Search Deals onSouthwest Vacation Packages
Southwest Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort
Save 100% on your flight
Price was $360, price is now $181 per person
$181
per person
Oct 14 - Oct 18
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) 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 Springsâ„¢ are located nearby.
Westgate Vacation Villas Resort
Save 100% on your flight
Price was $822, price is now $378 per person
$378
per person
Oct 20 - Oct 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this 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 ESPN Wide World of Sports Complex are located nearby.
Palazzo Lakeside Hotel
Save 100% on your flight
Price was $458, price is now $223 per person
$223
per person
Sep 30 - Oct 7
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) 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 Springsâ„¢ are located nearby.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Price was $1,180, price is now $608 per person
$608
per person
Oct 14 - Oct 18
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
The Delaney Hotel
South Orange
Price was $869, price is now $459 per person
$459
per person
Oct 14 - Oct 18
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) 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 Florida Mall are located nearby.
Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $1,462, price is now $787 per person
$787
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Tampa (TPA)
Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Bradenton Beach and Coquina Beach are located nearby.
St Pete Beach Suites
Save 100% on your flight
Price was $1,583, price is now $934 per person
$934
per person
Oct 3 - Oct 10
found 24 hours ago
Roundtrip flight included
Hartford (BDL) to Tampa (TPA)
Stay at this motel in St. Pete Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and Upham Beach are located nearby.
The Hotel Zamora
Save 100% on your flight
Price was $786, price is now $471 per person
$471
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach hotel in St. Pete Beach. Enjoy free WiFi, a marina, and 3 bars/lounges. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto Park are located nearby.
3-4 Night Vacations in Southwest
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Southwest
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Southwest
Holiday Inn Winter Haven by IHG
200 Cypress Gardens Boulevard Winter Haven FL
Book a stay at this business-friendly hotel in Winter Haven. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the helpful ...
Days Inn & Suites by Wyndham Lakeland
4502 N Socrum Loop Rd Lakeland FL
Book a stay at this business-friendly hotel in Lakeland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Comfort Inn & Suites Lakeland North I-4
3520 N Hwy 98 Lakeland FL
Book a stay at this business-friendly hotel in Lakeland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Save an average of 15% on thousands of hotels when you're signed in
Legoland Florida Hotel
1 Legoland Way Winter Haven FL
Stay at this hotel in Winter Haven. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions LEGOLAND® Florida and Peppa Pig Theme Park Florida ...
Best Western Plus Winter Haven Inn & SuitesÂ
5801 Roosevelt Dr Winter Haven FL
Book a stay at this business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hyatt Place Lakeland Center
525 W Orange St Lakeland FL
Book a stay at this business-friendly hotel in Lakeland. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff and ...
Howard Johnson by Wyndham Lakeland
939 W. Robson St. Lakeland FL
Book a stay at this business-friendly hotel in Lakeland. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
Staybridge Suites Winter Haven Auburndale by IHG
305 5th St NW and Avenue D NW Winter Haven FL
Stay at this hotel in Winter Haven. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. ...
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.
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