Southwest Florida Pet-friendly Vacations
Book a Pet-friendly Hotel + Flight or Car together to unlock savings
Top Pet-friendly vacation packages in Southwest Florida
Price found within the past 48 hours. Click for updated prices.
Compass by Margaritaville Hotel Naples
Central Naples
Price was $883, price is now $758 per person
$758
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Fort Myers (RSW)
9.6/10 Exceptional! (1,891 reviews)
Nice hotel. Not sure how it qualifies as a resort but whatever. Rooms were clean and building was in good shape. I would stay there again.
Reviewed on Nov 13, 2026
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View all trips3 Night Pet-friendly vacations in Southwest Florida
Price found within the past 48 hours. Click for updated prices.
Compass by Margaritaville Hotel Naples
Central Naples
Price was $883, price is now $758 per person
$758
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Fort Myers (RSW)
9.6/10 Exceptional! (1,891 reviews)
Nice hotel. Not sure how it qualifies as a resort but whatever. Rooms were clean and building was in good shape. I would stay there again.
Reviewed on Nov 13, 2026
Don't see what you're looking for?
See all available trips from Columbus to Southwest Florida
View all trips4 Night Pet-friendly vacations in Southwest Florida
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Columbus to Southwest Florida
View all tripsTop Pet-friendly Southwest Florida Hotels
Kompose Boutique Hotel
965 University Pkwy Sarasota FL
This pet-friendly hotel welcomes dogs (fees apply).
Cottages at Siesta Key Inn
1105 Point of Rocks Rd Siesta Key FL
This pet-friendly hotel welcomes dogs (fees apply).
Siesta Key Beach Resort and Suites
5311 Ocean Blvd Siesta Key FL
Stay at this resort in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,199 reviews)
"Only complaint is that there was not enough storage for clothes."
Reviewed on Nov 13, 2026
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.
Things to do
Palm Beach: Sightseeing Catamaran Cruise
$61
per adult
92% of travellers recommend
Cruise the Palm Beach Intracoastal on a 90 minute Tour
$65
per adult
Guided Snorkel Tour Phil Foster Park (HIGH TIDE ONLY-FREE VIDEOS)
$60
per adult
100% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.