Fleming Key Pet-friendly Vacations
Book a Pet-friendly Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Pet-friendly vacation packages in Fleming Key
Price found within the past 48 hours. Click for updated prices.
Miami Downtown Condos
Downtown Miami
Price was $1,895, price is now $821 per person
$821
per person
Jul 12 - Jul 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.2/10 Very Good! (151 reviews)
This was an overall excellent experience. The room was nice and reasonably priced. There ended up being an ac issue where the room temperature wouldn’t drop below 77 degrees, which produced several sleepless nights. The communication with the rental temp was pretty horrid, we received a few ineffective ways to troubleshoot it; but nothing was ever fixed. We were even promised a follow up phone call the next day(post checkout) and were ghosted. This was pretty disappointing.
Reviewed on May 9, 2026
6080 Design Hotel by Eskape Collection
Mid Beach
Save 100% on your flight
Price was $1,756, price is now $1,022 per person
$1,022
per person
Jun 24 - Jul 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,004 reviews)
Great location, super clean and modern.
Reviewed on May 9, 2026
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Save 100% on your flight
Price was $1,759, price is now $1,043 per person
$1,043
per person
Jun 24 - Jun 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9/10 Wonderful! (192 reviews)
The resort, staff and facilities are excellent. The location in Islamorada is great either for a few days in the keys or as a stopping point to or from Key West. We didn’t get time to use all of the facilities but there are restaurants on site, kayaks, pools, a lively beach and breakfast so you don’t have to leave if you don’t want to.
Reviewed on May 10, 2026
Don't see what you're looking for?
See all available trips from Columbus to Fleming Key
View all trips5* Pet-friendly vacations in Fleming Key
Price found within the past 48 hours. Click for updated prices.
Miami Downtown Condos
Downtown Miami
Price was $1,895, price is now $821 per person
$821
per person
Jul 12 - Jul 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.2/10 Very Good! (151 reviews)
This was an overall excellent experience. The room was nice and reasonably priced. There ended up being an ac issue where the room temperature wouldn’t drop below 77 degrees, which produced several sleepless nights. The communication with the rental temp was pretty horrid, we received a few ineffective ways to troubleshoot it; but nothing was ever fixed. We were even promised a follow up phone call the next day(post checkout) and were ghosted. This was pretty disappointing.
Reviewed on May 9, 2026
Don't see what you're looking for?
See all available trips from Columbus to Fleming Key
View all trips3 Night Pet-friendly vacations in Fleming Key
Price found within the past 48 hours. Click for updated prices.
Miami Downtown Condos
Downtown Miami
Save 100% on your flight
Price was $1,700, price is now $955 per person
$955
per person
Jul 17 - Jul 20
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.2/10 Very Good! (151 reviews)
This was an overall excellent experience. The room was nice and reasonably priced. There ended up being an ac issue where the room temperature wouldn’t drop below 77 degrees, which produced several sleepless nights. The communication with the rental temp was pretty horrid, we received a few ineffective ways to troubleshoot it; but nothing was ever fixed. We were even promised a follow up phone call the next day(post checkout) and were ghosted. This was pretty disappointing.
Reviewed on May 9, 2026
Don't see what you're looking for?
See all available trips from Columbus to Fleming Key
View all trips4 Night Pet-friendly vacations in Fleming Key
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Columbus to Fleming Key
View all tripsMore vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
