Southwest Florida Vacations
Pack those stellar shades. We have Southwest Florida vacation deals for you!
If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Southwest Florida – great memories and a tall tale or two.
Hotwire can help you find your travel bliss with Southwest Florida vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!
Pack everything you want – then take half of it out
We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.Bring comfortable walking shoes on your trip to Southwest Florida
No one should have to endure walking tours in dress shoes or high heels. No one.Bring photocopies of your passport or license
You flew home from a great Southwest Florida vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.Don’t underestimate the power of earplugs
Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.Always carry some cash
You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.Explore like a local
Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Southwest Florida well.Southwest Florida Flight + Hotel Packages
Fri, Sep 18 - Mon, Sep 21
Hopkins Intl. - Miami Intl.
$918
The price now is $242 per personFlight + Hotel
Sat, Oct 24 - Tue, Oct 27
William P. Hobby - Miami Intl.
$314
The price now is $224 per personFlight + Hotel
Fri, Sep 18 - Mon, Sep 21
Hopkins Intl. - Miami Intl.
$373
The price now is $282 per personFlight + Hotel
Sat, Oct 24 - Tue, Oct 27
William P. Hobby - Miami Intl.
$305
The price now is $238 per personFlight + Hotel
Sat, Oct 24 - Tue, Oct 27
William P. Hobby - Miami Intl.
$223
The price now is $174 per personFlight + Hotel
Sat, Oct 24 - Tue, Oct 27
William P. Hobby - Miami Intl.
$298
The price now is $233 per personFlight + Hotel
Sat, Oct 24 - Tue, Oct 27
William P. Hobby - Miami Intl.
$219
The price now is $171 per personFlight + Hotel
Sat, Oct 24 - Tue, Oct 27
William P. Hobby - Miami Intl.
$219
The price now is $172 per personFlight + Hotel
Sat, Oct 24 - Tue, Oct 27
William P. Hobby - Miami Intl.
$271
The price now is $212 per personFlight + Hotel
Sat, Oct 24 - Tue, Oct 27
William P. Hobby - Miami Intl.
$253
The price now is $199 per personFlight + Hotel
Sat, Sep 19 - Mon, Sep 21
Hopkins Intl. - Miami Intl.
$227
The price now is $183 per personFlight + Hotel
Fri, Sep 18 - Mon, Sep 21
Hopkins Intl. - Miami Intl.
$303
The price now is $246 per personFlight + Hotel
Southwest Florida Vacation Packages 3-4 Night Stays
Fri, Sep 18 - Mon, Sep 21
Hopkins Intl. - Miami Intl.
$918
The price now is $242 per personFlight + Hotel
Sat, Oct 24 - Tue, Oct 27
William P. Hobby - Miami Intl.
$314
The price now is $224 per personFlight + Hotel
Fri, Sep 18 - Mon, Sep 21
Hopkins Intl. - Miami Intl.
$373
The price now is $282 per personFlight + Hotel
Sat, Oct 24 - Tue, Oct 27
William P. Hobby - Miami Intl.
$305
The price now is $238 per personFlight + Hotel
Sat, Oct 24 - Tue, Oct 27
William P. Hobby - Miami Intl.
$223
The price now is $174 per personFlight + Hotel
Sat, Oct 24 - Tue, Oct 27
William P. Hobby - Miami Intl.
$298
The price now is $233 per personFlight + Hotel
Sat, Oct 24 - Tue, Oct 27
William P. Hobby - Miami Intl.
$219
The price now is $171 per personFlight + Hotel
Sat, Oct 24 - Tue, Oct 27
William P. Hobby - Miami Intl.
$219
The price now is $172 per personFlight + Hotel
Sat, Oct 24 - Tue, Oct 27
William P. Hobby - Miami Intl.
$271
The price now is $212 per personFlight + Hotel
Sat, Oct 24 - Tue, Oct 27
William P. Hobby - Miami Intl.
$253
The price now is $199 per personFlight + Hotel
Fri, Sep 18 - Mon, Sep 21
Hopkins Intl. - Miami Intl.
$303
The price now is $246 per personFlight + Hotel
Sat, Oct 24 - Tue, Oct 27
William P. Hobby - Miami Intl.
$249
The price now is $204 per personFlight + Hotel
Last Minute Hotel Deals
Estimated price for 1 night/2 adults
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Frequently Asked Questions About Southwest Florida
When is the best time of the year to find Southwest Florida vacation package deals?
is the best time to find cheap Southwest Florida vacation deals.
When are the high and low seasons for Southwest Florida vacations?
are the busiest months for Southwest Florida vacations, but have the smallest crowds.
Where can I find the best last minute vacation deals for Southwest Florida?
Only on Hotwire can you find last minute vacations from over 19436 Southwest Florida destinations.
What if I have to cancel my trip to Southwest Florida?
The fastest path to canceling your booking is through one of our self-serve tools found at https://vacation.hotwire.com/lp/coronavirus-travel
Book your Southwest Florida Vacation
Other Hotels in Cities Near Southwest Florida
- St. Petersburg Hotels
- St. Pete Beach Hotels
- Marco Island Hotels
- Fort Myers Beach Hotels
- Siesta Key Hotels
- Sanibel Hotels
- Clearwater Hotels
- Treasure Island Hotels
- Sanibel Captiva Island Hotels
- Anna Maria Island Hotels
- Bonita Springs Hotels
- Longboat Key Hotels
- Madeira Beach Hotels
- Bradenton Hotels
- Cape Coral Hotels
- Venice Hotels
- Bradenton Beach Hotels
- Indian Rocks Beach Hotels
- Port Saint Lucie Hotels
- Captiva Hotels
Hotels in Neighborhoods Near Southwest Florida
- Siesta Key Village Hotels
- Vanderbilt Beach Hotels
- Sanibel Isles Hotels
- Old Naples Hotels
- Seaside Hotels
- Palm Island Hotels
- Saint Armands Key Hotels
- South Venice Hotels
- Pelican Bay Hotels
- South Island Hotels
- The Meadows Hotels
- Pelican Hotels
- Bonita Shores Hotels
- Central Sarasota Hotels
- Fort Myers River District Hotels
- Sarasota Springs Hotels
- Downtown Hotels
- Mid Island Hotels
- Bonita Bay Hotels
- Fruitville Hotels
Hotels Near Points of Interest in Southwest Florida
- Hotels near Lido Beach
- Hotels near Venice Beach
- Hotels near Siesta Key Beach
- Hotels near St. Armands Circle
- Hotels near Barefoot Beach
- Hotels near JetBlue Park at Fenway South
- Hotels near Florida Gulf Coast University
- Hotels near Englewood Beach
- Hotels near Vanderbilt Beach
- Hotels near Turtle Beach
- Hotels near IMG Academy
- Hotels near Bonita Springs Public Beach
- Hotels near Fort De Soto Park
- Hotels near Naples Pier
- Hotels near Captiva Beach
- Hotels near Naples Beach
- Hotels near Seminole Casino Immokalee
- Hotels near Coconut Point Mall
- Hotels near Sanibel Island Southern Beach
- Hotels near Times Square
Featured Deals on Theme Vacations
Southwest Florida Vacations
Pack those stellar shades. We have Southwest Florida vacation deals for you!
If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Southwest Florida – great memories and a tall tale or two.
Hotwire can help you find your travel bliss with Southwest Florida vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!
Pack everything you want – then take half of it out
We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.Bring comfortable walking shoes on your trip to Southwest Florida
No one should have to endure walking tours in dress shoes or high heels. No one.Bring photocopies of your passport or license
You flew home from a great Southwest Florida vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.Don’t underestimate the power of earplugs
Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.Always carry some cash
You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.Explore like a local
Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Southwest Florida well.Southwest Florida Flight + Hotel Packages
Fri, Sep 18 - Mon, Sep 21
Hopkins Intl. - Miami Intl.
$918
The price now is $242 per personFlight + Hotel
Sat, Oct 24 - Tue, Oct 27
William P. Hobby - Miami Intl.
$314
The price now is $224 per personFlight + Hotel
Fri, Sep 18 - Mon, Sep 21
Hopkins Intl. - Miami Intl.
$373
The price now is $282 per personFlight + Hotel
Sat, Oct 24 - Tue, Oct 27
William P. Hobby - Miami Intl.
$305
The price now is $238 per personFlight + Hotel
Sat, Oct 24 - Tue, Oct 27
William P. Hobby - Miami Intl.
$223
The price now is $174 per personFlight + Hotel
Sat, Oct 24 - Tue, Oct 27
William P. Hobby - Miami Intl.
$298
The price now is $233 per personFlight + Hotel
Sat, Oct 24 - Tue, Oct 27
William P. Hobby - Miami Intl.
$219
The price now is $171 per personFlight + Hotel
Sat, Oct 24 - Tue, Oct 27
William P. Hobby - Miami Intl.
$219
The price now is $172 per personFlight + Hotel
Sat, Oct 24 - Tue, Oct 27
William P. Hobby - Miami Intl.
$271
The price now is $212 per personFlight + Hotel
Sat, Oct 24 - Tue, Oct 27
William P. Hobby - Miami Intl.
$253
The price now is $199 per personFlight + Hotel
Sat, Sep 19 - Mon, Sep 21
Hopkins Intl. - Miami Intl.
$227
The price now is $183 per personFlight + Hotel
Fri, Sep 18 - Mon, Sep 21
Hopkins Intl. - Miami Intl.
$303
The price now is $246 per personFlight + Hotel
Southwest Florida Vacation Packages 3-4 Night Stays
Fri, Sep 18 - Mon, Sep 21
Hopkins Intl. - Miami Intl.
$918
The price now is $242 per personFlight + Hotel
Thu, Oct 29 - Sun, Nov 1
George Bush Intercontinental - Fort Lauderdale - Hollywood Intl.
$702
The price now is $524 per personFlight + Hotel
Fri, Sep 18 - Mon, Sep 21
Hopkins Intl. - Miami Intl.
$373
The price now is $282 per personFlight + Hotel
Fri, Sep 18 - Mon, Sep 21
Hopkins Intl. - Miami Intl.
$307
The price now is $234 per personFlight + Hotel
Thu, Oct 29 - Sun, Nov 1
George Bush Intercontinental - Fort Lauderdale - Hollywood Intl.
$594
The price now is $452 per personFlight + Hotel
Thu, Oct 29 - Sun, Nov 1
George Bush Intercontinental - Fort Lauderdale - Hollywood Intl.
$741
The price now is $576 per personFlight + Hotel
Thu, Oct 29 - Sun, Nov 1
George Bush Intercontinental - Fort Lauderdale - Hollywood Intl.
$476
The price now is $380 per personFlight + Hotel
Fri, Sep 18 - Mon, Sep 21
Hopkins Intl. - Miami Intl.
$303
The price now is $246 per personFlight + Hotel
Fri, Sep 18 - Mon, Sep 21
Hopkins Intl. - Miami Intl.
$262
The price now is $215 per personFlight + Hotel
Thu, Oct 29 - Sun, Nov 1
George Bush Intercontinental - Fort Lauderdale - Hollywood Intl.
$442
The price now is $363 per personFlight + Hotel
Fri, Sep 18 - Mon, Sep 21
Hopkins Intl. - Miami Intl.
$301
The price now is $247 per personFlight + Hotel
Fri, Sep 18 - Mon, Sep 21
Hopkins Intl. - Miami Intl.
$338
The price now is $278 per personFlight + Hotel
Last Minute Hotel Deals
Estimated price for 1 night/2 adults
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Book your Southwest Florida Vacation
Other Hotels in Cities Near Southwest Florida
- St. Petersburg Hotels
- St. Pete Beach Hotels
- Marco Island Hotels
- Fort Myers Beach Hotels
- Siesta Key Hotels
- Sanibel Hotels
- Clearwater Hotels
- Treasure Island Hotels
- Sanibel Captiva Island Hotels
- Anna Maria Island Hotels
- Bonita Springs Hotels
- Longboat Key Hotels
- Madeira Beach Hotels
- Bradenton Hotels
- Cape Coral Hotels
- Venice Hotels
- Bradenton Beach Hotels
- Indian Rocks Beach Hotels
- Port Saint Lucie Hotels
- Captiva Hotels
Hotels in Neighborhoods Near Southwest Florida
- Siesta Key Village Hotels
- Vanderbilt Beach Hotels
- Sanibel Isles Hotels
- Old Naples Hotels
- Seaside Hotels
- Palm Island Hotels
- Saint Armands Key Hotels
- South Venice Hotels
- Pelican Bay Hotels
- South Island Hotels
- The Meadows Hotels
- Pelican Hotels
- Bonita Shores Hotels
- Central Sarasota Hotels
- Fort Myers River District Hotels
- Sarasota Springs Hotels
- Downtown Hotels
- Mid Island Hotels
- Bonita Bay Hotels
- Fruitville Hotels
Hotels Near Points of Interest in Southwest Florida
- Hotels near Lido Beach
- Hotels near Venice Beach
- Hotels near Siesta Key Beach
- Hotels near St. Armands Circle
- Hotels near Barefoot Beach
- Hotels near JetBlue Park at Fenway South
- Hotels near Florida Gulf Coast University
- Hotels near Englewood Beach
- Hotels near Vanderbilt Beach
- Hotels near Turtle Beach
- Hotels near IMG Academy
- Hotels near Bonita Springs Public Beach
- Hotels near Fort De Soto Park
- Hotels near Naples Pier
- Hotels near Captiva Beach
- Hotels near Naples Beach
- Hotels near Seminole Casino Immokalee
- Hotels near Coconut Point Mall
- Hotels near Sanibel Island Southern Beach
- Hotels near Times Square