Southwest Coast Florida Vacations from $321

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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.

The Latest Southwest Coast Florida vacation packages

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

Elita Hotel

East Fort Lauderdale
Save 100% on your flight
$321
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (182 reviews)
Amazing stay very helpful staff

Reviewed on Aug 26, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
$13,432
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip flight included
Boston (BOS) 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

Pelican Hotel

Pelican Hotel

South Beach
Save 100% on your flight
$780
per person
Oct 28 - Nov 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (499 reviews)
Private Oasis at Arya

Private Oasis at Arya

Coconut Grove
Save 100% on your flight
$754
per person
Sep 26 - Oct 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (1,027 reviews)
Clean room, great location, friendly staff

Reviewed on Aug 22, 2026

1 Hotel South Beach

1 Hotel South Beach

South Beach
$3,613
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (1,613 reviews)
The only 5-star thing is the price After a 10-hour flight, we checked into our supposedly 5-star hotel room and found it dirty and stained. When we asked to change rooms, Matt at the desk was incredibly sassy and dismissive. Customer service was so poor, you’d genuinely get better treatment in a hostel. A manager reviewed the room, only for someone else to call and say, “stains don’t make it dirty.HA. Sorry, what? Since when are stains acceptable in a 5-star hotel? Send a housekeeper in and clean it! Eventually, they agreed to move us and gave us a small resort credit. We were told the new room wasn’t ready and that they’d text us. Surprise, surprise — no text. At 5pm, we went back to the desk. We were taken to view a room, only to discover it was someone else’s room. We eventually chose another, collected new keys seven floors downstairs and carried six pieces of 20–30kg luggage ourselves, only to discover the keys didn’t work. One of us stayed with the luggage while the other went downstairs. The staff member asked why we didn’t just dial zero for help. BECAUSE WE COULDN’T GET INTO THE ROOM TO USE THE PHONE. Finally, we got in and discovered NO WATER. The engineer eventually arrived, saying he’d been told the water wasn’t hot, not that there was no water at all. Even he couldn’t believe it. At check-in, we heard another couple having issues on check out. We should have taken that as our warning and ran for the hills. Things go wrong, but how you handle it matters.

Reviewed on Aug 26, 2026

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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

While visiting South End, you might make a stop by sights like South Marco Beach and Marco Island Ski & Watersports.

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

Tropical colored buildings, lots of sandy beaches and a compact shopping area make this village a good choice to visit and stay. Enjoy an on-going social life too.

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

Central Naples

If you're spending some time in Central Naples, Naples Grande Golf Club and Naples Zoo at Caribbean Gardens are top sights worth seeing.

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)
Visit a beach not far from an upscale shopping area. The warm waters are as inviting as the white sand.
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A crowded beach with people swimming and walking along the shore.

Venice Beach

9.2/10 (2,687 reviews)
Beachside bliss awaits at a Florida coastal gem where you can swim, fish and hunt for ancient fossils in the sand and beneath the waves.
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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 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 beach with palm trees, a clear blue sky, and a building complex in the background.

Vanderbilt Beach

9.2/10 (2,388 reviews)
If a restful vacation is part of your travel plans, Vanderbilt Beach might be the perfect place to seek out during your trip to North Naples.
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A statue in a plaza with palm trees, a building with a red-tiled roof, and a white building with a green awning.

St. Armands Circle

9.4/10 (5,556 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.
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A coastal beach with clear turquoise waters, a sandy shore, and a line of trees along the beachfront.

Coquina Beach

9.4/10 (818 reviews)
Why not spend a carefree afternoon at Coquina Beach during your travels in Bradenton Beach? Wander the seaside or discover the area's sunsets.
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Southwest Coast Florida Hotel Deals

Kompose Boutique Hotel

Kompose Boutique Hotel

965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
$77 nightly
$87 total
Aug 27 - Aug 28
Total with taxes and fees
9.2/10 Wonderful! (5,913 reviews)
"Very nice and price was affordable"

Reviewed on Aug 26, 2026

Kompose Boutique Hotel
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West Bradenton FL
$177 nightly
$200 total
Sep 2 - Sep 3
Total with taxes and fees
9.4/10 Exceptional! (2,516 reviews)
"Only one staff member was helpful ! I don’t remember her name a beautiful African American woman. She needs a raise . The bartender was great as well!"

Reviewed on Aug 25, 2026

Compass Hotel by Margaritaville Anna Maria Sound
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
$198 nightly
$221 total
Sep 2 - Sep 3
Total with taxes and fees
9.2/10 Wonderful! (3,273 reviews)
"Every time we stay at Sunseeker Resort, we are reminded why we keep coming back! The service is always exceptional, and the staff goes above and beyond to make us feel welcomed and well taken care of. A special thank you to Zachary and Alberto for being absolutely wonderful! They were attentive, ..."

Reviewed on Aug 26, 2026

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
See all 47,248 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.

Find the Best Southwest Coast Florida Vacation Packages

Southwest Coast Florida Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tampa Intl. Airport (TPA)

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