Cottages for 10+ guests in Florida Keys & Key West, FL
Cottages for 10+ guests in Florida Keys & Key West, FL, from $257 a night. Book direct on each manager's site, no OTA fee.
Find stays in Florida Keys & Key West, FL
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Key West Wabi Sabi - Authentic Downtown Cottage w Pool - Steps Off Duval
Cottage · 4 bed · 2 bath · sleeps 28
Key West, FL
From $1,172 a night
- air conditioning
- barbecue grill
- car not required
- dining area
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Key West Cockadoodle Cottage on Duval
Cottage · 2 bed · sleeps 14
Key West, FL
From $361 a night
- air conditioning
- bedsheets provided
- coin laundry
- dining area
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
Cottage · 1 bath · sleeps 37
Key West, FL
From $407 a night
- air conditioning
- coffee/tea maker
- cookware, dishware, and utensils
- dining area
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
~ SOLARIS COTTAGE ~ Live like a local in this bright and cozy retreat.
Cottage · sleeps 44
Key West, FL
From $394 a night
- air conditioning
- barbecue grill
- bedsheets provided
- dryer
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
ROBINSON CRUSOE COTTAGE - Quaint poolside cottage on Margaret St
Cottage · sleeps 60
Key West, FL
From $507 a night
- air conditioning
- barbecue grill
- bedsheets provided
- coffee/tea maker
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Charming Cottage in Old Town
Cottage · sleeps 13
KeyWest, FL
From $257 a night
- air conditioning
- available in the cottage: wifi
- dryer
- heating
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK
Cottage · sleeps 39
Key West, FL
From $781 a night
- air conditioning
- available in the cabin: wifi
- barbecue grill
- coffee/tea maker
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Bella Grand Premier Estate
Cottage · 5 bed · 5 bath · sleeps 10
Key West, FL
No nightly rate published
- internet
- wireless
- air conditioning
- kitchen
City-level location
Book direct on Key West Vacation Rentals
Old Town Caribbean Estate
Cottage · 10 bed · 7 bath · sleeps 21
Key West, FL
No nightly rate published
- internet
- wireless
- air conditioning
- kitchen
City-level location
Book direct on Key West Vacation Rentals
Thompson Island Key West — Private Island Estate
Cottage · sleeps 20
Key West, FL
No nightly rate published
City-level location
Book direct on Thompson Island Key West
Nearby
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How prices are computed
Lowest rate the manager has published. Your dates may cost more; the real price is on their site. The "from" figure is the lowest nightly rate the manager published on that listing page when we last fetched it. It excludes taxes, cleaning and other fees, it is not a quote, and it is not live availability.
Updated 2026-10-31 03:01 UTC. Prices and facts are whatever the manager published on their own site.