Southwest Florida Vacation Packages for 2026

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

Southwest Florida Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Lakefront 4-bedroom Villa With Private Pool Game Room Between Disney Legoland

Lakefront 4-bedroom Villa With Private Pool Game Room Between Disney Legoland

Save 100% on your flight
$2,050
per person
Dec 1 - Dec 6
found 15 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Stay at this vacation home in Haines City. Enjoy free parking. Popular attractions Southern Dunes Golf and Country Club and Lake Henry are located nearby.
Don't see what you're looking for?
See all available trips from Columbus to Southwest Florida
View all trips

Top Hotel Deals

Kompose Boutique Hotel

Kompose Boutique Hotel

965 University Pkwy Sarasota FL
107.92 km from city center
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

251 Crescent Street Fort Myers Beach FL
30.13 km from city center
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff ...
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West Bradenton FL
126.37 km from city center
Stay at this hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

11800 Coconut Cove Drive Bonita Springs FL
30.88 km from city center
Book a stay at this golf hotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Coconut Point Mall and Bonita Springs ...
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

560 S Collier Blvd Marco Island FL
84.9 km from city center
Book a stay at this beach resort in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in ...
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

1400 Estero Blvd Fort Myers Beach FL
30.1 km from city center
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, 3 restaurants, and a beach locale. Popular attractions Key West Express and Estero Boulevard ...
Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

1345 5th Avenue South Naples FL
60.22 km from city center
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and a marina. Our guests praise the breakfast and the pool in our reviews. ...
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

5500 Sunseeker Way Punta Gorda FL
40.3 km from city center
Book a stay at this spa resort in Punta Gorda. Enjoy 2 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful staff ...
The Westin Sarasota

The Westin Sarasota

100 Marina View Drive Sarasota FL
104.09 km from city center
Book a stay at this spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our ...
Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

4805 Tamiami Trl N Naples FL
53.1 km from city center
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
Sanibel Island Beach Resort

Sanibel Island Beach Resort

1231 Middle Gulf Dr Sanibel FL
37.16 km from city center
Book a stay at this beach hotel in Sanibel. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...
Fairways Inn of Naples

Fairways Inn of Naples

103 Palm River Blvd Naples FL
45.56 km from city center
Stay at this hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

275 Estero Blvd Fort Myers Beach FL
29.86 km from city center
Book a stay at this beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and a full-service spa. Our guests praise the breakfast and the ...
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

1051 5th St Fort Myers Beach FL
29.98 km from city center
Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Naples Bay Resort & Marina

Naples Bay Resort & Marina

1500 Fifth Ave S Naples FL
60.45 km from city center
Book a stay at this spa hotel in Naples. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
Don't see what you're looking for?
See all available properties in Southwest Florida
View all properties
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.

Frontier Airlines
United
Sun Country Airlines
JetBlue Airways
Delta
Tue, Dec 8 - Wed, Dec 16
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$199
Roundtrip
found 16 hours ago
Select Delta flight, departing Tue, Dec 8 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Wed, Dec 16, priced at $199 found 16 hours ago