Key West Vacation Rentals for Large Groups
Key West's colorful conch houses are made for a group — Old Town rentals put you walking distance (or a golf-cart ride) from Duval Street and the water.
Where to stay in Key West for a big group
- Old Town — walk or golf-cart to Duval Street, the marina, and the beaches.
- New Town — quieter, more space, but you'll want a car or cart.
What your group will do in Key West
- Duval Street bars
- A sunset sail
- A snorkel or beach day
- Historic-home tours and fresh seafood
Sizing and booking your rental
Plan for about one bed per two people, and check each listing's stated maximum occupancy. A group of 8 fits a 4-bedroom home; 12 needs 5–6. See the full sizing + fee checklist in our large-group rentals guide, and settle house vs hotel before you book.
Splitting the cost
One person books; everyone owes their share. Split evenly, or weight by room and nights — the cost splitter does the math, and this guide covers the fair ways to divide it.
FAQ
Where should a large group stay in Key West?
Old Town so you can walk or golf-cart to Duval Street, the marina, and the beaches; New Town for quieter, roomier homes.
What is there to do in Key West for a group?
Duval Street bars, a sunset sail, a snorkel day, and fresh seafood.
How many bedrooms does a group of 12 need in Key West?
Plan for roughly one bed per two people — a group of 12 is comfortable in a 6-bedroom home (or 5 if some share). Always confirm the listing's stated maximum occupancy.
Plan your Key West group trip
Squadcation turns a group chat into one shared plan — everyone adds ideas, votes on dates and stays, and the itinerary builds itself. Free to start, no app to install.
Start a free trip →