Southwest Florida Vacation Packages for 2025
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.
May-Dee Suites
Hollywood Hills
Save 100% on your flight
Price was $1,062, price is now $564 per person
$564
per person
Jan 3 - Jan 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this hotel in Hollywood. Enjoy free WiFi, free parking, and a business center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Seminole Hard Rock Casino Hollywood and Hard Rock Stadium are located nearby.
Bentley Hotel South Beach
South Beach
Price was $3,891, price is now $1,718 per person
$1,718
per person
Nov 29 - Dec 7
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Book a stay at this beach hotel in Miami Beach. Enjoy free WiFi, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ocean Drive and Collins Avenue Shopping Area are located nearby.
Park Central South Beach
South Beach
Price was $2,876, price is now $1,321 per person
$1,321
per person
Nov 29 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 4-star historic 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.
Flow Miami Hotel
Downtown Miami
Price was $1,961, price is now $930 per person
$930
per person
Nov 29 - Dec 7
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 3.5-star 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.
EAST Miami
Downtown Miami
Price was $3,696, price is now $1,971 per person
$1,971
per person
Nov 29 - Dec 7
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 5-star luxury hotel in Miami. Enjoy free WiFi, 4 outdoor pools, and 2 restaurants. Our guests praise the pool and the restaurant in our reviews. Popular attractions Brickell City Centre and Bayside Marketplace are located nearby.
Ocean Villas of Deerfield
Save 100% on your flight
Price was $1,086, price is now $586 per person
$586
per person
Jan 3 - Jan 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Book a stay at this beach motel in Deerfield Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Deerfield Beach and Pompano Beach are located nearby.
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Kompose Boutique Hotel
965 University Pkwy, Sarasota, FL
107.92 km from city center
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
Naples Grande Beach Resort
475 Seagate Drive, Naples, FL
52.47 km from city center
Stay at this 4.5-star luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. 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
Stay at this 3.5-star beach hotel in Fort Myers Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Popular attractions Key West Express and Crescent ...
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
5500 Sunseeker Way, 785, Punta Gorda, FL
40.23 km from city center
Stay at this 4-star 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
Stay at this 4-star 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 ...
Spark by Hilton Sarasota Siesta Key Gateway
6600 S Tamiami Trl, Sarasota, FL
96.39 km from city center
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Hyatt Vacation Club at Coconut Cove, Bonita Springs
11800 Coconut Cove Drive, Bonita Springs, FL
30.9 km from city center
Stay at this 4-star golf aparthotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Coconut Point Mall and Bonita ...
The Westin Sarasota
100 Marina View Drive, Sarasota, FL
104.09 km from city center
Stay at this 4-star 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 ...
Inn on Fifth
699 5th Ave S, Naples, FL
60.19 km from city center
Stay at this 4-star spa hotel in Naples. Enjoy a full-service spa, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Hilton Marco Island Beach Resort and Spa
560 S Collier Blvd, Marco Island, FL
84.9 km from city center
Stay at this 4-star 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 ...
Golden Host Resort - Sarasota
4675 N Tamiami Trl, Sarasota, FL
107.45 km from city center
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the bar in our ...
Marco Beach Ocean Suites
480 S Collier Blvd, Marco Island, FL
84.48 km from city center
Book a stay at this beach resort in Marco Island. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West, Bradenton, FL
126.44 km from city center
Stay at this 4-star hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
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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.
Tue, Nov 4 - Tue, Nov 18
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
Tue, Nov 4 - Wed, Nov 5
LGA
LaGuardia
TPA
Tampa Intl.
$114 Roundtrip, found 5 hours ago
$114
Roundtrip
found 5 hours ago
Mon, Nov 10 - Fri, Nov 14
EWR
Newark Liberty Intl. Airport
TPA
Tampa Intl.
$117 Roundtrip, found 5 days ago
$117
Roundtrip
found 5 days ago
Tue, Nov 11 - Wed, Nov 19
BOS
Logan Intl.
TPA
Tampa Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Sun, Feb 1 - Sun, Feb 8
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$177 Roundtrip, found 6 days ago
$177
Roundtrip
found 6 days ago