
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.

Island Sanctuary Islamorada
Stay aboard the eco-friendly two-story 63 ft River Queen with a 360 degree view with beautiful sunrises and sets, mored 1/8 mi offshore in a quite harbor close to shopping center, movie theater, hospital, bars & restaurants. A 10-foot dinghy with small outboard to come & go from shore "ONLY", nowhere else. I also offer Personal Training, deep tissue work & Life Coach sessions. I live on the vessel about a hundred yards from you so if there are any questions, etc. I will be there to assist you.

Guesthome w/ Heated Pool 5 mins from Miami Airport
This home is located just 5 minutes from the Miami Airport and is central to many attractions here in Miami. Take a walk down Calle Ocho, swim at Miami Beach, enjoy a game at Marlins baseball stadium or American Airlines Arena (home to the Miami Heat), and dine at one of the many popular restaurants such as Versailles. These are all within 15 minutes of this private comfortable home. Come enjoy a location that provides a rich experience into the vibrant hispanic culture that Miami radiates.

Sanctuary Salt water heated pool BBQ Grill Oasis
Come and create unforgettable memories in this modernly designed single-family home with a spacious layout and a range of comfortable bedrooms. It features two king-size beds, one queen-size bed, and a twin fold-up bed, as well as an Italian queen-size sofa bed. The house is bathed in natural light and boasts modern amenities that cater to your convenience. Located in a prime location, this house is close to all the tourist areas!! The pool is salt water with heater, Also a grill area

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.

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!

Modern Studio | Downtown & Bay Views
Guest verdict: "Overall had a great time in a clean place with excellent amenities, superb walkability, and a very responsive owner. Would definitely visit again." Our studio offers a stylish space with city and bay views. It's just a 2-minute walk to Bayfront Park. This residence is perfect for any traveler seeking convenience and relaxation in the heart of Miami. Enjoy an unbeatable location close to dining, shopping, and entertainment, especially Bayside Marketplace.

Family Oasis Retreat• Heated Pool, Jacuzzi & Grill
Welcome to Forget-me-not Villa, a sanctuary for your family and friends to let loose barefoot and unwind in the private backyard fully fenced, feel the breeze, stargaze at night, and savor the comfort of our exquisite vacation home. The villa features a heated pool and jacuzzi, a grill station, a love seat for romantic moments, a playground for children, an Xbox S for gamers, board games, mini golf, pool volleyball and basketball hoop, Smart TVs& high-speed Wi-Fi.

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.

Paradise in Key Colony Beach + Cabana Club
Beautiful two bedroom, two bathroom property in the prestigious Key Colony Beach neighborhood. This property is a ten minute walk from Sunset Beach, two minute walk from restaurants and bars in KCB and across the street from a golf course, tennis court and playground. Dockage for boats up to 50ft and beautiful water views. Key Colony Beach Cabana Club is included with your stay. You'll feel completely relaxed in this tropical oasis.

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

Boutique Style House Hot-Tub Mini-Golf BBQ & Games

Heated Pool/Jacuzzi Paradise: Cozy Miami Retreat

Florida Keys Resort-Style Home w/ Pool & Dock 5/3

Private Paradise between Miami & the Keys

Enjoy our Beautiful Home on a Fun Canal! Hot tub!

Tropical Heron Hideaway w/ Hot Tub + Pool

One Of A Kind Smart Villa - Pool/Spa/Gym/BBQ/Vibes

Miami Getaway - Heated Pool, Hot tub, BBQ
Family- and pet-friendly home rentals

Tiny Home on Waterfront | Bay Views | Deck | Pool

Waterfront Cozy Cottage with Boat Ramp & Dock!

Luxury Loft

Tiny Home Aqua Lodges 2/1

Miami Relax | Heated Pool | Family Getaway.

Tropical Keys Retreat | Pool | Hot Tub | Cinema

Chicness-Oasis FIFA World Cup 2026 • Near Stadium

Luxury Villa | Spa - Pool |Top Location| Pets |BBQ
Family-friendly home rentals with a pool

Beach House in Marathon with Amazing Backyard!

Everglades-Homestead. Tropical Retreat. Miami-Keys

3/2 Home with Pool & Bbq near Dadeland Mall

| LuxeLanding | Pool+Lounge+Chess+BBQ+Golf+Airport

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

Aurea | 12 PPL | Pool | BBQ |Playground |Mini Golf

Blue Breeze | 8PPL | Pool | Mini Golf | Pool Table

South Miami/Coral Gables House with Exclusive Pool
Destinations to explore
- Rentals with a hot tub Monroe County
- Pet-friendly rentals Monroe County
- Private suite rentals Monroe County
- Rentals with lake access Monroe County
- Waterfront rentals Monroe County
- Bungalow rentals Monroe County
- Luxury rentals Monroe County
- Hotel rooms Monroe County
- Townhouse rentals Monroe County
- Rentals with a kayak Monroe County
- Rentals with an EV charger Monroe County
- Bed and breakfasts Monroe County
- Motorhome rentals Monroe County
- Holiday home rentals Monroe County
- Rentals with a washing machine and dryer Monroe County
- Houseboat rentals Monroe County
- Serviced apartment rentals Monroe County
- Smoking-friendly rentals Monroe County
- Rentals with beach access Monroe County
- House rentals Monroe County
- Flat rentals Monroe County
- Cottage rentals Monroe County
- Rentals with a sauna Monroe County
- Rentals with a cinema Monroe County
- Resort rentals Monroe County
- Rentals with an accessible-height toilet Monroe County
- Apartment rentals Monroe County
- Rentals with a patio Monroe County
- Villa rentals Monroe County
- Boutique hotels Monroe County
- Rentals with breakfast Monroe County
- Rentals with pools Monroe County
- Tiny house rentals Monroe County
- Fitness-friendly rentals Monroe County
- Campsite rentals Monroe County
- Beachfront rentals Monroe County
- Ski-in/ski-out rentals Monroe County
- Rentals with outdoor seating Monroe County
- Rentals with a firepit Monroe County
- Loft rentals Monroe County
- Farm stay rentals Monroe County
- Aparthotel rentals Monroe County
- Rentals with a fireplace Monroe County
- Rentals with an accessible-height bed Monroe County
- Boat rentals Monroe County
- Guest house 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
- Schnebly Redland's Winery & Brewery
- Coral Castle
- Homestead-Miami Speedway
- Calusa Campground
- Robbies Marina Of Islamorada
- Everglades Alligator Farm
- Seven Mile Bridge
- Theater of the Sea
- Bahia Honda State Park
- Ernest F. Coe Visitor Center
- Monkey Jungle
- The Turtle Hospital
- Florida Keys Aquarium Encounters
- Conch Key
- Key Largo Kampground And Marina
- Dolphin Research Center
- Founder's Park
- Harry Harris Beach and Park
- History Of Diving Museum
- Homestead Bayfront Park
- Things to do Monroe County
- Tours Monroe County
- Sightseeing Monroe County
- Art and culture Monroe County
- Nature and outdoors Monroe County
- Entertainment Monroe County
- Food and drink Monroe County
- Sports activities Monroe County
- Things to do Florida
- Wellness Florida
- Food and drink Florida
- Art and culture Florida
- Sports activities Florida
- Sightseeing Florida
- Nature and outdoors Florida
- Entertainment Florida
- Tours Florida
- Things to do United States
- Tours United States
- Art and culture United States
- Nature and outdoors United States
- Sightseeing United States
- Sports activities United States
- Food and drink United States
- Wellness United States
- Entertainment United States





