Southwest Coast Florida Vacation Packages 2026 from $496

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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.

Luxuri Suites

South Beach

Save 100% on your flight

$496

per person

Sep 23 - Sep 30

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

6.8/10 (57 reviews)

Ok the fact we had no desk for check was terrible. I could not check in due to a code for door and room acess never being sent to my email resulted in me not checking for 3hours until I was told about a sister property 3 blocks from where I was stay had to walk in the rain to the siater property for thwm to grant me acess codes to get into my room now at 3am. I wouls likw to be reemburst for that night and day. My TV had no working batteries and once I go batteries the TV volum did not work.

Reviewed on Jul 9, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$12,309

per person

Oct 24 - Oct 31

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

The Local House

South Beach

Save 100% on your flight

$952

per person

Nov 1 - Nov 7

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

9.2/10 Wonderful! (1,000 reviews)

I liked everything about this hotel...friendliness of staff, very clean rooms, great bar and restaurant. In walking distance to everything. Pool area was nice,but needs to be updated or upgraded

Reviewed on Aug 23, 2026

EAST Miami Residences

Brickell

Save 100% on your flight

$1,539

per person

Oct 28 - Nov 3

found 23 hours ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (143 reviews)

Great staff. Really try to sort out any issues and requests.

Reviewed on Aug 20, 2026

Private Oasis at Arya

Coconut Grove

Save 100% on your flight

$633

per person

Oct 3 - Oct 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.6/10 Excellent! (1,016 reviews)

Clean room, great location, friendly staff

Reviewed on Aug 22, 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 Zoo at Caribbean Gardens and Naples Grande Golf Club 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)

Nothing says vacation like spending a lazy day at Vanderbilt Beach, a popular beach in North Naples.

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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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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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Southwest Coast Florida Hotel Deals

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

Fully refundableReserve now, pay when you stay

$64 nightly

$72 total

Aug 24 - Aug 25

Total with taxes and fees

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

Aug 30 - Aug 31

Total with taxes and fees

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West Bradenton FL

Fully refundableReserve now, pay when you stay

$190 nightly

$214 total

Sep 20 - Sep 21

Total with taxes and fees

See all 47,277 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.