Southwest Florida Pet-friendly Vacations
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Top Pet-friendly vacation packages in Southwest Florida
Price found within the past 48 hours. Click for updated prices.
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See all available trips from Columbus to Southwest Florida
View all trips3 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 trips4 Night Pet-friendly vacations in Southwest Florida
Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key
Price was $844, price is now $529 per person
$529
per person
Jan 10 - Jan 14
found 23 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
8.8/10 Excellent! (2,471 reviews)
The place is so relaxed and everything looks good and clean. The pool is so nice. I like how the rooms have some kitchen tools we can use if don’t feel like dining outside. Will come back soon!
Reviewed on Nov 9, 2026
Tween Waters Island Resort & Spa
Price was $1,125, price is now $793 per person
$793
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip flight included
Denver (DEN) to Fort Myers (RSW)
8.6/10 Excellent! (1,003 reviews)
Family of 6 had the best time celebrating an 80th birthday. Resort was welcoming and clean. Beach was perfect. So helpful to have them set up umbrellas and chairs. Restaurant had great service and food. We can’t wait to come back again.
Reviewed on Nov 8, 2026
Hyatt House Naples/5th Avenue
Old Naples
Price was $1,425, price is now $1,115 per person
$1,115
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Spokane (GEG) to Fort Myers (RSW)
9.2/10 Wonderful! (2,175 reviews)
Una buena manera de estar cerca de los atractivos principales
Reviewed on Nov 9, 2026
Don't see what you're looking for?
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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. ...
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
West Palm Beach Enjoy Sunset on a Tiki Cruise
$69
per adult
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.
