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.
The Westin Cape Coral Resort At Marina Village
Pelican
$697
per person
Nov 22 - Nov 24
found 22 hours ago
Roundtrip flight included
Boston (BOS) 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.
The Westin Cape Coral Resort At Marina Village
Pelican
$616
per person
Dec 23 - Dec 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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
$340
per person
Nov 22 - Nov 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Fort Myers (RSW)
8.6/10 Excellent! (1,800 reviews)
Had various stays there before, but this was the BEST room. Location was terrific for us, pool & bar right outside the door, but away from the main Tiki Bar (where all the noise is). Will definitely ask for that room again on our next visit.
Reviewed on Oct 23, 2026
Hibiscus Suites - Gateway to Siesta Key
$710
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
8.8/10 Excellent! (2,455 reviews)
Room was very clean, all furniture looked like new. Stuff was pleasant. Nice furnished room, living room and small kitchen. Love it
Reviewed on Oct 20, 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.
