Southwest Coast Florida Beach Vacations

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    Save up to CA $4,200 when you book a flight and hotel together*
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Flight and Beach hotel deals in Southwest Coast Florida

Price found within the past 48 hours. Click for updated prices.
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

Mid Island
CA $993
per person
Oct 26 - Oct 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (2,680 reviews)
This place was amazing. My son loved it, we had a wonderful time.

Reviewed on Aug 16, 2026

Inn at Pelican Bay

Inn at Pelican Bay

Pelican Bay
CA $1,176
per person
Sep 20 - Sep 27
found 7 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
9.6/10 Exceptional! (1,008 reviews)
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

South End
CA $1,589
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9/10 Wonderful! (1,938 reviews)
Naples Beach Club, A Four Seasons Resort

Naples Beach Club, A Four Seasons Resort

Coquina Sands
CA $2,848
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.6/10 Exceptional! (28 reviews)
Best luxury hotel in Naples

Reviewed on Aug 15, 2026

Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

CA $1,890
per person
Oct 8 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Québec (YQB) to Fort Myers (RSW)
9.4/10 Exceptional! (1,417 reviews)
Clean room and great staff! One bedroom villa balcony is small. Food ok Resort can be very pricey.

Reviewed on Aug 19, 2026

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5* Beach holidays in Southwest Coast Florida

Price found within the past 48 hours. Click for updated prices.
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

Mid Island
CA $993
per person
Oct 26 - Oct 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (2,680 reviews)
This place was amazing. My son loved it, we had a wonderful time.

Reviewed on Aug 16, 2026

Naples Beach Club, A Four Seasons Resort

Naples Beach Club, A Four Seasons Resort

Coquina Sands
CA $2,848
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.6/10 Exceptional! (28 reviews)
Best luxury hotel in Naples

Reviewed on Aug 15, 2026

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3 Night Beach holidays in Southwest Coast Florida

Price found within the past 48 hours. Click for updated prices.
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

South End
CA $817
per person
Sep 27 - Sep 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
9/10 Wonderful! (1,938 reviews)
Inn at Pelican Bay

Inn at Pelican Bay

Pelican Bay
CA $1,002
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.6/10 Exceptional! (1,008 reviews)
Naples Beach Club, A Four Seasons Resort

Naples Beach Club, A Four Seasons Resort

Coquina Sands
CA $2,848
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.6/10 Exceptional! (28 reviews)
Best luxury hotel in Naples

Reviewed on Aug 15, 2026

Don't see what you're looking for?
See all available trips from Columbus to Southwest Coast Florida
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4 Night Beach holidays in Southwest Coast Florida

Price found within the past 48 hours. Click for updated prices.
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

CA $836
per person
Oct 8 - Oct 12
found 12 hours ago
Roundtrip flight included
Detroit (DTT) to Fort Myers (RSW)
8.6/10 Excellent! (1,747 reviews)
Had a great day would definitely go again

Reviewed on Aug 17, 2026

Tropical Beach Resorts

Tropical Beach Resorts

South Village
CA $994
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.4/10 Exceptional! (5,722 reviews)
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

CA $908
per person
Sep 19 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Myers (RSW)
8.8/10 Excellent! (1,862 reviews)
Very nice

Reviewed on Aug 19, 2026

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Find the best beach vacations in Southwest Coast Florida

What are some benefits when booking beach vacations in Southwest Coast Florida?

When you travel to the beach in Southwest Coast Florida, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip.

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

To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your Southwest Coast Florida trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit.

Can I book cheap beach vacations in Southwest Coast Florida?

There are quite a few things you can do to get cheap beach vacations in Southwest Coast Florida. Prices range from CA $817, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out.

Can I book beach packages?

Yes, and you'll find quite a few beach packages available in Southwest Coast Florida. These package deals let you save by booking your accommodation and your flight together with savings of up to 6.

Why should I book family beach vacations?

When you're travelling with the family to Southwest Coast Florida, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room.

How can I find a beachfront vacation in Southwest Coast Florida?

It's easy to find a beachfront vacation accommodation in Southwest Coast Florida using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline.

How can I book last-minute beach vacations?

Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and Southwest Coast Florida as your destination and see what's available.

Can I find all-inclusive beach vacations ?

Yes, all you have to do to find all-inclusive beach vacations in Southwest Coast Florida is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance.

Can I book a beach trip that's fully refundable?

Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout Florida. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too.

Why should I book beach vacations with Expedia?

When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent trips.

Beach Hotels in Southwest Coast Florida

Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West Bradenton FL
  • 41 min drive from Siesta Key Beach
Stay at this hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Compass Hotel by Margaritaville Anna Maria Sound
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

251 Crescent Street Fort Myers Beach FL
  • 2 hours drive from Siesta Key Beach
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff ...
Margaritaville Beach Resort Fort Myers
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

560 S Collier Blvd Marco Island FL
  • 3 hours drive from Siesta Key Beach
Book a stay at this beach resort in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in ...
Hilton Marco Island Beach Resort and Spa
See all 47,239 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.

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.