Southwest Florida Trip

Book a Hotel + Flight or Car together to unlock savings

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    Save up to ₹100,000 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top Southwest Florida Flight + Hotel Deals

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

The Penguin Hotel

South Beach
Save 100% on your flight
₹82,084
per person
25 Nov - 1 Dec
found 1 day ago
Return direct flight included
Toronto (YYZ) to Miami (MIA)
8.4/10 Very good! (1,996 reviews)
Very cute boutique hotel right on the beach. Great neighborhood to explore.

Reviewed on 10 Oct 2026

Cavalier Hotel South Beach

Cavalier Hotel South Beach

South Beach
Save 100% on your flight
₹84,194
per person
25 Nov - 1 Dec
found 1 day ago
Return direct flight included
Toronto (YYZ) to Miami (MIA)
8.6/10 Excellent! (1,008 reviews)
Fontainebleau Miami Beach

Fontainebleau Miami Beach

Mid Beach
Save 100% on your flight
₹112,778
per person
25 Nov - 1 Dec
found 1 day ago
Return direct flight included
Toronto (YYZ) to Miami (MIA)
8.4/10 Very good! (9,051 reviews)
Fantastic ambience Great food

Reviewed on 10 Oct 2026

EAST Miami

EAST Miami

Brickell
Save 100% on your flight
₹134,120
per person
25 Nov - 1 Dec
found 20 hours ago
Return direct flight included
Toronto (YYZ) to Miami (MIA)
9.2/10 Wonderful! (4,177 reviews)
The Marlin Hotel

The Marlin Hotel

South Beach
Save 100% on your flight
₹83,613
per person
25 Nov - 1 Dec
found 1 day ago
Return direct flight included
Toronto (YYZ) to Miami (MIA)
9.2/10 Wonderful! (1,004 reviews)

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
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.

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

South End

If you're spending some time in South End, South Marco Beach and Marco Island Ski & Watersports are top sights worth seeing.

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A person carrying a child on their shoulders on a bridge with a view of greenery and a clear sky.

Central Naples

While visiting Central Naples, you might make a stop by sights like Naples Zoo at Caribbean Gardens and Naples Grande Golf Club.

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A wooden pier extending into calm waters at dusk, with two illuminated structures at the end.

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.

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

South Village

If you're spending some time in South Village, Safe Harbor Siesta Key and Crescent Beach are top sights worth seeing.

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Top hotels in Southwest Florida

Kompose Boutique Hotel

Kompose Boutique Hotel

965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
₹3,925
₹6,513 total
13 Oct - 14 Oct
includes taxes & fees
9.2/10 Wonderful! (6,135 reviews)
"Love staying at the Kompose! Great staff!! Amazing rooms!! Breakfast is 👍👍"

Reviewed on 10 Oct 2026

Kompose Boutique Hotel
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
₹15,680
₹20,452 total
1 Nov - 2 Nov
includes taxes & fees
Compass Hotel by Margaritaville Anna Maria Sound
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

251 Crescent Street Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
₹16,363
₹23,099 total
12 Oct - 13 Oct
includes taxes & fees
Margaritaville Beach Resort Fort Myers
See all 47,587 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.

Stay near popular Southwest 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)
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.
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A beach with lifeguard towers, clear turquoise water, and people sunbathing.

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.
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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)
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.
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An aerial view of a city intersection with a central green space surrounded by roads and buildings.

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.
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A beach with a lifeguard tower, a parked car, and people relaxing under umbrellas.

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.
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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)
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.
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The Mall at the University Town Center with a modern building, palm trees, and a clear sky.

Mall at University Town Center

9.0/10 (2,156 reviews)
The Mall at UTC offers a premier shopping experience with over 140 stores from luxury boutiques to popular brands. Enjoy upscale dining options in a spacious, climate-controlled environment with modern architecture.
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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)
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.
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Frequently asked questions

How much does a Southwest Florida holiday package cost?
Less than you might think — from just ₹82,084, in fact! By bundling flights, hotels and car rentals into your own custom-built holiday package, your getaway to Southwest Florida is just a few clicks away.
How do I get a cheap travel package to Southwest Florida?
Browse and book everything in the one place with our Southwest Florida holiday packages. We have incredible bargains on flights, hotels and more that'll keep your pocket happy and your spirit of adventure alive. And, with more than 550 partner airlines and 1,000,000 properties worldwide to select from, you'll have the flexibility to mix and match all you want.
Where should I stay in Southwest Florida?
You can't go past Tampa, with terrific landmarks including Raymond James Stadium and University of South Florida to discover. Or, if sights like Edison and Ford Winter Estates and Sun Splash Water Park are more your scene, Fort Myers is the place for you.
What are the top hotels in Southwest Florida?
Naples Grande Beach Resort and La Quinta Inn & Suites by Wyndham Naples East (I-75) know how to make their guests feel welcome in Naples. If your itinerary also includes Cape Coral, take a look at Trianon Bonita Bay and Sanibel Island Beach Resort. Both are very popular with travellers.
How far in advance should I book my Southwest Florida holiday?
Get rewarded with the widest variety at the cheapest prices by booking your holiday to Southwest Florida nice and early. Air carriers generally advertise tickets around a year before departure, so reserve your spot as soon as possible. That being said, Expedia is dedicated to providing you with the best deals around, so there's never a bad time to book your dream holiday!
What does an Expedia Southwest Florida travel package include?
That mostly depends on you. You can select from a range of Southwest Florida bundles, such as a flight, hotel and rental car. You can also book a hotel and a flight, or a flight and a rental car. Once you've made your booking, you can add the fun stuff like tours and activities. Whatever your perfect Southwest Florida holiday looks like, you're sure to save!
What should I know before booking a Southwest Florida travel package?
You can save a tidy sum by combining your flights, hotels and rental cars. Once you've made your booking, add on fun stuff like activities or tours. Your next awesome holiday is only a couple of clicks away.
Can I choose my airline with a Southwest Florida Expedia holiday package?
Yes — that's the beauty of an Expedia package. You're the boss! We have access to more than 550 partner airlines all over the world, so you have options galore when putting together your Southwest Florida escape.
If I'm not able to travel, can I cancel my Southwest 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 Florida holiday package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to learn more.

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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.