
Key Haven Pet-friendly Vacations
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Top Pet-friendly vacation packages in Key Haven
Price found within the past 48 hours. Click for updated prices.

Havana Cabana at Key West
New Town
Save 100% on your flight
Price was $1,022, price is now $745 per person
$745
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
8.8/10 Excellent! (1,749 reviews)
Staff was very courteous and helpful. Room was quite clean. Pool area was very nice. Would be nice to have an ice machine instead of having to go to the bar for ice
Reviewed on Dec 8, 2025

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,272, price is now $858 per person
$858
per person
Mar 3 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,044 reviews)
Amazing stay!! The girls at the front desk when we checked in were so friendly and helpful. Another girl from the front desk helped me out when I was locked out of my room as well. Bartenders were awesome at the pool bar. Rooms were so cute and clean. Housekeeping did a great job. Highly recommend and will book this hotel next time we come down!
Reviewed on Dec 8, 2025

Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $1,402, price is now $972 per person
$972
per person
Mar 3 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
The room was nice but the ac didn't work properly. The pools were clean and a lot of chairs to sit but there are no close bathrooms so you have to walk all the way back to your room. There is not a swim up bar but there is pool service from the restaurant but not ideal, bring your own.
Reviewed on Dec 8, 2025

Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
Price was $1,625, price is now $1,200 per person
$1,200
per person
Mar 3 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,006 reviews)
All the staff is amazing and helpful! Room was clean and roomy.
Reviewed on Dec 8, 2025

Southernmost Beach Resort and Guesthouses
Old Town Key West
Save 100% on your flight
Price was $1,286, price is now $966 per person
$966
per person
Mar 3 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
8.6/10 Excellent! (2,844 reviews)
Beautiful room and amazing reception staff of Annette, Sara, Jody and Richardo. They were very accommodating.
Reviewed on Dec 8, 2025
3 Night Pet-friendly vacations in Key Haven
Price found within the past 48 hours. Click for updated prices.

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,495, price is now $964 per person
$964
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,044 reviews)
Amazing stay!! The girls at the front desk when we checked in were so friendly and helpful. Another girl from the front desk helped me out when I was locked out of my room as well. Bartenders were awesome at the pool bar. Rooms were so cute and clean. Housekeeping did a great job. Highly recommend and will book this hotel next time we come down!
Reviewed on Dec 8, 2025

Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $2,196, price is now $1,433 per person
$1,433
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
The room was nice but the ac didn't work properly. The pools were clean and a lot of chairs to sit but there are no close bathrooms so you have to walk all the way back to your room. There is not a swim up bar but there is pool service from the restaurant but not ideal, bring your own.
Reviewed on Dec 8, 2025

The Perry Hotel & Marina Key West
Save 100% on your flight
Price was $1,577, price is now $1,118 per person
$1,118
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,151 reviews)
Clean property and the shuttle service.
Reviewed on Dec 6, 2025
4 Night Pet-friendly vacations in Key Haven
Price found within the past 48 hours. Click for updated prices.

Ella's Cottages - Key West Historic Inns
Old Town Key West
Price was $2,051, price is now $1,123 per person
$1,123
per person
Feb 10 - Feb 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (390 reviews)
Breakfast on the porch every morning was a great start to our days
Reviewed on Dec 8, 2025

The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $2,805, price is now $1,634 per person
$1,634
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (505 reviews)
Room was great and clean.
Reviewed on Dec 7, 2025

Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,916, price is now $1,142 per person
$1,142
per person
Feb 10 - Feb 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (831 reviews)
Great location nice room. The breakfast had coffee but no milk and they rationed almond milk each day. Not professional and breakfast was only two hours 8-10 am with 40-50 rooms it was a bit crowded for a small space.
Reviewed on Dec 2, 2025
Top Pet-friendly Key Haven Hotels

Capmar House by Brightwild Huge Home Pool
Key West FL
Stay at this vacation home in Key West. Enjoy free parking and a garden. Popular attractions Duval Street and Smathers Beach are located nearby.
10/10 Exceptional! (1 review)
Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay
Reviewed on Jan 20, 2025

Brand New The Greenmoor House With Pool
Key West FL
Stay at this vacation home in Key West. Enjoy free parking and a garden. Popular attractions Duval Street and Smathers Beach are located nearby.

Waterfront Luxury Home - Tidelands House
Key West FL
Stay at this vacation home in Key West. Enjoy free parking and a garden. Popular attractions Duval Street and Smathers Beach are located nearby.
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.


















