Southwest Coast Florida Holidays

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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

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

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

Siesta Key Village is known for its stunning beaches, and with sights like Siesta Key Beach and Siesta Key Farmers Market, you won't get bored spending a day wandering around this part of Siesta Key.

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.

Top hotels in Southwest Coast Florida

Kompose Boutique Hotel

Kompose Boutique Hotel

965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
S$82
9 Aug - 10 Aug
includes taxes & fees
9.2/10 Wonderful! (5,822 reviews)
"This is one of the best hotels I’ve stayed in the keke the front desk girl was the nicest person I’ve ever met.outstanding hospitality"

Reviewed on 8 Aug, 2026

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
S$313
17 Aug - 18 Aug
includes taxes & fees
9.2/10 Wonderful! (3,158 reviews)
"Excellent"

Reviewed on 7 Aug, 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
S$259
7 Sept - 8 Sept
includes taxes & fees
Compass Hotel by Margaritaville Anna Maria Sound
See all 47,154 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.
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A beach with lifeguard towers, clear turquoise water, and people sunbathing.

Lido Beach

9.4/10 (6,329 reviews)
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.
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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)
Nothing says holiday 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 holiday 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 holiday 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 holiday package cost?
Our Southwest Coast Florida holiday packages, which start from just , 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.

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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. 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.