Compare Kissimmee Vacation Rentals

Name: Oasis Private Ensuite Room Shared Home
Price range: $152 total

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Kissimmee Rentals

Free Cancellation

Reserve now, pay when you stay

8.13 mi from city center

$117 nightly

$132 total

Mar 15 - Mar 16

Total with taxes and fees

Guests of Vacation Village Orlando, Celebration enjoy 7 outdoor pools, a children's pool, and a gym. You can take advantage of onsite parking for a fee, along with an area shuttle. The 24-hour front desk has staff standing by to help with tours/tickets and luggage storage. Other amenities at this family-friendly condo building include 7 hot tubs, free WiFi in public areas, and a business center.

Pool

Hot Tub

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Free Cancellation

Reserve now, pay when you stay

12.75 mi from city center

$354 nightly

$402 total

Apr 13 - Apr 14

Total with taxes and fees

Guests of Margaritaville Cottages Orlando by Rentyl with H2O Waterpark have access to a full-service spa, a free water park, and an outdoor pool. A stay here includes free parking. The front desk has multilingual staff on hand 24/7 to help with tours or tickets, luggage storage, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Other amenities at this spa aparthotel include a lazy river, a gym, and a sauna.

Pool

Hot Tub

Free Cancellation

Reserve now, pay when you stay

13.95 mi from city center

$165 nightly

$186 total

Mar 22 - Mar 23

Total with taxes and fees

At The Berkley, Orlando, guests enjoy 2 outdoor pools, a children's pool, and a gym. There's free parking and a free theme park shuttle. Front-desk staff can assist with luggage storage and concierge services. Other amenities at this family-friendly vacation home include free WiFi in public areas, a hot tub, and a business center.

Pool

Hot Tub

Regal Oaks Resort Vacation Townhomes by IDILIQ

Free Cancellation

Reserve now, pay when you stay

6.98 mi from city center

$296 nightly

$336 total

Mar 21 - Mar 22

Total with taxes and fees

Guests of Regal Oaks Resort Vacation Townhomes by IDILIQ have access to 2 outdoor pools, a free water park, and a gym. If you decide to drive, there's free parking. The front desk has multilingual staff that can help with luggage storage, concierge services, and securing valuables. Other amenities at this family-friendly condominium resort include free WiFi in public areas, a hot tub, and an outdoor tennis court.

Pool

Hot Tub

Free Cancellation

Reserve now, pay when you stay

7.15 mi from city center

$113 nightly

$129 total

Mar 22 - Mar 23

Total with taxes and fees

At Barefoot'n Resort Kissimmee Orlando, guests enjoy an outdoor pool, a children's pool, and free WiFi in public areas. Free parking is available if you drive. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Additional amenities include a hot tub, laundry facilities, and a picnic area.

Pool

Hot Tub

11.1 mi from city center

Reunion Resort & Golf Club features a golf course, 11 outdoor pools, and a free water park. Self parking is available for USD 20 per day. Multilingual staff at the 24-hour front desk can assist with concierge services, luggage storage, and dry cleaning/laundry. Other amenities at this luxury aparthotel include a lazy river, a children's pool, and a gym.

Pool

Hot Tub

Luxury Cinderella Castle Villa in Reunion

12.51 mi from city center

Guests staying at this villa enjoy a gym, an arcade/game room, and laundry facilities. This family-friendly villa also has barbecue grills.

Pool

Kitchen

14.9 mi from city center

This vacation home features karaoke, an outdoor pool, and a gym. Other amenities at this family-friendly vacation home include a hot tub, an arcade/game room, and laundry facilities.

Pool

Hot Tub

3.08 mi from city center

$123 nightly

$140 total

Mar 15 - Mar 16

Total with taxes and fees

Guests of Magical Dreams enjoy an outdoor pool, free WiFi in public areas, and microwave in a common area. A stay here includes free parking. Additional amenities include a refrigerator in a common area, laundry facilities, and a TV in a common area.

Pool

Kitchen

5.02 mi from city center

Guests staying at this villa enjoy a gym, an arcade/game room, and laundry facilities.

Pool

Kitchen

6.72 mi from city center

$180 nightly

$204 total

Mar 23 - Mar 24

Total with taxes and fees

The Irlo features an outdoor pool, free WiFi in public areas, and a 24-hour business center. Free parking is included with your stay. The 24-hour front desk has multilingual staff ready to assist with sightseeing, directions, and local dining recommendations. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include a computer station, laundry facilities, and a convenience store.

Pool

Kitchen

3.08 mi from city center

$133 nightly

$152 total

Apr 14 - Apr 15

Total with taxes and fees

Guests of Oasis Private Ensuite Room Shared Home enjoy features like 2 outdoor pools, free WiFi in public areas, and microwave in a common area. You can take advantage of free offsite parking if you drive. Additional amenities include a refrigerator in a common area, laundry facilities, and a communal living room.

Pool

Kitchen

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Kissimmee Large Group Rentals

The Berkley, Orlando

8545 W. Irlo Bronson Highway Kissimmee FL

$165 nightly

$186 total

Mar 22 - Mar 23

Total with taxes and fees

9.6/10 Exceptional! (2,130 reviews)

⭐️New listing 5 mi from Disney/Free Arcades, HeatedPool & Water park🌊

Kissimmee FL

$574 nightly

$642 total

Apr 2 - Apr 3

Total with taxes and fees

9.6/10 Exceptional! (20 reviews)

Formosa Valley Resort by UNE Homes

Formosa Vly Pl Kissimmee FL

$548 nightly

$611 total

Mar 16 - Mar 17

Total with taxes and fees

9.4/10 Exceptional! (206 reviews)

Spacious 5-bedroom house, mins from Disney World & major attractions

Kissimmee FL

$282 nightly

$316 total

Mar 23 - Mar 24

Total with taxes and fees

7.4/10 Good! (3 reviews)

Maple Leaf Inn & Suites

Kissimmee FL

$70 nightly

$79 total

Mar 15 - Mar 16

Total with taxes and fees

8BR • 2 Theaters • Game Room • Private Pool/Spa

Kissimmee FL

How to Book Vacation Rentals in Kissimmee

🏠 What is the best price for Kissimmee vacation rentals?

Kissimmee vacation rentals range in price, starting at $79 per night.

🏠 What types of vacation rentals in Kissimmee can I rent?

Orbitz offers a wide range of Kissimmee rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Kissimmee condo rentals.

🏠 Is it free to cancel my Kissimmee vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.

🏠 How do I find the best deals to rent a Kissimmee vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Kissimmee. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.

🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.

🏠 What are the advantages of booking a vacation rental in Kissimmee?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Kissimmee apartments and enjoy an extended stay.

🏠 Why should I book my vacation rental with Orbitz in Kissimmee?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Kissimmee package deals will get you even more savings.