
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.

Havana Cabana at Key West
New Town
$700
per person
Nov 14 - Nov 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,859 reviews)
We have been to Havana Cabana a few times before and came back, as we had enjoyed our stay.
Upon our arrival we found out they had a problem 2 days before our arrival, we were not notified in advance. They had a lot of rain for several days and we did not get the room we booked, as the ceiling had damages in several rooms. This also caused issues with our TV service. They did comp us a few days, gave us 2 dinner vouchers and drink vouchers, which we were very happy with. They do have very good food. The atmosphere is great and most of the staff are very pleasant and helpful. Beautiful Tropical retreat, nice large pool and surroundings. Several stores, etc. are close by and Duval St. and downtown attractions are not far at all.
Reviewed on Sep 30, 2026



Southernmost Beach Resort and Guesthouses
Old Town Key West
$1,143
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
8.6/10 Excellent! (3,606 reviews)
We were looking for good value- we got it! Staff was friendly from start to finish. Rooms provided everything we wanted from a comfortable bed to a scenic ocean view.
Reviewed on Oct 1, 2026

Margaritaville Beach House Key West
$946
per person
Dec 12 - Dec 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
8.8/10 Excellent! (1,794 reviews)
My overall experience was good. I wasn’t overly impressed, but was content. I don’t have many complaints besides the food. We ate twice at the resort and had issues both times. We decided to eat elsewhere after that.
Reviewed on Sep 30, 2026
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View all trips3 Night Pet-friendly vacations in Raccoon Key
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View all trips4 Night Pet-friendly vacations in Raccoon Key
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Orchid Key Inn - Adults Only
Old Town Key West
$1,241
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.8/10 Exceptional! (1,001 reviews)
This was my favorite getaway yet! It will be my go to on any return trip to the Keys. The staff has been exceptional, the location perfect, and the hotel over exceeded everything I read about it. Quiet rooms, everything we needed, great bedding and very comfortable. Lovely continental breakfast is above and beyond. Will definitely be back!
Reviewed on Sep 27, 2026


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View all tripsTop Pet-friendly Raccoon Key Hotels

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 ...

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! (28 reviews)
"Great place clean and comfortable."
Reviewed on Sep 20, 2026

The Starboard House at Solaire Lunara Bay
Key West FL
- 10 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 ...
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

Champagne and Sunsets: A Key West Catamaran Adventure
$59
per adult
94% of travellers recommend

Key West Rum & Reggae: Snorkel & Sunset Sail Combo
$61
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.


















