Southwest Florida Vacations 2026 from CA $756

Southwest Florida flight + hotel packages

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

MirabileCondoDwntown MIA Brickell w PRKG

Downtown Miami

CA $756

per person

Jul 25 - Jul 27

found 1 day ago

Roundtrip flight included

Toronto (YYZ) 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.

Casablanca Miami Beach

North Beach

CA $6,182

per person

Aug 16 - Aug 23

found 11 hours ago

Roundtrip flight included

Toronto (YYZ) 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 Miami Beach Boardwalk and Lincoln Road Mall are located nearby.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $9,226

per person

Aug 21 - Aug 24

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Miami (MIA)

Book a stay at this luxury aparthotel in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.

Hotel Riu Plaza Miami Beach

Mid Beach

CA $1,845

per person

Jul 17 - Jul 23

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

Book a stay at this beach hotel in Miami Beach. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Miami Beach Boardwalk and Lincoln Road Mall are located nearby.

The 27 Wynwood

Wynwood Art District

CA $1,461

per person

Jul 17 - Jul 24

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) 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.

Top Southwest Florida hotels deals

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

Free cancellation

Reserve now, pay when you stay

CA $99

CA $142 total

Jul 1 - Jul 2

includes taxes & fees

Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and Mote Marine Laboratory & Aquarium are located nearby.

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

5500 Sunseeker Way Punta Gorda FL

Free cancellation

Reserve now, pay when you stay

CA $191

CA $284 total

Jul 6 - Jul 7

includes taxes & fees

Book a stay at this 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 in our reviews. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West Bradenton FL

Free cancellation

Reserve now, pay when you stay

CA $230

CA $299 total

Jun 15 - Jun 16

includes taxes & fees

Stay at this hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Anna Maria Beach and Bradenton Beach are located nearby.

Pool

Breakfast included

Margaritaville Beach Resort Fort Myers

251 Crescent Street Fort Myers Beach FL

CA $256

CA $355 total

Jun 14 - Jun 15

includes taxes & fees

Book a stay at this 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 in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.

Hilton Marco Island Beach Resort and Spa

560 S Collier Blvd Marco Island FL

Free cancellation

Reserve now, pay when you stay

CA $300

CA $410 total

Jul 5 - Jul 6

includes taxes & fees

Book a stay at this 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 our reviews. Popular attractions South Marco Beach and Winterberry Beach are located nearby.

Hyatt House Naples/5th Avenue

1345 5th Avenue South Naples FL

Free cancellation

Reserve now, pay when you stay

CA $190

CA $211 total

Jun 28 - Jun 29

includes taxes & fees

Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and a marina. Our guests praise the breakfast and the pool in our reviews. Popular attractions Fifth Avenue South and Naples Beach are located nearby.

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Lowest 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.

Popular places to visit

Siesta Key Beach

4.5/5(77 reviews)

Nothing says vacation like spending a lazy day at Siesta Key Beach, a popular beach in Siesta Key. Amble around this relaxing area's seaside or experience its live music.

St. Armands Circle

4.5/5(51 reviews)

When you visit St. Armands Circle, a favorite shopping spot in Sarasota, you can find the perfect gifts to bring home. Stroll along the beautiful beaches or discover the area's beautiful sunsets.

Lido Beach

4.5/5(47 reviews)

Nothing says vacation like spending a lazy day at Lido Beach, a popular beach in Sarasota. Wander the picturesque gardens or discover the area's beautiful sunsets.

Frequently asked questions

How much are vacation packages to Southwest Florida?

Vacation packages, which include hotels and flights in Southwest Florida, start from as little as CA $756. Turn your travel dreams into reality and secure your trip with Travelocity today.

Where can I get the best vacation package deals for Southwest Florida?

For the best Southwest Florida package deal, turn to Travelocity. Pick from as many as 400 airlines and 1,000,000 properties around the world to create your ultimate adventure — it couldn't be simpler.

Why should I purchase my Southwest Florida vacation bundle via Travelocity?

The three S's — savings, support and a stress-free booking — are just the beginning. Collect lifelong memories and enjoy a fulfilling travel experience knowing you have access to our team of customer support experts around-the-clock. With the Travelocity Price Match Guarantee, you know you'll always get the best deal available.

Can I save on my Southwest Florida car rental if I combine it with a hotel or flight?

Absolutely. And our Southwest Florida vacation packages are the ideal way to do it. With only a few clicks you can save cash as well as time by combining your bookings. Pick up the keys to your rental car and do your vacation your way. Looking for things to do? Throw some tours or experiences into your package and save on those too.

Which airport is best for Southwest Florida?

Southwest Florida is serviced by two main hubs — Southwest Florida Intl. Airport (RSW) and Naples Municipal Airport (APF).

What is there to do in Southwest Florida?

Southwest Florida boasts hidden gems around every corner, but be sure you plan a visit to both Salvador Dali Museum and Raymond James Stadium during your stay. These two attractions are popular with visitors.