Southwest Florida Holidays from £744
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
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.
Cavalier Hotel South Beach
South Beach
£744
per person
2 Nov - 8 Nov
found 1 day ago
Return direct flight included
London (LHR) to Miami (MIA)
8.6/10 Excellent! (1,005 reviews)
Estuvo muy bueno. Lo malo es que te enganchan las sillas pero sin las sombrillas y ahí esta el truco. De resto todo muy
Reviewed on 13 Sept 2026
President Hotel Villa
South Beach
£781
per person
21 Nov - 28 Nov
found 1 day ago
Return flight included
London (LON) to Miami (MIA)
8.2/10 Very good! (1,004 reviews)
I love the room. I would definitely stay again. The only thing I would say is the showers are definitely not hot enough for me. I don’t know if I just like it too hot but that’s the only issue I really had.
Reviewed on 7 Sept 2026
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
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.
South End
If you're spending some time in South End, South Marco Beach and Marco Island Ski & Watersports are top sights worth seeing.
Lido Key
Traverse a winding woodland path and spend the afternoon on this island’s secluded beaches before ending at a beachside bar to enjoy a spectacular sunset.
Central Naples
While visiting Central Naples, you might make a stop by sights like Naples Zoo at Caribbean Gardens and Naples Grande Golf Club.
East Naples
Beaches, shopping and restaurants are some highlights of East Naples. Make a stop by Fifth Avenue South or Naples Botanical Garden while you're exploring.
Southwest Florida Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Tampa Intl. Airport (TPA) |
Top hotels in Southwest Florida
Kompose Boutique Hotel
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
£46
7 Oct - 8 Oct
includes taxes & fees
9.2/10 Wonderful! (5,995 reviews)
"Hefty room deposit ($200), but was returned within 24 hrs. of checking out. The property was clean and staff was friendly. The hotels decor is contemporary with an industrial flare. The layout of the room has open shelving (no drawers), the toilet is the first thing you see when you open the door ..."
Reviewed on 17 Sept 2026
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
Fully refundableReserve now, pay when you stay
£126
12 Oct - 13 Oct
includes taxes & fees
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
5500 Sunseeker Way Punta Gorda FL
Fully refundableReserve now, pay when you stay
£162
14 Oct - 15 Oct
includes taxes & fees
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
Siesta Key Beach
9.6/10 (4,113 reviews)
Siesta Beach captivates with its unique quartz sand that stays cool even on hot days. Sink your toes into the powdery white shoreline while gazing at the clear turquoise waters that make this beach a favourite.
Lido Beach
9.4/10 (6,329 reviews)
Lido Beach enchants with pristine white sands and calm waters along Sarasota's coast. Spend the day swimming in crystal-clear waters before strolling to nearby St. Armands Circle for upscale dining.
St. Armands Circle
9.4/10 (5,556 reviews)
This elegant open-air marketplace blends upscale shopping with European charm, surrounded by historic Ringling statues. Browse over 130 boutiques and dine al fresco at pavement cafés overlooking Circle Park.
Naples Beach
9.4/10 (6,040 reviews)
Pristine white sands and clear Gulf waters frame the historic Naples Pier, stretching 1,000 feet into the sea. Watch for dolphins while enjoying panoramic sunset views from this quintessential Florida beach.
Venice Beach
9.2/10 (2,687 reviews)
Known as the "Shark Tooth Capital of the World," Venice Beach offers pristine sands and clear Gulf waters. Search for fossilised treasures along the shoreline or simply relax beneath the iconic sail-style pavilion.
Vanderbilt Beach
9.2/10 (2,388 reviews)
Vanderbilt Beach dazzles with powdery white sand and crystal-clear Gulf waters perfect for shell collecting. Arrive before sunset to witness the sky's dramatic transformation.
Fifth Avenue South
9.4/10 (2,799 reviews)
Fifth Avenue South pulses as Naples' elegant heart, lined with upscale boutiques and art galleries. Stroll beneath swaying palms and enjoy ambient lighting and outdoor dining when the avenue truly comes alive.
Turtle Beach
9.0/10 (1,163 reviews)
If a restful holiday is part of your travel plans, Turtle Beach might be the perfect place to visit during your trip to Siesta Key. Wander the seaside or discover the sunsets in this relaxing area.
What to do in Southwest Florida
Palm Beach: Sightseeing Catamaran Cruise
£45
per adult
90% of travellers recommend
Craft Beer and Wine Sunset Cruise in Palm Beach
£43
per adult
100% of travellers recommend
Private Snorkeling Adventure with the Ultimate Local Expert
£81
per adult
98% of travellers recommend
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?
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
- 5 Star Hotels in Southwest Florida
- Bonita Springs Hotels
- Classy Estero Condo in Heart of Coconut Point
- Cozy 2
- End Unit Townhome with Garage ~ Minutes to Shopping & Dining!
- Embassy Suites by Hilton Fort Myers Estero
- Hampton Inn & Suites Fort Myers
- Hotels near Miromar Outlets
- Hyatt Regency Coconut Point Resort & Spa
- Naples Hotels
- Hotels near Old Corkscrew Golf Club
- Hostels in Southwest Florida
- Boutique Hotels in Southwest Florida
- Family-Friendly Hotels in Southwest Florida
- Hotels with Early Check-in in Southwest Florida
- Luxury Hotels in Southwest Florida
- Hotels near Southwest Florida Intl.
- Holiday Homes in Southwest Florida
- Flights to Estero
- Flights to Fort Myers
- Flights to Southwest Florida Intl.
- Flights to Southwest Florida
- Flights from Southwest Florida Intl.
- American Airlines Charlotte (CLT) to Fort Myers (RSW) flights
- British Airways Aberdeen (ABZ) to Fort Myers (RSW) flights
- British Airways London (LHR) to Fort Myers (RSW) flights
- British Airways Manchester (MAN) to Fort Myers (RSW) flights
- Delta Detroit (DTW) to Fort Myers (RSW) flights
- Delta Atlanta (ATL) to Fort Myers (RSW) flights
- Jetblue Airways Albany (ALB) to Fort Myers (RSW) flights
- Jetblue Airways Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW) flights
- Virgin Atlantic Manchester (MAN) to Fort Myers (RSW) flights
- Flights from Aberdeen (ABZ) to Fort Myers (RSW)
- Flights from Atlanta (ATL) to Fort Myers (RSW)
- Flights from Belfast (BHD) to Fort Myers (RSW)
- Flights from Birmingham (BHM) to Fort Myers (RSW)
- Flights from Birmingham (BHX) to Fort Myers (RSW)
- Flights from Nashville (BNA) to Fort Myers (RSW)
- Flights from Boston (BOS) to Fort Myers (RSW)
- Flights from Charlotte (CLT) to Fort Myers (RSW)
- Flights from Washington (DCA) to Fort Myers (RSW)
- Flights from Dallas (DFW) to Fort Myers (RSW)
- Flights from Dublin (DUB) to Fort Myers (RSW)
- Flights from Edinburgh (EDI) to Fort Myers (RSW)
- Flights from Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
- Flights from Fort Lauderdale (FLL) to Fort Myers (RSW)
- Flights from Glasgow (GLA) to Fort Myers (RSW)
- Flights from Indianapolis (IND) to Fort Myers (RSW)
- Flights from Jacksonville (JAX) to Fort Myers (RSW)
- Flights from New York (JFK) to Fort Myers (RSW)
- Flights from Los Angeles (LAX) to Fort Myers (RSW)
- Flights from New York (LGA) to Fort Myers (RSW)
- Flights from London (LGW) to Fort Myers (RSW)
- Flights from London (LHR) to Fort Myers (RSW)
- Flights from Manchester (MAN) to Fort Myers (RSW)
- Flights from Orlando (MCO) to Fort Myers (RSW)
- Flights from Manchester (MHT) to Fort Myers (RSW)
- Flights from Miami (MIA) to Fort Myers (RSW)
- Flights from New Orleans (MSY) to Fort Myers (RSW)
- Flights from Newcastle (NCL) to Fort Myers (RSW)
- Flights from New York (NYC) to Fort Myers (RSW)
- Flights from Chicago (ORD) to Fort Myers (RSW)
- Flights from Philadelphia (PHL) to Fort Myers (RSW)
- Flights from Tampa (TPA) to Fort Myers (RSW)
- Flights from Toronto (YYZ) to Fort Myers (RSW)
- Barefoot Beach
- Bayshore Park Fishing Pier
- Boca Grande Holidays
- Bonita Springs Holidays
- Cape Coral Holidays
- Copeland Holidays
- Delnor-Wiggins Pass State Park
- Edison Mall
- Estero Holidays
- Fifth Avenue South
- Fort Myers Beach Holidays
- Fort Myers Holidays
- Imperial Golf Club
- Isles of Capri Marina
- Scuba Diving Holiday Packages Southwest Florida
- Marco Island Holidays
- Marco Town Center Mall
- Naples Beach
- Naples Outlet Center
- Naples Pier
- Naples Zoo at Caribbean Gardens
- Naples Holidays
- North Naples Holidays
- Punta Gorda Holidays
- Sanibel Holidays
- Visit Southwest Florida
- The Leadbetter Golf Academy - LaPlaya Golf Club
- Tiburon Golf Club
* 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.
