
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.

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.

Beach House, Private Pool, Dock, Gulf View Sunsets
You don’t come to the islands to stay in a town—you come to slow down. Welcome to our tropical keys beach home, tucked away from the traffic and noise of US Hwy #1. Sway with the palms on the wraparound deck, soak in wide-open panoramic bay views, and catch fiery sunsets right off your dock. Fire up the BBQ, brew a Keurig, float in the private pool, or cast a line from the 300’ private pier/dock. Easy going island living with ocean / gulf breezes, comfy beds, quality linens, Wi-Fi, and cable TV.

Turtle-By-The-Sea: the Best Deal in KCB!
A perfect get-away for couples or budget travelers, Turtle-by-the-Sea is the best priced vacation rental or hotel room in the middle-keys. Together with its prime location and amenities there simply isn’t a better deal to be had! Bursting with Keys charm, this cozy retreat is the perfect place to relax & escape. Owners Mallory & Steve infused their love of the Keys & its surrounding ocean into every aspect of their waterside home. Shoot us a message & start planning your dream Keyscation!

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.

Flakey's
Flakeys, short for Florida Keys is everything you would expect to find on the small Caribbean island. Its paradise! Located in the heart of Islamorada there is no need for a car. You can walk or bike to the best restaurants, bars, beaches and shops this island has to offer. On Morada Way in the middle of the Art and Culture district. Everything at Flakeys is brand NEW! All new appliances, furniture and decor. Shabby Island Chic! Affordable, super clean and you can't beat the location.

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.

Flamingo Paradise 4 min walk from Beach Access.
Time, and worries of the rest of the world, will melt away as you are captured by the serenity of this beautiful location. This 3 bedroom home accommodates up to 8 guest, all with its own private heated pool. This is the best option to create the story of a perfect vacation with family and friends. This house is newly renovated with a modern look steps away from the beautiful white sanded beach. Its fully equipped with gym, laundry, BBQ, and even with bikes for the whole family.

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!

Great key Largo home with water front and pool
we have a dog clean fee , always ask the before booking Fantastic canal front home located in Key Largo. Bring your own boat and enjoy it all! The home is minutes away from Gilbert resort, best seafood in the world at any number of local restaurants, Souvenir stores and the best fishing and diving spots. The home has 2 bedrooms and 2 bathrooms, fully furnished, spacious living room with large TV, Full kitchen with all appliances and amenities and a beautiful deck

“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.

Canal View Condo w/ Pool, Balcony & Bar
Celebrate the season in paradise at THE DAPPER DOLPHIN, an updated coastal-themed 1-bedroom, 1-bathroom condo, accommodating up to 4 guests. Featuring a complete kitchen, balcony, and access to resort amenities including a pool, Tiki Bar, restaurant, Marina, and more! Situated in the heart of Marathon, it offers proximity to the beach, restaurants, activities, and all the essentials for an unforgettable vacation experience right on-site!
Popular amenities for Florida Keys family-friendly rentals
Family-friendly home rentals with a hot tub

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

King MSTR, SS Quartz Kitchen, Bikes Kayaks, VIEWS!

Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!

Mariners 212 Great Location with Marina Views

4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina

Waterfront Sanctuary in the Keys!

Luxury Heated Pool/Jacuzzi, Games & Nice Backyard.

Villa in Paradise. Plunge pool. Middle of the Keys
Family- and pet-friendly home rentals

Tropical Keys Retreat | Pool | Hot Tub | Cinema

Large Waterfront Home, w/Efficiency, Pool, Kayaks

Waterfront Home 37.5-ft dock, Cabana Club Included

*New Modern*3/2Duplex/37' Dock/Cabana/Kayaks/Bikes

Grand Arenas/ 120'Dock/Mini Golf/HtPool/GameRoom

Premium Floating Bungalow by Stay Ombi

Waterfront House with 37 ft Dock & Cabana Club

Waterfront Oceanside, 60 Ft Dock, As seen on HGTV
Family-friendly home rentals with a pool

World-Class Oceanfront Pool/Hottub Sunset Escape

Heated&Cooled PrivatePool/CabanaClub/Bikes/PaddleB

Twilight #32 Key Largo 4BR Villa | Pool,

Renovated Anglers Reef 2BR + Sleeper + Ocean Views

Ultimate Heated Pool Escape:Midway to Keys & Miami

⭐ Rare Waterfront Western Exposure Vacation Home

Marathon one-level home on the Marina - with slip!

P23 - New 3 bedroom 2 bath duplex with private po
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Rentals with a hot tub Florida Keys
- RV rentals Florida Keys
- Rentals with a home theatre Florida Keys
- Condo rentals Florida Keys
- Ski-in/ski-out rentals Florida Keys
- Fitness-friendly rentals Florida Keys
- Boat rentals Florida Keys
- Campsite rentals Florida Keys
- Bed and breakfasts Florida Keys
- Rentals with an EV charger Florida Keys
- Luxury rentals Florida Keys
- Rentals with a washing machine and dryer Florida Keys
- Waterfront rentals Florida Keys
- Rentals with breakfast Florida Keys
- Serviced apartment rentals Florida Keys
- Houseboat rentals Florida Keys
- Townhouse rentals Florida Keys
- Guesthouse rentals Florida Keys
- Mansion rentals Florida Keys
- House rentals Florida Keys
- Rentals with beach access Florida Keys
- Resort rentals Florida Keys
- Apartment rentals Florida Keys
- Rentals with a fire pit Florida Keys
- Rentals with a fireplace Florida Keys
- Rentals with outdoor seating Florida Keys
- Rentals with a patio Florida Keys
- Beach house rentals Florida Keys
- Rentals with lake access Florida Keys
- Pet-friendly rentals Florida Keys
- Beach condo rentals Florida Keys
- Rentals with an accessible height bed Florida Keys
- Rentals with an accessible height toilet Florida Keys
- Rentals with a sauna Florida Keys
- Bungalow rentals Florida Keys
- Rentals with pools Florida Keys
- Smoking-friendly rentals Florida Keys
- Cottage rentals Florida Keys
- Tiny house rentals Florida Keys
- Boutique hotels Florida Keys
- Hotel rooms Florida Keys
- Beachfront rentals Florida Keys
- Rentals with a kayak Florida Keys
- Villa rentals Florida Keys
- Private suite rentals Florida Keys
- Holiday home rentals Florida Keys
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Bayfront Park
- Bayside Marketplace
- Kaseya Center
- Brickell City Centre
- Everglades National Park
- University of Miami
- Calle Ocho Plaza
- Sombrero Beach
- LoanDepot Park
- Dolphin Mall
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Biscayne National Park
- Key Biscayne Beach
- Crandon Beach
- CG Cosmetic Surgery
- Biltmore Golf Course Miami
- Florida International University
- Avana Plastic Surgery
- Phillip and Patricia Frost Museum of Science
- Coral Castle
- Fairchild Tropical Botanic Garden
- Mia Aesthetics Miami
- Schnebly Redland's Winery & Brewery
- Things to do Florida Keys
- Tours Florida Keys
- Art and culture Florida Keys
- Nature and outdoors Florida Keys
- Food and drink Florida Keys
- Sightseeing Florida Keys
- Sports activities Florida Keys
- Things to do Florida
- Entertainment Florida
- Wellness Florida
- Sightseeing Florida
- Art and culture Florida
- Food and drink Florida
- Tours Florida
- Nature and outdoors Florida
- Sports activities Florida
- Things to do United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Sightseeing United States
- Entertainment United States
- Food and drink United States
- Tours United States
- Nature and outdoors United States




