Vacation Rentals Guide

Vacation rentals in Florida Keys

From Key Largo to Key West, the Keys are a low-key, water-centric escape of stilt cottages, dockside homes, and sunset bars.

These are illustrative example stays while we onboard verified local partners — use them to compare typical layouts, amenities, and nightly ranges in Florida Keys.

Islamorada Dock House, a canal-front home in IslamoradaCanal-front Home

Islamorada Dock House

Islamorada · Florida Keys

3 bd2 baSleeps 8
Boat dockOcean accessKayaks

from $420 / night

Key West Conch Cottage, a conch house in Key WestConch House

Key West Conch Cottage

Key West · Florida Keys

2 bd1 baSleeps 5
Walk to DuvalPrivate patioWi-Fi

from $295 / night

Marathon Family Retreat, a stilt home in MarathonStilt Home

Marathon Family Retreat

Marathon · Florida Keys

4 bd2 baSleeps 9
Canal frontPoolGrill

from $365 / night

Learn Florida Keys before you book

Neighborhoods, seasons, and booking tips — the full destination guide.

Read the Florida Keys guide