Southwest Coast Florida Holidays

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    Better together

    Save up to S$134 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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    Plan, book, and manage your trip all in one place

Southwest Coast Florida Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
5 Sept - 9 Sept
found 1 day ago
Return flight included
Chicago (CHI) to Miami (MIA)
8.2/10 Very Good! (1,329 reviews)
Great clean hotel and convenient location but very noisy and AC location blowing directly on bed ….

Reviewed on 23 Jul, 2025

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
per person
5 Sept - 9 Sept
found 1 day ago
Return flight included
Chicago (CHI) to Miami (MIA)
9.4/10 Exceptional! (1,212 reviews)
Good stay, hotel was accommodating whenever I needed something. Great location in south beach. Will be back

Reviewed on 20 Jul, 2025

Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
Mid Beach
Save 100% on your flight
per person
5 Sept - 9 Sept
found 1 day ago
Return flight included
Chicago (CHI) to Miami (MIA)
8/10 Very Good! (6,535 reviews)
I have always liked this Hotel.

Reviewed on 23 Jul, 2025

Kimpton EPIC Hotel by IHG

Kimpton EPIC Hotel by IHG

5 out of 5
Downtown Miami
Save 100% on your flight
per person
5 Sept - 9 Sept
found 1 day ago
Return flight included
Chicago (CHI) to Miami (MIA)
8.8/10 Excellent! (1,881 reviews)
Everything about it was perfect

Reviewed on 23 Jul, 2025

EAST Miami

EAST Miami

5 out of 5
Downtown Miami
Save 100% on your flight
per person
5 Sept - 9 Sept
found 1 day ago
Return flight included
Chicago (CHI) to Miami (MIA)
9.2/10 Wonderful! (3,202 reviews)
Loud construction noise is all you hear till 5:00

Reviewed on 22 Jul, 2025

Where to stay in Southwest Coast Florida

Find the best Southwest Coast Florida areas and neighborhoods for the activities you enjoy most. Learn more about Southwest Coast 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 Coast 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! (4,171 reviews)
"Its the second year that we come back. Very nice hotel. rooms are great, super clean, very comfy beds. Breakfast was included in my booking, but if not I would probably not pay extra. From 2024 to 2025 got skimpy: almost no fruits and the stuff is not really taking care to make sure the food is"

Reviewed on 21 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 S$258 per night from 12 Aug to 13 Aug
S$258
12 Aug - 13 Aug
includes taxes & fees
9/10 Wonderful! (1,609 reviews)
"Excellent"

Reviewed on 23 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 S$288 per night from 2 Aug to 3 Aug
S$288
2 Aug - 3 Aug
includes taxes & fees
9/10 Wonderful! (1,232 reviews)
"Enjoyed our visit."

Reviewed on 22 Jul, 2025

Sunseeker Resort Charlotte Harbor
See all 43,450 properties in Southwest Coast 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

St. Armands Circle showing a statue or sculpture

St. Armands Circle

4.5/5(23 reviews)

Consider this area as a circular outdoor mall. Like any mall, you can shop, dine, browse or just people-watch. Unlike most malls, this one never closes to walkers.

St. Armands Circle

IMG Academy

3.5/5(2 reviews)

Enjoy the student vibe when you visit IMG Academy during your travels in Bradenton. Amble around the area's beautiful beaches or attend a sporting event.

IMG Academy

Frequently asked questions

How much does a Southwest Coast Florida holiday package cost?
Our Southwest Coast Florida holiday packages, which start from just S$496, are an easy way to save. Pick and choose your preferred hotels, flights and rental car to create your dream escape.
How do I get a cheap travel package to Southwest Coast Florida?
You'll save tons of cash if you bundle your hotels, flights and car rentals into a Southwest Coast Florida holiday package. Sometimes cheap means fewer options. But that's not the case with Expedia. We offer more than 550 partner airlines and 1,000,000 properties worldwide, which means you'll always have plenty of variety to choose from. Eager to save even more? Add some fun activities to your package deal to unlock even bigger discounts! After all, travel is about more than simply getting to your destination.
Where should I stay in Southwest Coast Florida?
There are lots of exciting places to visit in Southwest Coast Florida, including Tampa. This city boasts many much-loved sights including Raymond James Stadium and University of South Florida. Alternatively, make a beeline for Fort Myers, where you'll discover Edison and Ford Winter Estates and Sun Splash Water Park. If time is no issue, look around both fun-filled destinations!
What are the top hotels in Southwest Coast Florida?
Naples Grande Beach Resort and La Quinta Inn & Suites by Wyndham Naples East (I-75) know how to make their guests feel at home in Naples. If you also plan to explore Cape Coral, have a look at Trianon Bonita Bay and Sanibel Island Beach Resort. Both are popular with travellers.
How far in advance should I book my Southwest Coast Florida holiday?
Smart travellers often reserve their seats as early as possible. You can generally browse through international fares on Expedia up to a year before your flight. If you're booking last minute, fear not. Low prices occasionally appear in the last weeks before departure dates.
What does an Expedia Southwest Coast Florida travel package include?
That depends on what you're looking for. If you're travelling by yourself, you might decide to combine hotels and flights. Bringing the whole crew to Southwest Coast Florida? A travel package including hotels, flights and rental cars might suit you better. Expedia gives you the freedom and flexibility to customize your travel package.
What should I know before booking a Southwest Coast Florida travel package?
Locking in all the parts of your holiday together is a terrific way to save. Bundle car rentals, airfares and hotels into a handy package. But you're not restricted to hotels. Expedia offers all kinds of properties, including holiday rentals such as beach villas and city residences. You've got loads of choices!
Can I choose my airline with a Southwest Coast Florida Expedia holiday package?
Expedia offers access to more than 550 partner airlines globally, so you definitely can. Simply pick the carrier you want and create your ideal Southwest Coast Florida getaway.
If I'm not able to travel, can I cancel my Southwest Coast 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 Coast Florida holiday package. If your booking was made in the last 24 hours, you may be eligible for a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal for more information.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.