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Holiday Rentals in Kissimmee

Find the holiday rentals that appeal to you the most

The best holiday rentals in Kissimmee

Check out our pick of great holiday rentals in Kissimmee

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Great 6bedrooms home in Kissimmee w Private Pool 8426

West Kissimmee, Kissimmee

Featuring air-conditioned accommodation with a terrace, Great 6bedrooms home in Kissimmee w Private Pool 8426 is located in Kissimmee. Guests can go for a swim in the private pool.

K
Kerry
From
United Kingdom
Comfortable. Clean. Plenty of space. Excellent location.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 24 reviews
Price from
US$165
1 night, 2 adults

Stay at Hogwarts Harry Potter's Home, Free Parking, Pets Allowed

Kissimmee

Featuring air-conditioned accommodation with a patio, Stay at Hogwarts Harry Potter's Home, Free Parking, Pets Allowed is located in Kissimmee.

R
Rachel
From
United Kingdom
The themed rooms are great, and the kids loved our stay at 'Hogwarts'. The area felt safe and location was good for us to explore the areas of Orlando we wanted to. Andrea was very responsive to my queries and all in all a great host.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 30 reviews
Price from
US$172.80
1 night, 2 adults

Nice & Cozy - Vacation Home

Kissimmee

Situated in Kissimmee, 10 km from ESPN Wide World of Sports, Nice & Cozy - Vacation Home features accommodation with a hot tub. This property offers a private pool and free private parking.

N
Nicola
From
United Kingdom
Very spacious on a safe complex with excellent facilities.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 24 reviews
Price from
US$126
1 night, 2 adults

Luxury Champions Gate Condo, Resort-Style Retreat

Kissimmee

Set just 21 km from Disney's Boardwalk, Luxury Champions Gate Condo, Resort-Style Retreat offers accommodation in Kissimmee with access to a fitness centre, a bar, as well as private check-in and...

W
William
From
United States
The place was clean and comfortable
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 46 reviews
Price from
US$127.45
1 night, 2 adults

Magical Themed Home - Disney 15 min

Kissimmee

Featuring a spa bath, Magical Themed Home - Disney 15 min is set in Kissimmee. This holiday home has a private pool and a garden.

S
Sandris
From
Latvia
The house truly exceeded our expectations – very spacious, spotlessly clean, and although it is located in the city, it felt calm and almost like being in nature. Everything was simply perfect. Our children were so happy and full of positive energy after the stay, which made the experience even more special for us.
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 20 reviews
Price from
US$357.85
1 night, 2 adults

Amazing 6BR Villa @ Storey Lake Resort Near Disney

Kissimmee

Located in Kissimmee, 12 km from Disney Springs and 12 km from Gatorland, Amazing 6BR Villa @ Storey Lake Resort Near Disney offers a spa and wellness centre and air conditioning.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 8 reviews
Price from
US$240
1 night, 2 adults

Luxury 9BR Villa @ Storey Lake Resort Near Disney

Kissimmee

Featuring a private pool and garden views, Luxury 9BR Villa @ Storey Lake Resort Near Disney is located in Kissimmee.

J
JOSEPH
From
United Kingdom
The villa as ideally positioned to access many local attractions, including Disney and Universal. The villa was very well equipped and comfortable, ideal for relaxing after a day of exploring. The host was easily contactable and very helpful. We had a great vacation using this villa as our base.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 11 reviews
Price from
US$720
1 night, 2 adults

Beautiful Orlando Apt with Nemo Bedroom, 15 min to Disney!

West Kissimmee, Kissimmee

Set in the West Kissimmee district of Kissimmee, Beautiful Orlando Apt with Nemo Bedroom, 15 min to Disney! offers accommodation with a private pool, free WiFi and a lift.

F
Felicity
From
United Kingdom
Great location for Disney and there’s a supermarket really close by. Lovely having swimming pool on site as well. The apartment was a great size, clean and well equipped.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 13 reviews
Price from
US$113.10
1 night, 2 adults

Cozy Retreat - Close to Disney & Golf

Kissimmee

Set in Kissimmee in the Florida region, Cozy Retreat - Close to Disney & Golf features a patio. Guests can benefit from a balcony and a picnic area.

D
Darren
From
United Kingdom
Denise was extremely polite and helpful with accommodating us. The apartment was immaculate very welcoming and will definitely be staying here every time that I'm in Orlando. The perfect place to stay. Thankyou.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews
Price from
US$224.10
1 night, 2 adults

Veteran Owned 3bdr/3 bath Townhouse w/WiFi 3mi to Disney - Fall/Winter Specials

West Kissimmee, Kissimmee

Located in Kissimmee in the Florida region and Disney's Animal Kingdom reachable within 10 km, Veteran Owned 3bdr/3 bath Townhouse w/WiFi 3mi to Disney - Fall/Winter Specials provides accommodation...

R
Rebecca
From
United Kingdom
House was lovely and in a great location. Owners were lovely too, keeping us informed and answering my questions.
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 10 reviews
Price from
US$128.25
1 night, 2 adults
All holiday rentals in Kissimmee

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

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Popular with guests booking holiday rentals in Kissimmee

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 116 reviews

Popular with guests booking holiday rentals in Kissimmee

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 40 reviews

Popular with guests booking holiday rentals in Kissimmee

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 526 reviews

Popular with guests booking holiday rentals in Kissimmee

Scored out of 10, guest rating 5.8
Passable - What previous guests thought, 227 reviews

Popular with guests booking holiday rentals in Kissimmee

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 168 reviews

Popular with guests booking holiday rentals in Kissimmee

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 126 reviews

Popular with guests booking holiday rentals in Kissimmee

Scored out of 10, guest rating 6.6
Pleasant - What previous guests thought, 484 reviews

Popular with guests booking holiday rentals in Kissimmee

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 327 reviews

Popular with guests booking holiday rentals in Kissimmee

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 381 reviews

Popular with guests booking holiday rentals in Kissimmee

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

Holiday Rentals 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

Royal 1

Kissimmee
Swimming pool
Scored out of 10, guest rating 4.6
Disappointing - What previous guests thought, 5 reviews

Situated in Kissimmee in the Florida region, Royal 1 has a patio. This property offers access to a terrace and free private parking.

From US$230.15 per night
Scored out of 10, guest rating 5.8
Passable - What previous guests thought, 227 reviews

Heritage Park Inn, a property with a garden, is set in Kissimmee, 11 km from Gatorland, 22 km from Florida Mall, as well as 23 km from Seaworld'S Discovery Cove.

From US$96.18 per night
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 12 reviews

Making Dreams 4BR Family Villa with Pool and Game Room Near Disney Parks is a recently renovated holiday home in Kissimmee, where guests can make the most of its outdoor swimming pool and garden.

From US$573.18 per night
Scored out of 10, guest rating 7.3
Good - What previous guests thought, 3 reviews

Featuring air-conditioned accommodation with a private pool, Lovely 3BR Villa - Bella Vida Resort - Pool & BBQ! is located in Kissimmee.

From US$423.09 per night

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 10
Exceptional - What previous guests thought, 2 reviews

Located in Kissimmee, Thematic house near DisneyGame Room provides accommodation with private pool, free WiFi and free private parking for guests who drive.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews

Featuring air-conditioned accommodation with a private pool, Elegant Luxury Villa Movie Room Private Pool is located in Kissimmee.

From US$806.73 per night

These holiday rentals in Kissimmee and nearby have options with free cancellation

Serene Sunsets Villa - E04

Kissimmee
Free cancellation options available

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$1,805.64 per night

4200 Paragraph Drive

Kissimmee
Free cancellation options available

Located in Kissimmee, 4200 Paragraph Drive provides a private pool. The property is around 12 km from Gatorland, 13 km from ESPN Wide World of Sports and 13 km from Disney's Boardwalk.

From US$894.18 per night
Scored out of 10, guest rating 1.0
Bad - What previous guests thought, 1 review

Situated in Kissimmee in the Florida region, Grand Family Premium 3BR Condo near Disney Parks features accommodation with free WiFi and free private parking.

From US$306.35 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Boasting air-conditioned accommodation with a patio, Gorgeous Place Minutes Away from Attractions is set in Kissimmee.

NEW Magically Themed Condo w Pool View

Kissimmee
Free cancellation options available
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Set in Kissimmee, 10 km from Gatorland and 10 km from Disney Springs, NEW Magically Themed Condo w Pool View offers spacious air-conditioned accommodation with a balcony and free WiFi.

From US$589.43 per night

Apartment in a resort with pool view

Kissimmee
Free cancellation options available
Scored out of 10, guest rating 7.0
Good - What previous guests thought, 1 review

Boasting air-conditioned accommodation with a balcony, Apartment in a resort with pool view is set in Kissimmee.

From US$281.48 per night

Tranquility at Storey Lake by Shine Villas #828 apts, a property with massage services, is set in Kissimmee, 10 km from Disney Springs, 11 km from ESPN Wide World of Sports, as well as 11 km from...

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

Modern Condo near Disney Foosball Water Park is set in Kissimmee, 10 km from Disney Springs, 10 km from ESPN Wide World of Sports, and 11 km from Disney's Hollywood Studios.

From US$650.47 per night

Enjoy breakfast in Kissimmee and nearby

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 10 reviews

Located 7.3 km from Gatorland and 18 km from Florida Mall in the centre of Kissimmee, 3120-206DR STOREY LAKE, CONDO 2/2 GARDEN VIEW provides accommodation with free WiFi and free private parking.

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...

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...

Highly rated holiday rentals in Kissimmee and nearby

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 17 reviews

Set in Kissimmee, 13 km from Disney Springs and 13 km from Disney's Hollywood Studios, Grand Holiday 3BR Getaway Condo near Disney Parks offers air conditioning.

From US$299.08 per night
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 39 reviews

Situated in Kissimmee, 9.3 km from Gatorland, Lakeview Villas in Storey Lake Resort by Diamond Vacation Homes features rooms with air conditioning and free WiFi.

From US$786.65 per night
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 -...

Island 1

Kissimmee
8.0+ review score
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 25 reviews

Set in Kissimmee, Island 1 offers accommodation with private pool, free WiFi and free private parking for guests who drive. This holiday home features air-conditioned accommodation with a patio.

Orlando House

Kissimmee
8.0+ review score
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 52 reviews

Offering a tennis court and inner courtyard view, Orlando House is set in Kissimmee, 8.5 km from Gatorland and 16 km from Disney Springs.

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 44 reviews

Located in Kissimmee, Cozy Tiny Home Near Disney World & Orlando Parks! provides accommodation with private pool, free WiFi and free private parking for guests who drive.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 7 reviews

Boasting a year-round outdoor pool and a hot tub, Modern Townhouse with Pool Close to Disney & Silver Spurs Arena is situated in Kissimmee, 24 km from SeaWorld Orlando and 25 km from Seaworld'S...

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 48 reviews

Boasting a spa bath, Casita mi Encanto a Cozy & Spacious House, 4-bedroom 3-Bath & pool is situated in Kissimmee.

FAQ about holiday rentals in Kissimmee

Holiday rentals that guests love in Kissimmee

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Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 30 reviews
Our recent stay at this villa was an amazing experience. We spent three weeks in Florida as a family—two adults and three kids. The villa is much larger than it looks in the pictures, and the communication with the owners is spot-on. I would happily stay here again on future trips. The location is perfect for Disney and Universal.
Guest review by
David
Family with young children
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews
Lovely villa, so many little extra Disney themed touches. Local contact was very responsive when I couldn't find a couple of things. Really comfortable beds and lovely pool, we had a great time!
Guest review by
Helen
Family with young children
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 526 reviews
Our Villa was amazing! Location was perfect! Staff was nice and very helpful!
Guest review by
Chameka
Family with young children
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 15 reviews
Great location and a very nice holiday home!
Guest review by
Jay
Family with young children