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House holiday rentals in Kissimmee

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Top-rated house rentals in Kissimmee

Guests agree: These houses are highly rated for location, cleanliness and more.

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Home in Davenport

4.87 out of 5 average rating, 135 reviews

Insta-worthy getaway near Disney w/ free parking!💎

Welcome to our place! Very quiet neighborhood, with free WIFI, a pool, a gym, and a tennis court. Distance to main places: - Walt Disney World: approx 20 min driving - Disney Springs: approx 30 min driving - Universal Studios: approx 40 min driving IMPORTANT: Clubhouse hours are Mon-Sat, 9:30 am to 5:30 pm. If you arrive after clubhouse hours, you will have to park in the guest parking for the night. Guest parking is a short walk from the property. You can get your parking pass the next day.

27 Sept – 4 Oct

$1,382 AUD total

Guest favourite

Home in Kissimmee

4.84 out of 5 average rating, 205 reviews

3 bedroom Villa in Kissimmee

The villa is in a residential area within a 5-min drive to local amenities including, a pharmacy, 3 supermarkets and 2 gas stations. The property is between 15 - 40 mins drive from Disney, SeaWorld, Gatorland & Universal Studios. Orlando International Airport is only about 17 mins drive away. Osceola Heritage Park, the home of the world’s largest collector car auction is only 4 mins drive from the villa. The Florida Turnpike that runs through Miami is 6 mins from the property.

28 June – 5 July

$1,929 AUD total

Guest favourite

Home in Kissimmee

4.9 out of 5 average rating, 294 reviews

Family Home minutes from Disney!

A Beautiful 2 Bed, 2 Bath home that is perfect for families going to any of the Disney parks and other central Florida attractions. Please enjoy the on-site washer/dryer, large fenced in back yard and screened in patio with grill during your stay. This home is in a quiet neighborhood minutes from Walt Disney, Sea world, Universal Studios, and many other attractions in Central Florida. Walmart and other convenience stores are also within a few minutes drive.

16 – 23 Aug

$1,447 AUD total

Guest favourite

Home in Kissimmee

4.97 out of 5 average rating, 111 reviews

Magical home! 15 minutes from all parks!

Meticulously clean home! 2 beautiful bedrooms & 2 full bathrooms. Large kitchen, washer/dryer and queen sleeper sofa in living room. Relaxing outdoor patio with Adirondack chairs. Private parking, WIFI and smart TV! Pickleball court, gym, pool, playground & shuffle board! Located 15-20 minutes from Disney parks, Universal Studios/Islands of Adventure & MCO airport. Perfect place for a family vacation, romantic getaway or work trip!

8 – 15 Feb

$1,577 AUD total

Guest favourite

Home in Kissimmee

4.9 out of 5 average rating, 110 reviews

3BR Kissimmee Gem: Arcade Games & Disney & Airport

This is us! - Very friendly neighborhood, great for morning walks to relax and unwind. - 12 mins away from Silver Spurs Arena/Osceola Heritage Park -15 mins away from USTA National Campus -25 mins from Disney -15 mins from the Orlando International Airport -1 hour from Cocoa Beach. -Walking distance from a Neighborhood Walmart and Plaza - Complimentary Premium coffee and a selection of natural Teas

30 Aug – 6 Sept

$2,025 AUD total

Guest favourite

Home in Kissimmee

4.88 out of 5 average rating, 108 reviews

No Airbnb Fee! Thematic Rooms w/ Pvt Pool °o° Area

Welcome to your Home away from home! This spacious and cozy 2 bedroom vacation home is located in the heart of Kissimmee, less than 4 miles from the Disney World Entrance and all the fun that awaits. It is right where you want to be for fast and easy travel to all of the Disney parks, Universal, Islands of Adventure, SeaWorld and more! We don't have cameras inside the property, only video bell outside.

24 – 29 Sept

$1,464 AUD total

Home in Kissimmee

4.81 out of 5 average rating, 102 reviews

Pool House in Kissimmee

Quiet and spacious pool house in Kissimmee Florida, 20 minute away from Disney / Universal / Acquatica / SeaWorld theme parks. - 4 bedrooms - 2 bathrooms - Dining Room - Family Room - Kitchen - Double car garage - Pool (heater optional) - BBQ - WiFi 400 MBPS Pool Heater: If you want to use the heater please contact owner This will be your best vacation stay in Kissimmee / Orlando.

9 – 16 Aug

$1,837 AUD total

Guest favourite

Home in Kissimmee

4.94 out of 5 average rating, 255 reviews

Cozy renovated older home near Disney

My place is close to 9.7 miles to Disney and close to malls and all attractions No pool but you can use the YMA pool for $5.00 a day at 1 minute distance. You’ll love my place because of the outdoors space and the kitchen. My place is good for couples, solo adventurers, business travelers, families (with kids), small pets are allowed for an extra $150.00 cleaning fee.

30 Aug – 6 Sept

$1,482 AUD total

Guest favourite

Home in Kissimmee

4.92 out of 5 average rating, 125 reviews

South Facing Pool Home! 5 Miles from Disney

Beautiful South Facing Pool Home! 5 Miles from Disney. This beautiful 4-bedroom home with two master bedrooms is located just minutes from Disney World, Sea World, Universal Studios, and other Orlando attractions.The home includes a private fenced in South facing swimming pool. We offer free Pool heat, Gas Grill, and High Speed Wireless internet and Cable TV .

10 – 17 May

$1,850 AUD total

Guest favourite

Home in Orlando

4.9 out of 5 average rating, 178 reviews

Downtown Orlando-Harwood House-Lake Eola-Historic

You found a hidden gem within the heart of Downtown Orlando! Our completely renovated guesthouse sits amidst the quiet, tree-lined streets of Eola Heights Historic District, three blocks to beautiful Lake Eola. Enjoy nearby dining, shopping, and entertainment. Business travelers are minutes from Orange County Courthouse and Central Business District.

28 Jan – 4 Feb

$1,389 AUD total

Guest favourite

Home in Kissimmee

4.97 out of 5 average rating, 231 reviews

So close to Disney you can feel the magic!

Newly renovated interior and super clean! Come to The Cherry Tree Lane Cottage, just on the "Banks" of Walt Disney World! No cobblestone has been left unturned while setting up our cottage for Guests to have a jolly holiday. For the cream of the crop, tip of the top, The Cherry Tree Lane Cottage is where you'll want to stop!

7 – 14 Oct

$1,952 AUD total

Guest favourite

Home in Orlando

4.91 out of 5 average rating, 179 reviews

Cozy Milk District Home | Downtown | Free Parking

Cozy Home located in the eclectic Milk District(A.k.a Foodie Heaven). Walking distance to craft breweries, restaurants, coffee shops and Downtown Orlando. Enjoy a stylish experience at this centrally-located place. House includes office, fast Wi-Fi and most importantly Coffee!

17 – 24 Aug

$1,249 AUD total

Holiday rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Kissimmee house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in Kissimmee

4.82 out of 5 average rating, 119 reviews

Nice house, private community, with pool

4 – 11 Feb

$1,960 AUD total

Guest favourite

Home in Davenport

4.95 out of 5 average rating, 161 reviews

DOLPHIN COVE NEAR DISNEY

20 – 27 Jan

$1,922 AUD total

Home in Kissimmee

4.79 out of 5 average rating, 176 reviews

Great Home Next To Disney!

2 – 9 Sept

$1,320 AUD total

Guest favourite

Home in Kissimmee

4.81 out of 5 average rating, 125 reviews

Beautiful private home with pool and lake

9 – 16 June

$2,106 AUD total

Home in Kissimmee

4.79 out of 5 average rating, 109 reviews

4 Bedroom Kissimmee Vacation Home

12 – 19 Jan

$2,073 AUD total

Home in Kissimmee

4.78 out of 5 average rating, 165 reviews

4418 Le Reve 4BDRM townhouse close to Disney

17 – 24 May

$2,265 AUD total

Guest favourite

Home in Davenport

4.98 out of 5 average rating, 104 reviews

Sunset Villa

2 – 9 Sept

$1,835 AUD total

Guest favourite

Home in Kissimmee

4.97 out of 5 average rating, 29 reviews

Kissimmee cottage *15mi to WDW*

21 – 28 Jan

$1,557 AUD total

Weekly house rentals

Guest favourite

Home in Orlando

4.93 out of 5 average rating, 120 reviews

Hidden Gem in SODO! - MCO ~16min

16 – 23 Dec

$1,189 AUD total

Guest favourite

Home in Kissimmee

4.95 out of 5 average rating, 22 reviews

Cheerful, 3 bedroom home with pool

29 Nov – 6 Dec

$1,716 AUD total

Guest favourite

Home in Kissimmee

4.87 out of 5 average rating, 71 reviews

Great home near Disney World for affordable rentals

4 – 11 Sept

$1,382 AUD total

Guest favourite

Home in Kissimmee

4.88 out of 5 average rating, 33 reviews

Tranquil Private Villa * Minutes From Disney

25 Aug – 1 Sept

$1,540 AUD total

Guest favourite

Home in Kissimmee

4.97 out of 5 average rating, 64 reviews

Resort Style 3Br/2.5Ba w/ Private Jacuzzi, and BBQ

9 – 16 May

$1,826 AUD total

Guest favourite

Home in Kissimmee

4.96 out of 5 average rating, 25 reviews

Lakeside Boho Bliss: The BohoBay

2 – 9 Sept

$1,546 AUD total

Guest favourite

Home in Davenport

5.0 out of 5 average rating, 13 reviews

Spacious House Near Attractions

13 – 20 Oct

$1,377 AUD total

Guest favourite

Home in Kissimmee

5.0 out of 5 average rating, 27 reviews

Home Sweet Cottage

21 – 28 Aug

$1,339 AUD total

Private house rentals

Home in Kissimmee

4.87 out of 5 average rating, 75 reviews

📸INSTA-WORTHY Lakefront 🏠 HOT TUB + Pool Near Disney📸

$204 AUD per night

Home in Kissimmee

4.82 out of 5 average rating, 38 reviews

Newly Renovated Kissimmee Duplex

10 – 17 May

$1,608 AUD total

Guest favourite

Home in Kissimmee

4.97 out of 5 average rating, 37 reviews

Newly renovated Resort themed home near Disney

14 – 21 Nov

$1,890 AUD total

Home in Kissimmee

4.91 out of 5 average rating, 11 reviews

"Casa Kiwi" Margaritaville Cottage 5 min to Disney

21 – 28 Sept

$1,848 AUD total

Guest favourite

Home in Kissimmee

5.0 out of 5 average rating, 16 reviews

Townhouse-3 Bd-2B Near to Disney

20 – 27 Feb

$1,525 AUD total

Home in Kissimmee

5.0 out of 5 average rating, 3 reviews

Flip Flop Getaway at Runaway Beach Club *Disney*

18 – 25 Apr

$1,409 AUD total

Guest favourite

Home in Kissimmee

5.0 out of 5 average rating, 23 reviews

Entire home near theme parks, restaurants & more!

10 – 17 July

$1,720 AUD total

Guest favourite

Home in Kissimmee

4.94 out of 5 average rating, 16 reviews

Serenity w/ a Splash of Disney 9Mi. POOL w/ VIEW!

6 – 13 Apr

$2,152 AUD total

Quick stats about house rentals in Kissimmee

Total rentals
3.3K properties
Rentals with dedicated workspaces
1.6K properties have a dedicated workspace
Rentals with a pool
3K properties have a pool
Pet-friendly rentals
540 properties allow pets
Family-friendly rentals
2.9K properties are a good fit for families
Total number of reviews
73K reviews

Destinations to explore