Southwest Florida Vacations 2026 from CA $701

Southwest Florida flight + hotel packages

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

Arya Hotel & Suites Coconut Grove, WorldHotels, Distinctive

Coconut Grove

CA $701

per person

May 29 - May 31

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

Stay at this hotel in Miami. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Brickell City Centre and Bayside Marketplace are located nearby.

Creekside Inn

CA $1,324

per person

May 19 - May 26

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

Stay at this motel in Tavernier. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Florida Keys Dive Center and Mangrove Marina are located nearby.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $16,932

per person

Apr 18 - Apr 25

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) 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.

Solé Miami, A Noble House Resort

Ocean Four

CA $1,093

per person

May 14 - May 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Miami (MIA)

Book a stay at this beach hotel in Sunny Isles Beach. Enjoy a beach locale, breakfast (surcharge), and room service. Our guests praise the pool and the restaurant in our reviews. Popular attractions Aventura Mall and Haulover Beach are located nearby.

The Local House

South Beach

CA $1,256

per person

Apr 24 - Apr 29

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Miami (MIA)

Book a stay at this boutique hotel in Miami Beach. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). 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

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

Free cancellation

Reserve now, pay when you stay

Get rates

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 St. Armands Circle and Lido Beach are located nearby.

Pool

Hot tub

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

5500 Sunseeker Way Punta Gorda FL

Free cancellation

Reserve now, pay when you stay

CA $355

CA $466 total

Mar 19 - Mar 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.

Pool

Hot tub

Golden Host Resort - Sarasota

4675 N Tamiami Trl Sarasota FL

Free cancellation

Get rates

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 St. Armands Circle and Lido Beach are located nearby.

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 $137

CA $153 total

Apr 5 - Apr 6

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 Farmers Market are located nearby.

Margaritaville Beach Resort Fort Myers

251 Crescent Street Fort Myers Beach FL

CA $461

CA $583 total

Apr 9 - Apr 10

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 Sanibel Island Lighthouse are located nearby.

Pool

Spa

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West Bradenton FL

Free cancellation

Reserve now, pay when you stay

CA $311

CA $389 total

Apr 5 - Apr 6

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.

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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

Southwest Florida featuring general coastal views and a beach as well as a large group of people

Siesta Key Beach

4.5/5(75 reviews)

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

Lido Beach

4.5/5(46 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(49 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 seaside 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 $701. 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.