The Best Hotels Closest to Osceola Square Mall in Orlando - 2026 Updated Prices

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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, 2 mi from Osceola Square Mall

Mark

£128

includes taxes & fees

23 Sept - 24 Sept

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

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

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

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

2. Club Sevilla

1.7 mi from Osceola Square Mall

Adanise

£45

includes taxes & fees

27 Sept - 28 Sept

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

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

A swimming pool with lounge chairs and umbrellas, surrounded by multi-story buildings with balconies.

A swimming pool with lounge chairs and umbrellas, a building with balconies, and a clear sky.

3. Park Royal Orlando managed by Accor

1.1 mi from Osceola Square Mall

Tyiki

£37

includes taxes & fees

27 Sept - 28 Sept

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

0.3 mi from Osceola Square Mall

Ronald

£51

includes taxes & fees

23 Sept - 24 Sept

A swimming pool with a clear blue water, surrounded by a fence, and a building with a balcony.

A hotel room with a bed, a desk, a chair, a television, and a kitchenette.

A Red Roof Inn with a modern architectural style, featuring a flat roof, arched windows, and a stone base for the sign.

A hotel reception desk with a modern design, a digital phone, and a sign for Red Roof Inn.

5. Red Roof Inn Kissimmee

1.7 mi from Osceola Square Mall

Julianna

£45

includes taxes & fees

28 Sept - 29 Sept

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

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.

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

6. Sunshine Inn

1.6 mi from Osceola Square Mall

malik

£36

includes taxes & fees

24 Sept - 25 Sept

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

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

A hotel room with a wooden desk, a black office chair, a television mounted on the wall, a coffee maker, and a microwave on a cabinet.

7. RW Hotel

1.8 mi from Osceola Square Mall

Josue

£42

includes taxes & fees

23 Sept - 24 Sept

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

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

8. Enchanted Fantasy

1.4 mi from Osceola Square Mall

Norberto

£84

includes taxes & fees

27 Sept - 28 Sept

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

A kitchen with a coffee station, wooden cabinets, and a wall with multilingual welcome signs.

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.

9. Econo Lodge Inn & Suites Maingate Central

1.8 mi from Osceola Square Mall

Nurmyrat

£32

includes taxes & fees

12 Oct - 13 Oct

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

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

10. Sevilla Inn - Near Medieval Times

1.7 mi from Osceola Square Mall

felix

£38

includes taxes & fees

24 Sept - 25 Sept

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

A bathroom with a white vanity, a large mirror, and a potted plant.

11. Hotel Styled Bedrooms in a Villa

1.2 mi from Osceola Square Mall

Chantal

£93

includes taxes & fees

27 Sept - 28 Sept

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

A motel with a covered patio, outdoor seating, and a pool area.

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

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

12. Duo Boutique Hotel

1.4 mi from Osceola Square Mall

Carlos

£45

includes taxes & fees

23 Sept - 24 Sept

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 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.

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

13. Ambassador Inn

0.2 mi from Osceola Square Mall

Thomas

£37

includes taxes & fees

27 Sept - 28 Sept

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

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.

14. Siesta Motor Inn Kissimmee Near Disney World

1.7 mi from Osceola Square Mall

Big

£60

includes taxes & fees

26 Sept - 27 Sept

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

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

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

15. The Gathering Place

1.3 mi from Osceola Square Mall

Matthew

£85

includes taxes & fees

23 Sept - 24 Sept

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

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

A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

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

16. 8 Mi to Disney: Villa w/ Screened Pool & Lanai

1.9 mi 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

£308

includes taxes & fees

28 Sept - 29 Sept

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

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

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

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

17. Harmony Ensuite Room Shared Home No Car

1.3 mi from Osceola Square Mall

£95

includes taxes & fees

1 Oct - 2 Oct

A hotel room with two beds, each with Mickey Mouse themed bedding and pillows.

A multi-story parking garage with several cars parked.

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

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a fence.

18. Villas del Sol Condo

0.6 mi from Osceola Square Mall

£165

includes taxes & fees

28 Sept - 29 Sept

A covered outdoor swimming pool area with a pergola, lounge chairs, and a hot tub.

A kitchen with granite countertops, white cabinets, a stainless steel sink, a built-in microwave, a stove, and a refrigerator.

A spacious living area with a large sofa, a coffee table, and a wicker chair. There are multiple windows with arched tops, and a plant is visible on the coffee table.

A two-story building with a red-tiled roof, a central entrance with a clock, and a palm tree in the foreground.

19. Spacious Family Townhouse Kissimmee - Sleeps 8

Bellavida, 1.4 mi from Osceola Square Mall

£223

includes taxes & fees

23 Sept - 24 Sept

A covered outdoor swimming pool with a pergola, lounge chairs, and a hot tub.

20. Spacious 4BR Family Townhouseprivate Pool & BBQ

Bellavida, 1.4 mi from Osceola Square Mall

£238

includes taxes & fees

23 Sept - 24 Sept

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Top Osceola Square Mall Hotel Reviews

Park Royal Orlando managed by Accor

10/10 Excellent

"El desayuno muy completo y muy rico! El punto estratégico donde está ubicado"

Sunshine Inn

10/10 Excellent

"Love it"

Seasons Florida Resort

10/10 Excellent

"Everything it’s good"

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."

Econo Lodge Inn & Suites Maingate Central

10/10 Excellent

"My stay was wonderful I come back again breakfast was very good also,I will invite family and friends to come or the water pressure in the shower 🚿 was very low but I still get to shower thanks"

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

10/10 Excellent

"Beautiful home, great location-close to Disney, lots of shopping nearby and restaurants. The host was easy to communicate with. Will definitely look to stay again."

Beautiful home near Disney Private PoolBBQ Downtown

10/10 Excellent

"Pet friendly had easy check-in nice quiet neighborhood would definitely recommend"

Hotel MonteCarlo

8/10 Good

"Great service Clean room"

12Bd Vacation Mansion For 30 Guests. Prime Disney Location, Amazing Value!

10/10 Excellent

"Because of this home, this became one of the best family vacations we’ve ever had. The house was spacious and modern, although there were some minor issues, but it all worked itself out. The area had everything surrounding it. But I’ll warn you, those raccoons were bold. The neighbors were friendly even down to security. Definitely would recommend anyone to stay here."

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 make plans for a show at Medieval Times during 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 studying the exhibits at Osceola County Welcome Center and History Museum during your travels 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 such as 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 browsing the exhibits at Kissimmee Air Museum during your trip to 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 family 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? Visit 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, take a look at the 53 hotels and other accommodation options 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 traveller 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 are there close to Osceola Square Mall?

Expedia has 53 hotels and other accommodation options 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, most hotel reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within 24 hours of booking. Plug in your dates, click on "Search", then filter by "fully refundable" to review the best deals available near Osceola Square Mall.

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.

Search Hotels Near Osceola Square Mall, Orlando

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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. RW Hotel

8. Enchanted Fantasy

9. Econo Lodge Inn & Suites Maingate Central

10. Sevilla Inn - Near Medieval Times

11. Hotel Styled Bedrooms in a Villa

12. Duo Boutique Hotel

13. Ambassador Inn

14. Siesta Motor Inn Kissimmee Near Disney World

15. The Gathering Place

16. 8 Mi to Disney: Villa w/ Screened Pool & Lanai

17. Harmony Ensuite Room Shared Home No Car

18. Villas del Sol Condo

19. Spacious Family Townhouse Kissimmee - Sleeps 8

20. Spacious 4BR Family Townhouseprivate Pool & BBQ

Top Osceola Square Mall Hotel Reviews

Park Royal Orlando managed by Accor

Sunshine Inn

Seasons Florida Resort

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

Econo Lodge Inn & Suites Maingate Central

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

Beautiful home near Disney Private PoolBBQ Downtown

Hotel MonteCarlo

12Bd Vacation Mansion For 30 Guests. Prime Disney Location, Amazing Value!

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