Holiday houses in Kissimmee

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Top-rated holiday rentals in Kissimmee

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Apartment in Kissimmee

4.92 out of 5 average rating, 210 reviews

Modern APT W/ Patio 15 mins from Theme Parks & MCO

Beautiful space where you can spend a beautiful vacation with your loved ones, the space is created with immense love and for you to feel at home. El acceso será autónomo, con llavín inteligente y una entrada completamente independiente y sin restricción de horario . Ofrecemos un patio exterior diseñado para tiempo de descanso,para compartir un café y también para fumar si fuera de su agrado El parqueo está concebido para dos autos y tenemos cámara de seguridad las24h Todo climatizado

19–26 Nov

$238 NZD per night

Guest favourite

Tiny home in Orlando

4.98 out of 5 average rating, 634 reviews

The Little Treehouse 2 at Country Club of Orlando

With rustic urban charm, The Little Treehouse "2" is a perfect relaxation spot for your stay in the City Beautiful. This completely renovated 1926 carriage house downstairs unit is a 260 sq. ft. blend of cosmopolitan comfort and enchantment. Located 5 minutes from Downtown, Amway Arena, Camping World Stadium, 15 minutes to Universal Studios, 25 minutes to Disney and an hours drive to Florida's beautiful beaches! *Search "Little Tree House Orlando" in your browser for more info.

25 Aug – 1 Sep

$252 NZD per night

Guest favourite

Cottage in Kissimmee

4.94 out of 5 average rating, 370 reviews

Entire Cottage close to Disney, Universal, Airport

A full cottage for 4! The perfect place stay. Located just 20 minutes from Disney and Universal. Shopping and Restaurants are less than 5 minutes from the cottages. All new furnishings, fresh linens, fresh paint! Privately owned. This cottage is our favorite!!! We also just updated the A/C. Check out unit We also have three other cottages on property, the Bitty Bungalow, Bitty Bliss, and the Bitty Blossom. All cottages are within 70 yards of each other.

17–24 Jun

$207 NZD per night

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.

23–30 Sep

$231 NZD per night

Guest favourite

Treehouse in Saint Cloud

4.97 out of 5 average rating, 788 reviews

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. For a video tour type the following link into your browser: https://tinyurl.com/a72vevp5 There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; meemaws-country -cottage which sleeps six.

17–24 Mar

$326 NZD per night

Guest favourite

Cottage in Davenport

4.92 out of 5 average rating, 127 reviews

$79! Cozy Cottage + Outdoor Fun -Close to Disney!

Book with us now and receive access to all of these amenities✨: •Lightning Fast Internet ⚡️ •Outdoor Movie Theater 🎥 •Ping Ping Table/Pool Table 🏓🎱 •Complimentary Coffee & Breakfast ☕️ •Safe Gated Location •Large Enclosed Covered Patio •Comfortable Queen Sized Bed •Cable TV (Adjustable) •Modernized Brand New Full Bathroom •Nearby All Major Attractions •Outdoor Dining Area •Kitchen, Fridge/Freezer, & Breakfast Nook •And Much More! Book with us now!

5–12 Jun

$193 NZD per night

Guest favourite

Home in Kissimmee

4.97 out of 5 average rating, 110 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!

2–9 Feb

$250 NZD per night

Guest favourite

Townhouse in Kissimmee

4.92 out of 5 average rating, 225 reviews

Beautiful Farm House Decor near Disney, Sleeps 6

Welcome to our beautifully decorated 2-store Townhouse only 6 miles away from the Disney Parks and many other attractions. You will have the entirely house for yourself and your family while enjoying your vacation in Florida. We have sought to equip our home to a high standard and to anticipate your needs for a luxurious stay. We truly believe that our home is special based on 4 main reasons: Location, Security, Decoration and Comfort.

18–23 Sep

$276 NZD per night

Guest favourite

Cottage in Kissimmee

4.96 out of 5 average rating, 420 reviews

Bright & Cozy Cottage Near Disney

My place located within 10 miles of: Disney World, Celebration, Universal, Water Parks, Old Town & Fun Spot USA's More than 70 Restaurants and Dining, Gifts Shop. My place is good for couples, solo adventurers, business travelers, and families (with kids). You’ll love my place because of In Our Cozy and Comfortable Sand Castle Cottage You'll discover that perfect Mix of High-Energy Fun and Laid Back Florida Lifestyle Right Here.

20–27 Mar

$228 NZD per night

Guest favourite

Tiny home in Kissimmee

4.93 out of 5 average rating, 104 reviews

Tiny House Vacation Home Near Disney & Universal

Located in the family friendly Mill Creek RV Resort. This tiny home is the perfect place to stay while visiting the Orlando area. Located close to the LOOP with shopping, entertainment, and restaurants and within 15 miles of both Walt Disney World and Universal Studios. Less then 10 miles from MCO airport.

23–30 May

$180 NZD per night

Guest favourite

Condo in Kissimmee

4.89 out of 5 average rating, 135 reviews

2BD/2BA condo close to Disney at Storey Lake #96

An amazing lake-view vacation condo for you to relax and spend time with your family and friends. With the prime location in Kissimmee near Disney World, major parks and restaurants, shops and so much more, this 2BD/2BA condo unit is designed for your best family vacation.

16–23 Nov

$283 NZD per night

Guest favourite

Guest suite in Kissimmee

4.98 out of 5 average rating, 164 reviews

Little Blue House with private entrance & parking

The Blue House is very spacious, with a bedroom with a queen bed, a private bathroom, a small living room with a sofa bed, a dining room and a kitchen equipped with all the necessary amenities for a relaxing stay. Perfect for vacationing with your children or friends!

23–30 Nov

$155 NZD per night