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Flight and Pet-friendly hotel deals in Southwest Florida

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

Compass by Margaritaville Hotel Naples

Central Naples

CA $753

per person

Sep 3 - Sep 6

found 5 hours ago

Roundtrip flight included

Toronto (YTO) to Fort Myers (RSW)

9.6/10 Exceptional! (1,563 reviews)

There is not one thing we didnt love about this place. Perfect location and service.

Reviewed on Jun 29, 2026

Hyatt Regency Coconut Point Resort & Spa

CA $4,292

per person

Aug 12 - Aug 19

found 1 day ago

Roundtrip non-stop flight included

Québec (YQB) to Fort Myers (RSW)

9/10 Wonderful! (1,003 reviews)

Great place for families! My 5 and 8 year old loved the water slides and lazy river. The pool bar was perfect for eating lunch while enjoying water. The only thing I wish I had known is that is VERY crowded on weekends (Fri thru Sun) so get down to the pool early if you want chairs in the shade ...or chairs at all. Also, the beach is beautiful, set up with chairs and unbrellas, but we had to wait a long time in the heat to get the boat back. We only did that one day. Highly recommend this resort, and the Bonita Springs / Estero area in general. There are plenty of restaurants nearby and a Walmart and any other store you could possibly need within a few minutes drive from the hotel.

Reviewed on Jun 28, 2026

The Westin Cape Coral Resort At Marina Village

Pelican

CA $1,081

per person

Aug 4 - Aug 9

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

9/10 Wonderful! (1,017 reviews)

Very clean! Great location. The only downfall was the spa did not work properly.

Reviewed on Jun 28, 2026

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3 Night Pet-friendly holidays in Southwest Florida

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

Compass by Margaritaville Hotel Naples

Central Naples

CA $753

per person

Sep 3 - Sep 6

found 5 hours ago

Roundtrip flight included

Toronto (YTO) to Fort Myers (RSW)

9.6/10 Exceptional! (1,563 reviews)

There is not one thing we didnt love about this place. Perfect location and service.

Reviewed on Jun 29, 2026

Don't see what you're looking for?

See all available trips from Columbus to Southwest Florida

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4 Night Pet-friendly holidays in Southwest Florida

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

Quality Inn Fort Myers Cape Coral

CA $602

per person

Sep 4 - Sep 8

found 8 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

7.6/10 Good! (334 reviews)

It smells like cigarettes stuff felt dirty in the rt

Reviewed on Jun 28, 2026

Hibiscus Suites - Gateway to Siesta Key

CA $920

per person

Sep 3 - Sep 7

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Tampa (TPA)

8.6/10 Excellent! (2,346 reviews)

Everything was fine,

Reviewed on Jun 29, 2026

The Lighthouse Resort Inn & Suites

CA $906

per person

Sep 4 - Sep 8

found 4 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

8.6/10 Excellent! (1,695 reviews)

Staff were amazing, room was clean and food was great at the Tiki Bar. Hotel is close to everything the only thin is the pool is open to the public and we the guests couldn’t use it because they both were full. Other than that good stay.

Reviewed on Jun 29, 2026

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Pet-friendly Hotels in Southwest Florida

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

20 min drive from Siesta Key Beach

Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...

9.2/10 Wonderful! (5,595 reviews)

"Me encanto"

Reviewed on Jun 29, 2026

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 ...

9.4/10 Exceptional! (2,293 reviews)

"I loved my stay in the Hotel ! We definitely will come back"

Reviewed on Jun 29, 2026

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

5500 Sunseeker Way Punta Gorda FL

1 hour drive from Siesta Key Beach

Book a stay at this spa resort in Punta Gorda. Enjoy 2 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful staff ...

9.2/10 Wonderful! (2,919 reviews)

"Got charged for a fridge that was already broken and for smoking when nobody in my family smokes , $1000 in extra charges that where complete bs , would stay at motel 6 before I stayed here again"

Reviewed on Jun 29, 2026

See all 46,959 properties in Southwest 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.