
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.

Serenity Oasis, Garden Retreat with Koi pond
Come and create unforgettable memories at our newly renovated luxury guest house. It boasts a private entrance, separate from the main house, which shares a wall with it. Nestled in a safe neighborhood, it’s conveniently located near everything, including the expressway. Miami Beach is just a 25-minute drive away, the Dolphin Mall is a 10-minute drive, and the Florida Keys are a 45-minute drive. Fiu University is just a 5-minute drive away.Our backyard is shared with us,and a beautiful koi pond!

NEW luxury RV, Marina, 6 beds&1.5 baths, 2 pools!
This hidden gem is anything but ordinary!!! Come enjoy a piece of paradise in Key Largo while you relax in this spacious NEW luxury RV. It has a BOAT RAMP, indoor/outdoor kitchen with a TV, outdoor speakers, 2 hammock chairs, outdoor sofa, outdoor dining, separate bedrooms including a bunk room that can sleep 5-6, 1.5 baths, 2 heated pools, 2 beaches, volleyball court, playground, & shuffleboard. There are so many outdoor activities to enjoy right at the Kampground, you'll never want to leave!

Stay on Roxie - free transport & snacks, BYOB.
Read our reviews and relax with last minute weather cancellation! 🌞 Shower, toilet and power to recharge phones, full cellular. Enjoy a peaceful night or two on the water! Free parking and one free round trip transport to/from Roxie per night stay! Roxie is anchored in ~3ft lagoon. We live on a boat a half-mile away if you need anything at all! Roxie has a Keurig, coffee pods, bread, peanut butter-jelly, and bottled waters. No cooking but you may bring to-go food, beer/booze/wine. 🛥️🌴🎣

Guest Suite-Exterior Entrance, SelfCheckin.
If you like Clean, New, Quiet and Great Hospitality, then this is the Perfect Place 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 -Swimming Pool -Central A/C -Ceiling fan -Kitchenette -Refrigerator -Microwave -Coffee maker -Netflix-HBO TV -Ceramic Tile Floors -Full Closet -Towels/Bath essentials -Iron & Board

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.

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.

Amazing houseboat with 2nd floor observation deck
Escape to our one-of-a-kind houseboat “Wild One,” anchored minutes from Soencers boat yard 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.

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!

2br/1ba w heated pool, 1 mile to robbies marina
Your slice of Islamorada awaits at the Key Lime Cottage! Step inside this charming 2 bedroom cottage and you will instantly feel at home. Located in the heart of the Florida Keys yet nestled in a serene neighborhood, it offers the perfect blend of comfort and relaxation. With a full kitchen, access to a gorgeous pool shared with only 6 other homes, outside seating with grill and a fire pit, beach chairs and key lime treats - there is something for everyone!

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.

“Have Fun at Hacienda Paraíso” Suite 1 | pool |
Welcome to Room 1, the first addition at Hacienda Paraíso. This suite is conveniently located next to another Airbnb suite, providing flexibility for your stay. It features a private entrance, bathroom, kitchenette, and dining table, ensuring a comfortable and self-contained experience. Enjoy the convenience of hotel-like amenities paired with the added bonus of access to our stunning pool and lush yard, creating a truly relaxing retreat.

The Glamping Barn - on a beautiful 5 acre farm!
When you come and stay with us, it’s a deeply immersive experience with our horses and chickens. 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

Cudjoe Key Home with a View

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

New Tinyhouse RV, Kayak, Beach, Fish, Marina, Pool

Condo in Brickell Business District

Guesthome w/ Heated Pool 5 mins from Miami Airport

Tiki Time! Ocean Pointe Top Floor King 1 Br/1Ba

Poolside Cottage #411
Family- and pet-friendly home rentals

Guest Studio apt, Private entrance, Patio, Parking

Private Cozy Studio Close to the Keys

Cozy Miami Home/Near Airport and Top Attractions

Brand NEW Cottage with Gorgeous Patio! 5 mi Beach!

Waterfront Studio 2| Couples Oasis | Kayaks | Pool

Waterfront Haven House with Boat Basin & Ramp!

Luxury Villa | Spa - Pool |Top Location| Pets |BBQ

"Casa Mia's" pool & BBQ bungalow
Family-friendly home rentals with a pool

Waterfront Bella in Key Largo

Key Largo! Tavernier! Welcome to Paradise!

Charming Key Largo Cottage on the Water w/Kayaks!

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

Ocean Pointe Condo | Beach, Pool, Hot Tub & Tennis

Bring Your Own RV! Our Lot Your RV B6 No Tents

Waterfront 6BR Luxury Retreat w/ Pool & Dock

Beachside Unit 33-Private Tropical Beach Plus Pool
Destinations to explore
- Rentals with a patio Monroe County
- Condo rentals Monroe County
- Rentals with a hot tub Monroe County
- Pet-friendly rentals Monroe County
- Private suite rentals Monroe County
- Rentals with breakfast Monroe County
- Rentals with a kayak Monroe County
- Villa rentals Monroe County
- Rentals with lake access Monroe County
- RV rentals Monroe County
- Holiday home rentals Monroe County
- Townhouse rentals Monroe County
- Fitness-friendly rentals Monroe County
- Rentals with a home theatre Monroe County
- Resort rentals Monroe County
- Rentals with a sauna Monroe County
- Hostel rentals Monroe County
- Serviced apartment rentals Monroe County
- Rentals with a fireplace Monroe County
- Rentals with an accessible height bed Monroe County
- Rentals with an EV charger Monroe County
- Cottage rentals Monroe County
- House rentals Monroe County
- Rentals with beach access Monroe County
- Houseboat rentals Monroe County
- Rentals with outdoor seating Monroe County
- Smoking-friendly rentals Monroe County
- Farmstay rentals Monroe County
- Loft rentals Monroe County
- Rentals with an accessible height toilet Monroe County
- Luxury rentals Monroe County
- Apartment rentals Monroe County
- Aparthotel rentals Monroe County
- Tiny house rentals Monroe County
- Rentals with a fire pit Monroe County
- Bed and breakfasts Monroe County
- Ski-in/ski-out rentals Monroe County
- Rentals with pools Monroe County
- Bungalow rentals Monroe County
- Boutique hotels Monroe County
- Campsite rentals Monroe County
- Rentals with a washing machine and dryer Monroe County
- Boat rentals Monroe County
- Guesthouse rentals Monroe County
- Beachfront rentals Monroe County
- Hotel rooms Monroe County
- Waterfront rentals 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
- Cocoa Plum Beach
- Calusa Beach & Loggerhead Beach
- Cannon Beach
- Far Beach
- Sea Oats Beach
- Everglades Alligator Farm
- Conch Key
- Theater of the Sea
- Long Key State Park
- Monkey Jungle
- Long Beach
- Horseshoe Beach
- Schnebly Redland's Winery & Brewery
- EAA Air Museum
- Bahia Honda State Park
- Windley Key Fossil Reef Geological State Park
- Sandspur Beach
- Keys' Meads
- Things to do Monroe County
- Sightseeing Monroe County
- Sports activities Monroe County
- Entertainment Monroe County
- Tours Monroe County
- Nature and outdoors Monroe County
- Art and culture Monroe County
- Food and drink Monroe County
- Things to do Florida
- Sports activities Florida
- Nature and outdoors Florida
- Sightseeing Florida
- Food and drink Florida
- Entertainment Florida
- Wellness Florida
- Art and culture Florida
- Tours Florida
- Things to do United States
- Entertainment United States
- Wellness United States
- Nature and outdoors United States
- Art and culture United States
- Food and drink United States
- Tours United States
- Sports activities United States
- Sightseeing United States




