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 $1,648, price is now $1,440 per person
$1,440
per person
Dec 29 - Jan 1
found 6 hours ago
Roundtrip flight included
Philadelphia (PHL) to Fort Myers (RSW)
9.6/10 Exceptional! (1,891 reviews)
Very good service
The staff was very nice
Room very clean
The food was good
We will come back again
Reviewed on Oct 27, 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 $1,648, price is now $1,440 per person
$1,440
per person
Dec 29 - Jan 1
found 6 hours ago
Roundtrip flight included
Philadelphia (PHL) to Fort Myers (RSW)
9.6/10 Exceptional! (1,891 reviews)
Very good service
The staff was very nice
Room very clean
The food was good
We will come back again
Reviewed on Oct 27, 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.
Tween Waters Island Resort & Spa
Save 100% on your flight
Price was $925, price is now $683 per person
$683
per person
Dec 1 - Dec 5
found 22 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.6/10 Excellent! (1,003 reviews)
Tween waters was absolutely wonderful! No complaints. The room was beautiful, the amenities were clean, and the staff was
So helpful
Reviewed on Oct 25, 2026
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 and cats (fees apply).
Cottages at Siesta Key Inn
1105 Point of Rocks Rd Siesta Key FL
This pet-friendly hotel welcomes dogs (fees apply).
8.8/10 Excellent! (289 reviews)
"Rooms were clean and Quiet. Enjoyed property"
Reviewed on Oct 23, 2026
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. ...
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
Your Vacation, Your Experience, Your Snorkeling at Your Pace
$110
per adult
98% 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.