileen
From
United Kingdom
The house was lovely. Everything was provided. Any queries we had were responded to and dealt with quickly via the Booking.com message service. We will definitely be back.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 7 reviews
Price from
US$198.75
1 night, 2 adults
Check availability

Charming Family Friendly Home

Kissimmee

Featuring a hot tub, Charming Family Friendly Home is located in Kissimmee. This property offers access to a balcony, darts, free private parking and free WiFi.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 10 reviews
Price from
US$119.92
1 night, 2 adults
Check availability

Magical Home with private pool and close to parks

West Kissimmee, Kissimmee

Set in the Windsor Palms district of Kissimmee, Magical Home with private pool and close to parks offers accommodation with a private pool and a 24-hour front desk.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 8 reviews
Price from
US$297.50
1 night, 2 adults
Check availability

Stylish Villa Near Disney & Universal

Kissimmee

Located in Kissimmee in the Florida region, Stylish Villa Near Disney & Universal features a patio. Both free WiFi and parking on-site are available at the holiday home free of charge.

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 8 reviews
Price from
US$170.20
1 night, 2 adults
Check availability

Solara Villa with Themed Rooms and Private Pool

West Kissimmee, Kissimmee

Featuring air-conditioned accommodation with a private pool, Solara Villa with Themed Rooms and Private Pool is set in Kissimmee.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 11 reviews
Price from
US$223.10
1 night, 2 adults
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Trendy Retreat - Great Location - Fully Loaded

West Kissimmee, Kissimmee

Situated in Kissimmee in the Florida region, Trendy Retreat - Great Location - Fully Loaded features a patio. This property offers a private pool and free private parking.

m
mitchell
From
Netherlands
Very clean and spacious we had a perfect stay
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 22 reviews
Price from
US$161.72
1 night, 2 adults
Check availability

Star Wars Themed Home at Windsor Palms

West Kissimmee, Kissimmee

Featuring air-conditioned accommodation with a patio, Star Wars Themed Home at Windsor Palms is located in Kissimmee.

S
Scott
From
United Kingdom
Great location, quiet area and the property was very spacious, well kept property and area. Just a short drive to many attractions too.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 9 reviews
Price from
US$77.05
1 night, 2 adults
Check availability

Disney Villa Magical Retreat Private Pool, LakeView & Game Room

West Kissimmee, Kissimmee

Featuring air-conditioned accommodation with a private pool, Disney Villa Magical Retreat Private Pool, LakeView & Game Room is set in Kissimmee.

J
Jansen
From
United Kingdom
Great pool, nice and quiet with good views.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 7 reviews
Price from
US$234.90
1 night, 2 adults
Check availability

Island Abode -near Disney

West Kissimmee, Kissimmee

Set in Kissimmee, Island Abode -near Disney offers accommodation with private pool, free WiFi and free private parking for guests who drive.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 8 reviews
Price from
US$112.50
1 night, 2 adults
Check availability
All holiday homes in Kissimmee

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.

Most booked holiday homes in Kissimmee and surroundings in the past month

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Popular with guests booking holiday homes in Kissimmee

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 72 reviews

Popular with guests booking holiday homes in Kissimmee

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 80 reviews

Popular with guests booking holiday homes in Kissimmee

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 68 reviews

Popular with guests booking holiday homes in Kissimmee

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Popular with guests booking holiday homes in Kissimmee

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 526 reviews

Popular with guests booking holiday homes in Kissimmee

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 127 reviews

Popular with guests booking holiday homes in Kissimmee

Scored out of 10, guest rating 6.6
Pleasant - What previous guests thought, 483 reviews

Popular with guests booking holiday homes in Kissimmee

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 331 reviews

Popular with guests booking holiday homes in Kissimmee

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 383 reviews

Popular with guests booking holiday homes in Kissimmee

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 67 reviews

Holiday Homes with swimming pools in Kissimmee and nearby

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 67 reviews

Encore Resort and Water Park at Reunion by Rentyl offers accommodation within 700 metres of the centre of Kissimmee, with free WiFi, and a kitchen with a dishwasher, an oven and a microwave.

From US$713.92 per night

3-BR Condo BBQ Heated Pool Near DisneyMalls, a property with an indoor pool, is set in Kissimmee, 16 km from SeaWorld Orlando, 17 km from Seaworld'S Discovery Cove, as well as 17 km from ESPN Wide...

From US$349.50 per night
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 4 reviews

Situated in Kissimmee, Modern 3BR Retreat with Comfort & Style Near Disney features accommodation with private pool, free WiFi and free private parking for guests who drive.

From US$357.65 per night
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 3 reviews

Situated in Kissimmee, casa em orlando perto da disney com piscina house in area disney features accommodation with private pool, free WiFi and free private parking for guests who drive.

From US$226.71 per night

Situated in Kissimmee, Fantastic Mickey House Waterpark Near Disney 2572 features accommodation with private pool, free WiFi and free private parking for guests who drive.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Situated in Kissimmee, Luxury 4bed Near Disney, Freevip Resort 4335 features accommodation with private pool, free WiFi and free private parking for guests who drive.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Boasting air-conditioned accommodation with a private pool, Enchanted Villa with Lake View 6-Bedroom in Resort 9 miles to Disney World 15 miles to the Wizarding World of Harry Potter is set in...

From US$476.97 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Set in Kissimmee, Lake View & Free Resort Access Near Disney 4399 offers accommodation with private pool, free WiFi and free private parking for guests who drive.

Save money on holiday homes in Kissimmee and nearby – budget options available

Located in Kissimmee, NEW Home 3 Bedrooms Water View Disney Universal provides accommodation with private pool, free WiFi and free private parking for guests who drive.

From US$290.83 per night

Villa Hakuna Matata- Lucaya Village Resort is located in the Downtown Kissimmee district of Kissimmee, 18 km from SeaWorld Orlando, 18 km from Florida Mall and 19 km from Seaworld'S Discovery Cove.

Scored out of 10, guest rating 6.0
Pleasant - What previous guests thought, 1 review

Located 7.3 km from Gatorland and 18 km from Florida Mall in the centre of Kissimmee, Family-Friendly Villa with Pool & Game Room provides accommodation with free WiFi and free private parking.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2 reviews

Situated in the centre of Kissimmee, 7.3 km from Gatorland and 18 km from SeaWorld Orlando, Newly Remodeled 1 story - 5 Bed 5 Bath with Pvt Pool Spa And Game Room offers free WiFi and air conditioning...

Set 7.3 km from Gatorland and 18 km from Florida Mall in the centre of Kissimmee, 2744HM VILLA 5 BED/5 BA (SANITIZED) offers accommodation with free WiFi and free private parking.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 7 reviews

Situated 7.3 km from Gatorland and 18 km from SeaWorld Orlando in the centre of Kissimmee, Grand Home Near Disney With Private Pool, Air Hockey Table And Waterpark & Resort Access At Encore Resorts...

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 8 reviews

Set 7.3 km from Gatorland and 18 km from SeaWorld Orlando in the centre of Kissimmee, Magnificent Home Near Disney With Theater Room, Pool Table, Waterpark & Resort Access At Encore Resort Reunion -...

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 6 reviews

Situated 7.3 km from Gatorland and 18 km from SeaWorld Orlando in the centre of Kissimmee, Elegant Home Near Disney With Private Pool And Waterpark & Resort Access At Encore Resorts Reunion - 391Fl...

Enjoy breakfast in Kissimmee and nearby

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 7 reviews

Situated 7.3 km from Gatorland and 18 km from SeaWorld Orlando in the centre of Kissimmee, Modern Home Near Disney With Private Pool, Media Room And Waterpark & Resort Access At Encore Resorts Reunion...

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 6 reviews

Situated 7.3 km from Gatorland and 18 km from SeaWorld Orlando in the centre of Kissimmee, Charming Home With Private Pool Near Disney With Water Park & Resort Access At Encore Resort - 7489Mr...

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 9 reviews

Set 7.3 km from Gatorland and 18 km from SeaWorld Orlando in the centre of Kissimmee, Delightful Home Near Disney With Private Pool, Media Room, Waterpark & Resort Access At Encore Resort Reunion -...

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Home With Splash Pad And Slide, Movie Theater & Game Room With Waterpark & Resort Access - 417Sf features accommodation situated 700 metres from the centre of Kissimmee and provides a spa and wellness...

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Magnificent Home With Private Pool, Theater & Game Room Near Disney With Waterpark & Resort Access At Encore Resort - 230Bu provides accommodation located 700 metres from the centre of Kissimmee and...

Extravagant Home With Movie Theater, Private Pool And Waterpark & Resort Access At Encore Resort - 241Fl features accommodation situated 700 metres from the centre of Kissimmee and offers a spa and...

Located in the centre of Kissimmee, 7.3 km from Gatorland and 18 km from SeaWorld Orlando, Marvelous Home With Media Room, Theme Room And Waterpark & Resort Access Near Disney At Encore Resorts...

Situated in the centre of Kissimmee, 7.3 km from Gatorland and 18 km from SeaWorld Orlando, Welcoming Home With Game Room And Private Pool With Water Park Access At Encore Resorts Reunion - 150Mn...

Great access to the city centre. Check these holiday homes in Kissimmee and nearby

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Located in the centre of Kissimmee, just 7.6 km from Gatorland and 19 km from SeaWorld Orlando, SUPER BOHO - LAKE TOHO FISHiNG WATER FRONTs provides accommodation with lake views and free WiFi.

From US$323.34 per night
Scored out of 10, guest rating 2.0
Very poor - What previous guests thought, 1 review

Located in the centre of Kissimmee, just 7.6 km from Gatorland and 19 km from SeaWorld Orlando, SUPER BOHO - Lake Toho Timeless Charm provides accommodation with lake views and free WiFi.

From US$311.48 per night

Located in the centre of Kissimmee, just 7.6 km from Gatorland and 19 km from SeaWorld Orlando, SUPER BOHO - At Lake Toho Fishing VINTaGE VIBEs provides accommodation with lake views and free WiFi.

From US$311.48 per night

Situated in the centre of Kissimmee, 7.6 km from Gatorland and 19 km from SeaWorld Orlando, SUPER BOHO- At LAKE TOHO's WATER SLEEPs 6 offers free WiFi and air conditioning.

From US$288.90 per night

Boasting air-conditioned accommodation with a private pool, Serene Sunsets Villa - E04 is set in Kissimmee. Guests staying at this holiday home have access to a patio.

From US$2,055.68 per night

Boasting air-conditioned accommodation with a private pool, SUPER SIZE - 11BDr SPACiOUS HOME w POOL & HOT TUB is situated in Kissimmee.

From US$779.39 per night

Set in Kissimmee, 11 km from Gatorland and 14 km from Disney Springs, SUPER LUXE- SLEEPs 17 - DESIGNs & NEAR Disney offers air conditioning.

From US$618.47 per night

Boasting air-conditioned accommodation with a patio, SUPER SPACE - 12BD 12BA - MANY ENSUITEs SLEEPs 38 is set in Kissimmee.

From US$745.61 per night

FAQ about holiday homes in Kissimmee

Holiday homes that guests love in Kissimmee

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4 Bedroom 3 Bathroom Villas At Seven Dwarfs 10-102

Holiday Home in Kissimmee
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 4 reviews
very clean everything I recommended
Guest review by
Florenta
Group

Villas at Seven Dwarfs - Close to Disney

Holiday Home in Kissimmee
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 526 reviews
The site was very clean, with many facilities.
Guest review by
Cristina
People with friends

South Facing Pool, Close to Attractions, Remodeled

Holiday Home in Kissimmee
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 3 reviews
Very clean upon arrival Big spacious rooms Modern facilities
Guest review by
Julie
Family with young children

Romantic forest view 5BR Minutes to Disney

Holiday Home in Kissimmee
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 49 reviews
One of the cleanest looking vacation homes I been to, I loved this place has a little bit for everyone and a small hidden game room that’s awesome, definitely will be returning loved this place !!
Guest review by
matheus
Family with young children

Five Bedrooms TownHome with Pool 4849

Holiday Home in Kissimmee
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 26 reviews
The Hideaway Club which has a lazy river, pool and hottub was wonderful. On the nice days we got some sun and enjoyed the pools. On a few cool evenings we still walked over and hit the hot tub. The townhouse itself was spacious and had everything we needed. Wonder vacation Homes was very responsive to questions and resolving the one issue we had (1 of the toilets broke and they sent a handyman over who fixed it the next day), easy to reach them wth a question by text.
Guest review by
Lori
Family with young children

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