Florida Keys Pet-friendly Vacations
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Top Pet-friendly vacation packages in Florida Keys
Price found within the past 48 hours. Click for updated prices.
The Gardens Hotel
Old Town Key West
$1,239
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Key West (EYW)
9.8/10 Exceptional! (1,002 reviews)
Tortoises on property blew me away! Along with beautiful pool area. 4 poster king bed. Huge bathroom with spa tub and rain shower. Every member of the staff was super friendly and accommodating. Awesome poolside bar with live music during happy hour. Looking forward to our next trip here.....which we've already booked. Wish I would've found this place years ago.
Reviewed on Aug 22, 2026
The Reach Key West, Curio Collection by Hilton
Old Town Key West
$1,399
per person
Oct 25 - Oct 29
found 12 hours ago
Roundtrip non-stop flight included
Sioux Falls (FSD) to Key West (EYW)
8.6/10 Excellent! (1,005 reviews)
Close to Duval Street. Property was not worth the price. Have stayed in much nicer properties for less. Cleaning team did not restock items. Minor item but toilet paper was AWFUL!
Reviewed on Aug 23, 2026
DoubleTree Resort by Hilton Grand Key - Key West
$688
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Key West (EYW)
8.4/10 Very Good! (1,066 reviews)
Joe at the front desk was very helpful. We did have a few issues with housekeeping and being able to get into our room. On four separate occasions, we had to come and have someone readjust the lock on our door because our keys did not work. We did enjoy the complementary coffee each morning.
Reviewed on Aug 24, 2026
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View all trips3 Night Pet-friendly vacations in Florida Keys
Price found within the past 48 hours. Click for updated prices.
DoubleTree Resort by Hilton Grand Key - Key West
$688
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Key West (EYW)
8.4/10 Very Good! (1,066 reviews)
Joe at the front desk was very helpful. We did have a few issues with housekeeping and being able to get into our room. On four separate occasions, we had to come and have someone readjust the lock on our door because our keys did not work. We did enjoy the complementary coffee each morning.
Reviewed on Aug 24, 2026
The Gardens Hotel
Old Town Key West
$1,239
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Key West (EYW)
9.8/10 Exceptional! (1,002 reviews)
Tortoises on property blew me away! Along with beautiful pool area. 4 poster king bed. Huge bathroom with spa tub and rain shower. Every member of the staff was super friendly and accommodating. Awesome poolside bar with live music during happy hour. Looking forward to our next trip here.....which we've already booked. Wish I would've found this place years ago.
Reviewed on Aug 22, 2026
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See all available trips from Columbus to Florida Keys
View all trips4 Night Pet-friendly vacations in Florida Keys
Price found within the past 48 hours. Click for updated prices.
The Gardens Hotel
Old Town Key West
$1,608
per person
Oct 24 - Oct 28
found 12 hours ago
Roundtrip non-stop flight included
Richmond (RIC) to Key West (EYW)
9.8/10 Exceptional! (1,002 reviews)
Tortoises on property blew me away! Along with beautiful pool area. 4 poster king bed. Huge bathroom with spa tub and rain shower. Every member of the staff was super friendly and accommodating. Awesome poolside bar with live music during happy hour. Looking forward to our next trip here.....which we've already booked. Wish I would've found this place years ago.
Reviewed on Aug 22, 2026
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View all tripsTop Pet-friendly Florida Keys Hotels
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
- 6 min drive from Duval Street
Four-legged friends will appreciate the amenities, such as food and water bowls, during their stay (fees apply) at this pet-friendly hotel.
9/10 Wonderful! (1,866 reviews)
"Beautiful place I will go back"
Reviewed on Aug 24, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
- 4 min drive from Duval Street
With pet-friendly amenities like food and water bowls, this family-friendly, oceanfront hotel welcomes dogs (fees apply). Don't forget to check out nearby Bayview ...
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
- 7 min drive from Duval Street
This family-friendly, oceanfront hotel welcomes four-legged friends (fees apply) and offers pet-friendly amenities, like a dog park. While you're here, hike ...
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
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
$79
per adult
94% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
$69
per adult
88% 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.
