Southwest Florida Holidays from £230

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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.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
per person
11 Sept - 16 Sept
found 20 hours ago
Return flight included
New York (JFK) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
A Perfect Stay on Ocean Drive I had a wonderful stay at this hotel right on Ocean Drive in South Beach. The location is unbeatable—just steps from the beach and in the heart of all the action. The customer service was attentive and friendly, always ready to help with a smile. The on-site restaurant was a pleasant surprise—great food, good vibes, and drinks. The decor throughout the hotel is stylish and inviting, with that classic South Beach charm. Highly recommend for anyone looking to soak up the Miami vibe in comfort and style!

Reviewed on 31 Jul 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
16 Sept - 23 Sept
found 1 day ago
Return flight included
London (LHR) to Miami (MIA)
8/10 Very Good! (1 review)
The Gabriel Miami South Beach, Curio Collection by Hilton

The Gabriel Miami South Beach, Curio Collection by Hilton

4 out of 5
South Beach
Save 100% on your flight
per person
11 Sept - 16 Sept
found 20 hours ago
Return flight included
New York (JFK) to Miami (MIA)
8.2/10 Very Good! (877 reviews)
The property had just gone under new management, and things were a bit hectic. Unfortunately, we didn’t have TV service during our entire stay. However, the manager, Eric, went above and beyond to make up for the inconvenience—providing $15 food vouchers throughout our visit and waiving the resort fees. What a fantastic way to turn things around and keep a guest happy! Superb team and a perfect location. Be sure to go see Eric and his staff—they’re truly amazing individuals!

Reviewed on 31 Jul 2025

President Hotel

President Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
11 Sept - 16 Sept
found 20 hours ago
Return flight included
New York (JFK) to Miami (MIA)
8.4/10 Very Good! (1,636 reviews)
Breakfast was great. The bartender’s were absolutely amazing and kind. Rooms were clean as well. Will absolutely book them again next time I plan a trip.

Reviewed on 31 Jul 2025

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
per person
11 Sept - 16 Sept
found 6 hours ago
Return flight included
New York (JFK) to Miami (MIA)
9.4/10 Exceptional! (1,212 reviews)
Beautiful rooms drinks on the high end

Reviewed on 31 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
Default Image

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

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 £60 per night from 11 Aug to 12 Aug
£60
11 Aug - 12 Aug
includes taxes & fees
9/10 Wonderful! (4,233 reviews)
"Wonderful stay every time"

Reviewed on 29 Jul 2025

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 £171 per night from 1 Sept to 2 Sept
£171
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (1,627 reviews)
"I like the pool area and easy parking, also I love the transportation to the beach."

Reviewed on 30 Jul 2025

Naples Grande Beach Resort
Sunseeker Resort Charlotte Harbor

Sunseeker Resort Charlotte Harbor

4.5 out of 5
5500 Sunseeker Way, 785, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is £185 per night from 16 Aug to 17 Aug
£185
16 Aug - 17 Aug
includes taxes & fees
9/10 Wonderful! (1,268 reviews)
"nice I didn't like the resort fee's, parking fee's. Very expensive to eat and drink at the pool ."

Reviewed on 29 Jul 2025

Sunseeker Resort Charlotte Harbor
See all 43,411 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

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
Mall at University Town Center

Mall at University Town Center

You can find the perfect gifts to bring home at Mall at University Town Center during your trip to Sarasota. Attend a sporting event or discover the beautiful sunsets in this family-friendly area.

Mall at University Town Center

What to do in Southwest Florida

Scenic Sunset Cruise in West Palm Beach

Scenic Sunset Cruise in West Palm Beach

£38
per adult
92% of travellers recommend
Scenic Sunset Cruise in West Palm Beach
Palm Beach: Sightseeing Catamaran Cruise

Palm Beach: Sightseeing Catamaran Cruise

£40
per adult
100% of travellers recommend
Palm Beach: Sightseeing Catamaran Cruise
Luxury Sunset Catamaran Cruise

Luxury Sunset Catamaran Cruise

£44
per adult
Luxury Sunset Catamaran Cruise
See all activities 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.

* 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.