Cheap Vacations in Osceola County

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Osceola County vacations

Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was $598, price is now $361 per person
$361
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $886, price is now $451 per person
$451
per person
Dec 3 - Dec 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $1,004, price is now $572 per person
$572
per person
Dec 3 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Orlando (MCO)
Westgate Leisure Resort

Westgate Leisure Resort

3.5 out of 5
International Drive District
Save 100% on your flight
Price was $862, price is now $507 per person
$507
per person
Dec 3 - Dec 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Save 100% on your flight
Price was $1,334, price is now $830 per person
$830
per person
Nov 20 - Nov 27
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Orlando (MCO)
Siena at Bella Collina

Siena at Bella Collina

3.5 out of 5
Save 100% on your flight
Price was $1,252, price is now $782 per person
$782
per person
Nov 19 - Nov 22
found 15 hours ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was $702, price is now $452 per person
$452
per person
Nov 16 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Orlando (MCO)
Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
Reunion
Save 100% on your flight
Price was $884, price is now $596 per person
$596
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Save 100% on your flight
Price was $800, price is now $541 per person
$541
per person
Dec 2 - Dec 4
found 19 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Orlando (MCO)
Kapp and Kappy B&B

Kapp and Kappy B&B

3.5 out of 5
Historic Downtown Kissimmee
Price was $755, price is now $511 per person
$511
per person
Nov 23 - Nov 28
found 4 hours ago
Roundtrip flight included
Buffalo (BUF) to Orlando (MCO)

3-night Osceola County vacations

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $699, price is now $242 per person
$242
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $471, price is now $259 per person
$259
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Siena at Bella Collina

Siena at Bella Collina

3.5 out of 5
Save 100% on your flight
Price was $1,252, price is now $782 per person
$782
per person
Nov 19 - Nov 22
found 15 hours ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Price was $475, price is now $300 per person
$300
per person
Dec 10 - Dec 13
found 17 hours ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
Save 100% on your flight
Price was $694, price is now $449 per person
$449
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Save 100% on your flight
Price was $1,081, price is now $724 per person
$724
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Kapp and Kappy B&B

Kapp and Kappy B&B

3.5 out of 5
Price was $488, price is now $336 per person
$336
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was $673, price is now $470 per person
$470
per person
Nov 29 - Dec 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Westgate Leisure Resort

Westgate Leisure Resort

3.5 out of 5
Price was $482, price is now $337 per person
$337
per person
Dec 10 - Dec 13
found 17 hours ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
Price was $754, price is now $528 per person
$528
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Orlando (MCO)
Villa 1565

Villa 1565

3 out of 5
Price was $859, price is now $627 per person
$627
per person
Dec 3 - Dec 6
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
The Resort on Cocoa Beach

The Resort on Cocoa Beach

3.5 out of 5
Price was $975, price is now $730 per person
$730
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

4-night Osceola County vacations

Price found within the past 48 hours. Click for updated prices.
Westgate Leisure Resort

Westgate Leisure Resort

3.5 out of 5
Save 100% on your flight
Price was $487, price is now $305 per person
$305
per person
Dec 12 - Dec 16
found 19 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Orlando (MCO)
Disney's Animal Kingdom Lodge

Disney's Animal Kingdom Lodge

4.5 out of 5
Price was $2,296, price is now $1,221 per person
$1,221
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Orlando (MCO)
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $564, price is now $331 per person
$331
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Orlando (MCO)
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was $598, price is now $361 per person
$361
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
Save 100% on your flight
Price was $631, price is now $385 per person
$385
per person
Dec 12 - Dec 16
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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 $1,430, price is now $891 per person
$891
per person
Nov 24 - Nov 28
found 6 hours ago
Roundtrip flight included
Buffalo (BUF) to Orlando (MCO)
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was $937, price is now $603 per person
$603
per person
Nov 24 - Nov 28
found 6 hours ago
Roundtrip flight included
Buffalo (BUF) to Orlando (MCO)
Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
Save 100% on your flight
Price was $884, price is now $596 per person
$596
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
The Delaney Hotel

The Delaney Hotel

3.5 out of 5
Price was $906, price is now $616 per person
$616
per person
Nov 24 - Nov 28
found 6 hours ago
Roundtrip flight included
Buffalo (BUF) to Orlando (MCO)
Discovery Beach Resort

Discovery Beach Resort

4 out of 5
Save 100% on your flight
Price was $944, price is now $649 per person
$649
per person
Dec 4 - Dec 8
found 8 hours ago
Roundtrip flight included
Chicago (ORD) to Orlando (MCO)
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was $634, price is now $439 per person
$439
per person
Nov 24 - Nov 28
found 6 hours ago
Roundtrip flight included
Buffalo (BUF) to Orlando (MCO)
Villa 1565

Villa 1565

3 out of 5
Save 100% on your flight
Price was $913, price is now $639 per person
$639
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Orlando (MCO)

5-night Osceola County vacations

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $513, price is now $358 per person
$358
per person
Nov 23 - Nov 28
found 4 hours ago
Roundtrip flight included
Buffalo (BUF) to Orlando (MCO)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Save 100% on your flight
Price was $1,022, price is now $510 per person
$510
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $690, price is now $379 per person
$379
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Save 100% on your flight
Price was $1,539, price is now $850 per person
$850
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $672, price is now $374 per person
$374
per person
Nov 18 - Nov 23
found 12 hours ago
Roundtrip flight included
San Juan (SJU) 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 $710, price is now $423 per person
$423
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
The Delaney Hotel

The Delaney Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,006, price is now $609 per person
$609
per person
Nov 23 - Nov 28
found 4 hours ago
Roundtrip flight included
Buffalo (BUF) to Orlando (MCO)
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
Save 100% on your flight
Price was $773, price is now $486 per person
$486
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was $702, price is now $452 per person
$452
per person
Nov 16 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Orlando (MCO)
Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
Save 100% on your flight
Price was $965, price is now $622 per person
$622
per person
Dec 3 - Dec 8
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Meliá Orlando Celebration

Meliá Orlando Celebration

4 out of 5
Price was $646, price is now $436 per person
$436
per person
Nov 23 - Nov 28
found 4 hours ago
Roundtrip flight included
Buffalo (BUF) to Orlando (MCO)
Kapp and Kappy B&B

Kapp and Kappy B&B

3.5 out of 5
Price was $755, price is now $511 per person
$511
per person
Nov 23 - Nov 28
found 4 hours ago
Roundtrip flight included
Buffalo (BUF) to Orlando (MCO)

6-7 night Osceola County vacations

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $1,250, price is now $334 per person
$334
per person
Dec 3 - Dec 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Save 100% on your flight
Price was $1,565, price is now $733 per person
$733
per person
Nov 25 - Dec 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $917, price is now $451 per person
$451
per person
Dec 3 - Dec 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $886, price is now $451 per person
$451
per person
Dec 3 - Dec 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $2,062, price is now $1,059 per person
$1,059
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
The Delaney Hotel

The Delaney Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,353, price is now $704 per person
$704
per person
Dec 3 - Dec 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Save 100% on your flight
Price was $850, price is now $465 per person
$465
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Meliá Orlando Celebration

Meliá Orlando Celebration

4 out of 5
Save 100% on your flight
Price was $1,129, price is now $637 per person
$637
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $1,004, price is now $572 per person
$572
per person
Dec 3 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Orlando (MCO)
Westgate Leisure Resort

Westgate Leisure Resort

3.5 out of 5
Save 100% on your flight
Price was $862, price is now $507 per person
$507
per person
Dec 3 - Dec 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
Save 100% on your flight
Price was $1,373, price is now $810 per person
$810
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
Save 100% on your flight
Price was $877, price is now $522 per person
$522
per person
Dec 5 - Dec 11
found 7 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

Top places to visit in Osceola County

A gazebo with an American flag, a lamp post, and a bench by a lake.
FlightsFlightsHotelsHotels

St. Cloud

St. Cloud

Flight deals to Osceola County

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Dec 7 - Fri, Dec 11
TTN
Trenton
SFB
Orlando
$83 Roundtrip, found 5 days ago
$83
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Mon, Dec 7 from Trenton to Orlando, returning Fri, Dec 11, priced at $83 found 5 days ago
Mon, Dec 14 - Tue, Jan 12
PHL
Philadelphia
MCO
Orlando
$91 Roundtrip, just found
$91
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Dec 14 from Philadelphia to Orlando, returning Tue, Jan 12, priced at $91 just found
Thu, Dec 3 - Tue, Dec 8
DTW
Detroit
MCO
Orlando
$104 Roundtrip, found 12 hours ago
$104
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Thu, Dec 3 from Detroit to Orlando, returning Tue, Dec 8, priced at $104 found 12 hours ago

Top rated hotels for your Osceola County vacation

Seasons Florida Resort

Seasons Florida Resort

2 out of 5
4736 W Irlo Bronson Hwy Memorial Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
4.43 mi from city center
$52 nightly
The price is $59 total per night
$59 total
Oct 21 - Oct 22
Total with taxes and fees
Located in Kissimmee, Seasons Florida Resort is within a 15-minute drive of Old Town and Disney Springs™.
Pool
Parking included
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3 out of 5
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
11.31 mi from city center
$73 nightly
The price is $83 total per night
$83 total
Oct 28 - Oct 29
Total with taxes and fees
With a stay at Kompose Boutique Resort at Theme Parks in Kissimmee, you'll be a 5-minute drive from Walt Disney World® Resort and 7 minutes from Old Town.
Pool
Hot Tub
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
8000 Fins Up Circle Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
12.72 mi from city center
$184 nightly
The price is $209 total per night
$209 total
Nov 2 - Nov 3
Total with taxes and fees
Located in Kissimmee, Margaritaville Resort Orlando with H2O Waterpark is a 1-minute drive from Island H2O Live! and 8 minutes from Walt Disney World® Resort.
Pool
Hot Tub
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See all available properties in Osceola County
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.