Southwest Coast Florida Beach Vacations

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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 $1,387
per person
Nov 13 - Nov 15
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (2,703 reviews)
We enjoyed our vacation! Room was immaculate however we did not realize we would be on the 2nd floor. Thankfully it wasn't any higher. A family oriented establishment with activities going on throughout the day. Staff was extremely helpful and our food service was fantastic.

Reviewed on Oct 8, 2026

Naples Beach Club, A Four Seasons Resort

Naples Beach Club, A Four Seasons Resort

Coquina Sands
Save 100% on your flight
CA $11,708
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.6/10 Exceptional! (41 reviews)
This resort was amazing!!

Reviewed on Oct 9, 2026

Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

Save 100% on your flight
CA $3,853
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9.4/10 Exceptional! (1,454 reviews)
We wanted to kayak and it called for rain and even though it didn’t rain the staff would not bring out the kayaks even though it was our last day. Very disappointed. The events could use a more lively atmosphere. Went to a margarita party there was no music. It really was more of an event to get people to sign up for timeshares which was not shared and there was no effort to make it fun. Everything is way over priced. Would have purchased more if prices weren’t so high. We left resort for more better drinks and food that more affordable and better atmosphere.

Reviewed on Oct 10, 2026

Inn at Pelican Bay

Inn at Pelican Bay

Pelican Bay
CA $2,460
per person
Nov 11 - Nov 15
found 12 hours ago
Roundtrip flight included
Edmonton (YEG) to Fort Myers (RSW)
9.6/10 Exceptional! (1,004 reviews)
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

South End
CA $2,559
per person
Jan 1 - Jan 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Myers (RSW)
9/10 Wonderful! (2,075 reviews)
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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 $1,387
per person
Nov 13 - Nov 15
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (2,703 reviews)
We enjoyed our vacation! Room was immaculate however we did not realize we would be on the 2nd floor. Thankfully it wasn't any higher. A family oriented establishment with activities going on throughout the day. Staff was extremely helpful and our food service was fantastic.

Reviewed on Oct 8, 2026

Naples Beach Club, A Four Seasons Resort

Naples Beach Club, A Four Seasons Resort

Coquina Sands
Save 100% on your flight
CA $11,708
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.6/10 Exceptional! (41 reviews)
This resort was amazing!!

Reviewed on Oct 9, 2026

Don't see what you're looking for?
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3 Night 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 $1,588
per person
Nov 19 - Nov 22
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (2,703 reviews)
We enjoyed our vacation! Room was immaculate however we did not realize we would be on the 2nd floor. Thankfully it wasn't any higher. A family oriented establishment with activities going on throughout the day. Staff was extremely helpful and our food service was fantastic.

Reviewed on Oct 8, 2026

JW Marriott Marco Island Beach Resort

JW Marriott Marco Island Beach Resort

South End
CA $2,939
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9/10 Wonderful! (1,010 reviews)
Don't see what you're looking for?
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4 Night Beach holidays in Southwest Coast Florida

Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

CA $1,271
per person
Nov 18 - Nov 22
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (1,003 reviews)
Edison Beach House

Edison Beach House

CA $1,705
per person
Dec 24 - Dec 28
found 6 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
9.4/10 Exceptional! (1,921 reviews)
We will start with the cons, the pool doesn’t open until 10am and closes at 8pm and when checkout is 11am I just feel that is not very thoughtful for the guests to have it open so late, my daughter really wanted to go swimming but we weren’t able to because it opened so late. The other con we had was that a housekeeper randomly opened our door around 9am, far before checkout, she didn’t knock or apologize just gasped and then left, as if our room was usually unoccupied or something. It was really strange and uncomfortable as anyone could have been unclothed. And we weren’t given a reason or apology. The last con was that we all woke up super congested because of the ac unit even though it says they change it every 3 months(hmm?) Beyond those things the kitchen was nicely stocked and the view was beautiful. We enjoyed our stay and would consider staying again!

Reviewed on Oct 9, 2026

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

CA $1,733
per person
Dec 24 - Dec 28
found 6 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
8.8/10 Excellent! (2,064 reviews)
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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 $1,271, 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 4.

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
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

11800 Coconut Cove Drive Bonita Springs FL
  • 2 hours drive from Siesta Key Beach
Book a stay at this golf hotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Coconut Point Mall and Bonita Springs ...
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

17260 Harbour Pointe Dr Fort Myers FL
  • 2 hours drive from Siesta Key Beach
Book a stay at this spa resort in Fort Myers. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the property ...
8.6/10 Excellent! (1,002 reviews)
"They staff always goes above and beyond. It is a wonderful hotel with beautiful views."

Reviewed on Oct 9, 2026

Marriott Sanibel Harbour Resort & Spa
See all 47,714 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.