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.
Palazzo Lakeside Hotel
Price was $577, price is now $374 per person
$374
per person
Dec 3 - Dec 8
found 23 hours ago
Roundtrip flight included
Boston (BOS) 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.
The hotel is old but clean and it
Reviewed on Oct 29, 2026
Westgate Lakes Resort & Spa Universal Studios Area
Save 100% on your flight
Price was $1,497, price is now $713 per person
$713
per person
Dec 21 - Dec 28
found 16 hours ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Book a stay at this spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orange County Convention Center and Universal’s Volcano Bay are located nearby.
The whole experience was great, from the spacious clean room to the absolutely beautiful pools and hot tubs. No shortage of things to do and the bartender at Drafts was awesome.
Reviewed on Oct 28, 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Price was $1,806, price is now $901 per person
$901
per person
Dec 3 - Dec 8
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Seasons Florida Resort
Save 100% on your flight
Price was $853, price is now $456 per person
$456
per person
Dec 3 - Dec 8
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
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 staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
The Delaney Hotel
South Orange
Save 100% on your flight
Price was $1,217, price is now $690 per person
$690
per person
Dec 3 - Dec 8
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Kia Center and Camping World Stadium are located nearby.
Floridays Resort Orlando
International Drive District
Save 100% on your flight
Price was $896, price is now $622 per person
$622
per person
Dec 3 - Dec 8
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the bar in our reviews. Popular attractions Orlando Vineland Premium Outlets and Disney Springs™ are located nearby.
Staff was friendly, Manger was great with helping with room location and late check out. Breakfast was a nice added bonus,
Reviewed on Oct 28, 2026
Top Hotel Deals
Bahama House
2001 S Atlantic Ave Daytona Beach Shores FL
42.83 km from city center
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 ...
The Alfond Inn
300 East New England Avenue Winter Park FL
33.14 km from city center
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 ...
Perry's Ocean Edge Resort
2209 S Atlantic Ave Daytona Beach Shores FL
42.32 km from city center
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 ...
Sheraton Orlando North Hotel
600 N Lake Destiny Dr Maitland FL
32.52 km from city center
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 ...
Nautilus Inn
1515 S Atlantic Ave Daytona Beach FL
43.33 km from city center
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 ...
HomeTowne Studios by Red Roof Orlando - UCF Area
12350 E Colonial Dr Orlando FL
31.49 km from city center
Stay at this hotel in Orlando. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Congo River Golf - East Orlando and Regal Waterford ...
Hilton Orlando/Altamonte Springs
350 S Northlake Blvd Altamonte Springs FL
30.44 km from city center
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 ...
La Quinta Inn & Suites by Wyndham Orlando UCF
11805 Research Pkwy Orlando FL
29.01 km from city center
Book a stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Emerald Shores Resort
2613 S Atlantic Ave Daytona Beach Shores FL
41.25 km from city center
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 ...
Holiday Inn Resort Daytona Beach Oceanfront by IHG
1615 S Atlantic Ave Daytona Beach FL
43.22 km from city center
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 ...
Days Inn by Wyndham Daytona Oceanfront
3357 S Atlantic Ave Daytona Beach Shores FL
38.98 km from city center
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 ...
Comfort Suites Daytona Beach - Speedway
2900 W International Speedway Daytona Beach FL
36.87 km from city center
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
39.18 km from city center
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 14
ORD
O'Hare Intl.
MCO
Orlando Intl.
$128 Roundtrip, found 1 day ago
$128
Roundtrip
found 1 day ago
Sun, Jan 10 - Thu, Jan 14
PSM
Portsmouth Intl.
MCO
Orlando Intl.
$156 Roundtrip, found 2 days ago
$156
Roundtrip
found 2 days ago
Mon, Nov 9 - Thu, Nov 12
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$159 Roundtrip, found 5 days ago
$159
Roundtrip
found 5 days ago
Tue, Nov 10 - Tue, Nov 17
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$179 Roundtrip, found 2 days ago
$179
Roundtrip
found 2 days ago
Sun, Jan 31 - Thu, Feb 11
MSP
Minneapolis - St. Paul Intl.
MCO
Orlando Intl.
$234 Roundtrip, found 12 hours ago
$234
Roundtrip
found 12 hours ago