
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 pool

Your island home away from home!

Light, Bright & Nautical Condo [Ocean Pointe 1211]

Palm Breezes! Room for Everyone on the Ocean.

Plunge Pool Villa on Blue Water Lagoon

Kawama Suntastic @ Key Largo

Breathtaking Oceanfront Views at Tropical Daze

Key Largo Getaway

Modern and Coastal 3212 is Across from Pool
Family-friendly home rentals with air conditioning

Life in Paradise in #1 Resort - Coral Lagoon

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish

Manatee Quay-2 Canal waterfront,access BEACH club

4BR 3B, Heated Pool & Spa, 60' Dock

Key Largo Treasure at Kawama Yacht Club

Book your Key West Atlantic Sunrise Condo

(#4)Beautiful 4 Bed 3 Bath Pool Home w Free Dock

Oceanfront/2 Pools/Lagoon/Tennis/Picketball/Marina
Family-friendly home rentals with Wifi

Key West Beachside 1400sf, 2 Bedroom Condo

Angler's Reef Oceanfront

Fish Camp, Fun, Keysy Oasis, with Tiki, pool, dock

Islamorada Waterfront Escape

Old Town Suites - 2 Bedroom Suite #2

New Paradise On Sombrero Beach

Casa Arosa

Bayside Townhome in Islamorada with Boat Slip
Quick stats about vacation rentals that are family-friendly in Key West
Total rentals
1.4K properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
29K reviews
Pet-friendly rentals
420 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
- Florida Keys Vacation rentals
- Havana Vacation rentals
- Miami Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Bay Vacation rentals
- St Petersburg Vacation rentals
- Seminole Vacation rentals
- Tampa Vacation rentals
- Central Florida Vacation rentals
- Kissimmee Vacation rentals
- House rentals Key West
- Rentals with outdoor seating Key West
- Rentals with beach access Key West
- Villa rentals Key West
- Rentals with a washer and dryer Key West
- Rentals with an EV charger Key West
- Rentals with a kayak Key West
- Pet-friendly rentals Key West
- Luxury rentals Key West
- Cottage rentals Key West
- Hotel rentals Key West
- Apartment rentals Key West
- Rentals with lake access Key West
- Resort rentals Key West
- Townhouse rentals Key West
- Condo rentals Key West
- Rentals with breakfast Key West
- Kid-friendly rentals Key West
- Rentals with a patio Key West
- Beach house rentals Key West
- Rentals with a hot tub Key West
- Rentals with pools Key West
- Houseboat rentals Key West
- Waterfront rentals Key West
- Beachfront rentals Key West
- Rentals with a fire pit Key West
- Rentals with a fireplace Key West
- Mansion rentals Key West
- Fitness-friendly rentals Key West
- Beach condo rentals Key West
- Rentals with an accessible height toilet Key West
- Family-friendly rentals Monroe County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs 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
- Sightseeing Key West
- Tours Key West
- Art and culture Key West
- Things to do Monroe County
- Art and culture Monroe County
- Nature and outdoors Monroe County
- Tours Monroe County
- Sightseeing Monroe County
- Food and drink Monroe County
- Sports activities Monroe County
- Things to do Florida
- Sightseeing Florida
- Entertainment Florida
- Tours Florida
- Food and drink Florida
- Art and culture Florida
- Sports activities Florida
- Nature and outdoors Florida
- Wellness Florida
- Things to do United States
- Sightseeing United States
- Art and culture United States
- Sports activities United States
- Entertainment United States
- Wellness United States
- Tours United States
- Food and drink United States
- Nature and outdoors United States
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes