Southwest Florida Holidays

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Your Southwest Florida Holiday

Our Southwest Florida holiday packages take all the hard work out of planning, so you can sit back and enjoy everything this coastal destination has to offer. From the sunny weather and laid-back lifestyle to the beaches, experience it all at a pace that suits you. Your trip to Southwest Florida wouldn't be complete without visiting some of its most well-known cities, starting with Tampa. Families shouldn't miss Florida State Fairgrounds and Busch Gardens Tampa Bay. Fort Myers should also be on the itineraries of all Southwest Florida travellers. If you're here with your love, plan a visit to Barbara B Mann Hall and Florida Repertory Theatre. From the moment you book your Southwest Florida holiday to the second you come back home, Expedia has your back every step of the way.

Our guide on where to stay in Southwest Florida

Find the best Southwest Florida areas and neighborhoods for the activities you enjoy most. Learn more about Southwest Florida
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South End

If you're spending some time in South End, South Marco Beach and Marco Beach are top sights worth seeing.

Find hotel + flight trips in South End

Southwest Florida Holiday

Southwest Florida Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tampa Intl. Airport (TPA)
Top Sights
Siesta Key Beach, Lido Beach and Honeymoon Island State Park

Our pick of the best Southwest Florida Hotel Deals

Hyatt Regency Sarasota
Hyatt Regency Sarasota
4 out of 5
1000 Blvd Of The Arts, Sarasota, FL
Fully refundableReserve now, pay when you stay
The price is AU$385 per night from 1 Jan to 2 Jan
AU$385
includes taxes & fees
1 Jan - 2 Jan 2025
8/10 Very Good! (1,006 reviews)
"I felt right at home, customer service was great, i was very impressed, thankyou."

Reviewed on 15 Dec. 2024

Hyatt Regency Sarasota
Kompose Boutique Hotel
Kompose Boutique Hotel
3 out of 5
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
The price is AU$291 per night from 22 Dec to 23 Dec
AU$291
includes taxes & fees
22 Dec - 23 Dec
8.8/10 Excellent! (3,582 reviews)
"I thought it would be your typical airport hotel, but it was much better. Great, modern room and friendly staff. Would stay again."

Reviewed on 14 Dec. 2024

Kompose Boutique Hotel
Marriott Sanibel Harbour Resort & Spa
Marriott Sanibel Harbour Resort & Spa
4 out of 5
17260 Harbour Pointe Dr, Fort Myers, FL
Fully refundableReserve now, pay when you stay
The price is AU$370 per night from 19 Dec to 20 Dec
AU$370
includes taxes & fees
19 Dec - 20 Dec
8.4/10 Very Good! (1,003 reviews)
"Great place for gateway to Sanibel and Captiva. Likely my new favorite!"

Reviewed on 27 Nov. 2024

Marriott Sanibel Harbour Resort & Spa
See all 41,364 properties 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Southwest Florida holiday package cost?
Less than you might think — from just , in fact! By bundling flights, hotels and car rentals into your own custom-built holiday 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 holiday 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 travellers.
How far in advance should I book my Southwest Florida holiday?
Get rewarded with the widest variety at the cheapest prices by booking your holiday 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 holiday!
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 holiday 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 holiday is only a couple of clicks away.
Can I choose my airline with a Southwest Florida Expedia holiday 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 holiday 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 holiday 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.

Discover the most popular places to visit in Southwest Florida

Siesta Key Beach

Siesta Key Beach

4/5(1 review)

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.

Siesta Key Beach
Lido Beach

Lido Beach

Nothing says holiday like spending a lazy day at Lido Beach, a popular beach in Sarasota. Wander the picturesque gardens or discover the area's beautiful sunsets.

Lido Beach
St. Armands Circle which includes a statue or sculpture

St. Armands Circle

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.

St. Armands Circle

What to do in Southwest Florida

Scenic Sunset Cruise in West Palm Beach

Scenic Sunset Cruise in West Palm Beach

AU$79
per adult
94% of travellers recommend
Scenic Sunset Cruise in West Palm Beach
BEST Fort Lauderdale Beach&Lion Country Safari&Palm Beach Day Tour from MIA

Fort Lauderdale & Palm Beach Day Tour from Miami,FL

AU$166
per adult
100% of travellers recommend
Fort Lauderdale & Palm Beach Day Tour from Miami,FL
Private Snorkeling Adventure with the Ultimate Local Expert

Private Snorkeling Adventure with the Ultimate Local Expert

AU$171
per adult
98% of travellers recommend
Private Snorkeling Adventure with the Ultimate Local Expert
See all activities in Southwest Florida
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.