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Holiday Homes in Kissimmee

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Find the right holiday home for you in Kissimmee

The best holiday homes in Kissimmee

Check out our pick of great holiday homes in Kissimmee

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Champion gate townhome

Kissimmee

Set in Kissimmee, 20 km from ESPN Wide World of Sports and 21 km from Disney's Boardwalk, Champion gate townhome offers spacious air-conditioned accommodation with a balcony and free WiFi.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 5 reviews
Price from
US$105.30
1 night, 2 adults
Check availability

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

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

Luxury Family Retreat Walkable to the waterpark

Kissimmee

Set in Kissimmee, Luxury Family Retreat Walkable to the waterpark offers accommodation with private pool, free WiFi and free private parking for guests who drive.

B
Barry
From
Netherlands
Space, cleanness, facilities and location near groceries, restaurants and Disney.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 5 reviews
Price from
US$110.40
1 night, 2 adults
Check availability

Magic Villa Retreat, walkable to the waterpark

Kissimmee

Featuring air-conditioned accommodation with a patio, Magic Villa Retreat, walkable to the waterpark is located in Kissimmee.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 6 reviews
Price from
US$130.64
1 night, 2 adults
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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$115
1 night, 2 adults
Check availability

Elegant, Spacious 3bedroom Near Attractions Hot Tub Pool & Gym

West Kissimmee, Kissimmee

Situated in Kissimmee, Elegant, Spacious 3bedroom Near Attractions Hot Tub Pool & Gym features accommodation with private pool, free WiFi and free private parking for guests who drive.

A
Anne
From
Ireland
It had everything you could possibly want in a vacation home. It was very clean and the hostess was extremely responsive and checked in on us regularly.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 11 reviews
Price from
US$150
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$151.80
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, 23 reviews
Price from
US$161.72
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 8.4
Very good - What previous guests thought, 68 reviews

Popular with guests booking holiday homes in Kissimmee

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 39 reviews

Popular with guests booking holiday homes in Kissimmee

Popular with guests booking holiday homes in Kissimmee

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 51 reviews

Popular with guests booking holiday homes in Kissimmee

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 133 reviews

Popular with guests booking holiday homes in Kissimmee

Scored out of 10, guest rating 7.9
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, 345 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

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 8.7
Fabulous - What previous guests thought, 395 reviews

Enjoy breakfast 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$725.27 per night

Located 7.3 km from Gatorland and 18 km from SeaWorld Orlando in the centre of Kissimmee, Villa Hakuna Matata- Lucaya Village Resort 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, 5 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...

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

Scored out of 10, guest rating 4.0
Disappointing - What previous guests thought, 1 review

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$352.54 per night
Scored out of 10, guest rating 1.0
Bad - What previous guests thought, 1 review

Set in Kissimmee, 11 km from Gatorland and 14 km from Disney Springs, SUPER COOL - SLEEPs 17 - NEWLY BUILT & NEAR PARKs offers air conditioning.

From US$407.72 per night
Scored out of 10, guest rating 4.5
Disappointing - What previous guests thought, 2 reviews

Boasting air-conditioned accommodation with a patio, 4BR Heated Pool Home Close to Disney and Lakes is situated in Kissimmee.

From US$452.42 per night
Scored out of 10, guest rating 6.1
Pleasant - What previous guests thought, 14 reviews

Set in Kissimmee, 13 km from Gatorland and 15 km from Disney Springs, Retreat with Heated Pool in a Serene Community offers air conditioning.

From US$503.65 per night

Featuring air-conditioned accommodation with a private pool, Charming 3BR Resort Townhome with Private Pool near Disney is located in Kissimmee.

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

Luxury 5BR Near Disney w Pool, a property with an indoor pool, is located in Kissimmee, 13 km from Disney Springs, 13 km from ESPN Wide World of Sports, as well as 13 km from Disney's Boardwalk.

Scored out of 10, guest rating 7.5
Good - What previous guests thought, 2 reviews

Located in Kissimmee, 14 km from ESPN Wide World of Sports and 14 km from Disney Springs, SUPER YES - MANY AMENITIEs RELAX GYM COURTs offers air conditioning.

From US$364.36 per night

Set in Kissimmee, 14 km from ESPN Wide World of Sports and 14 km from Disney Springs, Charming Vacation Home 9 miles From Disney 1065 offers air conditioning.

From US$425.51 per night

Holiday Homes with swimming pools in Kissimmee and nearby

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.

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 2 reviews

Situated in Kissimmee, Super Deal - Brand New Themed 9BR Home near Disney features accommodation with private pool, free WiFi and free private parking for guests who drive.

From US$892.07 per night

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

Scored out of 10, guest rating 5.0
Passable - What previous guests thought, 1 review

Featuring air-conditioned accommodation with a private pool, 6BR w Heated Pool + 9MI to Disney + Sleeps 14 is located in Kissimmee. This holiday home provides accommodation with a patio.

From US$542.36 per night

Boasting air-conditioned accommodation with a private pool, Luxury 12BR Home w Pool Theater Game Room is situated in Kissimmee. Guests staying at this holiday home have access to a patio.

From US$868.81 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Located in Kissimmee, Family Dream Home Near Disney provides accommodation with private pool, free WiFi and free private parking for guests who drive.

From US$447.91 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.

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

Boasting air-conditioned accommodation with a private pool, Magical 5-Bedroom Villa Near Universal's Wizarding World is situated in Kissimmee.

From US$537.46 per night

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

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 2 reviews

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$312.32 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$337.11 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$305.97 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$322.50 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$299.92 per night
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 7 reviews

Offering a garden and garden view, Home in Kissimmee with Huge Backyard is set in Kissimmee, 18 km from SeaWorld Orlando and 18 km from Seaworld'S Discovery Cove.

From US$289.69 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$2,759.56 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

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

From US$783.52 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, 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 7.7
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, 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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Hotels in Downtown Kissimmee

Explore Kissimmee while getting to know one of the city's most popular neighbourhoods.

Hotels near Orlando International Airport

Perfect for a late arrival or early departure.

Hotels near Orlando Sanford International Airport

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Holiday Homes in Orlando

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Hotels in Kissimmee

Looking for an alternative to a holiday home? Check out some of the best hotels in the city.

Cheap hotels in Kissimmee

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Homestays in Kissimmee

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