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.
Golden Host Resort - Sarasota
North Trail
Price was $505, price is now $381 per person
$381
per person
Apr 25 - Apr 30
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.
The Westin Sarasota
Central Sarasota
Save 100% on your flight
Price was $1,255, price is now $819 per person
$819
per person
Apr 25 - Apr 30
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
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 reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.
Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $2,126, price is now $1,391 per person
$1,391
per person
Apr 25 - Apr 30
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Sarasota (SRQ)
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.
Kompose Boutique Hotel
Save 100% on your flight
Price was $1,185, price is now $778 per person
$778
per person
May 30 - Jun 6
found 1 hour ago
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
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 and the pool in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.
Hilton Garden Inn Sarasota - Bradenton Airport
Save 100% on your flight
Price was $791, price is now $572 per person
$572
per person
Apr 25 - Apr 30
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.
Hibiscus Suites - Gateway to Siesta Key
Save 100% on your flight
Price was $927, price is now $685 per person
$685
per person
Apr 25 - Apr 30
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Don't see what you're looking for?
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 ...
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 ...
Golden Host Resort - Sarasota
4675 N Tamiami Trl Sarasota FL
107.45 km from city center
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful ...
Holiday Inn Express Cape Coral-Fort Myers Area by IHG
1538 Cape Coral Pkwy E Cape Coral FL
20.02 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 ...
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 ...
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 ...
Naples Grande Beach Resort
475 Seagate Drive Naples FL
52.36 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 ...
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 ...
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 ...
Spark by Hilton Sarasota Siesta Key Gateway
6600 S Tamiami Trl Sarasota FL
96.39 km from city center
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff ...
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 Sanibel Island ...
Don't see what you're looking for?
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.
Mon, Apr 13 - Thu, Apr 16
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$86 Roundtrip, found 1 day ago
$86
Roundtrip
found 1 day ago
Tue, May 12 - Tue, May 19
LGA
LaGuardia
TPA
Tampa Intl.
$167 Roundtrip, found 3 days ago
$167
Roundtrip
found 3 days ago
Mon, Apr 13 - Wed, Apr 15
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$167 Roundtrip, found 4 days ago
$167
Roundtrip
found 4 days ago
Tue, Mar 31 - Tue, Apr 14
BOS
Logan Intl.
TPA
Tampa Intl.
$179 Roundtrip, found 6 days ago
$179
Roundtrip
found 6 days ago