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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

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, 117 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, 527 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, 167 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, 485 reviews

Popular with guests booking holiday rentals in Kissimmee

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 325 reviews

Popular with guests booking holiday rentals in Kissimmee

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 382 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

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

Boasting air-conditioned accommodation with a private pool, 4423 Scene Lane is set in Kissimmee. Both free WiFi and parking on-site are accessible at the holiday home free of charge.

From US$770.52 per night
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 44 reviews

A recently renovated apartment in Kissimmee, Ultimate Vacation Villa Near Disney Townhouse offers children's playground, parking on-site and sports facilities.

From US$349.97 per night
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$826 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Featuring air-conditioned accommodation with a private pool, 2929 SS - Disney Delight: 4BR Pool Near Parks is set in Kissimmee.

Highly rated holiday rentals in Kissimmee and nearby

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

Boasting air-conditioned accommodation with a private pool, VILLA wPrivate Pool & Game Room near Disney is situated in Kissimmee.

From US$1,910.89 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 16 reviews

Boasting air-conditioned accommodation with a private pool, Villa wPrivate Pool &Themed Rooms, near Disney is situated in Kissimmee.

From US$1,229.19 per night
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 11 reviews

Located in Kissimmee, 11 km from Disney Springs and 12 km from Gatorland, Stunning 3BD Condo 14 Mins to Disney World, Gated provides air-conditioned accommodation with a balcony and free WiFi.

From US$263.40 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 20 reviews

Set in Kissimmee in the Florida region, Renovated 3 Br home near all main attractions has a patio.

From US$290.94 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 9.0
Superb - What previous guests thought, 10 reviews

Featuring accommodation with a private pool, 4814 Lullaby Lane is situated in Kissimmee. Spa facilities is available for guests. The property is non-smoking and is located 10 km from Disney Springs.

From US$887.57 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 30 reviews

Located only 9.4 km from Gatorland in Kissimmee, 3B2B-Beautiful Lake View-Baby Friendly-FREE WATER PARK!

From US$387.93 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 21 reviews

3131 Paradox Cir Unit 203 is situated in Kissimmee, 10 km from Disney Springs, 10 km from ESPN Wide World of Sports, as well as 11 km from Disney's Hollywood Studios.

From US$607.55 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

4520 Target Blvd

Kissimmee
Free cancellation options available
Scored out of 10, guest rating 4.0
Disappointing - What previous guests thought, 1 review

Set in Kissimmee, 4520 Target Blvd offers a private pool. The property is located 12 km from Disney Springs, 12 km from ESPN Wide World of Sports and 12 km from Disney's Boardwalk.

From US$1,522.40 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.

Gorgeous, Modern Home wPrivate Pool

Kissimmee
Free cancellation options available
Scored out of 10, guest rating 6.0
Pleasant - What previous guests thought, 1 review

Boasting air-conditioned accommodation with a private pool, Gorgeous, Modern Home wPrivate Pool is set in Kissimmee.

From US$975.18 per night
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 15 reviews

Boasting air-conditioned accommodation with a private pool, LAKEVIEW Home w Private Pool FREE Water Park is set in Kissimmee.

From US$1,177.14 per night

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

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...

FAQ about holiday rentals in Kissimmee

Holiday rentals that guests love in Kissimmee

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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, 527 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
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