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 $576, price is now $505 per person
$505
per person
Jan 11 - Jan 13
found 16 hours ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)
9.6/10 Exceptional! (1,891 reviews)
Very enjoyable stay! We felt welcome right at check in. The room was clean, spacious and attractively decorated. Breakfast was very tasty. The hotel decor really makes you feel like you’re on a vacation in Florida.
Reviewed on Nov 10, 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 $1,081, price is now $955 per person
$955
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (1,891 reviews)
Very enjoyable stay! We felt welcome right at check in. The room was clean, spacious and attractively decorated. Breakfast was very tasty. The hotel decor really makes you feel like you’re on a vacation in Florida.
Reviewed on Nov 10, 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.
Comfort Suites Sarasota - Siesta Key
Price was $587, price is now $431 per person
$431
per person
Jan 13 - Jan 17
found 1 day ago
Roundtrip flight included
Albany (ALB) to Tampa (TPA)
9/10 Wonderful! (1,804 reviews)
The room was pretty clean, however the floor we were on had construction going and we had to walk through that area to get to our room. The A/C was not on in the room which caused the room to have a musty feel. Once we put the air on and let it run for awhile it was okay.
Reviewed on Nov 10, 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 (fees apply).
9.2/10 Wonderful! (6,261 reviews)
"This is like my third time at this hotel it’s beautiful and I love the lobby and it’s a total vibe and the customer service is excellent"
Reviewed on Nov 11, 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! (1,198 reviews)
"This was our first time here and we very much enjoyed it! Facility was very nice. Rooms were clean updated pool area was nice. I would recommend."
Reviewed on Nov 10, 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
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.
