The Best Hotels Closest to Osceola Square Mall in Orlando for 2026

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Our top choices for Osceola Square Mall hotels

A covered porch with wooden chairs and a ceiling fan.

A living room with a sofa, chairs, a coffee table, a TV, and a kitchen in the background.

A building with a flat roof and a covered porch area.

A two-story house with a porch, surrounded by lush greenery and hanging moss.

1. Kapp and Kappy B&B

Historic Downtown Kissimmee, 3.2 km from Osceola Square Mall

Mark

￥22,411

￥25,435 total

includes taxes & fees

Oct 18 - Oct 19

A kitchen with wooden cabinets, a microwave, a refrigerator, and two bar stools.

A hotel room with a large bed, a television, a wardrobe, a bathroom with a bathtub, and a kitchenette.

A pool area with lounge chairs and palm trees, surrounded by a building with a tiled roof.

The Club Sevilla building with a covered entrance, palm trees, and flower beds.

2. Club Sevilla

2.8 km from Osceola Square Mall

Adanise

￥6,766

￥8,497 total

includes taxes & fees

Oct 2 - Oct 3

A spacious lobby with a central seating area, large windows, and potted plants.

A modern living room with a round dining table, a sofa, and a TV mounted on the wall.

The entrance of Park Royal Orlando with a paved walkway, potted plants, and a bench.

A hotel room with two beds, a brick accent wall, a large mirror, and a bathroom with a sink and vanity.

3. Park Royal Orlando managed by Accor

1.8 km from Osceola Square Mall

Tyiki

￥9,918

￥11,257 total

includes taxes & fees

Oct 7 - Oct 8

A swimming pool with a blue deck, surrounded by a fence, and a building with a balcony in the background.

A hotel room with two beds, a desk, a chair, a mirror, and a small kitchenette.

4. Oak Ridge Inn

0.5 km from Osceola Square Mall

Amber

￥8,014

￥9,095 total

includes taxes & fees

Oct 3 - Oct 4

5. Red Roof Inn Kissimmee

2.7 km from Osceola Square Mall

Julianna

￥9,771

￥11,091 total

includes taxes & fees

Oct 11 - Oct 12

A modern living room with a sofa, coffee table, and a TV mounted on the wall.

A hotel room with two beds, a desk, a chair, a lamp, and a large mirror.

A modern two-story house with a balcony, a staircase, and a garage.

A rectangular swimming pool with a tiled edge, surrounded by a white fence.

6. Sunshine Inn

2.6 km from Osceola Square Mall

malik

￥6,688

￥7,591 total

includes taxes & fees

Oct 4 - Oct 5

A hotel room with a bed, desk, chair, and a small round table with a chair.

A swimming pool with a mural of parrots and tropical plants.

A modern living room with a chandelier, grey sofas, a coffee table, and a large window with a view.

A modern kitchen with a built-in refrigerator, a flat-screen TV mounted on the wall, and a dining area with a table and chair.

7. Home 1 Suites Extended Stay - Kissimmee

0.6 km from Osceola Square Mall

Leslie

￥8,029

￥9,112 total

includes taxes & fees

Oct 30 - Oct 31

A hallway with a wooden console table, a potted plant, and a wall-mounted abstract art piece.

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

A modern dining area with a large table and chairs, a chandelier, and a stone accent wall.

A pool area with a glass enclosure, lounge chairs, and a hot tub.

8. Enchanted Fantasy

2.2 km from Osceola Square Mall

Norberto

￥6,798

￥18,433 total

includes taxes & fees

Oct 2 - Oct 3

A rectangular swimming pool with a tiled deck, surrounded by a white fence.

A hotel room with two beds, a nightstand with a lamp, and artwork on the walls.

A long corridor with doors numbered 208 and 207, leading to rooms.

9. RW Hotel

2.9 km from Osceola Square Mall

Josue

￥9,206

￥10,449 total

includes taxes & fees

Oct 26 - Oct 27

A reception area with a counter, shelves with snacks, and a glass partition.

A room with a green sofa, a wooden table, a nightstand with a lamp, and a window with curtains.

A hotel room with a sofa, a bed with a patterned bedspread, a wooden nightstand, a desk, and a chair.

A well-organized pantry with various food items and beverages.

10. Econo Lodge Inn & Suites Maingate Central

2.9 km from Osceola Square Mall

Nurmyrat

￥3,945

￥6,665 total

includes taxes & fees

Oct 22 - Oct 23

A hotel room with two beds, a TV, a desk, a bathroom with a bathtub, and a door.

A hotel room with a wooden desk, two lamps, a mirror, and a window with blinds.

A compact refrigerator with a microwave on top, a wooden cabinet with drawers, and a tiled floor.

A swimming pool with a tiled edge, a palm tree, and outdoor seating with umbrellas.

11. Sevilla Inn - Near Medieval Times

2.8 km from Osceola Square Mall

JANET

￥6,494

￥7,372 total

includes taxes & fees

Oct 3 - Oct 4

A modern reception area with a large window, a reception desk, a bench, and a painting on the wall.

A swimming pool with lounge chairs, a thatched roof structure, and palm trees.

A hotel room with two beds, a desk, a chair, and a small sofa.

A bathroom with a shower area, a toilet, and a trash bin.

12. Duo Boutique Hotel

2.2 km from Osceola Square Mall

Carlos

￥8,357

￥9,485 total

includes taxes & fees

Oct 2 - Oct 3

A pool area with a clear view of the surrounding buildings, a blue inflatable shark, and several lounge chairs.

A modern kitchen with white cabinets, stainless steel appliances, a central island with stools, and a dining area with a table and chairs.

A bedroom with a bed, a dresser, a TV, and a window.

A bedroom with a bed, bedside table, lamp, and a wall-mounted artwork.

13. Hotel Styled Bedrooms in a Villa

1.9 km from Osceola Square Mall

Chantal

￥7,903

￥19,686 total

includes taxes & fees

Oct 5 - Oct 6

A building with the sign 'AMBASSADOR' and the number '4107' on the facade.

A building with the sign "BASSADOR MOTEL" and the number "4107" on its facade.

A bathroom with a granite countertop, a round mirror, a towel rack, and a toilet.

A rectangular swimming pool with a 4 FT depth marking, surrounded by a metal fence. There are lounge chairs and a covered seating area with tables.

14. Ambassador Inn

0.3 km from Osceola Square Mall

Thomas

￥10,245

￥13,970 total

includes taxes & fees

Oct 11 - Oct 12

A hotel room with two single beds, a small bedside table with a lamp, a framed picture on the wall, and a kitchenette in the background.

A motel with a grey building and a yellow building with balconies. There are cars parked in the lot.

A lobby with a beige armchair, a water cooler, a framed picture, and a door leading to a parking area.

A reception area with a counter, a potted plant, a framed picture, and a door leading to a hallway.

15. Siesta Motor Inn Kissimmee Near Disney World

2.8 km from Osceola Square Mall

Big

￥6,452

￥7,969 total

includes taxes & fees

Oct 5 - Oct 6

A swimming pool with blue tiles, a glass-enclosed patio with blue lounge chairs, and a gray sofa with red cushions.

A hotel room with two beds, each with a white and blue bedspread, and a blue and white pillow. There is a painting on the wall above the beds.

A kitchen with white cabinetry, a stainless steel refrigerator, and a coffee maker.

16. The Gathering Place

2.2 km from Osceola Square Mall

Matthew

￥6,373

￥17,950 total

includes taxes & fees

Oct 11 - Oct 12

A hot tub area with a pool, surrounded by palm trees and a clear sky.

A spacious living room with a sofa set, a coffee table, and a ceiling fan.

A basketball court with a blue surface, surrounded by palm trees and a building with a red roof in the background.

A dining area with a table set for four, white chairs, a chandelier, and a large castle-themed painting on the wall.

17. 8 Mi to Disney: Villa w/ Screened Pool & Lanai

3 km from Osceola Square Mall

"My stay at Terra Villa with Celisa Ramos was very disappointing, and I would not recommend it. The surrounding grounds appeared nice and the check in process was easy, but several issues during our stay made the overall experience frustrating. When we arrived at 4:30 p.m., the place had not yet finished being cleaned.While this was not a major issue for us, it was the first sign the property was not fully prepared. Once inside, we immediately noticed how extremely warm it was,warmer than...

Tara

￥23,448

￥64,850 total

includes taxes & fees

Oct 5 - Oct 6

A swimming pool with a hot tub, surrounded by a glass enclosure with a view of a residential area.

A hotel room with a bed, a nightstand, a wall with vertical stripes, and a window with curtains.

A modern living room with two sofas, a coffee table, and a dining area with chairs and a table.

A hallway with white doors, a staircase, and a yellow console table with a plant.

18. Harmony Ensuite Room Shared Home No Car

2 km from Osceola Square Mall

￥5,955

￥19,261 total

includes taxes & fees

Oct 12 - Oct 13

A neatly made bed with a patterned bedspread, two pillows, and a decorative wall piece.

A dining area with a wooden table, six chairs, and two wall art pieces.

A living room with a dark blue sofa, a white coffee table, and a dining area with a white table and chairs.

A kitchen with wooden cabinets, a white refrigerator, a stove, a microwave, and a black sink.

19. Villas del Sol Condo

1 km from Osceola Square Mall

￥19,128

￥37,792 total

includes taxes & fees

Oct 5 - Oct 6

An aerial view of a resort with a large swimming pool, tennis courts, and a parking area.

A welcoming entrance with a rock wall, palm trees, and a sign reading "Terra Verde".

An aerial view of a residential area with houses, a swimming pool, and a dock.

A living room with a sofa, a coffee table with decorative items, a TV stand, and a ceiling fan.

20. Upstay - Pet-friendly Resort Townhouse w Patio

3 km from Osceola Square Mall

￥11,474

￥40,978 total

includes taxes & fees

Oct 4 - Oct 5

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Top Osceola Square Mall Hotel Reviews

Sunshine Inn

10/10 Excellent

"The property was well maintained. In fact.\nI saw maintenance ongoing such as painting. The office staff was exceptionally friendly. The area was very well kept and the pool was clean. There was no issues with the parking lot. Actually , there was no issues with anything at all. I was challenged by the roku t v and streaming since I had no streaming accounts but I easily plugged in a broadcast over the air antenna To access the local and broadcast t v. Roku t v and streaming is common everywhere , so this cannot be considered a real issue unless you have no streaming accounts. There is convenient and close shopping to walmart as well as dollar tree. And an immense number of restaurants nearby to go to or to have delivered. There are a large number of comparable motels that are not nearly as good and convenient and comfortable as Sunshine ."

Hotel MonteCarlo

10/10 Excellent

"The room was clean and the bed sheets were in great condition however there was a strong smell of Mildew. I really enjoyed being so close to all the tourist attractions and the pool was a great amenity that we enjoyed. I would definitely recommend staying with them! The staff was very loving and helpful."

Econo Lodge Inn & Suites Maingate Central

8/10 Good

"Precio razonable conforme al tipo de propiedad, hay algunos comercios cerca, la atención bastante amable. Puede mejorar el tema de plagas."

Beautiful 9-bedroom house with AC in serene Kissimmee , Bring the whole Family !

10/10 Excellent

"Nice and clean"

Home 1 Suites Extended Stay - Kissimmee

10/10 Excellent

"Excelente servicio en todo"

Flash Sale - Themed 9BR New Home@Disney, Home Theater, Private Pool/SPA, Game Rm

10/10 Excellent

"House was great for adults and kids with awesome spaces for everyone to hang out together. Clean and spacious. Walking distance to walmart and various other stores."

20BD/15BDR/16BR. Free Early Check-In, Check-Out, and Game Room. See Below.

10/10 Excellent

"Frankie was an awesome host. Very attentive and quick to respond. Will look for his properties for future bookings."

Beautiful home near Disney Private PoolBBQ Downtown

10/10 Excellent

"Fun house for a family get away, with a pool table and backyard pool. Fully stocked kitchen for cooking/eating in. Outdoor grill too.Short walk to downtown Broadway Street with many restaurants. Bikes are available to ride to Lakefront park."

Lakeview Luxury Villa with Everything

10/10 Excellent

"This house had all the amenities that our family needed to have a relaxing stay. Plenty of space and a wonderful location."

Other attractions near Osceola Square Mall

A street with blue buildings, a stop sign, and a clear blue sky.

192 Flea Market

8.0/10 (246 reviews)

During your visit to Kissimmee, you can do some window-shopping at 192 Flea Market. Stroll along the lakeside in this family-friendly area, or seek out the golf courses.

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Three heraldic shields on a wall covered in ivy.

Medieval Times

8.0/10 (3,178 reviews)

You can get tickets for a performance at Medieval Times on your trip to Kissimmee. Make time for the shops and golf courses in this family-friendly area.

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Osceola County Welcome Center and History Museum

You can spend an afternoon exploring the galleries in Osceola County Welcome Center and History Museum in Kissimmee. Experience the entertainment choices and lively festivals in this family-friendly area.

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Blue Lake trail

Enjoy a trip to Blue Lake trail and popular activities like golfing in Kissimmee. Experience the entertainment choices and lively festivals in this family-friendly area.

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Kissimmee Air Museum

You can spend an afternoon exploring the galleries in Kissimmee Air Museum in Kissimmee. Experience the entertainment choices and lively festivals in this family-friendly area.

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Pioneer Village at Shingle Creek

You can spend time studying the exhibits at Pioneer Village at Shingle Creek during your trip to Kissimmee. Discover the top-notch restaurants and entertainment choices in this family-friendly area.

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Give Kids the World Village

7.8/10 (1,311 reviews)

Bring the kids to Give Kids the World Village and have a fun-filled day at this theme park in Kissimmee. Amble around this family-friendly area's lakeside or experience its entertainment choices.

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Wat Florida Dhammaram

Wat Florida Dhammaram is just one of the places to see in Kissimmee, so why not enjoy the other things to explore during your travels? Check out the shops and top-notch restaurants in this family-friendly area.

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Frequently asked questions

What's the area like around Osceola Square Mall?

Osceola Square Mall is located in a family-friendly area of Kissimmee known for its array of dining options and golfing. If you're looking for a convenient place to stay, check out the 54 hotels and other accommodations you'll find within a mile.

What's the best place to stay near Osceola Square Mall?

Home 1 Suites Extended Stay - Kissimmee is one of the top choices for your stay based on our traveler data, and this hotel offers an outdoor pool and free parking. It's located just a short 0.3 mi (0.6 km) from Osceola Square Mall. Other good options within 5 miles include Park Royal Orlando managed by Accor and Sunshine Inn.

How many hotels will I be able to find close to Osceola Square Mall?

Expedia has 54 hotels and other accommodations within a mile from Osceola Square Mall.

If I need to cancel the hotel reservation for my stay near Osceola Square Mall, will I receive a refund?

Yes, you'll find most hotel bookings are fully refundable if cancelled prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Add your dates and click on "Search", then use the filter option "fully refundable" to get the best options available near Osceola Square Mall.

Where can I learn more about changing or cancelling my trip in the area near Osceola Square Mall?

To access more information about rescheduling or cancelling your stay near Osceola Square Mall, head over to our customer service page.

What can I see and do near Osceola Square Mall?

Osceola County Welcome Center and History Museum, Kissimmee Air Museum, and Museum of Military History feature captivating exhibits. Spend some time wandering around Kissimmee Lakefront Park, Osceola Heritage Park, and Shingle Creek Regional Park. Old Town, AMF Bowling Center, and Skate Reflections are fun stops for the whole family while you're in town.

Find hotels near Osceola Square Mall, Orlando from ￥6,665

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Treat yourself

Be picky

Check prices for these dates

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Our top choices for Osceola Square Mall hotels

1. Kapp and Kappy B&B

2. Club Sevilla

3. Park Royal Orlando managed by Accor

4. Oak Ridge Inn

5. Red Roof Inn Kissimmee

6. Sunshine Inn

7. Home 1 Suites Extended Stay - Kissimmee

8. Enchanted Fantasy

9. RW Hotel

10. Econo Lodge Inn & Suites Maingate Central

11. Sevilla Inn - Near Medieval Times

12. Duo Boutique Hotel

13. Hotel Styled Bedrooms in a Villa

14. Ambassador Inn

15. Siesta Motor Inn Kissimmee Near Disney World

16. The Gathering Place

17. 8 Mi to Disney: Villa w/ Screened Pool & Lanai

18. Harmony Ensuite Room Shared Home No Car

19. Villas del Sol Condo

20. Upstay - Pet-friendly Resort Townhouse w Patio

Top Osceola Square Mall Hotel Reviews

Sunshine Inn

Hotel MonteCarlo

Econo Lodge Inn & Suites Maingate Central

Beautiful 9-bedroom house with AC in serene Kissimmee , Bring the whole Family !

Home 1 Suites Extended Stay - Kissimmee

Flash Sale - Themed 9BR New Home@Disney, Home Theater, Private Pool/SPA, Game Rm

20BD/15BDR/16BR. Free Early Check-In, Check-Out, and Game Room. See Below.

Beautiful home near Disney Private PoolBBQ Downtown

Lakeview Luxury Villa with Everything

Other attractions near Osceola Square Mall

192 Flea Market

Medieval Times

Osceola County Welcome Center and History Museum

Blue Lake trail

Kissimmee Air Museum

Pioneer Village at Shingle Creek

Give Kids the World Village

Wat Florida Dhammaram

Frequently asked questions