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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.
Henrosa Hotel

Henrosa Hotel

3.5 out of 5
per person
Mar 20 - Mar 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 3.5-star hotel in Miami Beach. Enjoy free breakfast, free WiFi, 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.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
per person
Feb 16 - Feb 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 3.5-star hotel in Miami Beach. Enjoy free breakfast, valet parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
President Hotel

President Hotel

3.5 out of 5
per person
Feb 20 - Feb 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 3.5-star hotel in Miami Beach. Enjoy free breakfast, valet parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
per person
Mar 20 - Mar 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 5-star luxury condo in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
EAST Miami

EAST Miami

5 out of 5
per person
Feb 20 - Feb 28
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Port of Miami and Ocean Drive are located nearby.
Dream South Beach, by Hyatt

Dream South Beach, by Hyatt

4 out of 5
per person
Feb 20 - Feb 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 4-star beach hotel in Miami Beach. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
Amazing Apartments at H Beach House

Amazing Apartments at H Beach House

3.5 out of 5
Save 100% on your flight
per person
Mar 22 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
Stay at this 3.5-star apartment in Hollywood. Enjoy free WiFi, 2 outdoor pools, and a beach locale. Popular attractions Aventura Mall and Hollywood Beach are located nearby.

Southwest Florida Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
per person
Mar 23 - Mar 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
The Balfour Hotel

The Balfour Hotel

4 out of 5
South Beach
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Henrosa Hotel

Henrosa Hotel

3.5 out of 5
South Beach
per person
Mar 20 - Mar 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
Feb 20 - Feb 23
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.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
per person
Feb 20 - Feb 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
The Balfour Hotel

The Balfour Hotel

4 out of 5
South Beach
per person
Mar 17 - Mar 22
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
per person
Mar 15 - Mar 20
found 1 day 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.

Spirit Airlines
Sat, Feb 8 - Tue, Feb 11
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$62 Roundtrip, found 3 days ago
$62
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Sat, Feb 8 from Logan Intl. to Southwest Florida Intl., returning Tue, Feb 11, priced at $62 found 3 days ago
Frontier Airlines
Mon, Feb 3 - Wed, Feb 12
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$68 Roundtrip, found 11 hours ago
$68
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Mon, Feb 3 from Hopkins Intl. to Southwest Florida Intl., returning Wed, Feb 12, priced at $68 found 11 hours ago
Frontier Airlines
Tue, Jan 21 - Wed, Jan 22
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$68 Roundtrip, found 17 hours ago
$68
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Tue, Jan 21 from John F. Kennedy Intl. to Tampa Intl., returning Wed, Jan 22, priced at $68 found 17 hours ago
Frontier Airlines
Sun, Feb 2 - Fri, Feb 7
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$68 Roundtrip, found 13 hours ago
$68
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Sun, Feb 2 from Philadelphia Intl. to Sarasota-Bradenton Intl., returning Fri, Feb 7, priced at $68 found 13 hours ago