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.
Essex House By Clevelander
South Beach
Price was $890, price is now $544 per person
$544
per person
Jan 14 - Jan 18
found 8 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Miami (MIA)
Book a stay at this boutique hotel in Miami Beach. Enjoy room service, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
Cool place .. wonderful staff
Reviewed on Nov 13, 2026
The Penguin Hotel
South Beach
Price was $1,194, price is now $662 per person
$662
per person
Jan 14 - Jan 18
found 8 hours ago
Roundtrip non-stop 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 Lincoln Road Mall are located nearby.
Everything was awesome
Reviewed on Nov 13, 2026
President Hotel
South Beach
Price was $1,073, price is now $608 per person
$608
per person
Jan 14 - Jan 18
found 8 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Lincoln Road Mall are located nearby.
Very close to the beach. Easy walk to delicious places to eat.
Reviewed on Nov 14, 2026
Perroquet Hotel Fort Lauderdale Beach
East Fort Lauderdale
Price was $1,861, price is now $1,084 per person
$1,084
per person
Jan 16 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Syracuse (SYR) to Miami (MIA)
Stay at this hotel in Fort Lauderdale. Enjoy free WiFi, parking (surcharge), and cable TV channels. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Las Olas Beach and Port Everglades are located nearby.
1 Hotel South Beach
South Beach
Price was $4,067, price is now $2,373 per person
$2,373
per person
Jan 14 - Jan 18
found 8 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Miami (MIA)
Book a stay at this luxury hotel in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.
Riverside by the Beach Apartments
Price was $1,713, price is now $1,029 per person
$1,029
per person
Jan 16 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Syracuse (SYR) to Miami (MIA)
Book a stay at this business-friendly apartment in Pompano Beach. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fort Lauderdale Beach and Pompano Beach are located nearby.
The room was a little smaller than we pictured, and the property is also more outdated than anticipated, however we loved the short walk to the beach. It’s also pretty private which was nice too. We utilized the grill and mingled with the locals. Communication was great and so were the maintenance staff!
Reviewed on Nov 14, 2026
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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 ...
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
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 ...
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
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 ...
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 ...
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
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 Crescent Beach ...
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. ...
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. ...
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 ...
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. ...
The Perry Hotel Naples
12155 Tamiami Trail N Naples FL
44.67 km from city center
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are ...
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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.
Fri, Jan 22 - Sat, Jan 30
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$97 Roundtrip, found 4 days ago
$97
Roundtrip
found 4 days ago
Mon, Jan 11 - Fri, Jan 22
TTN
Mercer
RSW
Southwest Florida Intl.
$142 Roundtrip, found 1 day ago
$142
Roundtrip
found 1 day ago
Mon, Feb 8 - Fri, Feb 12
MSP
Minneapolis - St. Paul Intl.
PIE
St. Petersburg-Clearwater Intl.
$207 Roundtrip, found 20 hours ago
$207
Roundtrip
found 20 hours ago
Tue, Jan 12 - Sat, Jan 30
JFK
John F. Kennedy Intl.
RSW
Southwest Florida Intl.
$209 Roundtrip, found 2 days ago
$209
Roundtrip
found 2 days ago
Tue, Feb 2 - Wed, Feb 10
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$209 Roundtrip, found 4 days ago
$209
Roundtrip
found 4 days ago