Webster Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Webster Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort
Save 100% on your flight
Price was $467, price is now $285 per person
$285
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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.
Westgate Lakes Resort & Spa Universal Studios Area
Save 100% on your flight
Price was $773, price is now $364 per person
$364
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Orlando (MCO)
Stay at this 4-star 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 The Orlando Eye and Aquatica are located nearby.
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Save 100% on your flight
Price was $870, price is now $433 per person
$433
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Orlando (MCO)
Stay at this 4-star family-friendly resort in Orlando. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Universal’s Volcano Bay and The Orlando Eye are located nearby.
Westgate Towers Resort
Save 100% on your flight
Price was $622, price is now $335 per person
$335
per person
Nov 2 - Nov 7
found 13 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Orlando (MCO)
Stay at this 3.5-star family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and breakfast (surcharge). 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.
Westgate Vacation Villas Resort
Save 100% on your flight
Price was $630, price is now $340 per person
$340
per person
Nov 2 - Nov 7
found 13 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Orlando (MCO)
Stay at this 4-star family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 2 restaurants. 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.
Ocean Club Treasure Island Hotel
Save 100% on your flight
Price was $848, price is now $504 per person
$504
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Stay at this 4-star beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
Top Hotel Deals
Brownwood Hotel & Spa
3003 Brownwood Blvd, Wildwood, FL
26.27 km from city center
Stay at this 3-star spa hotel in Wildwood. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the bar in our reviews. Popular ...
Holiday Inn Express & Suites Wildwood The Villages by IHG
928 East State Road 44, Wildwood, FL
29.43 km from city center
Stay at this 3.5-star business-friendly hotel in Wildwood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
SPOT X Hotel Tampa - Wesley Chapel by The Red Collection
5703 Oakley Blvd, Wesley Chapel, FL
50.64 km from city center
Stay at this 3-star business-friendly hotel in Wesley Chapel. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Days Inn by Wyndham Brooksville/Dade City
6320 Windmere Rd, Brooksville, FL
19.86 km from city center
Book a stay at this golf motel in Brooksville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
Staybridge Suites Clermont Southeast by IHG
3440 South US Hwy 27, Clermont, FL
33.61 km from city center
Stay at this 3-star hotel in Clermont. Enjoy free breakfast. Popular attractions Kings Ridge Golf Club and Kings Ridge Driving Range are located nearby.
WoodSpring Suites Orlando West - Clermont
16311 FL-50, Clermont, FL
36.81 km from city center
Stay at this hotel in Clermont. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Home2 Suites by Hilton Wildwood the Villages
7555 PENROSE PLACE, Wildwood, FL
28.83 km from city center
Stay at this 3-star business-friendly hotel in Wildwood. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff in our ...
Roadstar Hotel Zephyrhills
5734 Gall Blvd, Zephyrhills, FL
42.93 km from city center
Book a stay at this business-friendly motel in Zephyrhills. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
Mission Resort and Club
10400 County Road 48, Howey-in-the-Hills, FL
29.61 km from city center
Stay at this 4-star spa hotel in Howey-in-the-Hills. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
Sleep Inn Leesburg Chain of Lakes
2476 N. Citrus Blvd, Leesburg, FL
30.16 km from city center
Book a stay at this business-friendly hotel in Leesburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
TownePlace Suites by Marriott Leesburg
238 Eagles Watch Street, Leesburg, FL
28.54 km from city center
Stay at this 3-star business-friendly hotel in Leesburg. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
Quality Inn Zephyrhills - Dade City
6815 Gall Blvd, Zephyrhills, FL
41.4 km from city center
Book a stay at this business-friendly hotel in Zephyrhills. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
9700 Us Highway 441, Leesburg, FL
34.82 km from city center
Book a stay at this business-friendly hotel in Leesburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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.