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Southwest Florida Vacation Packages

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Southwest Florida Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Nova Inn Resort

Nova Inn Resort

2.5 out of 5
Price was $767, price is now $345 per person
$345
per person
Feb 11 - Feb 18
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Lauderdale (FLL)
Book a stay at this business-friendly hotel in Boynton Beach. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Atlantic Avenue and Diamond Head Park are located nearby.
Iberostar Waves Miami Beach

Iberostar Waves Miami Beach

4 out of 5
Price was $3,434, price is now $1,162 per person
$1,162
per person
Dec 26 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy free WiFi, breakfast (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.
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
Price was $1,291, price is now $512 per person
$512
per person
Feb 2 - Feb 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Book a stay at this luxury hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Little Conch Key and Walkers Island are located nearby.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
Price was $1,806, price is now $740 per person
$740
per person
Feb 13 - Feb 17
found 7 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 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.
Iberostar Waves Berkeley Shore

Iberostar Waves Berkeley Shore

4 out of 5
Price was $1,175, price is now $489 per person
$489
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Book a stay at this beach hotel in Miami Beach. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
Milla South Beach

Milla South Beach

4 out of 5
Price was $5,429, price is now $2,398 per person
$2,398
per person
Dec 26 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this apartment in Miami Beach. Enjoy free WiFi, cable TV channels, and in-room washers/dryers. Popular attractions Ocean Drive and Collins Avenue Shopping Area are located nearby.
Bay Breeze Premium Apartments By Eskape Collection

Bay Breeze Premium Apartments By Eskape Collection

4 out of 5
Price was $2,052, price is now $912 per person
$912
per person
Feb 15 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
Allentown (ABE) to Miami (MIA)
Book a stay at this family-friendly aparthotel in Bay Harbor Islands. Enjoy free WiFi, private pools, and a rooftop terrace. Popular attractions Aventura Mall and Miami Beach Boardwalk are located nearby.
Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
Price was $1,314, price is now $584 per person
$584
per person
Jan 31 - Feb 7
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Book a stay at this beach aparthotel in Miami Beach. Enjoy a beach locale, valet parking (surcharge), and laundry facilities. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

Southwest Florida Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Le Particulier Miami

Le Particulier Miami

3.5 out of 5
Mid Beach
Price was $1,080, price is now $430 per person
$430
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Iberostar Waves Berkeley Shore

Iberostar Waves Berkeley Shore

4 out of 5
South Beach
Price was $1,327, price is now $477 per person
$477
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Iberostar Waves Miami Beach

Iberostar Waves Miami Beach

4 out of 5
South Beach
Price was $1,258, price is now $493 per person
$493
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
Price was $1,291, price is now $512 per person
$512
per person
Feb 2 - Feb 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)

Southwest Florida Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Henrosa Hotel

Henrosa Hotel

3.5 out of 5
South Beach
Price was $2,489, price is now $1,006 per person
$1,006
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
Price was $3,078, price is now $1,132 per person
$1,132
per person
Feb 1 - Feb 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Iberostar Waves Berkeley Shore

Iberostar Waves Berkeley Shore

4 out of 5
South Beach
Price was $3,108, price is now $1,159 per person
$1,159
per person
Feb 9 - Feb 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was $2,997, price is now $1,194 per person
$1,194
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Wed, Jan 14 - Fri, Jan 23
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$60 Roundtrip, found 14 hours ago
$60
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Wed, Jan 14 from O'Hare Intl. to Southwest Florida Intl., returning Fri, Jan 23, priced at $60 found 14 hours ago
Spirit Airlines
Wed, Feb 4 - Sun, Feb 8
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$61 Roundtrip, found 4 days ago
$61
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, Feb 4 from Detroit Metropolitan Wayne County to Tampa Intl., returning Sun, Feb 8, priced at $61 found 4 days ago
Spirit Airlines
Sun, Jan 25 - Sat, Jan 31
ORD
O'Hare Intl.
TPA
Tampa Intl.
$63 Roundtrip, found 11 hours ago
$63
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Sun, Jan 25 from O'Hare Intl. to Tampa Intl., returning Sat, Jan 31, priced at $63 found 11 hours ago
Frontier Airlines
Tue, Jan 6 - Thu, Jan 15
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$68 Roundtrip, just found
$68
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Jan 6 from Philadelphia Intl. to Tampa Intl., returning Thu, Jan 15, priced at $68 just found