A crowded beach with people sunbathing and swimming.

Southwest Florida Beach Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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 Beach vacation packages in Southwest Florida

Price found within the past 48 hours. Click for updated prices.
  • Oct 9 - Oct 12

    voco Sarasota by IHG + Flight

    Central Sarasota
    3 nights
    3.5 star property
    9.0/10 - Wonderful (1,001 reviews)
    Roundtrip Atlanta (ATL) - Tampa (TPA)
    ATL - TPANonstop TPA - ATLNonstop
    Save 100% on your flight
    $445
    $281
    per traveler
    found 1 day ago
    voco Sarasota by IHG
  • Oct 9 - Oct 12

    Cedar Cove Resort and Cottages + Flight

    Holmes Beach
    3 nights
    3.0 star property
    9.2/10 - Wonderful (562 reviews)
    "The staff was excellent! Our accommodations were very nice, very clean and well maintained. Everything we needed was right at our fingertips during our entire stay."
    Reviewed July 23, 2026
    Roundtrip Atlanta (ATL) - Tampa (TPA)
    ATL - TPANonstop TPA - ATLNonstop
    Save 100% on your flight
    $774
    $441
    per traveler
    found 1 day ago
    Cedar Cove Resort and Cottages
  • Oct 16 - Oct 19

    LaPlaya Beach & Golf Resort - A Noble House Resort + Flight

    Vanderbilt Beach
    3 nights
    4.5 star property
    9.0/10 - Wonderful (1,003 reviews)
    "BEWARE IF YOU ARE PLANNING TO RENT A CAR WHILE STAYING AT LAPLAYA RESORT!!!! This resort will charge you a $44 valet parking fee and a $2.64 parking tax fee PER DAY!! That is an additional $326.48 for a week’s stay just to keep a vehicle on their property!! You do not have the option to park your vehicle yourself. Also, you will feel obligated to tip the drivers when they get your vehicle both coming and going. The resort also automatically puts a $200 PER DAY charge on your credit card for..."
    Reviewed July 26, 2026
    Roundtrip New York (NYC) - Fort Myers (RSW)
    LGA - MIANonstop MIA - JFKNonstop
    Save 100% on your flight
    $1,493
    $865
    per traveler
    found 23 hours ago
    LaPlaya Beach & Golf Resort - A Noble House Resort
  • Oct 15 - Oct 18

    The Perry Hotel Naples + Flight

    Naples
    3 nights
    4.5 star property
    9.6/10 - Exceptional (966 reviews)
    Roundtrip Atlanta (ATL) - Fort Myers (RSW)
    ATL - MIANonstop MIA - ATLNonstop
    Save 100% on your flight
    $672
    $396
    per traveler
    found 4 hours ago
    The Perry Hotel Naples
  • Oct 9 - Oct 12

    The Westin Sarasota + Flight

    Central Sarasota
    3 nights
    4.0 star property
    9.0/10 - Wonderful (1,160 reviews)
    Roundtrip Atlanta (ATL) - Tampa (TPA)
    ATL - TPANonstop TPA - ATLNonstop
    Save 100% on your flight
    $548
    $373
    per traveler
    found 1 day ago
    The Westin Sarasota

Discover the most popular places to visit in Southwest Florida

What to do in Southwest Florida

Top Beach 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.

Find your perfect Southwest Florida beach vacation

How do I book the best Southwest Florida beach vacation packages?

Life’s a beach when you dive into our brilliant Southwest Florida beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Southwest Florida?

A rental steps from the shore creates an amazingly affordable Southwest Florida beach vacation. Seaside sojourns during low season start from $281. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in Southwest Florida?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Southwest Florida beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Southwest Florida vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Southwest Florida beach vacation deals?

Sort your search results by deals to delight in amazing Southwest Florida beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Southwest Florida beach trip with free cancellation and/or flexible dates?

Just like the Southwest Florida tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Southwest Florida beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Southwest Florida. (OK, maybe not that last part.)