Southwest Florida Pet-friendly Vacations
Book a Pet-friendly Hotel + Flight or Car together to unlock savings
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
$1,017
per person
Dec 24 - Dec 28
found 5 hours ago
Roundtrip flight included
New York (NYC) to Fort Myers (RSW)
9.6/10 Exceptional! (1,842 reviews)
Great little place for what it costs. They have a morning shuttle to the beach, a nice pool, a great bar.
Reviewed on Oct 24, 2026
The Westin Cape Coral Resort At Marina Village
Pelican
$1,381
per person
Nov 26 - Nov 28
found 8 hours ago
Roundtrip flight included
Philadelphia (PHL) to Fort Myers (RSW)
9/10 Wonderful! (1,003 reviews)
I would give great reviews but one thing that bothered me we prepaid for our stay at check out your are charged 40 dollars a day resort fee that was never mentioned. When I questioned it at check out was told nothing they can do and was like no big deal we stayed 6 nights that was 240 dollars I was a little upset was never mentioned at all … so please be aware of that fee they don’t tell you in advance.
Reviewed on Oct 19, 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
$1,376
per person
Dec 26 - Dec 29
found 11 hours ago
Roundtrip flight included
Flint (FNT) to Fort Myers (RSW)
9.6/10 Exceptional! (1,842 reviews)
Great little place for what it costs. They have a morning shuttle to the beach, a nice pool, a great bar.
Reviewed on Oct 24, 2026
The Westin Cape Coral Resort At Marina Village
Pelican
$1,900
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
9/10 Wonderful! (1,003 reviews)
I would give great reviews but one thing that bothered me we prepaid for our stay at check out your are charged 40 dollars a day resort fee that was never mentioned. When I questioned it at check out was told nothing they can do and was like no big deal we stayed 6 nights that was 240 dollars I was a little upset was never mentioned at all … so please be aware of that fee they don’t tell you in advance.
Reviewed on Oct 19, 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.
The Lighthouse Resort Inn & Suites
$789
per person
Nov 23 - Nov 27
found 7 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
8.6/10 Excellent! (1,800 reviews)
Don’t trust the photos online; the shower curtain was disgusting and covered in mold, there was hair on the bed, and the TV was cracked down the middle—and they never replaced it. I do not recommend it.
Reviewed on Oct 24, 2026
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View all tripsTop Pet-friendly Southwest Florida Hotels
Kompose Boutique Hotel
965 University Pkwy Sarasota FL
- 20 min drive from Siesta Key Beach
This pet-friendly hotel welcomes dogs and cats (fees apply).
Cottages at Siesta Key Inn
1105 Point of Rocks Rd Siesta Key FL
- 29 min walk from Siesta Key Beach
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
- 13 min walk from Siesta Key Beach
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! (1,189 reviews)
"Awesome location, with a lot of extras. Comfy spacious suite with cold ac."
Reviewed on Oct 23, 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
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.