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.
Ramada by Wyndham Venice Hotel Venezia
Gateway
Price was $481, price is now $370 per person
$370
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Myers (RSW)
7.2/10 Good! (1,002 reviews)
Clean room. Helpful staff. Reasonably priced. Breakfast in the dining room is made to order, ample portions and reasonably priced
Reviewed on Oct 29, 2026
Hibiscus Suites - Gateway to Siesta Key
Price was $1,073, price is now $825 per person
$825
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
8.8/10 Excellent! (2,471 reviews)
Property had a grateful kitchen with just enough utensils, frying pans things that you would need if you prepare your own food during your stay. The property does not have a lot of amenities, but if you’re not into amenities, it doesn’t matter. It’s in a great location central to all things Sarasota and Siesta key.
Reviewed on Oct 29, 2026
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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 and cats (fees apply).
9.2/10 Wonderful! (6,193 reviews)
"The rooms and entire hotel was spotless; staff was excellent and the breakfast was plentiful and good"
Reviewed on Oct 30, 2026
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! (1,194 reviews)
"During our stay, we were initially pleased that the facility was pet-friendly. However, while walking our leashed dog, we were approached by two unleashed Dalmatians owned by an employee of the establishment. Despite the staff being aware that the dogs were off-leash in the Tiki Lounge area, they ..."
Reviewed on Oct 29, 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
JetSki Tour at Lake Osborne – Guided Adventure in West Palm Beach
$160
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.
