Osteen Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Osteen Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Destiny Palms Hotel Maingate West
$394
per person
Dec 3 - Dec 10
found 22 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Orlando (MCO)
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. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Palazzo Lakeside Hotel
$467
per person
Nov 26 - Nov 30
found 18 hours ago
Roundtrip flight included
San Juan (SJU) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
I love this place
Reviewed on Oct 14, 2026
Seasons Florida Resort
$503
per person
Dec 3 - Dec 10
found 22 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Orlando (MCO)
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
Esta muy bueno por el precio serca de todo limpio y fueron amables me volveria a quedar
Reviewed on Oct 14, 2026
Villa 1565
Uptown
$693
per person
Nov 26 - Nov 30
found 18 hours ago
Roundtrip flight included
San Juan (SJU) to Orlando (MCO)
Stay at this hotel in St. Augustine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Castillo de San Marcos National Monument and St. George Street are located nearby.
Villas at Fortune Place
$429
per person
Dec 3 - Dec 10
found 22 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Orlando (MCO)
Book a stay at this family-friendly aparthotel in Kissimmee. Enjoy free parking, 2 outdoor pools, and a fitness center. Popular attractions Osceola County Stadium and Houston Astros Spring Training are located nearby.
Villa at fFortune was very good clean room , property and all the amenities was great . Staff was friendly and informative. I recommend staying here . We would define back.
Reviewed on Oct 13, 2026
Riviere Apartments King Bed Suite & Pool & Gym & Pet Friendly & Near Epic Universe
International Drive District
$590
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this apartment in Orlando. Enjoy free parking, a fitness center, and an in-room coffeemaker. Popular attractions Orlando International Premium Outlets and Universal Orlando Resort are located nearby.
Top Hotel Deals
Sheraton Orlando North Hotel
600 N Lake Destiny Dr Maitland FL
Book a stay at this business-friendly hotel in Maitland. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Bahama House
2001 S Atlantic Ave Daytona Beach Shores FL
Book a stay at this beach hotel in Daytona Beach Shores. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Perry's Ocean Edge Resort
2209 S Atlantic Ave Daytona Beach Shores FL
Book a stay at this family-friendly resort in Daytona Beach Shores. Enjoy free parking, 2 outdoor pools, and a beach locale. Our guests praise the pool and the ...
Nautilus Inn
1515 S Atlantic Ave Daytona Beach FL
Book a stay at this beach hotel in Daytona Beach. Enjoy free WiFi, a beach locale, and parking (surcharge). Our guests praise the pool and the helpful staff ...
Best Western Aku Tiki Inn
2225 S Atlantic Ave Daytona Beach Shores FL
Book a stay at this beach hotel in Daytona Beach Shores. Enjoy a beach locale, 2 bars/lounges, and breakfast (surcharge). Our guests praise the pool and the ...
Emerald Shores Resort
2613 S Atlantic Ave Daytona Beach Shores FL
Book a stay at this beach hotel in Daytona Beach Shores. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Max Beach Resort
1901 S Atlantic Ave Daytona Daytona Beach FL
Book a stay at this beach hotel in Daytona Beach. Enjoy a beach locale, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and ...
Holiday Inn Resort Daytona Beach Oceanfront by IHG
1615 S Atlantic Ave Daytona Beach FL
Book a stay at this beach hotel in Daytona Beach. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
HomeTowne Studios by Red Roof Orlando - UCF Area
12350 E Colonial Dr Orlando FL
Stay at this hotel in Orlando. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Firkin and Kegler Family Entertainment Center and Waterford ...
Hilton Orlando/Altamonte Springs
350 S Northlake Blvd Altamonte Springs FL
Book a stay at this business-friendly hotel in Altamonte Springs. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff ...
Days Inn by Wyndham Daytona Oceanfront
3357 S Atlantic Ave Daytona Beach Shores FL
Book a stay at this beach hotel in Daytona Beach Shores. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff ...
The Alfond Inn
300 East New England Avenue Winter Park FL
Book a stay at this luxury hotel in Winter Park. Enjoy free WiFi, 2 outdoor pools, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
Best Western International Speedway Hotel
2620 W International Speedway Blvd Daytona Beach FL
Book a stay at this business-friendly hotel in Daytona Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Comfort Suites Daytona Beach - Speedway
2900 W International Speedway Daytona Beach FL
Book a stay at this business-friendly hotel in Daytona Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Holiday Inn Express & Suites Oceanfront by IHG
3301 S Atlantic Ave Daytona Beach Shores FL
Book a stay at this beach hotel in Daytona Beach Shores. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the helpful ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Dec 2 - Mon, Dec 7
ORD
O'Hare Intl.
MCO
Orlando Intl.
$128
Roundtrip
found 1 day ago
Sat, Oct 31 - Tue, Nov 17
BOS
Logan Intl.
MCO
Orlando Intl.
$159
Roundtrip
found 6 days ago
Tue, Nov 3 - Wed, Nov 18
BOS
Logan Intl.
MCO
Orlando Intl.
$159
Roundtrip
found 1 day ago
Tue, Nov 3 - Wed, Nov 11
BOS
Logan Intl.
MCO
Orlando Intl.
$159
Roundtrip
found 1 day ago
Sat, Oct 24 - Sun, Nov 1
SWF
Stewart Intl.
MCO
Orlando Intl.
$165
Roundtrip
found 6 days ago
Best points of interest in Osteen
- Pell's Citrus & Nursery Vacations
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- University of Central Florida Vacations
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