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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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Disney Magic ChampionsGate Resort Town Home 15 min from Disney World, 7 Pools, Gym, Golf, Arcade, Water Park and more!

Kissimmee

Located in Kissimmee in the Florida region, Disney Magic ChampionsGate Resort Town Home 15 min from Disney World, 7 Pools, Gym, Golf, Arcade, Water Park and more! has a patio.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 8 reviews
Price from
US$142.20
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, 6 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

Disney-Themed Townhome in ChampionsGate Resort 15 min from Disney World with 7 Pools, Gym, Golf, Lazy River, Water Park, Arcades, Theatre, and More!

Kissimmee

Featuring air-conditioned accommodation with a patio, Disney-Themed Townhome in ChampionsGate Resort 15 min from Disney World with 7 Pools, Gym, Golf, Lazy River, Water Park, Arcades, Theatre, and...

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 13 reviews
Price from
US$153.90
1 night, 2 adults
Check availability

Wonderful Disney-Themed Home in ChampionsGate Resort 15 min from Disney World with 7 pools, Club houses, Water Park, Gym, Arcades, Lazy River, Golf, and More!

Kissimmee

Featuring air-conditioned accommodation with a patio, Wonderful Disney-Themed Home in ChampionsGate Resort 15 min from Disney World with 7 pools, Club houses, Water Park, Gym, Arcades, Lazy River,...

J
Joanna
From
United Kingdom
The property was modern, clean and had everything we needed as a family. We all loved the swimming pool complex
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 7 reviews
Price from
US$153
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 9.6
Exceptional - What previous guests thought, 7 reviews
Price from
US$297.50
1 night, 2 adults
Check availability

Shrek's Hideout! - 5 min from Disney!

West Kissimmee, Kissimmee

Shrek's Hideout! - 5 min from Disney! is a recently renovated holiday home in Kissimmee, where guests can make the most of its outdoor swimming pool and barbecue facilities.

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 9 reviews
Price from
US$148.42
1 night, 2 adults
Check availability

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$162
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

This Happy Place

West Kissimmee, Kissimmee

Featuring air-conditioned accommodation with a terrace, This Happy Place is set in Kissimmee. Including a private pool and a private beach area, this holiday home also features a restaurant.

K
Karen
From
United Kingdom
The property had all the amenities, very spacious and comfortable beds. Good location to all the parks.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 5 reviews
Price from
US$137.70
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 8.8
Fabulous - What previous guests thought, 23 reviews

Popular with guests booking holiday homes in Kissimmee

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 78 reviews

Popular with guests booking holiday homes in Kissimmee

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 31 reviews

Popular with guests booking holiday homes in Kissimmee

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 78 reviews

Popular with guests booking holiday homes in Kissimmee

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 527 reviews

Popular with guests booking holiday homes in Kissimmee

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 119 reviews

Popular with guests booking holiday homes in Kissimmee

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 65 reviews

Popular with guests booking holiday homes in Kissimmee

Scored out of 10, guest rating 6.5
Pleasant - What previous guests thought, 482 reviews

Popular with guests booking holiday homes in Kissimmee

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 64 reviews

Popular with guests booking holiday homes in Kissimmee

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 373 reviews

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

Scored out of 10, guest rating 7.2
Good - What previous guests thought, 8 reviews

Featuring air-conditioned accommodation with a patio, Hidden City Riverfront Apt Near Lakes Golf & Disney is located in Kissimmee.

Set in Kissimmee, 12 km from Gatorland and 14 km from ESPN Wide World of Sports, Quiet Resort 3BR • Nature Walk • 20min to Disney offers air-conditioned accommodation with a balcony and free WiFi.

Scored out of 10, guest rating 6.0
Pleasant - What previous guests thought, 7 reviews

Located in Kissimmee, Magic Kingdom Getaway - DGM Resort provides accommodation with private pool, free WiFi and free private parking for guests who drive.

From US$249.71 per night
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 3 reviews

Boasting a year-round outdoor pool and a hot tub, New! Family cottage near Disney-Sleep 6 is set in Kissimmee, 9.4 km from Disney's Hollywood Studios and 11 km from Disney's Boardwalk.

LC517T The Chic Abode at Liberty Bluff is located in the Downtown Kissimmee district of Kissimmee, 18 km from SeaWorld Orlando, 18 km from Seaworld'S Discovery Cove and 20 km from Disney Springs.

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 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.

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

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 64 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
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Located in Kissimmee, 19 km from SeaWorld Orlando and 19 km from Seaworld'S Discovery Cove, SUPER BOHO - LAKE TOHO FISHiNG CIVIC CeNTER provides accommodation with amenities such as free WiFi and a TV...

From US$282.55 per night
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$269.38 per night

Located in the centre of Kissimmee, 7.6 km from Gatorland and 19 km from SeaWorld Orlando, SUPER BOHO - Lake Toho Timeless Charm offers free WiFi and air conditioning.

From US$304.95 per night

Located in the centre of Kissimmee, 7.6 km from Gatorland and 19 km from SeaWorld Orlando, SUPER BOHO - At Lake Toho Fishing VINTaGE VIBEs offers free WiFi and air conditioning.

From US$285.79 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$265.78 per night

Magical Way

Kissimmee
Central location

Situated in Kissimmee, Magical Way features accommodation with private pool, free WiFi and free private parking for guests who drive. A hot tub is available for guests.

From US$392.17 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$1,793.04 per night

Enjoy breakfast in Kissimmee and nearby

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...

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...

Holiday Homes with swimming pools in Kissimmee and nearby

Featuring air-conditioned accommodation with a private pool, 295 Marcello Blvd is located in Kissimmee.

From US$1,054.23 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Situated in Kissimmee, Magical 6BR Villa Near Disney features accommodation with private pool, free WiFi and free private parking for guests who drive.

From US$474.26 per night
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

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$158.70 per night

Featuring air-conditioned accommodation with a private pool, 4BR - Magical Stay near Disney - Pool & Themed Rooms! is set in Kissimmee.

From US$433.33 per night

Boasting air-conditioned accommodation with a patio, Toy Story Getaway Retreat is situated in Kissimmee. Featuring full-day security, this property also provides guests with a terrace.

From US$352.89 per night

Situated in Kissimmee, 2452 Reading Trail features accommodation with a private pool.

From US$833.82 per night
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Four Bedroom Villa in Coral Cay, a property with a fitness centre and a garden, is set in Kissimmee, 12 km from Disney Springs, 13 km from ESPN Wide World of Sports, as well as 13 km from Disney's...

From US$340.50 per night
Scored out of 10, guest rating 4.0
Disappointing - What previous guests thought, 1 review

Situated in Kissimmee, Resort Community 4 Bedroom Family Home, Pool & 15 Min Disney features accommodation with private pool, free WiFi and free private parking for guests who drive.

From US$409.34 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 7.8
Good - What previous guests thought, 527 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 9.3
Superb - What previous guests thought, 25 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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