
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.

Quiet tropical Oasis setting with 1 bed and 1 bath
Tropical oasis centrally located between Miami Beach and Key Largo. Although you may never want to leave. The cozy casita with private bath and balcony is tucked away, surrounded by lush vegetation and sounds of the waterfall. Take a dip in the pool or grotto, relax with an afternoon cocktail under the tiki hut, or snooze in the hammock. During those cooler months soak in the hot tub. We have bikes available to cruise the miles of nearby paths stretching from Coconut Grove to Black Point Marina.

Cozy Farmhouse Paradise
This cozy studio is nestled in the heart of Miami, directly next to the Palmetto Expressway and Tropical Park in the highly sought after neighborhood of Glenvar Heights. This is a private guest suite with its own private entrance and a private outdoor patio area. There is a fully equipped kitchen with electric range, microwave, refrigerator, Keurig coffee maker and wines for purchase. Only a 20 min drive to Miami International Airport, Downtown & Brickell, Wynwood and 25 mins from South Beach.

Romantic cozy peaceful Guesthouse beach Sunsets.
Private Romantic Bayside Cabin/Guesthouse, peaceful settings, lovely sunsets, beach, fishing pier, lush gardens surrounded by nature and wildlife, birds, iguanas, manatees, dolphin’s, eagles, the beach is just a short walk away from the Guesthouse enjoying a cocktail, fishing, boats cruising by, kayaking, snorkeling or an amazing sunset. *This Guesthouse is on bayside not Bayfront ! Same property but private from the residence! "No pets, Airbnb-granted pets Exemption cus allergies reasons"

Oasis2 in Key Largo With a million dollar view
Million Dollar view at a fraction of the price! This property is on the water with amazing bay views. It includes one kayak for 2 people, paddle board, fishing rod, washer and dryer, kitchen with all cooking utensils. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees). The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.

Seaside Bungalow
Very private entire Cottage brand new walking distance to world famous Tiki Bar jet ski rentals kayaks Extremely private surrounded by exotic flowers and orchids.Less than 2 miles from Baker's Cay and close to the Key Largo and Islamorada wedding venues. We have a fully stocked home size kitchen. All the condiments coffee creamers sugar ketchup mustard etc. Giant stone shower with shampoos and conditioner and plenty of plush towels. Beach towels and chairs as well as 2 bicycles.

Amazing houseboat with 2nd floor observation deck
Escape to our one-of-a-kind houseboat “Wild One,” anchored minutes from Garrison Bight Marina in Key West. Surrounded by turquoise waters, enjoy one complimentary round trip per day, with times arranged around our charters. Evening rides may be available on request, last ride 10 PM. Extra charge after 8 PM Special Promotion: End your day with a private Sunset Eco Trip (6–7 PM) as your nightly ride to the houseboat—watch the sky ignite before settling in for a peaceful night afloat.

Cozy Suite -Exterior Entrance, SelfCheckin
If you like Clean, New, Quiet and Great Hospitality, then this is the Perfect Room for you. We are conveniently located between Key Largo and Downtown Miami, in an upscale community. You’ll feel Safe and Welcome here! -GATEWAY to the Keys and Everglades -Private Entrance -Self Check-in -Free Parking -Fast WIFI -Bathroom with 2 sinks -SWIMMING POOL -Central A/C -HBO TV -Refrigerator -Ceiling Fan -Closet Space -Ceramic Tile Floors -Iron & Board -Towels & Bath essentials -Hair dryer

360 DEGREE WATERVIEW HOUSEBOAT
IMPORTANT Enjoy your own private retreat aboard a solar and wind powered houseboat moored 1/2 mile from land in the beautiful Islamorada Please do not arrive after dark and NO night riding. Need experience with hand pull outboard motors a 12 foot skiff with a 6hp outboard motor is provided reliable to go back and forth from shore NOT reliable for exploring No hot water on shower, heat water in Tpots or Solar bags. Please shave before arriving No suitcases, least amount of cloths.

New Aqua Lodge 2Beds 1 Bath with Full Kitchens
This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

The Miracle Cottage & Pool on Acre Miami Florida
Beautiful, brand new PRIVATE cottage on an acre property situated in million dollar neighborhood. Perfect place to relax and enjoy the Miami sun. This is a little piece of heaven in the heart of a magical city. Come & enjoy your best vacation. Charming , peaceful & comfortable . Cottage is a completely separate building from the main house. It’s 900 sf of living area. Cleaning & Decontamination as per CDC guidelines before every check in.

The Paradise 2
Relax with the whole family at this peaceful place to stay. Our home is located right by the water. Modern spacious and spotless with private parking, fast Wi-Fi, cold AC plus cozy beds and pillows in every bed. Relax on the waterfront patio chairs, swim in our newly renovated pool, watch the manatees and dolphins swim by and go fishing from our backyard dock anytime. We are sure you will absolutely love our Tiny Home!

Villa Samsara - on a beautiful 5 acre farm
When you come and stay with us, it’s a deeply immersive experience with our horses. Often you will find them in your front door or window. There is something profoundly impactful about being around horses and sharing close-quarters with them. You are in their energy field, receiving all that they have to offer. Without even realizing it, your energies are being grounded and regulated through their presence.
Popular amenities for Monroe County family-friendly rentals
Family-friendly home rentals with a hot tub

Feels Like Summer ~ Panoramic Water Views! 2BR

Boutique Style House Golf BBQ Hot-Tub Games Casino

Cudjoe Key Home with a View

Private Paradise between Miami & the Keys

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

Condo in Brickell Business District

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

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

Miami Oasis: Chill, Shop & Relax

Tiny Home on Waterfront | Bay Views | Deck | Pool

Houseboat Getaway In Marathon

Brand NEW Cottage with Gorgeous Patio! 5 mi Beach!

Waterfront Haven House with Boat Basin & Ramp!

Modern Private Room | Super Clean and Quiet Stay

Beautiful Renovated Home in Marathon, FL

Florida Keys Dockside Paradise, Luxury Houseboat
Family-friendly home rentals with a pool

Oceanfront Sunrise Condo Private Beach Heated Pool

Key Largo Waterfront Retreat | Tiki, Dock & Pool

NEW luxury RV, Marina, 6 beds&1.5 baths, 2 pools!

Historic Cigar House. 3rd floor Suite W/Kitchen

Beachside Unit 33-Private Tropical Beach Plus Pool

Anglers Terrace, Condé Nast Traveler's Best Airbnb

Studio Apartment Dino's Place

2br/1ba w heated pool, 1 mile to robbies marina
Destinations to explore
- Bed and breakfasts Monroe County
- Rentals with a home theatre Monroe County
- Resort rentals Monroe County
- Loft rentals Monroe County
- Rentals with a patio Monroe County
- Villa rentals Monroe County
- Beachfront rentals Monroe County
- Rentals with an accessible height bed Monroe County
- Condo rentals Monroe County
- Serviced apartment rentals Monroe County
- RV rentals Monroe County
- Holiday home rentals Monroe County
- Rentals with beach access Monroe County
- Rentals with a fireplace Monroe County
- Rentals with pools Monroe County
- Rentals with a sauna Monroe County
- Rentals with a kayak Monroe County
- Rentals with a washing machine and dryer Monroe County
- Tiny house rentals Monroe County
- Smoking-friendly rentals Monroe County
- Hotel rentals Monroe County
- Rentals with a fire pit Monroe County
- Waterfront rentals Monroe County
- Rentals with an accessible height toilet Monroe County
- Townhouse rentals Monroe County
- Rentals with an EV charger Monroe County
- Rentals with outdoor seating Monroe County
- Houseboat rentals Monroe County
- Boat rentals Monroe County
- Guesthouse rentals Monroe County
- Rentals with a hot tub Monroe County
- Pet-friendly rentals Monroe County
- Private suite rentals Monroe County
- Luxury rentals Monroe County
- Campsite rentals Monroe County
- Hostel rentals Monroe County
- Cottage rentals Monroe County
- Apartment rentals Monroe County
- Aparthotel rentals Monroe County
- Rentals with breakfast Monroe County
- Fitness-friendly rentals Monroe County
- Rentals with lake access Monroe County
- Farmstay rentals Monroe County
- House rentals Monroe County
- Ski-in/ski-out rentals Monroe County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Coral Castle
- Cocoa Plum Beach
- Cannon Beach
- Calusa Beach & Loggerhead Beach
- Conch Key
- Theater of the Sea
- Everglades Alligator Farm
- Far Beach
- Sea Oats Beach
- Monkey Jungle
- Horseshoe Beach
- Long Key State Park
- EAA Air Museum
- Windley Key Fossil Reef Geological State Park
- Highland Beach
- Sandspur Beach
- Schnebly Redland's Winery & Brewery
- Bahia Honda State Park
- Keys' Meads
- Long Beach
- Things to do Monroe County
- Nature and outdoors Monroe County
- Sports activities Monroe County
- Food and drink Monroe County
- Tours Monroe County
- Art and culture Monroe County
- Sightseeing Monroe County
- Entertainment Monroe County
- Things to do Florida
- Tours Florida
- Entertainment Florida
- Nature and outdoors Florida
- Food and drink Florida
- Sports activities Florida
- Wellness Florida
- Sightseeing Florida
- Art and culture Florida
- Things to do United States
- Sports activities United States
- Tours United States
- Food and drink United States
- Entertainment United States
- Wellness United States
- Nature and outdoors United States
- Art and culture United States
- Sightseeing United States