Search Deals on
Southwest Florida Vacation Packages

Build your package with 2 more options

Southwest Florida Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Brickell Bay 3318

Brickell Bay 3318

3 out of 5
Price was $1,521, price is now $578 per person
$578
per person
Jul 17 - Jul 20
found 12 hours ago
Roundtrip flight included
New York (NYC) to Miami (MIA)
Stay at this apartment in Miami. Enjoy free WiFi, free parking, and 12 outdoor pools. Popular attractions Brickell City Centre and Bayside Marketplace are located nearby.
MirabileCondoDwntown MIA Brickell w PRKG

MirabileCondoDwntown MIA Brickell w PRKG

5 out of 5
Price was $2,735, price is now $983 per person
$983
per person
Jul 23 - Jul 29
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Book a stay at this luxury apartment in Miami. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Bayside Marketplace and Kaseya Center are located nearby.
3BR Pool House Sleeps 8

3BR Pool House Sleeps 8

3 out of 5
Price was $2,061, price is now $768 per person
$768
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip flight included
New York (NYC) to Miami (MIA)
Stay at this vacation home in Hollywood. Enjoy free parking, a garden, and an outdoor pool. Popular attractions Seminole Hard Rock Casino Hollywood and Hard Rock Stadium are located nearby.
Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
Price was $8,608, price is now $3,516 per person
$3,516
per person
Jul 24 - Jul 30
found 1 day 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 Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.
Family Pool Home by Hollywood Beach

Family Pool Home by Hollywood Beach

2.5 out of 5
Price was $2,650, price is now $1,111 per person
$1,111
per person
Jun 28 - Jul 5
found 3 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this vacation home in Hollywood. Enjoy free parking, laundry facilities, and an outdoor pool. Popular attractions Seminole Hard Rock Casino Hollywood and Hollywood Beach are located nearby.
The W - Bayshore Unit 1003

The W - Bayshore Unit 1003

3 out of 5
Save 100% on your flight
Price was $1,731, price is now $846 per person
$846
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this apartment in Fort Lauderdale. Enjoy free WiFi, 12 outdoor pools, and valet parking (surcharge). Popular attractions Fort Lauderdale Beach and Las Olas Boulevard are located nearby.
The 27 Wynwood

The 27 Wynwood

4 out of 5
Save 100% on your flight
Price was $2,548, price is now $1,351 per person
$1,351
per person
Jun 24 - Jun 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this hotel in Miami. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Popular attractions Kaseya Center and Bayside Marketplace are located nearby.
The Crosby Miami World Center

The Crosby Miami World Center

4 out of 5
Save 100% on your flight
Price was $1,701, price is now $927 per person
$927
per person
Jul 23 - Jul 29
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this hotel in Miami. Enjoy free WiFi, a rooftop terrace, and a health club. Popular attractions Kaseya Center and Bayside Marketplace are located nearby.

Southwest Florida Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
MirabileCondoDwntown MIA Brickell w PRKG

MirabileCondoDwntown MIA Brickell w PRKG

5 out of 5
Downtown Miami
Price was $1,459, price is now $571 per person
$571
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Miami (MIA)
3BR Pool House Sleeps 8

3BR Pool House Sleeps 8

3 out of 5
Driftwood
Price was $2,061, price is now $768 per person
$768
per person
Jul 16 - Jul 19
found 1 day ago
Roundtrip flight included
New York (NYC) to Miami (MIA)
Brickell Bay 3318

Brickell Bay 3318

3 out of 5
Brickell
Price was $1,521, price is now $578 per person
$578
per person
Jul 17 - Jul 20
found 12 hours ago
Roundtrip flight included
New York (NYC) to Miami (MIA)
Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
North Beach
Price was $4,297, price is now $1,949 per person
$1,949
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)

Southwest Florida Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
MirabileCondoDwntown MIA Brickell w PRKG

MirabileCondoDwntown MIA Brickell w PRKG

5 out of 5
Downtown Miami
Price was $2,735, price is now $983 per person
$983
per person
Jul 23 - Jul 29
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
The W - Bayshore Unit 1003

The W - Bayshore Unit 1003

3 out of 5
East Fort Lauderdale
Price was $2,873, price is now $1,045 per person
$1,045
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
North Beach
Price was $8,608, price is now $3,516 per person
$3,516
per person
Jul 24 - Jul 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Family Pool Home by Hollywood Beach

Family Pool Home by Hollywood Beach

2.5 out of 5
Hollywood Hills
Price was $2,650, price is now $1,111 per person
$1,111
per person
Jun 28 - Jul 5
found 3 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)

Top Flight Deals

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

Frontier Airlines
Thu, Aug 27 - Thu, Sep 3
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$92 Roundtrip, found 5 days ago
$92
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Aug 27 from Hopkins Intl. to Southwest Florida Intl., returning Thu, Sep 3, priced at $92 found 5 days ago
Frontier Airlines
Mon, Aug 31 - Mon, Aug 31
CLE
Hopkins Intl.
TPA
Tampa Intl.
$107 Roundtrip, just found
$107
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Aug 31 from Hopkins Intl. to Tampa Intl., returning Mon, Aug 31, priced at $107 just found
Frontier Airlines
Sat, Jun 27 - Sat, Jul 4
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$131 Roundtrip, found 5 hours ago
$131
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sat, Jun 27 from Philadelphia Intl. to Tampa Intl., returning Sat, Jul 4, priced at $131 found 5 hours ago
Frontier Airlines
Thu, Sep 17 - Thu, Sep 24
TTN
Mercer
TPA
Tampa Intl.
$154 Roundtrip, found 7 hours ago
$154
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Thu, Sep 17 from Mercer to Tampa Intl., returning Thu, Sep 24, priced at $154 found 7 hours ago