Osceola County Vacation Rentals

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Osceola County Vacation Rentals

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3 out of 5
2975 Arabian Nights Blvd Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $133 total per night
$133 total
Mar 22 - Mar 23
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

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

4 out of 5
8000 Fins Up Circle Kissimmee FL
$420 nightly
The price is $477 total per night
$477 total
Mar 11 - Mar 12
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
Luxury Cinderella Castle Villa in Reunion

Luxury Cinderella Castle Villa in Reunion

Kissimmee FL
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
Regal Oaks Resort Vacation Townhomes by IDILIQ

Regal Oaks Resort Vacation Townhomes by IDILIQ

4 out of 5
5780 Golden Hawk Way Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
$298 nightly
The price is $338 total per night
$338 total
Mar 8 - Mar 9
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
Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
7593 Gathering Drive Kissimmee FL
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
Club Wyndham Cypress Palms

Club Wyndham Cypress Palms

3.5 out of 5
Kissimmee FL
Guests staying at Club Wyndham Cypress Palms enjoy access to 2 outdoor pools, a 24-hour gym, and 2 hot tubs. If you drive, put free parking to good use. The front desk is staffed 24 hours a day to help with concierge services and luggage storage. Additional amenities include free WiFi in public areas, a business center, and laundry facilities.
Pool
Hot Tub
Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando

2.5 out of 5
2754 Florida Plaza Blvd Kissimmee FL
Free Cancellation
$117 nightly
The price is $133 total per night
$133 total
Mar 15 - Mar 16
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
Magical Dreams

Magical Dreams

4 out of 5
231 Marcello Blvd Kissimmee FL
$128 nightly
The price is $146 total per night
$146 total
Mar 8 - Mar 9
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
Glam Villa Near the Parks w Gamer & Princess BRs, Huge Theater, Arcade, Spa Pool

Glam Villa Near the Parks w Gamer & Princess BRs, Huge Theater, Arcade, Spa Pool

Kissimmee FL
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
Modern Luxury Villa with Everything

Modern Luxury Villa with Everything

Kissimmee FL
Guests staying at this villa enjoy a gym, an arcade/game room, and laundry facilities.
Pool
Kitchen
Oasis Private Ensuite Room Shared Home

Oasis Private Ensuite Room Shared Home

3.5 out of 5
227 Marcello Blvd Kissimmee FL
$133 nightly
The price is $152 total per night
$152 total
Apr 6 - Apr 7
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
Modern Luxury Villa with Everything

Modern Luxury Villa with Everything

Kissimmee FL
This villa offers a water park, a gym, and an arcade/game room. This family-friendly villa also has laundry facilities.
Pool
Kitchen
Enchanted Dreams

Enchanted Dreams

3.5 out of 5
2624 Calistoga Ave Kissimmee FL
$130 nightly
The price is $148 total per night
$148 total
Mar 30 - Mar 31
Total with taxes and fees
Enchanted Dreams features 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 communal living room.
Pool
Kitchen
Lifetime of Vacations Resort

Lifetime of Vacations Resort

3 out of 5
7770 W Irlo Bronson Memorial Hwy Kissimmee FL
Lifetime of Vacations Resort features an outdoor pool, a gym, and a business center. RV, bus, and truck parking is available. Friendly staff can provide luggage storage, and also offer advice about sightseeing. Additional amenities include a computer station, laundry facilities, and barbecue grills.
Pool
Kitchen
Enchanted Fantasy

Enchanted Fantasy

3.5 out of 5
2622 Calistoga Ave Kissimmee FL
$119 nightly
The price is $134 total per night
$134 total
Mar 7 - Mar 8
Total with taxes and fees
At Enchanted Fantasy, guests have access to an outdoor pool, free WiFi in public areas, and microwave in a common area. If you plan to drive, free offsite parking is available. Additional amenities include a refrigerator in a common area, laundry facilities, and a TV in a common area.
Pool
Kitchen
Villas at Fortune Place

Villas at Fortune Place

3 out of 5
1201 Simpson Rd Kissimmee FL
At Villas at Fortune Place, guests enjoy 2 outdoor pools, a children's pool, and a gym. A stay here includes free parking. The front desk is staffed 24/7 to help with luggage storage, and answer any questions about the accommodations. Other amenities at this family-friendly aparthotel include free WiFi in public areas, a computer station, and a library.
Pool
Kitchen
Barefoot Suites

Barefoot Suites

3 out of 5
2750 Florida Plaza Blvd Kissimmee FL
$101 nightly
The price is $114 total per night
$114 total
Mar 12 - Mar 13
Total with taxes and fees
Guests staying at Barefoot Suites enjoy an outdoor pool, a children's pool, and free WiFi in public areas. If you drive, take advantage of free parking. The 24-hour front desk has multilingual staff ready to assist with securing valuables and luggage storage. Other amenities at this family-friendly aparthotel include a hot tub, a business center, and a computer station.
Pool
Hot Tub
Luxury 20 bedroom Reunion Villas @ Disney's Doorstep

Luxury 20 bedroom Reunion Villas @ Disney's Doorstep

Kissimmee FL
This vacation home features a hot tub, an arcade/game room, and laundry facilities. Staff members can answer questions about accommodations, and also provide concierge services. This family-friendly vacation home also has a garden.
Pool
Hot Tub
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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.

Hotel Options in Osceola County

    Kompose Boutique Resort at Theme Parks

    Kompose Boutique Resort at Theme Parks

    7491 W Irlo Bronson Memorial Hwy Kissimmee FL
    $91 nightly
    The price is $104 total per night from Mar 10 to Mar 11
    $104 total
    Mar 10 - Mar 11
    Total with taxes and fees
    9.4/10 Exceptional! (2,961 reviews)
    Margaritaville Resort Orlando with H2O Waterpark

    Margaritaville Resort Orlando with H2O Waterpark

    8000 Fins Up Circle Kissimmee FL
    $219 nightly
    The price is $248 total per night from Mar 8 to Mar 9
    $248 total
    Mar 8 - Mar 9
    Total with taxes and fees
    8.8/10 Excellent! (3,610 reviews)
    Vacation Village Orlando, Celebration

    Vacation Village Orlando, Celebration

    2975 Arabian Nights Blvd Kissimmee FL
    $118 nightly
    The price is $133 total per night from Mar 22 to Mar 23
    $133 total
    Mar 22 - Mar 23
    Total with taxes and fees
    8.6/10 Excellent! (3,535 reviews)

Orbitz makes it easy to find vacation rentals in Osceola County 

🏠 What is the best price for a Osceola County vacation rental?


Osceola County rentals range between $104 and $477 per night. At Orbitz, we have a vacation rental for every budget.


🏠 What types of vacation rentals in Osceola County can I rent?


Choose from apartments to beautifully decorated vacation homes, condo resorts or even B&Bs or motels for your next Osceola County getaway. Orbitz filters your search results so you can find the best Osceola County vacation rental for you. We have tons of options.


🏠 Are cancellations free on Osceola County vacation rentals with Orbitz?


You may be able to cancel or amend your Osceola County vacation rental booking free of charge before a pre-agreed deadline. Make sure to check the terms of cancellation before you book—so you know exactly where you stand. 


🏠 How do I find the best vacation rental deals in Osceola County?


Enter your travel dates, and we’ll do the rest. You can then browse our exciting deals and all the tempting vacation rentals we have on offer in Osceola County by filtering your search by amenities, prices, and property types and look at customers ratings to help you pick.


🏠 How do I cancel my vacation rental booking through Orbitz


Vacation rentals have slightly different rules to other bookings on Orbitz. Usually, you need to contact your property manager, you may be able to get a full refund before the cancellation date. Click My TripsOpens in a new window on your Orbitz account page to find the right information contact. If you need more help, visit our Customer ServiceOpens in a new window page. 


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


When you book a Osceola County vacation rental, you have the privacy of home and can add on those luxury amenities of a hotel. Filter your vacation rental results to find a place with a hot tub or pool, games rooms or large patio with a barbecue. With so much choice on offer, it’s easy to plan the perfect trip with Orbitz. 


🏠 Where can I find vacation rentals in Osceola County?


Escape back to nature and check out some of the smaller towns. You’ll find great vacation rentals right across Osceola County—with plenty of hidden gems. We also have plenty of inventory in Osceola County main cities and near popular attraction spots.


🏠 Why should I book my Osceola County vacation rental with Orbitz?


At Orbitz, we search the market for the best accommodation, flights, and car rental deals, so you don’t have to. We’ll help you build your dream Osceola County vacation. With plenty of vacation rentals on offer, you can be sure to find the one that’s right for you in just a few clicks. 


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