Southwest Florida Holidays

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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
South Caya Costa and North Captiva Island, panorama, Florida, USA

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
The price is Rp1.270.489 per night from 23 Jun to 24 Jun
Rp1.270.489
Rp1.816.037 total
23 Jun - 24 Jun
includes taxes & fees
9.2/10 Wonderful! (5,400 reviews)
"The room was clean and large and comfortable. I enjoyed the hot tub. The place was quiet and relaxing."

Reviewed on 23 May 2026

Kompose Boutique Hotel
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

4 out of 5
560 S Collier Blvd Marco Island FL
Fully refundableReserve now, pay when you stay
The price is Rp4.201.587 per night from 8 Jun to 9 Jun
Rp4.201.587
Rp5.647.117 total
8 Jun - 9 Jun
includes taxes & fees
9/10 Wonderful! (1,792 reviews)
"Everything was excellent except for the extra charges for parking and resort fee. I wish did the restaurants. We're open later, people are up to midnight should be able to get food. The other thing is you guys are known as markup island only because everything is so expensive in the hotel Like ..."

Reviewed on 19 May 2026

Hilton Marco Island Beach Resort and Spa
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
5500 Sunseeker Way Punta Gorda FL
Fully refundableReserve now, pay when you stay
The price is Rp3.147.425 per night from 27 May to 28 May
Rp3.147.425
Rp4.418.053 total
27 May - 28 May
includes taxes & fees
9.2/10 Wonderful! (2,663 reviews)
"Super"

Reviewed on 22 May 2026

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
See all 46,785 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

Venice Beach

Venice Beach

Nothing says holiday like spending a lazy day at Venice Beach, a popular beach in Venice Island.

Venice Beach
Sarasota_BeanPointBeach_6296220-6

Bean Point Beach

If a restful holiday is part of your travel plans, Bean Point Beach might be the perfect place to visit during your trip to Anna Maria. Take in the museums and sunsets in the area.

Bean Point Beach

Florida Gulf Coast University

Walk around the campus at Florida Gulf Coast University during your visit to Fort Myers. Wander the beautiful beaches or discover the area's beautiful sunsets.

Florida Gulf Coast University

What to do in Southwest Florida

Palm Beach: Sightseeing Catamaran Cruise

Palm Beach: Sightseeing Catamaran Cruise

Rp937.204
per adult
100% of travellers recommend
Palm Beach: Sightseeing Catamaran Cruise
Scenic Sunset Cruise in West Palm Beach

Scenic Sunset Cruise in West Palm Beach

Rp1.148.826
per adult
94% of travellers recommend
Scenic Sunset Cruise in West Palm Beach
Green sea turtle swimming by the snorkel trail

2 1⁄2 - Hour Guided Snorkel Tour of Phil Foster park, Free Videos!

Rp1.040.760
per adult
100% of travellers recommend
2 1⁄2 - Hour Guided Snorkel Tour of Phil Foster park, Free Videos!
See all activities in Southwest Florida

Frequently asked questions

Can I cancel my flight booking to Southwest Florida due to COVID-19?
Our convenient Customer Service Portal is your one-stop shop for most travel queries, including about flight changes and cancellations related to COVID-19. For greater peace of mind, read through the terms and conditions of your airfare before booking your next flight.
What's the best way to find cheap flights to Southwest Florida that have flexible change policies?
It's as easy as counting 1-2-3 with Expedia. Firstly, enter your preferred dates and destination and click the "Search" button. Step 2: Check "No change fee" just under the "Flexible change policies" heading to the left of your screen. Step 3. Grab your cheap and flexible ticket to Southwest Florida.
What are some of the general tips for travellers to Southwest Florida during the COVID-19 outbreak?
The COVID-19 outbreak has triggered dramatic changes to how we travel. If you plan to visit Southwest Florida, these tips will help you navigate these new challenges and rules:
  • Before booking your flight, find out if any travel bans or restrictions apply — in both your origin and destination. Keep informed with the latest updates by checking official government websites.
  • Requirements state that you must wear a face mask at the airport, including at security checkpoints. Be prepared to adjust your mask to verify your identity when asked by a TSA employee.
  • Instead of handing a TSA officer your boarding pass, position it straight on the reader yourself. When that's done, hold it up for inspection.
  • TSA now permits passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on baggage. This will have to be removed from your bag for screening.
  • Empty your personal items from your pockets, such as your wallet and phone, and place them in your carry-on instead of into bins. This will reduce handling during the screening process.
  • If you're planning to take food on the plane, place it in a clear plastic bag and then into a scanning bin. This reduces the likelihood that a TSA officer will need to handle your food container or carry-on bag for inspection.

Which airlines fly to Southwest Florida?
Let Delta get you there. This prominent carrier provides 460 services every month to Southwest Florida Intl. Airport (RSW), a Southwest Florida gateway.
How can I find cheap tickets to Southwest Florida?
In the last seven days, was the lowest price for a flight to Southwest Florida. If you want to save even more, book well ahead of time and be flexible with your dates. Search for your journey to Southwest Florida, then check out prices for similar time frames by clicking on our "flexible dates" link.
How much is a flight to Southwest Florida?
The cost of a round-trip flight to Southwest Florida in the last seven days varied between and . If you were travelling one way from (), you could have landed a cheap fare from only .
What are the most popular airports to fly into in Southwest Florida?
Southwest Florida Intl. Airport (RSW) is the main entryway for those eager to explore Southwest Florida. Roughly 3044 flights every month touch down here.
When is the cheapest time to fly to Southwest Florida?
Jet off on a Tuesday to boost your odds of getting the cheapest fare to Southwest Florida. Mondays are usually the next most affordable day to depart. Saturday is generally the costliest day to fly anywhere.
How much is a plane ticket to Southwest Florida?
In the last seven days, fares to Southwest Florida ranged from to .
Which airlines with flights to Southwest Florida employ COVID-19 cleanliness policies?
In an effort to lessen the contact between passengers and flight crew during the current pandemic, the majority of airlines have taken physical distancing and other strategies to the skies. Just a few of these are:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

How long is a flight to Southwest Florida?
That depends on where you fly from. These popular domestic routes and their average flight times will give you a clearer picture of how long it'll take you to get to Southwest Florida:
  • Chicago, IL Airport (ORD-O'Hare Intl.) to Southwest Florida Intl. Airport (RSW) - 2 hours and 52 minutes
  • Atlanta, GA Airport (ATL-Hartsfield-Jackson Atlanta Intl.) to Southwest Florida Intl. Airport (RSW) - 1 hour and 45 minutes
  • Dallas, TX Airport (DFW-Dallas-Fort Worth Intl.) to Southwest Florida Intl. Airport (RSW) - 2 hours and 39 minutes

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.