Southwest Florida Holidays from £1,336

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Your Southwest Florida Holiday

Set off on your next big adventure with a Southwest Florida holiday package, and leave relaxed knowing the finer details are taken care of. Plus with the ability to customise your escape, you know it'll be one to remember. Begin your trip to Southwest Florida with a couple of days in Tampa visiting popular attractions like Busch Gardens Tampa Bay and Raymond James Stadium. Sarasota is another top city that lures crowds from near and far. Bay Island and Siesta Key Beach are two of the leading places to see here. From the moment you book your Southwest Florida holiday to the second you come back home, Expedia has you covered each step of the way.

Top Southwest Florida Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Miami Vacation Rentals - Downtown
The Retreat Collection at 1 Hotel & Homes South Beach
1 Hotel South Beach
Cavalier Hotel South Beach
EAST Miami Residences

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

Southwest Florida Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tampa Intl. Airport (TPA)

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
The price is £54 per night from 1 Dec to 2 Dec
£54
1 Dec - 2 Dec
includes taxes & fees
Kompose Boutique Hotel
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
The price is £182 per night from 29 Nov to 30 Nov
£182
29 Nov - 30 Nov
includes taxes & fees
9/10 Wonderful! (2,725 reviews)
"The service, bellhops, environment & valet is the best thus far"

Reviewed on 1 Nov 2026

Margaritaville Beach Resort Fort Myers
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
12324 Manatee Avenue West Bradenton FL
Fully refundableReserve now, pay when you stay
The price is £144 per night from 1 Dec to 2 Dec
£144
1 Dec - 2 Dec
includes taxes & fees
9.4/10 Exceptional! (2,636 reviews)
"Me encanta este hotel, me parece tan acogedor sus habitaciones limpias, el lugar es precioso, me encanta porque esta cerca de la playa, el hotel tiene desayuno incluido muy rico, la verdad es segunda vez que me quedó en este hotel."

Reviewed on 31 Oct 2026

Compass Hotel by Margaritaville Anna Maria Sound
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.

Stay near popular Southwest Florida attractions

What to do in Southwest Florida

Frequently asked questions

Why should I book my Southwest Florida holiday with Expedia?
Choose Expedia to arrange your next escape easily and all in one convenient place. Our insider tip for getting the best deal on a Southwest Florida getaway? Bundle your accommodation, flights and/or car hire into a package holiday. Then throw in some exciting tours and activities. Most bookings also come with flexible cancellation policies, so there's no need to worry if you have to switch up your travel agenda. Round-the-clock assistance with cancelling and amending your trip is available via our Customer Service Portal link.
When is the best time of year to holiday in Southwest Florida?
If you want to experience the excitement of Southwest Florida in the high season, lock in your trip for January, February and March. June, September and October are usually the quietest months of the year. With average daytime temperatures of 16ºC, January is the coolest period in Southwest Florida. The warmest month is July, when you can experience average temperatures of 28ºC throughout the day. Whatever the weather, you'll discover a whole lot to keep you entertained here.
What are the top hotels for my holiday in Southwest Florida?
For properties in Naples with cosy beds and friendly service, check out Hilton Naples and The Capri Inn. If you're visiting Cape Coral as well, you'll get a relaxing night's sleep at Crowne Plaza Ft. Myers Gulf Coast, an IHG Hotel or Trianon Bonita Bay.
How do I get a cheap holiday to Southwest Florida?
Our Southwest Florida holidays promise plenty of savings for the savvy wanderer. For the best deals, simply combine your hotel, flights and extras (such as activities). But impressive bargains are just the beginning of your next unforgettable adventure. When you book with Expedia, you'll have more than 400 airlines and 321,000 properties throughout the world to choose from. No matter your budget or style, there's a holiday here just for you. Learn more about how you can save money on your holiday when you book a flight and hotel together with Expedia.
What should I do on my Southwest Florida holiday?
Discover well-known attractions like Salvador Dali Museum, Arcadia Rodeo Arena, Arcadia Opera House Museum and Raymond James Stadium. With so many amazing things to see and do, your holiday in Southwest Florida is sure to be memorable.
What are the best cities to stay in when on holiday in Southwest Florida?
You can't beat Arcadia, with great attractions such as Arcadia Rodeo Arena and Arcadia Opera House Museum to explore. Or, if sights like Barefoot Beach and Naples Pier are more your thing, Naples is the place for you.
Do I need a visa for my Southwest Florida holiday?
Visa requirements for Southwest Florida vary depending on your nationality and purpose of your visit. It's wise to check official government websites to determine if you need a visa for your trip. Here you'll also find the most up-to-date information, including details about application procedures or supporting documentation you may need. Research your visa requirements well ahead of time to ensure a smooth travel experience. Finally, check to see that your passport has a minimum of six months validity from the date of your return.
What should I wear on my Southwest Florida holiday?
Consider the types of things you'll be doing during your holiday in Southwest Florida and select versatile pieces that can be mixed and matched. For fashion inspiration or information on any dress codes, look up style blogs or social media accounts. In Southwest Florida, daytime average temperatures reach 28ºC during July, making it the warmest month. January is the coolest time of year here, with the mercury averaging 16ºC in the day. Make packing a cinch by checking the forecast for all the places on your itinerary.
What does an Expedia Southwest Florida holiday include?
Expedia has everything you need to book your Southwest Florida trip, but how your package is structured is your call. Choose from any combination of hotels, flights and hire cars. Searching for some experiences or tours to keep you on the move? Once you've made your booking, you can add them too. No matter your budget or style, there's a package to match your needs. Expedia has a wide array of properties in Southwest Florida, providing you with the flexibility to tailor your holiday experience. Private holiday homes and condos are two of the most popular options for visitors here.
Does Expedia offer Book Now, Pay Later Southwest Florida holidays?
Yes, we do. Expedia has partnered with online lender Klarna to help you easily pay for your holiday in manageable instalments. Simply click on the payment plan that suits you best during the checkout process and take away the stress of budgeting for your next trip. Remember to bundle your flights, car hire and accommodation with Expedia to get the biggest bang for your buck. Browse our flexible payment options below:

  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's manageable instalment plans. If making bite-sized repayments each month sounds right for you, pick this option at checkout.
  • No-deposit holidays: When you come across an incredible deal but don't have the full amount yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock it in.

Can I choose my airline with a Southwest Florida Expedia holiday?
The choice is all yours! We offer more than 400 airlines all over the world, so you can tailor your Southwest Florida trip according to your style and budget.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.