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.
Compass by Margaritaville Hotel Naples
Central Naples
Price was $943, price is now $848 per person
$848
per person
Nov 26 - Nov 29
found 7 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
9.6/10 Exceptional! (1,891 reviews)
We had a wonderful weekend at Compass Hotel! The service was excellent, and the entire staff was incredibly friendly, attentive, and welcoming throughout our stay. Their hospitality made our experience truly enjoyable. We had a fantastic time and would definitely recommend this hotel. Looking forward to coming back!
Reviewed on Oct 26, 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 $1,402, price is now $1,210 per person
$1,210
per person
Dec 30 - Jan 2
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
9.6/10 Exceptional! (1,891 reviews)
We had a wonderful weekend at Compass Hotel! The service was excellent, and the entire staff was incredibly friendly, attentive, and welcoming throughout our stay. Their hospitality made our experience truly enjoyable. We had a fantastic time and would definitely recommend this hotel. Looking forward to coming back!
Reviewed on Oct 26, 2026
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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 4 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
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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).
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
JetSki Tour at Lake Osborne – Guided Adventure in West Palm Beach
$160
per adult
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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.
