Search Deals onSouthwest Florida Vacation Packages
Southwest Florida Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach
Save 100% on your flight
per person
Jun 6 - Jun 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 3.5-star hotel in Miami Beach. Enjoy breakfast (surcharge), 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 Port of Miami are located nearby.
Sunrise in Miami Suites
per person
May 23 - May 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy free WiFi, parking (surcharge), and in-room washers/dryers. Popular attractions Collins Avenue Shopping Area and Port of Miami are located nearby.
The Retreat Collection at 1 Hotel & Homes South Beach
per person
May 13 - May 16
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 Miami Beach Boardwalk are located nearby.
Fontainebleau Miami Beach
per person
May 23 - May 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 4.5-star luxury hotel in Miami Beach. Enjoy free WiFi, a full-service spa, and 9 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Miami Beach Boardwalk and Collins Avenue Shopping Area are located nearby.
President Villa
per person
Apr 25 - Apr 29
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 Port of Miami are located nearby.
Dua Miami, Autograph Collection
per person
May 3 - May 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 4.5-star luxury hotel in Miami. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Brickell City Centre and Bayside Marketplace are located nearby.
The Landon Bay Harbor - Miami Beach
per person
May 3 - May 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 3.5-star business-friendly hotel in Bay Harbor Islands. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Miami Beach Boardwalk and Aventura Mall are located nearby.
EAST Miami
per person
May 25 - May 30
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 Brickell City Centre 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.
Southwest Florida Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Apr 8 - Mon, Apr 14
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$70 Roundtrip, found 4 days ago
$70
Roundtrip
found 4 days ago
Thu, Apr 3 - Sat, Apr 5
BOS
Logan Intl.
TPA
Tampa Intl.
$74 Roundtrip, found 3 days ago
$74
Roundtrip
found 3 days ago
Sat, Jun 21 - Tue, Jun 24
CLE
Hopkins Intl.
TPA
Tampa Intl.
$88 Roundtrip, found 18 hours ago
$88
Roundtrip
found 18 hours ago
Sat, Aug 2 - Tue, Aug 5
TTN
Mercer
TPA
Tampa Intl.
$88 Roundtrip, found 4 hours ago
$88
Roundtrip
found 4 hours ago
Discover Other Travel Deals
- Popular Vacation Attractions
- Popular Destinations
- Nearby Destinations
- Areas of Southwest Florida
- Hotwire Picks
- Siesta Key Beach Vacations
- Lido Beach Vacations
- St. Armands Circle Vacations
- Key West Express Vacations
- Venice Beach Vacations
- IMG Academy Vacations
- JetBlue Park at Fenway South Vacations
- Fort De Soto Park Vacations
- Turtle Beach Vacations
- Mall at University Town Center Vacations
- Florida Gulf Coast University Vacations
- Vanderbilt Beach Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
Car Rentals in Southwest Florida
- Car rentals in Naples
- Car rentals in Sarasota
- Car rentals in Siesta Key
- Car rentals in Marco Island
- Car rentals in Fort Myers Beach
- Car rentals in St. Pete Beach
- Car rentals in Anna Maria Island
- Car rentals in St. Petersburg
- Car rentals in Fort Myers
- Car rentals in Clearwater
- Car rentals in Cape Coral
- Car rentals in Bradenton