Southwest Florida Holidays from AU$5,832

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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.

The Latest Southwest Florida Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Henrosa Hotel

Henrosa Hotel

3.5 out of 5
South Beach
per person
6 Jan - 13 Jan
found 9 hours ago
Return flight included
Sydney (SYD) to Miami (MIA)
8.2/10 Very Good! (694 reviews)
Charming boutique hotel. Staff were very pleasant. Shower and the bath products were terrific.

Reviewed on 19 Nov. 2024

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
per person
6 Jan - 13 Jan
found 10 hours ago
Return flight included
Sydney (SYD) to Miami (MIA)
9.2/10 Wonderful! (1,002 reviews)
Beautiful property with very nice amenities and easy access to the beach. I highly recommend this place and look forward to coming back.

Reviewed on 24 Nov. 2024

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Save 100% on your flight
per person
6 Jan - 13 Jan
found 9 hours ago
Return flight included
Sydney (SYD) to Miami (MIA)
8/10 Very Good! (1 review)
Carillon Miami Wellness Resort

Carillon Miami Wellness Resort

5 out of 5
North Beach
per person
6 Jan - 13 Jan
found 9 hours ago
Return flight included
Sydney (SYD) to Miami (MIA)
8.8/10 Excellent! (674 reviews)
Great hotel with amazing exercise options

Reviewed on 24 Nov. 2024

EAST Miami

EAST Miami

5 out of 5
Downtown Miami
per person
6 Jan - 13 Jan
found 10 hours ago
Return flight included
Sydney (SYD) to Miami (MIA)
9/10 Wonderful! (2,684 reviews)
Excellent hotel definitely my favorite in Miami

Reviewed on 21 Nov. 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

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
Default Image

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$340 per night from 1 Dec to 2 Dec
AU$340
includes taxes & fees
1 Dec - 2 Dec
8/10 Very Good! (1,003 reviews)
"Very clean and upscale. All staff very courteous and friendly."

Reviewed on 21 Nov. 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$245 per night from 27 Nov to 28 Nov
AU$245
includes taxes & fees
27 Nov - 28 Nov
8.8/10 Excellent! (3,586 reviews)
"Very clean"

Reviewed on 20 Nov. 2024

Kompose Boutique Hotel
Golden Host Resort - Sarasota
Golden Host Resort - Sarasota
3 out of 5
4675 N Tamiami Trl, Sarasota, FL
Fully refundable
The price is AU$155 per night from 1 Dec to 2 Dec
AU$155
includes taxes & fees
1 Dec - 2 Dec
8.2/10 Very Good! (1,574 reviews)
"Wonderful stay, Clean and Quiet"

Reviewed on 21 Nov. 2024

Golden Host Resort - Sarasota
See all 41,243 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 AU$5,832, 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$164
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$169
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.