A crowded beach with people sunbathing and swimming.

Southwest Florida Cheap Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Cheap vacation packages in Southwest Florida

Price found within the past 48 hours. Click for updated prices.
  • Jan 14 - Jan 17

    Golden Host Resort - Sarasota + Flight

    North Trail
    3 nights
    3.0 star property
    8.6/10 - Excellent (2,692 reviews)
    "The tiki theme of the hotel was wonderful. There was entertainment at the tiki bar and the bartenders were fun and entertaining. I felt like I was on vacation in Hawaii."
    Reviewed November 14, 2026
    Roundtrip • Toronto (YTO) - Tampa (TPA)
    YTZ - TPA • 1 stop TPA - YYZ • Nonstop
    CA $733
    CA $606
    per traveller
    found 1 day ago
    Golden Host Resort - Sarasota
  • Jan 18 - Jan 24

    Quality Inn Fort Myers Cape Coral + Flight

    Fort Myers
    6 nights
    2.0 star property
    7.6/10 - Good (527 reviews)
    Roundtrip • Ottawa (YOW) - Fort Myers (RSW)
    YOW - RSW • Nonstop RSW - YOW • Nonstop
    CA $1,081
    CA $844
    per traveller
    found 1 day ago
    Quality Inn Fort Myers Cape Coral
  • Jan 14 - Jan 17

    Comfort Suites Sarasota - Siesta Key + Flight

    Sarasota
    3 nights
    3.0 star property
    9.0/10 - Wonderful (1,803 reviews)
    "Our employees enjoy staying here. The property is clean and nice. The staff is always wonderful."
    Reviewed November 13, 2026
    Roundtrip • Toronto (YTO) - Tampa (TPA)
    YTZ - TPA • 1 stop TPA - YYZ • Nonstop
    CA $811
    CA $635
    per traveller
    found 1 day ago
    Comfort Suites Sarasota - Siesta Key
  • Jan 14 - Jan 17

    Kompose Boutique Hotel + Flight

    Sarasota
    3 nights
    3.0 star property
    9.2/10 - Wonderful (6,265 reviews)
    "Nice place"
    Reviewed November 14, 2026
    Roundtrip • Toronto (YTO) - Tampa (TPA)
    YTZ - TPA • 1 stop TPA - YYZ • Nonstop
    CA $760
    CA $614
    per traveller
    found 1 day ago
    Kompose Boutique Hotel
  • Jan 14 - Jan 17

    Lantern Inn & Suites + Flight

    Whitfield Estates
    3 nights
    2.5 star property
    9.2/10 - Wonderful (1,749 reviews)
    Roundtrip • Toronto (YTO) - Tampa (TPA)
    YTZ - TPA • 1 stop TPA - YYZ • Nonstop
    CA $690
    CA $607
    per traveller
    found 1 day ago
    Lantern Inn & Suites

Discover the most popular places to visit in Southwest Florida

What to do in Southwest Florida

Top Cheap Southwest Florida Hotels

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.

Frequently Asked Questions

How much does a Southwest Florida vacation package cost?

Less than you might think — from just CA $606, in fact! By bundling flights, hotels and car rentals into your own custom-built vacation package, your getaway to Southwest Florida is just a few clicks away.

How do I get a cheap travel package to Southwest Florida?

Browse and book everything in the one place with our Southwest Florida vacation packages. We have incredible bargains on flights, hotels and more that'll keep your pocket happy and your spirit of adventure alive. And, with more than 550 partner airlines and 1,000,000 properties worldwide to select from, you'll have the flexibility to mix and match all you want.

Where should I stay in Southwest Florida?

You can't go past Tampa, with terrific landmarks including Raymond James Stadium and University of South Florida to discover. Or, if sights like Edison and Ford Winter Estates and Sun Splash Water Park are more your scene, Fort Myers is the place for you.

What are the top hotels in Southwest Florida?

Naples Grande Beach Resort and La Quinta Inn & Suites by Wyndham Naples East (I-75) know how to make their guests feel welcome in Naples. If your itinerary also includes Cape Coral, take a look at Trianon Bonita Bay and Sanibel Island Beach Resort. Both are very popular with travelers.

How far in advance should I book my Southwest Florida vacation?

Get rewarded with the widest variety at the cheapest prices by booking your vacation to Southwest Florida nice and early. Air carriers generally advertise tickets around a year before departure, so reserve your spot as soon as possible. That being said, Expedia is dedicated to providing you with the best deals around, so there's never a bad time to book your dream vacation!

What does an Expedia Southwest Florida travel package include?

That mostly depends on you. You can select from a range of Southwest Florida bundles, such as a flight, hotel and rental car. You can also book a hotel and a flight, or a flight and a rental car. Once you've made your booking, you can add the fun stuff like tours and activities. Whatever your perfect Southwest Florida vacation looks like, you're sure to save!

What should I know before booking a Southwest Florida travel package?

You can save a tidy sum by combining your flights, hotels and rental cars. Once you've made your booking, add on fun stuff like activities or tours. Your next awesome vacation is only a couple of clicks away.

Can I choose my airline with a Southwest Florida Expedia vacation package?

Yes — that's the beauty of an Expedia package. You're the boss! We have access to more than 550 partner airlines all over the world, so you have options galore when putting together your Southwest Florida escape.

If I'm not able to travel, can I cancel my Southwest Florida vacation package?

It's hard to predict what the future holds, so it's good to know that you can cancel or change your Southwest Florida vacation package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to learn more.