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
Home in Key Colony Beach
5 out of 5 average rating, 38 reviewsFlorida Keys Retreat with Cabana Club.
Home in Key West
5 out of 5 average rating, 32 reviewsThe Zesty Lime at Old Town
Home in Marathon
4.98 out of 5 average rating, 82 reviews4BR 3B, Heated Pool & Spa, 60' Dock
Home in Key West
4.96 out of 5 average rating, 49 reviewsSouthard Comfort ~ Feel The Key West Vibe
Condo in Key West
4.81 out of 5 average rating, 43 reviewsCasa Arosa
Condo in Key West
4.87 out of 5 average rating, 93 reviewsKey Wes't Best- Upgraded condo 5 mins to Smathers
Townhouse in Key Largo
4.94 out of 5 average rating, 139 reviewsYour island home away from home!
Home in Cudjoe Key
4.8 out of 5 average rating, 84 reviewsPalm Breezes! Room for Everyone on the Ocean.
Family-friendly home rentals with air conditioning
Home in Marathon
4.89 out of 5 average rating, 37 reviewsSunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
Rental unit in Key Largo
5 out of 5 average rating, 48 reviewsKey Largo, Florida - Gem by the Sea
Condo in Key Largo
4.89 out of 5 average rating, 84 reviewsPenthouse with Ocean View
Home in Key Largo
4.91 out of 5 average rating, 98 reviewsSunsets In Palms Paradise
Condo in Tavernier
4.99 out of 5 average rating, 94 reviewsModern & Coastal | 2307 the Heart of Ocean Pointe
Home in Marathon
4.84 out of 5 average rating, 37 reviews(#4)Beautiful 4 Bed 3 Bath Pool Home w Free Dock
Condo in Key West
4.82 out of 5 average rating, 34 reviewsHenry's Piece of Paradise On The Ocean In Key West
Home in Key Largo
4.85 out of 5 average rating, 94 reviewsBanana Cabana
Family-friendly home rentals with Wifi
Townhouse in Marathon
4.96 out of 5 average rating, 76 reviewsLife in Paradise in #1 Resort - Coral Lagoon
Condo in Key Largo
4.95 out of 5 average rating, 73 reviewsKey Largo Sunsets Penthouse on the Ocean
Rental unit in Key West
4.79 out of 5 average rating, 222 reviewsThe Green House ❀ Cool Shade
Home in Key West
4.91 out of 5 average rating, 265 reviewsFamily House, 2 K BR's, Private Spa/Deck, 2 pools.
Tiny home in Key Largo
4.81 out of 5 average rating, 192 reviewsWaterfront Beach, Pool, Dock, Kayaks, Paddleboards
Villa in Marathon
4.87 out of 5 average rating, 55 reviewsNew Paradise On Sombrero Beach
Home in Key West
5 out of 5 average rating, 7 reviewsIncredible townhouse in Key West
Home in Key West
4.95 out of 5 average rating, 197 reviewsLennon's Lodge, Luxury Accommodations for up to 6!
Quick stats about vacation rentals that are family-friendly in Key West
Total rentals
1.2K properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
27K reviews
Pet-friendly rentals
330 properties allow pets
Rentals with a pool
930 properties have a pool
Rentals with dedicated workspaces
660 properties have a dedicated workspace
Destinations to explore
- Varadero Vacation rentals
- Havana Vacation rentals
- Naples Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Orlando Vacation rentals
- Nassau Vacation rentals
- Family-friendly rentals United States
- Hotel rentals Key West
- Rentals with a fireplace Key West
- Monthly Rentals Key West
- Rentals with an accessible height toilet Key West
- Rentals with a hot tub Key West
- Villa rentals Key West
- Beach house rentals Key West
- Townhouse rentals Key West
- Rentals with a kayak Key West
- Condo rentals Key West
- Rentals with an EV charger Key West
- Fitness-friendly rentals Key West
- Rentals with a washer and dryer Key West
- Rentals with breakfast Key West
- Mansion rentals Key West
- Rentals with outdoor seating Key West
- Cottage rentals Key West
- House rentals Key West
- Rentals with beach access Key West
- Kid-friendly rentals Key West
- Beachfront rentals Key West
- Waterfront rentals Key West
- Pet-friendly rentals Key West
- Rentals with a patio Key West
- Rentals with pools Key West
- Rentals with lake access Key West
- Rentals with a fire pit Key West
- Apartment rentals Key West
- Beach condo rentals Key West
- Family-friendly rentals Florida
- Family-friendly rentals Florida Keys
- Family-friendly rentals Marco Island
- Family-friendly rentals Monroe County
- 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 United States
- Sports activities United States
- Food and drink United States
- Art and culture United States
- Wellness United States
- Sightseeing United States
- Entertainment United States
- Nature and outdoors United States
- Things to do Florida
- Entertainment Florida
- Sightseeing Florida
- Art and culture Florida
- Nature and outdoors Florida
- Wellness Florida
- Sports activities Florida
- Food and drink Florida
- Things to do Monroe County
- Art and culture Monroe County
- Nature and outdoors Monroe County
- Food and drink Monroe County
- Sports activities Monroe County
- Entertainment Monroe County
- Sightseeing Monroe County
- Things to do Key West