
Family-friendly vacation rentals in Key West
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Key West
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Key West family-friendly rentals
Family-friendly home rentals with a hot tub

Key West Beachside 1400sf, 2 Bedroom Condo

Cudjoe Key Home with a View

Paradise - Pool, Hot tub, Mini Golf, Dockage, Fish

Tropical Escape at Sunrise

Affordable Beachfront Luxury Condo Sleeps 6

Poolside Cottage #412

King Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks

OCEAN PARADISE AT VENTURE OUT + 4 BIKES/ 2 KAYAKS!
Family- and pet-friendly home rentals

Chagall’s Corner | Newly Remodeled!

Comfortable, clean,beautiful home Summer Special

Waterfront Cozy Cottage with Boat Ramp & Dock!

Gone Coastal

Duval Corner - Pet friendly with Balcony

Flakey's

Mango Hideaway @ the Eyebrow House off Duval

Waterfront Home 37.5-ft dock, Cabana Club Included
Family-friendly home rentals with a pool

Galleon Resort - Walk to Duval & Mallory Square!

Serene Lily~ Luxurious 2 bed, 2.5 bath home

Ocean front 1BR/1BA Suite w/ kitchen & living rm

Oceanfront with Pool near Sombrero Beach

Bohemian Beach Bungalow

Coral Palms 1BR/King/Queen, Pool, block to Duval

Downtown KeyWest 2Bed Oceanfront

Exceptional Water View With Boat Dock!
Quick stats about vacation rentals that are family-friendly in Key West
Total rentals
1.3K properties
Nightly prices starting at
$14 CAD before taxes and fees
Total number of reviews
30K reviews
Pet-friendly rentals
430 properties allow pets
Rentals with a pool
1.1K properties have a pool
Rentals with dedicated workspaces
770 properties have a dedicated workspace
Destinations to explore
- Seminole Vacation rentals
- Miami Vacation rentals
- Central Florida Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Four Corners Vacation rentals
- Tampa Bay Vacation rentals
- Hotel rentals Key West
- Beachfront rentals Key West
- Rentals with breakfast Key West
- Rentals with outdoor seating Key West
- Rentals with a kayak Key West
- Pet-friendly rentals Key West
- Kid-friendly rentals Key West
- Rentals with a firepit Key West
- Rentals with an EV charger Key West
- Townhouse rentals Key West
- Rentals with a fireplace Key West
- Cottage rentals Key West
- Rentals with a hot tub Key West
- Apartment rentals Key West
- Rentals with a patio Key West
- Rentals with pools Key West
- Mansion rentals Key West
- Villa rentals Key West
- Fitness-friendly rentals Key West
- Rentals with an accessible height toilet Key West
- Rentals with beach access Key West
- Rentals with a washer and dryer Key West
- Condo rentals Key West
- House rentals Key West
- Beach house rentals Key West
- Luxury rentals Key West
- Smoking-friendly rentals Key West
- Waterfront rentals Key West
- Rentals with lake access Key West
- Family-friendly rentals Monroe County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Cabins United States
- Treehouses United States
- Tiny Houses United States
- Beach Houses United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do Key West
- Tours Key West
- Sightseeing Key West
- Sports activities Key West
- Art and culture Key West
- Things to do Monroe County
- Tours Monroe County
- Sports activities Monroe County
- Nature and outdoors Monroe County
- Sightseeing Monroe County
- Food and drink Monroe County
- Art and culture Monroe County
- Things to do Florida
- Wellness Florida
- Art and culture Florida
- Food and drink Florida
- Entertainment Florida
- Nature and outdoors Florida
- Sports activities Florida
- Tours Florida
- Sightseeing Florida
- Things to do United States
- Tours United States
- Food and drink United States
- Entertainment United States
- Sightseeing United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Nature and outdoors United States