Southwest Florida Vacations 2025 from CA $722

Southwest Florida flight + hotel packages

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

B Ocean Resort Fort Lauderdale Beach

East Fort Lauderdale

per person

Jul. 10 - Jul. 17

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

Stay at this 4-star beach resort in Fort Lauderdale. Enjoy 2 outdoor pools, 3 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Las Olas Beach and Port Everglades are located nearby.

Cavalier Hotel South Beach

South Beach

per person

Jul. 12 - Jul. 19

found 1 day ago

Roundtrip flight included

Detroit (DTW) 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.

Pelican Grand Beach Resort - A Noble House Resort

East Fort Lauderdale

per person

Jul. 10 - Jul. 17

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

Stay at this 4-star luxury hotel in Fort Lauderdale. Enjoy a full-service spa, 2 restaurants, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fort Lauderdale Beach and Las Olas Beach are located nearby.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

per person

Jul. 19 - Jul. 26

found 5 hours ago

Roundtrip non-stop flight included

Montreal (YUL) 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.

Henrosa Hotel

South Beach

Save 100% on your flight

per person

Jul. 12 - Jul. 19

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

Stay at this 3.5-star hotel in Miami Beach. Enjoy free WiFi, 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.

Top Southwest Florida hotels deals

Naples Grande Beach Resort

475 Seagate Drive, Naples, FL

CA $377

CA $474 total

includes taxes & fees

Jun 1 - Jun 2

Stay at this 4.5-star luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Naples Zoo at Caribbean Gardens are located nearby.

Pool

Hot tub

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West, Bradenton, FL

CA $233

CA $297 total

includes taxes & fees

May 8 - May 9

Stay at this 4-star 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 Cortez Beach are located nearby.

Pool

Breakfast included

Tropical Beach Resorts

6717 Sara Sea Circle, Siesta Key, FL

CA $199

CA $256 total

includes taxes & fees

May 20 - May 21

Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

Pool

Kitchen

Margaritaville Beach Resort Fort Myers

251 Crescent Street, Fort Myers Beach, FL

CA $300

CA $389 total

includes taxes & fees

May 21 - May 22

Stay at this 4-star beach hotel in Fort Myers Beach. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Key West Express and Times Square are located nearby.

Pool

Spa

Hilton Marco Island Beach Resort and Spa

560 S Collier Blvd, Marco Island, FL

CA $362

CA $463 total

includes taxes & fees

Jun 2 - Jun 3

Stay at this 4-star beach hotel 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 Winterberry Beach and South Marco Beach are located nearby.

Pool

Hot tub

Sanibel Island Beach Resort

1231 Middle Gulf Dr, Sanibel, FL

Free cancellation

Reserve now, pay when you stay

CA $350

CA $425 total

includes taxes & fees

May 8 - May 9

Stay at this 3-star beach hotel in Sanibel. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Sanibel Island Southern Beach and Sanibel Island Golf Club are located nearby.

Pool

Pet-friendly

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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(75 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(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)

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 $722. 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.