Southwest Florida Holidays

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    Better together

    Save up to €185 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Southwest Florida

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

President Hotel

3.5 out of 5
South Beach
per person
20 Sept - 27 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8.4/10 Very Good! (1,721 reviews)
Front desk management provided great service and accommodations for our large group. He handled it with patience and kindness. His friendly disposition was truly appreciated and I will be returning. Also, the rooms were cool, clean, and we'll maintained.

Reviewed on 9 Aug 2025

Kimpton EPIC Hotel by IHG

Kimpton EPIC Hotel by IHG

5 out of 5
Downtown Miami
per person
20 Sept - 27 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8.8/10 Excellent! (1,961 reviews)
Love the Epic hotel by Kimpton. We love the Kimpton brand. Our room was ready well before check in time which was fantastic after getting off cruise ship early.

Reviewed on 10 Aug 2025

Park Central South Beach

Park Central South Beach

4 out of 5
South Beach
per person
20 Sept - 27 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
8.2/10 Very Good! (911 reviews)
great & friendly staff!!

Reviewed on 8 Aug 2025

EAST Miami

EAST Miami

5 out of 5
Downtown Miami
per person
20 Sept - 27 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
9.2/10 Wonderful! (3,253 reviews)
Everything is excellent

Reviewed on 9 Aug 2025

Lyfe Resort & Residences

Lyfe Resort & Residences

4.5 out of 5
Hollywood Beach
per person
20 Sept - 27 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Miami (MIA)
7/10 Good! (1,703 reviews)
Inefficient front counter service.

Reviewed on 23 Jul 2025

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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North Captiva

Visitors to North Captiva enjoy its beaches, and if you want to do some exploring, North Captiva Island Beach is worth a stop.

Find hotels in North Captiva

Top hotels in Southwest Florida

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (4,218 reviews)
"My favorite hotel ever ❤️"

Reviewed on 8 Aug 2025

Get rates
Kompose Boutique Hotel
Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive, Naples, FL
Fully refundable
The price is €183 per night from 7 Sept to 8 Sept
€183
7 Sept - 8 Sept
includes taxes & fees
9/10 Wonderful! (1,660 reviews)
"Loved the convenience of the rides to and from the beach. The food at the restaurants was great and staff offered great service. We will definitely be back!!!"

Reviewed on 6 Aug 2025

Naples Grande Beach Resort
The Westin Sarasota

The Westin Sarasota

4 out of 5
100 Marina View Drive, Sarasota, FL
Fully refundableReserve now, pay when you stay
The price is €195 per night from 11 Aug to 12 Aug
€195
11 Aug - 12 Aug
includes taxes & fees
9/10 Wonderful! (1,051 reviews)
"Easy to navigate and hotel takes you to Lido beach where you can rent chairs/umbrellas and have access to food. You can Uber to Siesta beach and order drinks and food from your chair at the beach. I love that!"

Reviewed on 4 Aug 2025

The Westin Sarasota
See all 43,657 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.

Popular places to visit

Siesta Key Beach

Siesta Key Beach

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
Venice Beach

Venice Beach

If a restful holiday is part of your travel plans, Venice Beach might be the perfect place to visit during your trip to Venice.

Venice Beach

What to do in Southwest Florida

Scenic Sunset Cruise in West Palm Beach

Scenic Sunset Cruise in West Palm Beach

€44
per adult
92% of travellers recommend
Scenic Sunset Cruise in West Palm Beach
Private Snorkeling Adventure with the Ultimate Local Expert

Private Snorkeling Adventure with the Ultimate Local Expert

€95
per adult
96% of travellers recommend
Private Snorkeling Adventure with the Ultimate Local Expert
snorkeling

Experience Peanut Island Adventures

€43
per adult
Experience Peanut Island Adventures
See all activities in Southwest Florida

Frequently asked questions

How much does a Southwest Florida holiday package cost?
Less than you might think — from just €793, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.