Condo Rentals in Osceola County
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A lighthouse at sunset with a calm lake reflecting the structure and palm trees in the foreground.

Condo Rentals in Osceola County

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Top cities in Osceola County

A large, historic building with a tower, reflecting on a calm lake with lily pads, surrounded by trees and a sunset sky.

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Our top choices for Osceola County condo rentals

A swimming pool with two slides, surrounded by modern buildings and palm trees.

A sign for Orbit One Vacation Villas with a clear view of the surrounding landscaping and palm trees.

A reception desk with a blue accent wall, a framed sign, and a modern design.

A hotel room with a bed, a ceiling fan, a window with curtains, a chair, and a wall-mounted lamp.

1. Orbit One Vacation Villas by Coolvacay

Orbit One Vacation Villas by Coolvacay

3.0 star property

Kissimmee

9.4 out of 10, Exceptional, (1,705 reviews)

9.4/10

Exceptional

(1,705 reviews)

"It was a lovely home away from home, everything we needed was there and around"

Virginia

Orbit One Vacation Villas by Coolvacay

An outdoor patio area with wicker furniture, a fire pit, and a view of a pool and greenery.

A hotel pool area with lounge chairs and umbrellas, surrounded by palm trees and a clear sky.

A modern hotel room with a flat-screen TV, a sofa, a chair, and a large window with a view.

A reception area with a 'Welcome Home' sign, a ceiling fan, and a reception desk with a plant.

2. Parkway International Resort by Coolvacay

Parkway International Resort by Coolvacay

3.0 star property

Kissimmee

9.4 out of 10, Exceptional, (2,631 reviews)

9.4/10

Exceptional

(2,631 reviews)

"Very clean and friendly staff."

ADRIAN

Parkway International Resort by Coolvacay

A living room with a sofa, two armchairs, a coffee table, a TV stand, a ceiling fan, and a large window with a view of greenery.

A dining area with a wooden table set for four, a vase with flowers, and a ceiling fan.

A hotel corridor with a concrete walkway, palm trees, and well-maintained lawns.

A swimming pool with a lifeguard chair, lounge chairs, and a fence.

3. Alhambra Villas by Coolvacay

Alhambra Villas by Coolvacay

3.0 star property

Solivita

9.2 out of 10, Wonderful, (1,032 reviews)

9.2/10

Wonderful

(1,032 reviews)

"Friendly staff,"

Rdhamraj

Alhambra Villas by Coolvacay

A view of a park with a lake, benches, and trees.

A thatched-roof gazebo with a wooden fence, surrounded by white lounge chairs on a sandy area.

A tennis court with a surrounding fence, a palm tree, and a body of water in the background.

A kitchen with white cabinets, a refrigerator, a dishwasher, a microwave, and a dining table with chairs.

4. Lifetime of Vacations Resort

Lifetime of Vacations Resort

3.0 star property

Kissimmee

9.4 out of 10, Exceptional, (186 reviews)

9.4/10

Exceptional

(186 reviews)

"We absolutely love coming to lifetime and grand lake resort. This is our favorite place to stay!!"

Alena

The price is RM322

RM322

RM434 total

includes taxes & fees

29 Nov - 30 Nov

Lifetime of Vacations Resort

A modern kitchen with dark wood cabinets, a black microwave, and a built-in oven.

A building with a sign reading "High Point World Resort Welcome Center."

A living room with a sofa, a coffee table, and a TV.

A hotel room with two beds, a ceiling fan, a nightstand with a lamp, and a bathroom with a shower and toilet.

5. High Point World Resort

High Point World Resort

3.5 star property

Kissimmee

8.8 out of 10, Excellent, (178 reviews)

8.8/10

Excellent

(178 reviews)

"everything was perfect and the bed was sooo soft"

Evelyn

High Point World Resort

A swimming pool with lounge chairs, surrounded by palm trees and a building with a thatched roof.

A living room with a blue sofa, a dining area with a table and chairs, a kitchen with wooden cabinets and a refrigerator, and a ceiling fan.

A reception area with a wooden desk, a reception counter, a seating area with a wicker chair, and a ceiling fan.

A kitchen with wooden cabinets, stainless steel appliances, a dishwasher, and a microwave.

6. Magic Tree Resort by Coolvacay

Magic Tree Resort by Coolvacay

3.0 star property

Kissimmee

9.8 out of 10, Exceptional, (8 reviews)

9.8/10

Exceptional

(8 reviews)

"Great hotel friendly staff definitely would recommend"

Tristen

Magic Tree Resort by Coolvacay

A swimming pool with a curved design, surrounded by a paved deck and a fence.

A compact kitchen with modern appliances, a dining area with blue chairs, and a cozy seating area with a sofa and a small table.

A cozy room with a bed, a sofa, a dining table, and a TV mounted on the wall.

A living room with a sofa, a coffee table, and a dining table with chairs. There is a television mounted on the wall and a window with blinds.

7. Lyrios Vacation Rentals - The Palms

Lyrios Vacation Rentals - The Palms

4.0 star property

Kissimmee

The price is RM361

RM361

RM773 total

includes taxes & fees

7 Nov - 8 Nov

Lyrios Vacation Rentals - The Palms

A residential area with a large swimming pool and a golf course.

A modern living room with a beige sectional sofa, a white coffee table, and a flat-screen TV mounted on the wall.

A modern kitchen with white cabinets, a black backsplash, and a dining area set with white plates, blue placemats, and clear wine glasses.

A modern kitchen with a central island, stainless steel appliances, and a dining area with bar stools.

8. Stunning 2 Bd Condo Close to Disney 304 3191

Stunning 2 Bd Condo Close to Disney 304 3191

5.0 star property

Kissimmee

5.0 out of 10, (6 reviews)

5.0/10

(6 reviews)

"Pools were filthy. The washer dryer combo did not work. Like a previous "

Stephanie

Stunning 2 Bd Condo Close to Disney 304 3191

A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a built-in oven.

A modern living room with a grey sofa, a purple armchair, and a large window with a view of greenery.

9. Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort

Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort

5.0 star property

Kissimmee

8.4 out of 10, Very good, (11 reviews)

8.4/10

Very good

(11 reviews)

"Very roomy, clean and equipped apartment, worth for the money paid."

Prasad

Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort

A modern kitchen with white cabinets, a central island, stainless steel appliances, and pendant lighting.

10. Modern Condo Near Disney Foosball Water Park!

Modern Condo Near Disney Foosball Water Park!

4.0 star property

Kissimmee

8.8 out of 10, Excellent, (6 reviews)

8.8/10

Excellent

(6 reviews)

"Great place, clean and fully furnished, including kitchen items. Great pool and mini water park."

Hrant

Modern Condo Near Disney Foosball Water Park!

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.

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Condo Rentals in Osceola County

Change your mind

Treat yourself

Be picky

Top cities in Osceola County

Kissimmee

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Osceola County condo rentals

1. Orbit One Vacation Villas by Coolvacay

2. Parkway International Resort by Coolvacay

3. Alhambra Villas by Coolvacay

4. Lifetime of Vacations Resort

5. High Point World Resort

6. Magic Tree Resort by Coolvacay

7. Lyrios Vacation Rentals - The Palms

8. Stunning 2 Bd Condo Close to Disney 304 3191

9. Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort

10. Modern Condo Near Disney Foosball Water Park!

Explore a world of travel with Expedia