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Jan 14 - Jan 17
Sarasota
3 nights
9.0/10 - Wonderful (1,802 reviews)
"The room was pretty clean, however the floor we were on had construction going and we had to walk through that area to get to our room. The A/C was not on in the room which caused the room to have a musty feel. Once we put the air on and let it run for awhile it was okay."
Reviewed November 10, 2026
Roundtrip • Toronto (YTO) - Tampa (TPA)
YTZ - TPA • 1 stop TPA - YYZ • Nonstop
CA $635
per traveller
found 8 hours ago
Jan 14 - Jan 17
Central Sarasota
3 nights
9.0/10 - Wonderful (1,000 reviews)
Roundtrip • Toronto (YTO) - Tampa (TPA)
YTZ - TPA • 1 stop TPA - YYZ • Nonstop
CA $920
per traveller
found 8 hours ago
Feb 1 - Feb 5
Palm River Estates
4 nights
9.4/10 - Exceptional (1,355 reviews)
"Exceptional !!"
Reviewed November 13, 2026
Roundtrip • Ottawa (YOW) - Fort Myers (RSW)
YOW - RSW • Nonstop RSW - YOW • Nonstop
CA $809
per traveller
found 20 hours ago
Jan 14 - Jan 17
Sarasota
3 nights
8.2/10 - Very good (2,528 reviews)
Roundtrip • Toronto (YTO) - Tampa (TPA)
YTZ - TPA • 1 stop TPA - YYZ • Nonstop
CA $661
per traveller
found 8 hours ago
Dec 29 - Jan 2
Naples
4 nights
9.6/10 - Exceptional (1,263 reviews)
Roundtrip • Toronto (YTO) - Fort Myers (RSW)
YTZ - RSW • 1 stop RSW - YTZ • 1 stop
CA $2,937
per traveller
found 1 day ago
Rating: 9.6/10 (4,113 reviews)
The soft, white sand on Siesta Key’s award-winning family-friendly beach is perfect for relaxing under a sun umbrella and taking part in a game of volleyball.
Rating: 9.4/10 (6,329 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.
Rating: 9.4/10 (6,040 reviews)
Why not spend a carefree afternoon at Naples Beach during your travels in Naples? Stroll along the seaside or visit the shops while you're in the area.
Rating: 9.4/10 (5,556 reviews)
Consider this area as a circular outdoor mall. Like any mall, you can shop, dine, browse or just people-watch. Unlike most malls, this one never closes to walkers.
Rating: 9.2/10 (2,687 reviews)
If a restful vacation is part of your travel plans, Venice Beach might be the perfect place to seek out during your trip to Venice.
Rating: 9.0/10 (2,156 reviews)
You can search for that perfect souvenir at Mall at University Town Center during your visit to Sarasota. Attend a sporting event or discover the beautiful sunsets in this family-friendly area.
Rating: 9.4/10 (2,799 reviews)
Enjoy many happy hours exploring the variety of shops, dining options and cultural attractions of this popular shopping district in Naples, Florida.
Rating: 8.6/10 (659 reviews)
Enjoy the collegiate vibe when you visit IMG Academy, during your travels in Bradenton. Amble around the area's beautiful beaches or attend a sporting event.
CA $86
per adult
92% of travellers recommend
CA $83
per adult
100% of travellers recommend
CA $155
per adult
98% of travellers recommend
See all activities in Southwest Florida
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.
See all properties in Southwest Florida
Less than you might think — from just CA $635, 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.
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.
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.
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.
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!
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!
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.
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.
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.