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.
Holiday Inn Express & Suites Boynton Beach West by IHG

Holiday Inn Express & Suites Boynton Beach West by IHG

2.5 out of 5
per person
10 Oct - 13 Oct
found 1 day ago
Return flight included
New York (NYC) to Fort Lauderdale (FLL)
8/10 Very Good! (1,002 reviews)
Nice location,when enter the room there was a strong bleach scent,it eventually faded but it affected my son asthma. There

Reviewed on 28 Jul 2025

Pelican Grand Beach Resort - A Noble House Resort

Pelican Grand Beach Resort - A Noble House Resort

4 out of 5
East Fort Lauderdale
per person
10 Oct - 13 Oct
found 1 day ago
Return flight included
New York (NYC) to Miami (MIA)
8.6/10 Excellent! (1,154 reviews)
The food options weren’t the best. Very pricey and not many options. The beds were very comfy though.

Reviewed on 3 Aug 2025

Embassy Suites by Hilton Deerfield Beach Resort & Spa

Embassy Suites by Hilton Deerfield Beach Resort & Spa

3.5 out of 5
per person
10 Oct - 13 Oct
found 1 day ago
Return flight included
New York (NYC) to Miami (MIA)
8.2/10 Very Good! (1,017 reviews)
Our Oceanside room wasn't available but they are working with us to make up for that

Reviewed on 3 Aug 2025

Club Wyndham Palm-Aire

Club Wyndham Palm-Aire

3 out of 5
per person
10 Oct - 13 Oct
found 1 day ago
Return flight included
New York (NYC) to Miami (MIA)
8.4/10 Very Good! (1,000 reviews)
I am surprised that i have to pay 20$per day for parking it is not mention at Expedia package,i paied 120$extra although I am ahotel juest

Reviewed on 28 Jul 2025

Tideline Palm Beach Ocean Resort and Spa

Tideline Palm Beach Ocean Resort and Spa

4 out of 5
per person
10 Oct - 13 Oct
found 1 day ago
Return flight included
New York (NYC) to Fort Lauderdale (FLL)
8/10 Very Good! (246 reviews)
Good place. Nice rooms and beach access

Reviewed on 1 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! (4,204 reviews)
"I spent 2 nights here with my best friend for a birthday getaway and it exceeded our expectations. Every aspect of our stay was a 10 +! The front desk & housekeeping were all smiles at every interaction! Would most definitely recommend and I would stay there again if I am back in the area."

Reviewed on 30 Jul 2025

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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 €195 per night from 1 Sept to 2 Sept
€195
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (1,648 reviews)
"Mucho ruido parecia que estaban remodelando en la instalacion o su alrededor"

Reviewed on 3 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 €170 per night from 10 Aug to 11 Aug
€170
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (1,050 reviews)
"Yummy food comfortable bedding fridge staff wonderful house keeping"

Reviewed on 30 Jul 2025

The Westin Sarasota
See all 43,568 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

Sun & Sightseeing Hakuna Matata Catamaran Cruise in Palm Beach

Sun & Sightseeing Hakuna Matata Catamaran Cruise in Palm Beach

€44
per adult
92% of travellers recommend
Sun & Sightseeing Hakuna Matata Catamaran Cruise in Palm Beach
Luxury Sunset Catamaran Cruise

Luxury Sunset Catamaran Cruise

€51
per adult
Luxury Sunset Catamaran Cruise
Palm Beach: Sightseeing Catamaran Cruise

Palm Beach: Sightseeing Catamaran Cruise

€47
per adult
100% of travellers recommend
Palm Beach: Sightseeing Catamaran Cruise
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 €426, 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.