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 $424, price is now $363 per person
$363
per person
Dec 12 - Dec 14
just found
Roundtrip flight included
Philadelphia (PHL) to Fort Myers (RSW)
9.6/10 Exceptional! (1,891 reviews)
Loved the pool area. Room is so spacious and had a great floor plan.
JC in the bar area was an employee who stood out. Hard worker. Great attitude and helpful
Reviewed on Nov 12, 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 $418, price is now $369 per person
$369
per person
Dec 15 - Dec 18
found 9 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
9.6/10 Exceptional! (1,891 reviews)
Loved the pool area. Room is so spacious and had a great floor plan.
JC in the bar area was an employee who stood out. Hard worker. Great attitude and helpful
Reviewed on Nov 12, 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.
Hibiscus Suites - Gateway to Siesta Key
Price was $1,004, price is now $737 per person
$737
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Albuquerque (ABQ) to Tampa (TPA)
8.8/10 Excellent! (2,471 reviews)
Clean rooms, great staff, air condition, jumping, great parking available
Reviewed on Nov 10, 2026
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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 (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. ...
9.2/10 Wonderful! (1,200 reviews)
"Don’t get a room next to the Tiki bar. Very noisy until 10:00 pm and very noisy at 7:00 am with power washing the bar going on"
Reviewed on Nov 11, 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.
