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

Cudjoe Key Home with a View

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

Your Happy Place - Oceanfront

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

Casa Déjàvu 5*spot Heated pool /HotTub /8min Beach

Villa in Paradise. Plunge pool. Middle of the Keys

Relax on HOT TUB near Florida Keys

Paradise in Key Colony Beach + Cabana Club
Family- and pet-friendly home rentals

Waterfront Cozy Cottage with Boat Ramp & Dock!

Private Cozy Studio Close to the Keys

Flakey's

Houseboat Getaway In Marathon

Waterfront Home 37.5-ft dock, Cabana Club Included

Tiny House - Tesla - Hot Tub - Hard Rock Stadium

Waterfront House with 37 ft Dock & Cabana Club

September Special- Luxury Houseboat vacation
Family-friendly home rentals with a pool

Movie Theater | HotTub | Pool | Boat/RV/EV Parking

Top-rated luxury pool home in prime location

When Paradise is Key: Tropical Oceanfront Condo

Oceanfront with Pool near Sombrero Beach

“ Relax at Hacienda Paraiso” RM 3 | pool |

⭐ Rare Waterfront Western Exposure Vacation Home

NEW! Private Pool, 50’ Dock, Kayaks, Waterfront

CASA AZUL Golf Cart, Kayaks, Pools, Beach, 2 Kings
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Orlando Holiday rentals
- Saint Johns River Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Four Corners Holiday rentals
- Bungalow rentals Florida Keys
- Houseboat rentals Florida Keys
- House rentals Florida Keys
- Rentals with pools Florida Keys
- Rentals with lake access Florida Keys
- Rentals with a patio Florida Keys
- Condo rentals Florida Keys
- Smoking-friendly rentals Florida Keys
- Townhouse rentals Florida Keys
- Beach house rentals Florida Keys
- Bed and breakfasts Florida Keys
- Rentals with an accessible height toilet Florida Keys
- Rentals with a fire pit Florida Keys
- Rentals with a kayak Florida Keys
- Cottage rentals Florida Keys
- Tiny house rentals Florida Keys
- Luxury rentals Florida Keys
- Rentals with a washing machine and dryer Florida Keys
- Rentals with outdoor seating Florida Keys
- Rentals with a sauna Florida Keys
- Campsite rentals Florida Keys
- Private suite rentals Florida Keys
- Boutique hotel rentals Florida Keys
- Resort rentals Florida Keys
- Rentals with breakfast Florida Keys
- Serviced apartment rentals Florida Keys
- Beach condo rentals Florida Keys
- Fitness-friendly rentals Florida Keys
- Pet-friendly rentals Florida Keys
- Waterfront rentals Florida Keys
- Rentals with beach access Florida Keys
- Rentals with an EV charger Florida Keys
- Rentals with a hot tub Florida Keys
- Rentals with an accessible height bed Florida Keys
- Ski-in/ski-out rentals Florida Keys
- Villa rentals Florida Keys
- Apartment rentals Florida Keys
- Rentals with a fireplace Florida Keys
- Boat rentals Florida Keys
- RV rentals Florida Keys
- Beachfront rentals Florida Keys
- Guesthouse rentals Florida Keys
- Mansion rentals Florida Keys
- Rentals with a home theatre Florida Keys
- Hotel rentals Florida Keys
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Bayfront Park
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Trump National Doral Miami
- Phillip and Patricia Frost Museum of Science
- Key Biscayne Beach
- Crandon Beach
- Biltmore Golf Course Miami
- Coral Castle
- Biscayne National Park
- Cannon Beach
- Hobie Island Beach Park North
- Cocoa Plum Beach
- Fairchild Tropical Botanic Garden
- Venetian Pool
- Matheson Hammock Park
- Theater of the Sea
- Deering Estate
- Conch Key
- Everglades Alligator Farm
- Far Beach
- Monkey Jungle
- Things to do Florida Keys
- Tours Florida Keys
- Sports activities Florida Keys
- Sightseeing Florida Keys
- Art and culture Florida Keys
- Things to do Florida
- Tours Florida
- Sightseeing Florida
- Food and drink Florida
- Wellness Florida
- Art and culture Florida
- Sports activities Florida
- Nature and outdoors Florida
- Entertainment Florida
- Things to do United States
- Wellness United States
- Food and drink United States
- Tours United States
- Art and culture United States
- Entertainment United States
- Nature and outdoors United States
- Sightseeing United States
- Sports activities United States