Vacations Close To Osceola Square Mall

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Osceola Square Mall Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Apopka City Center

Hilton Garden Inn Apopka City Center

3 out of 5
Price was $860, price is now $635 per person
$635
per person
Dec 21 - Dec 28
found 1 day ago
Roundtrip flight included
New York (JFK) to Orlando (MCO)

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was $5,038, price is now $2,711 per person
$2,711
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was $1,506, price is now $868 per person
$868
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)

Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Save 100% on your flight
Price was $1,430, price is now $862 per person
$862
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Save 100% on your flight
Price was $1,673, price is now $1,121 per person
$1,121
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Amazing.

Reviewed on Nov 3, 2026

Meliá Orlando Celebration

Meliá Orlando Celebration

4 out of 5
Price was $1,156, price is now $838 per person
$838
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)

Omni Orlando Resort at ChampionsGate

Omni Orlando Resort at ChampionsGate

4 out of 5
Champions Gate
Price was $1,270, price is now $939 per person
$939
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Paying for parking on a huge blacktop parking lot feels like a money grab but everything else was 5/5.

Reviewed on Nov 3, 2026

Calypso Cay Vacation Villas

Calypso Cay Vacation Villas

3.5 out of 5
Price was $1,252, price is now $929 per person
$929
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Amazing place to stay!!

Reviewed on Nov 3, 2026

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Best Lodging Options Near Osceola Square Mall

Home 1 Suites Extended Stay - Kissimmee

Home 1 Suites Extended Stay - Kissimmee

2.5 out of 5
4156 West Vine Street Kissimmee FL
0.56 km from Osceola Square Mall
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Park Royal Orlando managed by Accor

Park Royal Orlando managed by Accor

2.5 out of 5
1500 North Thacker Ave Kissimmee FL
1.8 km from Osceola Square Mall
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
Harmony Ensuite Room Shared Home No Car

Harmony Ensuite Room Shared Home No Car

2.5 out of 5
284 Marcello Blvd Kissimmee FL
2.03 km from Osceola Square Mall
Stay at this aparthotel in Kissimmee. Enjoy free WiFi, laundry facilities, and air conditioning. Popular attractions Old Town and Give Kids the World Village ...
Sunshine Inn

Sunshine Inn

2 out of 5
4643 W Irlo Bronson Memorial Hwy Kissimmee FL
2.58 km from Osceola Square Mall
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Old Town and Disney Springs™ ...
Red Roof Inn Kissimmee

Red Roof Inn Kissimmee

2 out of 5
Kissimmee FL
2.68 km from Osceola Square Mall
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Old Town and Disney Springs™ ...
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
4736 W Irlo Bronson Hwy Memorial Kissimmee FL
3.48 km from Osceola Square Mall
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and a free theme park shuttle. Our guests praise the pool and the helpful ...
Club Sevilla

Club Sevilla

2 out of 5
4646 W Irlo Bronson Memorial Hwy Kissimmee FL
2.77 km from Osceola Square Mall
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Econo Lodge Inn & Suites Maingate Central

Econo Lodge Inn & Suites Maingate Central

2.5 out of 5
Kissimmee FL
2.88 km from Osceola Square Mall
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular attractions ...
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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.