Top Beach vacation packages in Southwest Coast Florida

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

Naples Grande Beach Resort

Park Shore

$528

per person

Oct 25 - Oct 28

found 1 day ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Fort Myers (RSW)

9/10 Wonderful! (1,708 reviews)

I like the friendliness of the staff.

Reviewed on Aug 22, 2025

Hilton Marco Island Beach Resort and Spa

South End

Save 100% on your flight

$591

per person

Oct 23 - Oct 26

found 2 hours ago

Roundtrip flight included

New York (NYC) to Fort Myers (RSW)

8.8/10 Excellent! (1,506 reviews)

Never advised prior to booking that the Hotel was being worked on (painting, drilling ALL day). I booked an Oceanview Room with 2 Queen beds. It was a partial view or preak a boo view, definitely not a full Oceanview. The Hotel said our room 302 was a Oceanview definitely not a full view

Reviewed on Aug 21, 2025

Pink Shell Beach Resort and Marina

$669

per person

Oct 22 - Oct 26

found 8 hours ago

Roundtrip flight included

Indianapolis (IND) to Fort Myers (RSW)

9.4/10 Exceptional! (1,046 reviews)

Everything. The property, staff and amenities. We had the best time. I would recommend pink shell to anyone that wants an amazing time. Very kid friendly and if no kids they have adults only pool.

Reviewed on Aug 22, 2025

Inn at Pelican Bay

Pelican Bay

$815

per person

Sep 23 - Sep 28

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Fort Myers (RSW)

9.6/10 Exceptional! (1,008 reviews)

The property was very nice. The hotel was in a very convenient location. It was very close to the beach and many dining locations. It also was very quiet which is a huge plus. This was our first time here and definitely won’t be the last.

Reviewed on Aug 18, 2025

Sundial Beach Resort & Spa

$1,110

per person

Oct 22 - Oct 26

found 22 hours ago

Roundtrip flight included

Las Vegas (LAS) to Fort Myers (RSW)

8.6/10 Excellent! (2,574 reviews)

Maybe because I booked on Expedia and not with the hotel directly, the room was horrible. I had called the property to make them aware that it was a special time-my husband's birthday, the room as well as the location, left a lot to be desired. Thank God for Mae, the receptionist that changed our room the next day. The stay improved after that..the beach is beautiful

Reviewed on Aug 2, 2025

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5* Beach vacations in Southwest Coast Florida

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

Sundial Beach Resort & Spa

$1,110

per person

Oct 22 - Oct 26

found 22 hours ago

Roundtrip flight included

Las Vegas (LAS) to Fort Myers (RSW)

8.6/10 Excellent! (2,574 reviews)

Maybe because I booked on Expedia and not with the hotel directly, the room was horrible. I had called the property to make them aware that it was a special time-my husband's birthday, the room as well as the location, left a lot to be desired. Thank God for Mae, the receptionist that changed our room the next day. The stay improved after that..the beach is beautiful

Reviewed on Aug 2, 2025

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3 Night Beach vacations in Southwest Coast Florida

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

Inn at Pelican Bay

Pelican Bay

$515

per person

Oct 23 - Oct 26

found 2 hours ago

Roundtrip flight included

New York (NYC) to Fort Myers (RSW)

9.6/10 Exceptional! (1,008 reviews)

The property was very nice. The hotel was in a very convenient location. It was very close to the beach and many dining locations. It also was very quiet which is a huge plus. This was our first time here and definitely won’t be the last.

Reviewed on Aug 18, 2025

Hilton Marco Island Beach Resort and Spa

South End

Save 100% on your flight

$591

per person

Oct 23 - Oct 26

found 2 hours ago

Roundtrip flight included

New York (NYC) to Fort Myers (RSW)

8.8/10 Excellent! (1,506 reviews)

Never advised prior to booking that the Hotel was being worked on (painting, drilling ALL day). I booked an Oceanview Room with 2 Queen beds. It was a partial view or preak a boo view, definitely not a full Oceanview. The Hotel said our room 302 was a Oceanview definitely not a full view

Reviewed on Aug 21, 2025

Naples Grande Beach Resort

Park Shore

$528

per person

Oct 25 - Oct 28

found 1 day ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Fort Myers (RSW)

9/10 Wonderful! (1,708 reviews)

I like the friendliness of the staff.

Reviewed on Aug 22, 2025

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See all available trips from Columbus to Southwest Coast Florida

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4 Night Beach vacations in Southwest Coast Florida

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

Edison Beach House

Save 100% on your flight

$492

per person

Oct 22 - Oct 26

found 8 hours ago

Roundtrip flight included

Indianapolis (IND) to Fort Myers (RSW)

9.4/10 Exceptional! (1,462 reviews)

This was a great location. Right in the beach. They had chairs and umbrellas and pails and shovels for us to use on the beach. Full kitchen to cook any meal we needed. Will be back for sure.

Reviewed on Aug 21, 2025

Tween Waters Island Resort & Spa

Save 100% on your flight

$756

per person

Sep 21 - Sep 25

found 20 hours ago

Roundtrip non-stop flight included

Appleton (ATW) to Fort Myers (RSW)

8.6/10 Excellent! (1,002 reviews)

The hotel is extremely average. I put it at 2 to 3 star. It has across the road from the beach and on the intercoastal, which is the only thing basically has going for it other than that it wouldn’t survive say in Orlando or any major city cause I feel like it’s a glorified sleep away camp that they turned into a hotel

Reviewed on Aug 10, 2025

Tropical Breeze Resort

Siesta Key Village

Save 100% on your flight

$612

per person

Oct 22 - Oct 26

found 23 hours ago

Roundtrip flight included

Houston (IAH) to Sarasota (SRQ)

8.8/10 Excellent! (1,009 reviews)

We stayed here for 6 nights from August 16-22. It was everything and more! Single mom traveling with 16 year old twin boys was a new experience. We were upgraded upon check-in to a larger space where I had my own room! Tropical Breeze Resort provided everything we needed! So convenient to walk to restaurants and shops. Best part was the short walk to the beach. Met so many great people!

Reviewed on Aug 22, 2025

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How do I book the best Southwest Coast Florida beach vacation packages?

Life’s a beach when you dive into our brilliant Southwest Coast Florida beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Southwest Coast Florida?

A rental steps from the shore creates an amazingly affordable Southwest Coast Florida beach vacation. Seaside sojourns during low season start from $492. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in Southwest Coast Florida?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Southwest Coast Florida beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Southwest Coast Florida vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Southwest Coast Florida beach vacation deals?

Sort your search results by deals to delight in amazing Southwest Coast Florida beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Southwest Coast Florida beach trip with free cancellation and/or flexible dates?

Just like the Southwest Coast Florida tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Southwest Coast Florida beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Southwest Coast Florida. (OK, maybe not that last part.)

Top Beach Southwest Coast Florida Hotels

Naples Grande Beach Resort

475 Seagate Drive, Naples, FL

3 hours drive from Siesta Key Beach

Lounge by the shoreline in Naples, as you'll be a short walk from Vanderbilt Beach when booking a getaway at this luxury, spa resort. 3 outdoor pools, 15 outdoor ...

9/10 Wonderful! (1,711 reviews)

Travelers like: close to beach, cabanas, beach bars, beach umbrellas

Travelers say...

"Wonderful, family friendly resort. Highly recommend."

Reviewed on Aug 20, 2025

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West, Bradenton, FL

41 min drive from Siesta Key Beach

Enjoy your stay at this hotel and get ready to stroll along the shoreline in Bradenton, as you'll be near the beach. An outdoor pool, a restaurant, and a 24-hour ...

9.4/10 Exceptional! (1,673 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...

"The staff very friendly and the place is kept clean."

Reviewed on Aug 19, 2025

Tropical Breeze Resort

140 Columbus Blvd., Siesta Key, FL

17 min walk from Siesta Key Beach

Make the most of this fantastic location, as you'll be close to Siesta Key Beach when booking a stay at this hotel. 2 outdoor pools, a hot tub, and beach towels ...

8.8/10 Excellent! (1,001 reviews)

Travelers like: close to beach, beach towels, outdoor pools

Travelers say...

"We stayed here for 6 nights from August 16-22. It was everything and more! Single mom traveling with 16 year old twin boys was a new experience. We were upgraded upon check-in to a larger space where I had my own room! Tropical Breeze Resort provided everything we needed! So convenient to walk to ..."

Reviewed on Aug 22, 2025

See all 43,699 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.