
Family-friendly holiday rentals in Monroe County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Monroe County
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 Monroe County family-friendly rentals
Family-friendly home rentals with a hot tub

Boutique Style House Golf BBQ Hot-Tub Games Casino

Cudjoe Key Home with a View

Your Happy Place - Oceanfront

Turtles Nest 2 Beach, Pool, Restaurant 2bed 2bath

Condo in Brickell Business District

Romantic Retreat - 2 person K Suite, Pvt deck/Spa!

Guesthome w/ Heated Pool 5 mins from Miami Airport

Tiki Time! Ocean Pointe Top Floor King 1 Br/1Ba
Family- and pet-friendly home rentals

Miami Oasis: Chill, Shop & Relax

Coconut Grove Tiny House Solo Retreat near UM MIA

Gorgeous lagoon-front 2BR Townhouse with 2 pools

Romantic cozy peaceful Guesthouse beach Sunsets.

Your Cozy Spot close to LoanDepot Park & World Cup

Brand NEW Cottage with Gorgeous Patio! 5 mi Beach!

Charming house with private pool & large patio

Waterfront Haven House with Boat Basin & Ramp!
Family-friendly home rentals with a pool

Oceanfront Sunrise Condo Private Beach Heated Pool

Oceanfront Lookout Point w/two Kayaks & Deck

Keys Escape | Pool, Marina & Tiki Bar

Sea Ray Cove; Pool, 75’ Dock and steps to Beach

Oceanfront Getaway | Kayaks, BBQ & Stunning View!

Waterfront Home 37.5-ft dock, Cabana Club Included

Key Largo Waterfront Retreat | Tiki, Dock & Pool

Historic Cigar House. 3rd floor Suite W/Kitchen
Destinations to explore
- Houseboat rentals Monroe County
- Rentals with an accessible height bed Monroe County
- House rentals Monroe County
- Beachfront rentals Monroe County
- Rentals with outdoor seating Monroe County
- Rentals with a fire pit Monroe County
- Fitness-friendly rentals Monroe County
- Rentals with an accessible height toilet Monroe County
- Rentals with a patio Monroe County
- Condo rentals Monroe County
- Rentals with a kayak Monroe County
- Hotel rentals Monroe County
- Villa rentals Monroe County
- Apartment rentals Monroe County
- Bed and breakfasts Monroe County
- Townhouse rentals Monroe County
- Farmstay rentals Monroe County
- Waterfront rentals Monroe County
- Rentals with a fireplace Monroe County
- Smoking-friendly rentals Monroe County
- Guesthouse rentals Monroe County
- Loft rentals Monroe County
- Rentals with a hot tub Monroe County
- Pet-friendly rentals Monroe County
- Private suite rentals Monroe County
- Rentals with pools Monroe County
- Rentals with breakfast Monroe County
- RV rentals Monroe County
- Rentals with a home theatre Monroe County
- Resort rentals Monroe County
- Hostel rentals Monroe County
- Rentals with a sauna Monroe County
- Campsite rentals Monroe County
- Aparthotel rentals Monroe County
- Ski-in/ski-out rentals Monroe County
- Rentals with beach access Monroe County
- Serviced apartment rentals Monroe County
- Tiny house rentals Monroe County
- Luxury rentals Monroe County
- Rentals with a washing machine and dryer Monroe County
- Cottage rentals Monroe County
- Rentals with lake access Monroe County
- Rentals with an EV charger Monroe County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Everglades National Park
- Sombrero Beach
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Coral Castle
- Cannon Beach
- Calusa Beach & Loggerhead Beach
- Cocoa Plum Beach
- Theater of the Sea
- Conch Key
- Everglades Alligator Farm
- Far Beach
- Monkey Jungle
- Sea Oats Beach
- Horseshoe Beach
- Long Key State Park
- EAA Air Museum
- Windley Key Fossil Reef Geological State Park
- Bahia Honda State Park
- Sandspur Beach
- Keys' Meads
- Long Beach
- Schnebly Redland's Winery & Brewery
- Things to do Monroe County
- Art and culture Monroe County
- Entertainment Monroe County
- Sightseeing Monroe County
- Nature and outdoors Monroe County
- Food and drink Monroe County
- Tours Monroe County
- Sports activities Monroe County
- Things to do Florida
- Wellness Florida
- Sports activities Florida
- Nature and outdoors Florida
- Art and culture Florida
- Food and drink Florida
- Entertainment Florida
- Sightseeing Florida
- Tours Florida
- Things to do United States
- Wellness United States
- Sports activities United States
- Art and culture United States
- Nature and outdoors United States
- Food and drink United States
- Sightseeing United States
- Entertainment United States
- Tours United States