Raccoon Key Pet-friendly Vacations
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Top Pet-friendly vacation packages in Raccoon Key
Price found within the past 48 hours. Click for updated prices.
Blue Flamingo Resort Key West
New Town
Save 100% on your flight
Price was $987, price is now $731 per person
$731
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
8.2/10 Very Good! (1,980 reviews)
Lots of things to do on the property
Reviewed on Mar 27, 2026
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,779, price is now $1,305 per person
$1,305
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,194 reviews)
We had the best time while in Key West. This property has so much charm. The front desk staff were friendly and helpful. The breakfast in the morning was the perfect way to start the day. The whole vibe of the resort reminded me of resorts in Mexico. We can’t wait to come back soon!
Reviewed on Mar 26, 2026
The Perry Hotel & Marina Key West
Save 100% on your flight
Price was $1,407, price is now $1,046 per person
$1,046
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,226 reviews)
Clean room, friendly staff and the food was good
Reviewed on Mar 26, 2026
Havana Cabana at Key West
New Town
Save 100% on your flight
Price was $1,139, price is now $849 per person
$849
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
8.8/10 Excellent! (1,711 reviews)
The staff was wonderful, the free offers like smoothies and churros, and free alcoholic beverages were all so delicious. The shuttle service was also great, and the drivers were super friendly, giving reccommendations for great local places to eat, and talking about city history. Not to mention both the city and the hotel were spotless! Absolutely stellar visit and I'll be certain to come back again.
Reviewed on Mar 26, 2026
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View all trips3 Night Pet-friendly vacations in Raccoon Key
Price found within the past 48 hours. Click for updated prices.
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Price was $1,367, price is now $928 per person
$928
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,194 reviews)
We had the best time while in Key West. This property has so much charm. The front desk staff were friendly and helpful. The breakfast in the morning was the perfect way to start the day. The whole vibe of the resort reminded me of resorts in Mexico. We can’t wait to come back soon!
Reviewed on Mar 26, 2026
The Marker Key West Harbor Resort
Key West Historic District
Price was $1,231, price is now $938 per person
$938
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,011 reviews)
didn't use the restaurant and the AC workedvery well
Reviewed on Mar 27, 2026
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See all available trips from Columbus to Raccoon Key
View all trips4 Night Pet-friendly vacations in Raccoon Key
Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Windward Pointe, Key West
Price was $1,582, price is now $1,059 per person
$1,059
per person
Jun 8 - Jun 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,020 reviews)
Music and laughter conversations during night until 5am. Nobody in front desk.
Next time call the police, dont wait for someone at the property to help.
Reviewed on Mar 27, 2026
The Key West Hotel
Key West Historic District
Price was $2,010, price is now $1,264 per person
$1,264
per person
Jun 8 - Jun 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (536 reviews)
This place is absolutely amazing. We’ll return for sure. Don’t miss it!
Reviewed on Mar 26, 2026
Hyatt Vacation Club at Beach House, Key West
Price was $1,707, price is now $1,128 per person
$1,128
per person
Jun 8 - Jun 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,019 reviews)
Everything about this property was amazing from the staff, to the clean rooms, to the pool!
Reviewed on Mar 23, 2026
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View all tripsTop Pet-friendly Raccoon Key Hotels
Altair House at Lunara Bay
Key West FL
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 ...
9.8/10 Exceptional! (13 reviews)
host was very kind to let us do early check-in and late check out. The house is great, was very clean, everything was working perfectly.
Reviewed on Feb 17, 2026
Suncoast House at Lunara Bay
Key West FL
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 Greenmoor House at Lunara Bay
Key West FL
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 ...
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.
