Southwest Florida Vacations 2026 from CA $1,217

Southwest Florida flight + hotel packages

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

Ithaca Hotel

South Beach

CA $1,217

per person

Jun 28 - Jul 4

just found

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

Book a stay at this boutique hotel in Miami Beach. Enjoy free WiFi, room service, and pillowtop beds. Popular attractions Ocean Drive and Collins Avenue Shopping Area are located nearby.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $23,341

per person

Jun 13 - Jun 20

found 1 day ago

Roundtrip non-stop flight included

St. John's (YYT) to Miami (MIA)

Book a stay at this 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.

President Hotel

South Beach

CA $1,682

per person

Jun 26 - Jul 2

found 4 hours ago

Roundtrip non-stop flight included

Halifax (YHZ) to Miami (MIA)

Stay at this 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.

The Crosby Studio by Palermo Home

Downtown Miami

CA $1,746

per person

Jun 28 - Jul 4

just found

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

Stay at this apartment in Miami. Enjoy free WiFi, 2 outdoor pools, and a 24-hour front desk. Popular attractions Kaseya Center and Bayside Marketplace are located nearby.

Pelican Hotel

South Beach

CA $1,592

per person

Jun 25 - Jun 29

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

Book a stay at this beach hotel in Miami Beach. Enjoy free WiFi, a beach locale, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ocean Drive and Collins Avenue Shopping Area are located nearby.

Top Southwest Florida hotels deals

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

5500 Sunseeker Way Punta Gorda FL

Free cancellation

Reserve now, pay when you stay

CA $228

CA $325 total

Apr 19 - Apr 20

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.

Golden Host Resort - Sarasota

4675 N Tamiami Trl Sarasota FL

Free cancellation

CA $103

CA $116 total

May 3 - May 4

includes taxes & fees

Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Lido Beach and Mote Marine Laboratory & Aquarium are located nearby.

Pool

Parking included

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

Free cancellation

Reserve now, pay when you stay

CA $116

CA $148 total

Apr 12 - Apr 13

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.

Pool

Hot tub

Holiday Inn Express Cape Coral-Fort Myers Area by IHG

1538 Cape Coral Pkwy E Cape Coral FL

Free cancellation

Reserve now, pay when you stay

CA $134

CA $150 total

May 11 - May 12

includes taxes & fees

Book a stay at this business-friendly hotel in Cape Coral. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Dolphin Marina and Cape Coral Bridge 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 $260

CA $333 total

Apr 12 - Apr 13

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 Bradenton Beach and Coquina Beach are located nearby.

Margaritaville Beach Resort Fort Myers

251 Crescent Street Fort Myers Beach FL

CA $338

CA $447 total

May 11 - May 12

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.

Pool

Spa

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See all available properties in Southwest Florida

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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.

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.

St. Armands Circle

4.5/5(51 reviews)

You can browse for the perfect souvenirs at St. Armands Circle during your visit to Sarasota. Stroll along the beautiful beaches 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 $1,217. 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.