Southwest Florida Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Southwest Florida Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Penguin Hotel
South Beach
Price was $1,735, price is now $858 per person
$858
per person
Jan 16 - Jan 24
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
Book a stay at this beach hotel in Miami Beach. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was $25,020, price is now $12,085 per person
$12,085
per person
Jan 9 - Jan 15
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
Book a stay at this luxury condo in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
President Hotel
South Beach
Price was $1,998, price is now $974 per person
$974
per person
Jan 16 - Jan 24
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
Le Particulier Miami
Mid Beach
Price was $1,770, price is now $864 per person
$864
per person
Jan 16 - Jan 24
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
Flow Miami Hotel
Downtown Miami
Price was $2,122, price is now $1,038 per person
$1,038
per person
Jan 16 - Jan 24
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
Stay at this apartment in Miami. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Popular attractions Kaseya Center and Bayside Marketplace are located nearby.
Park Central South Beach
South Beach
Price was $2,985, price is now $1,486 per person
$1,486
per person
Jan 16 - Jan 24
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
Book a stay at this beach resort in Miami Beach. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ocean Drive and Collins Avenue Shopping Area are located nearby.
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See all available trips from Columbus to Southwest Florida
View all tripsTop Hotel Deals
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 ...
Holiday Inn Express Cape Coral-Fort Myers Area by IHG
1538 Cape Coral Pkwy E Cape Coral FL
20.01 km from city center
Book a stay at this business-friendly hotel in Cape Coral. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Naples Grande Beach Resort
475 Seagate Drive Naples FL
52.47 km from city center
Book a stay at this luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in ...
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
5500 Sunseeker Way Punta Gorda FL
40.23 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 ...
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 ...
Inn on Fifth
699 5th Ave S Naples FL
60.19 km from city center
Book a stay at this spa hotel in Naples. Enjoy a full-service spa, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
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, an outdoor pool, and a beach locale. Popular attractions Key West Express and Crescent ...
Carlisle Inn
3727 Bahia Vista Sarasota FL
99.31 km from city center
Stay at this hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
126.44 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
11800 Coconut Cove Drive Bonita Springs FL
30.9 km from city center
Book a stay at this golf aparthotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Coconut Point Mall and Bonita ...
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. ...
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 ...
DiamondHead Beach Resort
2000 Estero Blvd Fort Myers Beach FL
29.95 km from city center
Book a stay at this beach resort in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in ...
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See all available properties in Southwest Florida
View all propertiesLowest 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, Jan 21 - Fri, Jan 30
TTN
Mercer
TPA
Tampa Intl.
$58 Roundtrip, found 5 days ago
$58
Roundtrip
found 5 days ago
Fri, Feb 6 - Tue, Feb 10
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$60 Roundtrip, found 11 hours ago
$60
Roundtrip
found 11 hours ago
Tue, Feb 10 - Wed, Feb 25
LGA
LaGuardia
TPA
Tampa Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Mon, Jan 19 - Thu, Feb 5
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$127 Roundtrip, found 3 days ago
$127
Roundtrip
found 3 days ago