Kissimmee Holiday Rentals, Orlando: Private House Rentals

Our top choices for Kissimmee hotels

Hampton Inn Kissimmee North

Kissimmee

Michael

฿4,942 total

includes taxes & fees

13 Apr - 14 Apr

Kompose Boutique Resort at Theme Parks

Kissimmee

Katty

฿4,534 total

includes taxes & fees

15 Mar - 16 Mar

Embassy Suites by Hilton Orlando Lake Buena Vista South

Kissimmee

CATY

฿3,295 total

includes taxes & fees

12 Apr - 13 Apr

Margaritaville Resort Orlando with H2O Waterpark

Kissimmee

Oscar M

฿9,439 total

includes taxes & fees

25 Mar - 26 Mar

Comfort Suites Maingate East

Kissimmee

Arlene

฿3,161 total

includes taxes & fees

23 Mar - 24 Mar

Oak Ridge Inn

Kissimmee

Michael

฿3,100 total

includes taxes & fees

14 Mar - 15 Mar

Disney's Animal Kingdom Lodge

Bay Lake

Cheryl

3 outdoor pools, pool cabanas (surcharge), pool umbrellas

Gaylord Palms Resort & Convention Center

Kissimmee

Jeniffer

฿11,849 total

includes taxes & fees

28 Mar - 29 Mar

Quality Inn & Suites Heritage Park

Kissimmee

Teresa

฿3,021 total

includes taxes & fees

16 Mar - 17 Mar

Vacation Village Orlando, Celebration

Kissimmee

Casey

฿3,999 total

includes taxes & fees

26 Mar - 27 Mar

3 outdoor pools, open 8:00 AM to 10:00 PM, pool umbrellas, pool loungers

SpringHill Suites by Marriott Orlando Lake Buena Vista South

Kissimmee

Nancy

฿3,539 total

includes taxes & fees

22 Mar - 23 Mar

Hilton Vacation Club Polynesian Isles Kissimmee

Kissimmee

michele

฿4,281 total

includes taxes & fees

5 Apr - 6 Apr

Outdoor pool, pool umbrellas, pool loungers

Radisson Hotel Orlando Lake Buena Vista South

Kissimmee

Karen

฿3,086 total

includes taxes & fees

7 Apr - 8 Apr

Embassy Suites By Hilton Orlando Sunset Walk

Kissimmee

SAMELIA

฿6,070 total

includes taxes & fees

13 Apr - 14 Apr

4 outdoor pools, pool cabanas (surcharge), pool umbrellas

Hilton Vacation Club Mystic Dunes Orlando

Kissimmee

Edgard

฿4,938 total

includes taxes & fees

23 Mar - 24 Mar

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Kissimmee

Francisco

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Kissimmee

Kristen

฿3,045 total

includes taxes & fees

15 Mar - 16 Mar

Deluxe Double Room, Multiple Beds | Pillow-top beds, in-room safe, desk, laptop workspace

The Adventure Hotel by the parks

Kissimmee

Jessica

฿3,073 total

includes taxes & fees

25 Mar - 26 Mar

Outdoor pool, open 8 AM to 11 PM, pool umbrellas, pool loungers

Galleria Palms Hotel

Kissimmee

Yan

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Holiday Rentals in Kissimmee

Condo

Vacation Village Orlando, Celebration

Kissimmee

"Amazing stay"

Holiday Home

Exclusive House | In-room safe, individually decorated, individually furnished, desk

Family Friendly Four Bedroom w GameRoom @Disney 5145

Kissimmee

"The property was beautiful and suited my family’s needs perfectly. We traveled with 6 people and had more than enough space and room for us all!! The host was more than accommodating when our travel plans were affected by flight changes due to weather. We did Disney and Universal and both were very easily accessible from here. We would recommend this place 100 percent and will definitely stay here again. "

Holiday Home

Formosa Valley Resort by UNE Homes

Kissimmee

"The house was beautiful! I loved that there is a bathroom in every room. The environment was clean and quiet. "

Villa

7 Bedroom Villa, Private Pool, Resort Amenities

Kissimmee

"Lots things need improvement , lots areas that are dirty and need attention, broken flooring , dryer , dirty duct works, pool table broken. Won’t stay again needs attention for sure "

Apartment

Kissimmee Escape ~ 10 Mi to Disney World!

Kissimmee

"The property was very clean, in great condition. Everything was great, we will go back there if we ever go back to Florida. "

Condo

Gorgeous 2 Bedroom Apartment Close to Disney 305 3191

Kissimmee

"Great location, beautiful spacious apartment, comfortable beds/space. It was well appointed with kitchen items, bathroom, and laundry. The apartment floors were a little dirty and there really needed to be a fan in the 2nd bedroom. It was pretty stuffy in there with the thermometer limited to 72 at night. The AC unit was a little loud but cooled well. Unfortunately, the pool was too packed to enjoy, and the gym that didn't open until 9am was also packed. The gym was well appointed, and there...

Apartment

LOVELY LUXURY APARTMENT CLOSE DISNEY

Kissimmee

"We liked the friendliness of the folks around us. Once we got used to the the streets and how they changed names we were able to navigate around without trouble. At first though we got lost quite often. There weren't enough towels and wash cloths and the kitchen faucet had a broken faucet nut which we had to fix ourselves a couple of times. Other than that it was a most comfortable abode and we are glad that we rented it. "

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Where to stay in Kissimmee

Find the best Kissimmee areas for the activities you enjoy most. Learn more about Kissimmee

Reunion

Reunion delivers the ultimate resort experience with championship golf courses, luxurious holiday homes, and water parks just minutes from Orlando's famous theme parks. Three legendary courses designed by Palmer, Nicklaus, and Watson provide perfect fairways for golf enthusiasts. The Mediterranean-style community offers pristine pools and upscale amenities throughout. Families appreciate the water park with slides and lazy rivers. Active travellers enjoy tennis facilities and spa treatments between theme park visits. Though limited in local dining and shopping options, the gated community provides a peaceful retreat from Orlando's tourist bustle.

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Historic Downtown Kissimmee

Historic City centre Kissimmee charms visitors with preserved Victorian architecture along Broadway Street. The 1890s Osceola County Courthouse stands proudly with its distinctive red brick and clock tower. Seasonal street festivals and farmers markets bring this cultural hub to life throughout the year. Stroll along the waterfront paths of Lake Tohopekaliga or explore the quirky Monument of States. Local shops offer everything from cowboy memorabilia to Florida-themed crafts. The area's Cuban cafes and Southern comfort food restaurants perfectly complement its small-town atmosphere.

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Orlando, Florida. July 22, 2019 Orlando gold lettering on black background. Vector with travel icons and fireworks. Travel Postcard

Windsor Hills

Windsor Hills offers families a perfect retreat just minutes from Disney's Animal Kingdom and other Orlando attractions. This welcoming area features Mediterranean-style holiday homes with resort amenities like community pools and game rooms. Wide, palm-lined streets create a peaceful atmosphere after busy theme park days. The area primarily serves as a comfortable base for exploring Central Florida's famous destinations. Most homes include private pools and themed decor for extended family stays. While dining and shopping options are limited within the area, everything you need is just a short drive away.

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Sunset at the Twin Oaks Conservation Area near Kissimmee, Florida.

Orange Lake

Orange Lake combines resort luxury with prime access to Orlando's world-famous attractions. This Four Corners area centers around Orange Lake Resort, where championship golf courses and sprawling pool complexes create a holiday paradise. Walt Disney World is just minutes away, making this an ideal home base for theme park adventures. Families love the balance of on-site recreation and nearby entertainment options. Holiday villas with full kitchens offer space to relax after busy days. Resort shuttles make reaching major attractions simple, though rental cars provide the most flexibility for exploring beyond the area.

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Celebration Florida Wide Aerial Panorama. July 3, 2025.

Lake Berkley

While Lake Berkley may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Medieval Times and Give Kids the World Village.

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Stay near popular Kissimmee attractions

Old Town

4.2/5 (6,153 reviews)

This retro-themed district transports you to a nostalgic era with vintage architecture. Stroll the brick-paved streets at dusk when live music and illuminated attractions create a magical atmosphere.

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Mystic Dunes Golf Club

3.9/5 (1,101 reviews)

This Gary Koch-designed championship course blends British links-style dunes with Carolina wetlands across dramatic 80-foot elevations. Reserve your morning tee time for optimal play conditions on both distinct nines.

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Learn more about Kissimmee

Just minutes from Orlando's theme parks, this sunny gateway offers airboat tours where gators glide beneath your feet. Spend mornings paddling through natural springs and evenings exploring Old Town's vintage car shows and family-friendly restaurants.

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Top Kissimmee Hotel Reviews

Vacation Village Orlando, Celebration

10/10 Excellent

"The staff allowed me to check in very early since we just arrived from a Disney Cruise from the east coast. They also allowed a late check out due to an illness from a family member at another Hotel. Clean rooms and plenty to do here!"

Legacy Vacation Resorts - Kissimmee/Orlando

6/10 Okay

"This hotel is extremely dated and unfortunately the walls are so thin you can hear absolutely everything — sneezes, bathroom trips, and full conversations from neighboring rooms. It made the stay feel anything but private (and also made us very aware they could probably hear us too). When we arrived there was a car parked next to us with bullet holes and blown-out windows, which didn’t exactly create the most welcoming or safe first impression. We asked about a refund but since we booked through Expedia we were told that would likely be difficult. To the hotel’s credit, they did upgrade us to another room, which we appreciated. However, the upgraded room still had issues — the bathtub didn’t drain and the water had a pretty unpleasant smell, which made showering less than ideal. The one real upside was having a full kitchen, which was convenient and probably the best feature of the stay. Overall, we appreciated the staff attempting to help by moving us rooms, but the property itself feels very worn down and could really benefit from some serious updates and maintenance."

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

10/10 Excellent

"Overall Cottage was clean, few hair strands were left around bathroom and living room but we used additional cleaning products to clean up the overlook. Front Desk staff was friendly and attentive. H20 waterpark did not have full amenities available but we made the best of what was available."

More cheap stays in Kissimmee

Clarion Inn & Suites Kissimmee-Lake Buena Vista South

4985 W Irlo Bronson Hwy Kissimmee FL

฿1,419

฿1,997 total

19 Mar - 20 Mar

includes taxes & fees

6.4/10 (1,148 reviews)

Frequently asked questions

What's the best place to stay in Kissimmee?

Hilton Vacation Club Polynesian Isles Kissimmee is a favourite with Expedia customers. This hotel offers an outdoor pool and free parking. Reviews from our site also recommend ette hotel and Kompose Boutique Resort at Theme Parks as top choices for your trip. See all available top hotels, or vacation rentals in Kissimmee.

What are some of the best holiday rentals that Kissimmee has to offer?

The Berkley, Orlando: This highly rated holiday home rental in Kissimmee offers a furnished patio, a terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave and a coffee maker. You can relax into your holiday with an arcade/games room and 1 hot tub. Another good choice for your trip to Kissimmee is Formosa Valley Resort by UNE Homes. See all vacation rentals in Kissimmee.

If I need to cancel my hotel reservation in Kissimmee, will I receive a refund?

Yes! Most hotel reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a non-refundable reservation, you might be able to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Kissimmee.

What's the best place to stay on a budget in Kissimmee?

Based on reviews, Hilton Vacation Club Mystic Dunes Orlando is a popular hotel for our travellers who want a more economical choice, and features free Wi-Fi and free parking. Other good choices for your budget-friendly stay include Seasons Florida Resort and Ramada by Wyndham Kissimmee Gateway. View all budget hotels in Kissimmee.

What's the best family accommodation in Kissimmee?

Holiday Inn Club Vacations at Orange Lake Resort by IHG is a resort with free water park access and a lazy river, and it's a top choice on Expedia for families. Other good choices for your stay with the children include Westgate Town Center Resort and Kompose Boutique Resort at Theme Parks. Also, attractions such as Disney's Animal Kingdom® Theme Park and Walt Disney World® Resort are fun for children of all ages. Find more child-friendly accommodations in Kissimmee.

What is the favourite LGBTQ-friendly hotel in Kissimmee?

Holiday Inn Club Vacations at Orange Lake Resort by IHG is a top LGBTQ-friendly resort that features 7 outdoor pools and a golf course. Hilton Vacation Club Mystic Dunes Orlando and Legacy Vacation Resorts - Kissimmee/Orlando are two other good options for your trip. See all available hotels listed as LGBTQ-friendly in Kissimmee.

What's the best dog-friendly place to stay in Kissimmee?

Westgate Town Center Resort is a top dog-friendly resort, and offers 2 restaurants and 14 outdoor pools for its human guests. Other good choices to stay with your pet include Kompose Boutique Resort at Theme Parks and Margaritaville Resort Orlando with H2O Waterpark. See more pet-friendly hotel accommodations in Kissimmee.

What's the best accommodation option to stay near the beach in Kissimmee?

The Vietta Hotel is a top hotel located on the beach . See more stays near the beach in Kissimmee.

What's the best high-end place to stay in Kissimmee?

Disney's Animal Kingdom Lodge is a luxury hotel with 3 restaurants and a full-service spa, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Ette hotel and Encore Resort and Water Park at Reunion by Rentyl are two other upscale options for your holiday. Find more luxury hotels in Kissimmee.

What's the best golf hotel in Kissimmee?

Holiday Inn Club Vacations at Orange Lake Resort by IHG is a top resort that has a golf course and features free WiFi. Other good options to stay near a golf course include Hilton Vacation Club Mystic Dunes Orlando and Spectrum Resort Villas Orlando and Waterparks. Visit Falcon's Fire Golf Club, Reunion Resort Golf Course or Mystic Dunes Golf Club to perfect your golf swing. See more golf hotels in Kissimmee.

What are some accommodation options with pools in Kissimmee?

Seasons Florida Resort is a top hotel with an outdoor pool, free WiFi and free self-parking. A couple of other options that offer an on-site pool include Margaritaville Resort Orlando with H2O Waterpark and Delta Hotels by Marriott Orlando Celebration. View all hotels with pools in Kissimmee.

What is the best spa hotel in Kissimmee?

Margaritaville Resort Orlando with H2O Waterpark is a top spa hotel featuring 3 pools, 3 restaurants, 3 bars and a water slide. Enjoy a facial, body scrub or Swedish massage at St. Somewhere Spa. Other popular spa hotels in Kissimmee include Gaylord Palms Resort & Convention Center and Disney's Animal Kingdom Lodge. See all spa hotels in Kissimmee.

What's the best hotel in Kissimmee with an on-site water park or a water park nearby?

Holiday Inn Club Vacations at Orange Lake Resort by IHG is a popular resort, featuring free water park access, 7 outdoor pools and a children's club. You'll find Disney's Blizzard Beach Water Park within 12 minutes by car. Westgate Town Center Resort and Margaritaville Resort Orlando with H2O Waterpark are two other water park hotels you can choose from. Take a look at all hotels with or near waterparks in Kissimmee.

What's it like to stay in Kissimmee?

Families will find child-friendly activities in Kissimmee, and visitors give high marks for the festivals, theme park and shopping. This city also attracts tourists with its entertainment, sporting events and restaurants. Top sights in the city include Walt Disney World® Resort, Disney's Animal Kingdom® Theme Park and Old Town. In Kissimmee, there are 27543 hotels and other accommodation options to choose from. Find out more about Kissimmee.

What should I do while I'm visiting Kissimmee?

Known for its festivals and opera, cultural venues include Medieval Times, Capone's Dinner Show and Kissimmee Air Museum. Families come for attractions such as Disney's Animal Kingdom® Theme Park, Walt Disney World® Resort and Old Town. Landmarks like Monument of States and Bataan-Corregidor Memorial might be worth a visit. Take a look at what more there is to see and do in Expedia's Kissimmee guide.

How can I get around Kissimmee?

Local metro stations include Tupperware Station and Poinciana Station. If you want to venture outside the area, take a train from Kissimmee Station. If you want to venture out around the area, you may want a rental car in Kissimmee for your journey.

What's the seasonal weather like in Kissimmee?

The hottest months are usually July and August, with an average temperature of 27°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Kissimmee are August, July, September and June, with each month seeing an average of 196 mm of rainfall.

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Our top choices for Kissimmee hotels

Hampton Inn Kissimmee North

Kompose Boutique Resort at Theme Parks

Embassy Suites by Hilton Orlando Lake Buena Vista South

Margaritaville Resort Orlando with H2O Waterpark

Comfort Suites Maingate East

Oak Ridge Inn

Disney's Animal Kingdom Lodge

Gaylord Palms Resort & Convention Center

Quality Inn & Suites Heritage Park

Vacation Village Orlando, Celebration

SpringHill Suites by Marriott Orlando Lake Buena Vista South

Hilton Vacation Club Polynesian Isles Kissimmee

Radisson Hotel Orlando Lake Buena Vista South

Embassy Suites By Hilton Orlando Sunset Walk

Hilton Vacation Club Mystic Dunes Orlando

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

The Adventure Hotel by the parks

Galleria Palms Hotel

Holiday Rentals in Kissimmee

Vacation Village Orlando, Celebration

Where to stay in Kissimmee

Reunion

Historic Downtown Kissimmee

Windsor Hills

Orange Lake

Lake Berkley

Stay near popular Kissimmee attractions

Old Town

Mystic Dunes Golf Club

Learn more about Kissimmee

Top Kissimmee Hotel Reviews

Vacation Village Orlando, Celebration

More cheap stays in Kissimmee

Clarion Inn & Suites Kissimmee-Lake Buena Vista South

Frequently asked questions

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