Key Haven Pet-friendly Vacations
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Flight and Pet-friendly hotel deals in Key Haven
Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West
CA $1,274
per person
Sep 26 - Oct 3
found 9 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,314 reviews)
Matt's Stock Island restaurant that is on the property is one of our go-to stops for brunch. The hotel room was great and we love that the property is dog friendly with a dog park.
Reviewed on Aug 16, 2026
Southernmost House - Adult Exclusive
Old Town Key West
CA $2,295
per person
Nov 3 - Nov 7
found 13 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,002 reviews)
Excellent place to stay and will absolutely stay there again! The staff was so helpful and friendly! The restaurant on the property has delicious food! I highly recommend staying at he Southern Most House, great pool, great location, great vacation!
Reviewed on Aug 16, 2026
Parrot Key Hotel & Villas
Northside Resort
CA $1,602
per person
Nov 3 - Nov 7
found 13 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9/10 Wonderful! (1,438 reviews)
Recomendado 100%, hotel agradable, bonito y en buena localidad. Las habitaciones limpias y el personal atento.
Reviewed on Aug 17, 2026
Southernmost Beach Resort and Guesthouses
Old Town Key West
CA $2,247
per person
Nov 3 - Nov 7
found 13 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
8.8/10 Excellent! (3,469 reviews)
Great location , able to walk to restaurants on Duval Street . Nice pools , good services
Reviewed on Aug 16, 2026
The Marker Key West Harbor Resort
Key West Historic District
CA $1,877
per person
Sep 26 - Oct 3
found 9 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (1,002 reviews)
Disappointed in room, we've stayed here many, many times and this was disappointing. Also, the amount of people that use the amenities that are not staying at resort OR paying resort fees.
Reviewed on Aug 14, 2026
5* Pet-friendly holidays in Key Haven
Price found within the past 48 hours. Click for updated prices.
3 Night Pet-friendly holidays in Key Haven
Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West
CA $1,177
per person
Oct 9 - Oct 12
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,314 reviews)
Matt's Stock Island restaurant that is on the property is one of our go-to stops for brunch. The hotel room was great and we love that the property is dog friendly with a dog park.
Reviewed on Aug 16, 2026
Southernmost Beach Resort and Guesthouses
Old Town Key West
CA $2,829
per person
Nov 5 - Nov 8
found 4 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
8.8/10 Excellent! (3,469 reviews)
Great location , able to walk to restaurants on Duval Street . Nice pools , good services
Reviewed on Aug 16, 2026
Southernmost House - Adult Exclusive
Old Town Key West
CA $2,707
per person
Nov 5 - Nov 8
found 4 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,002 reviews)
Excellent place to stay and will absolutely stay there again! The staff was so helpful and friendly! The restaurant on the property has delicious food! I highly recommend staying at he Southern Most House, great pool, great location, great vacation!
Reviewed on Aug 16, 2026
4 Night Pet-friendly holidays in Key Haven
Price found within the past 48 hours. Click for updated prices.
Coconut Beach Resort
Old Town Key West
CA $1,758
per person
Sep 17 - Sep 21
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
8.8/10 Excellent! (212 reviews)
The property was advertised to have a private white sand beach which is why I made the reservation. It was covered feet deep in seaweed. Granted there are things out of the property's control, but there should have been a warning on their website that the beach may not be available for use. Also, we were given two small individual size packets of coffee for a twelve cup coffee maker for four days. I went and bought a bag of coffee but then realized there were no other filters either. I enjoy waking up early, and reading outside. The last morning, the staff was out landscaping and hosing off the patio and lounge chairs next to me. I got overspray blown in my face.
Reviewed on Aug 14, 2026
The Key West Hotel
Key West Historic District
CA $3,533
per person
Nov 3 - Nov 7
found 13 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (561 reviews)
This is the best place to stay in Key West! It is a hotel but it has the quaint B&B vibes. The tiki bar by the pool is amazing and they are adding food soon which makes it literally perfect. Close to everything you’d want to do- walk or scooter. 10/10 recommend!
Reviewed on Jul 27, 2026
Ridley House - Key West Historic Inns
Key West Historic District
CA $2,109
per person
Nov 3 - Nov 7
found 13 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (946 reviews)
This is a must stay property! It is walking distance to everything. Your very cold room with the softest mattress ever is always 7 minutes away or less.
Reviewed on Aug 13, 2026
Pet-friendly Hotels in Key Haven
Suncoast House at Lunara Bay
Key West FL
- 11 min drive from Duval Street
Stay at this vacation home in Key West. Enjoy private pools, a fitness center, and laundry facilities. Popular attractions Duval Street and Smathers Beach are ...
9.6/10 Exceptional! (42 reviews)
"Had to book here last minute due to first booking being canceled night before check-in! What a great experience this was. Host was very easy to deal with and would respond back very quickly. Even willing to let is get in a little early due to our situation. Glad we booked here! ALSO the house and ..."
Reviewed on Feb 2, 2026
The Seagate Estate at Lunara Bay
Key West FL
- 11 min drive from Duval Street
Stay at this vacation home in Key West. Enjoy private pools, a fitness center, and a garden. Popular attractions Duval Street and Smathers Beach are located ...
10/10 Exceptional! (27 reviews)
"The house was clean. The items you would expect were onsite. The dock was a great amenity. The only issue was the dirty pool. On the second day the pool guy came and it took him 1.5 hours to clean the pool."
Reviewed on Jul 9, 2026
Larkshine House at Lunara Bay
Key West FL
- 11 min drive from Duval Street
Stay at this vacation home in Key West. Enjoy private pools, a fitness center, and a garden. Popular attractions Duval Street and Smathers Beach are located ...
10/10 Exceptional! (12 reviews)
"Great"
Reviewed on Jul 16, 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.
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