Southwest Coast Florida Vacation Packages

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Your Southwest Coast Florida Vacation

Make planning your next great adventure a breeze with a Southwest Coast Florida vacation package. If it's coastal beaches, nature and dining you're looking for, you won't be disappointed. With so much to see on a trip to Southwest Coast Florida, it can be hard to know where to begin. Kick off your journey in Tampa at Busch Gardens Tampa Bay and Raymond James Stadium — two much-loved attractions here. Another great city to add to your itinerary is Sarasota. Don't miss Bay Island and Siesta Key Beach. Expedia has hotels, flights and all your other travel needs to help you organize your own tailored Southwest Coast Florida vacation today.

Top Southwest Coast Florida Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

Sunshine Beach
CA $1,256
per person
Nov 1 - Nov 8
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,128 reviews)
Everything was great. The beds are not the most comfortable, but we were fine

Reviewed on Aug 9, 2026

Casablanca Miami Beach

Casablanca Miami Beach

North Beach
CA $6,961
per person
Oct 2 - Oct 5
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
5.8/10 (327 reviews)
Pleas don’t book the apartment in this hotel. It’s not associated with the hotel services. The 2nd room has 3 beds all bed sheets were dirty. The has prior hair from guest before us. Behind the headboard I found a dirty t-shirt. Hall restroom tub was rusted and peeling, I was disgusted to see that. The other restroom still had a long hair in the tub. Sanitary is NOT a priority for the owner of this apartment. The price I paid for my 4 day was a steel. Also, beach gear was a laugh in the face. No beach chair, no wagon and the umbrella covered 1 person. I reached out to the person but never showed up with clean sheets. I had to invest in my stay detergent, sanitizing wipes, trash bags and toilet covers. Let me know forget to say, on my first stay the bottom of my feet was all black from the floors being super dirty. The only good thing of the place was the beach distance.

Reviewed on Jul 23, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
CA $16,329
per person
Sep 18 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
8/10 Very good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

Viscay Hotel

Viscay Hotel

South Beach
CA $2,591
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
8.2/10 Very good! (341 reviews)
Great location and great value. If you have an early flight before reception opens I’d suggest to arrange check out process beforehand

Reviewed on Jul 16, 2026

Pantera Rosa

Pantera Rosa

South Beach
CA $1,296
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
8.8/10 Excellent! (74 reviews)
The property is great. The location is perfect. The room was outstanding. Checkin is an absolute nightmare!!! Took us an hour from arrival to get our room. It's all done online, nobody to greet you. I saw one person in 4 days on the property. Requested fresh towels sent a text message had to send it again 8 hours later. Finally, got our towels.

Reviewed on Jun 26, 2026

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
A clear turquoise sea, a sandy beach, and a rocky outcrop with palm trees.

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.

A coastal cityscape with high-rise buildings, palm trees, and a clear blue sky.

South End

While visiting South End, you might make a stop by sights like Marco Golf and Garden and South Marco Beach.

A sandy beach path with people walking, a wooden fence, and a clear blue sky with clouds.

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.

A vibrant building with a purple facade, a sign reading "Siesta," and a staircase leading to the entrance.

Siesta Key Village

Travelers to Siesta Key Village praise its stunning beaches. If you've got some more time to explore, be sure to make a stop by Siesta Key Beach and Siesta Key Farmers Market.

A large, beige colonial-style building with columns, surrounded by palm trees and dense vegetation.

South Village

While visiting South Village, you might make a stop by sights like Safe Harbor Siesta Key and Crescent Beach.

Ready to book your vacation to Southwest Coast Florida?

Choose your dates

Southwest Coast Florida Hotel Deals

Kompose Boutique Hotel

Kompose Boutique Hotel

965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
CA $64
CA $103 total
Aug 11 - Aug 12
includes taxes & fees
Kompose Boutique Hotel
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

5500 Sunseeker Way Punta Gorda FL
Fully refundableReserve now, pay when you stay
CA $213
CA $309 total
Aug 16 - Aug 17
includes taxes & fees
9.2/10 Wonderful! (3,173 reviews)
"Todo fuen increible, no nos queríamos ir de este lugar y por suerte nos encontramos con una persona en el lobby que hablaba español ella se llama Cinthia nos atendio excelente, muy atenta, lo recomiendo 100 %"

Reviewed on Aug 10, 2026

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West Bradenton FL
Fully refundableReserve now, pay when you stay
CA $209
CA $276 total
Aug 24 - Aug 25
includes taxes & fees
9.4/10 Exceptional! (2,455 reviews)
"Great place to stay, literally like 10 mins away from the beaches in Anna Maria Island. The pool was great and the free breakfast in the mornings was awesome. I will definitely be back and super clean"

Reviewed on Aug 9, 2026

Compass Hotel by Margaritaville Anna Maria Sound
See all 47,160 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.

Stay near popular Southwest Coast Florida attractions

A lifeguard tower with an American flag, a green flag, and a signboard on a beach with people sunbathing and umbrellas.

Siesta Key Beach

9.6/10 (4,113 reviews)
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.
See properties
A beach with lifeguard towers, clear turquoise water, and people sunbathing.

Lido Beach

9.4/10 (6,329 reviews)
Nothing says vacation like spending a lazy day at Lido Beach, a popular beach in Sarasota. Wander the picturesque gardens or discover the area's beautiful sunsets.
See properties
A beach with white sand, turquoise water, and a rocky area in the foreground. There are palm trees and a building in the background.

Naples Beach

9.4/10 (6,040 reviews)
Nothing says vacation like spending a lazy day at Naples Beach, a popular beach in Naples. Stroll along the seaside or visit the shops while you're in the area.
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A crowded beach with people swimming and walking along the shore.

Venice Beach

9.2/10 (2,687 reviews)
Nothing says vacation like spending a lazy day at Venice Beach, a popular beach in Venice Island.
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A bustling street with palm trees, a yellow building, and people walking.

Fifth Avenue South

9.4/10 (2,799 reviews)
Enjoy many happy hours exploring the variety of shops, dining options and cultural attractions of this popular shopping district in Naples, Florida.
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A beach with palm trees, a clear blue sky, and a building complex in the background.

Vanderbilt Beach

9.2/10 (2,388 reviews)
Nothing says vacation like spending a lazy day at Vanderbilt Beach, a popular beach in North Naples.
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Frequently asked questions

How much does a Southwest Coast Florida vacation package cost?
Our Southwest Coast Florida vacation packages, which start from just CA $1,256, 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 vacation 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 travelers.
How far in advance should I book my Southwest Coast Florida vacation?
Smart travelers 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 traveling 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 vacation 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 vacation 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 vacation 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 vacation 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 vacation 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.

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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.