
Family-friendly holiday rentals in Key Largo
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Key Largo
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

4. Cozy Waterfront Apartment in Key Largo!
Enjoy water front living in Key Largo! Watch the boats go by with fresh catch served daily at the local restaurants. See manatees, nurse sharks and fish swim by the canal all day. Dock your boat at the Pilot House Marina just down the street. Our unit is Modern, Spacious and Spotless with Private Parking, Fast Wifi, Netflix, Cold AC, Plush Pillows and a Cozy bed. We are on a main canal to open ocean. Near Rodriguez Key, Mosquito Bank, Christ of the Abyss and many sunken shipwrecks for exploring.

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.

Tiny Home on Waterfront | Bay Views | Deck | Pool
Down by the waters of Manatee Bay, you’ll find this idyllic tiny home for 6. With a full kitchen, three comfy beds,and access to a community pool, this is a prime location to enjoy the best of Key Largo. Sit on the deck and dip your toes in the water or explore the bay using the available kayaks and paddle boards. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park 22 Min Drive to African Queen Canal Cruise Experience Key Largo With Us & Learn More Below!

Gorgeous lagoon-front 2BR Townhouse with 2 pools
Kawama Yacht Club is situated between an extension of John Pennekamp Coral Reef State Park and a salt-water, filtered, tidal snorkeling lagoon! Two pools, tennis courts, private beach, a waterfront (lagoon) will keep you busy on site, while the neighborhood offers boating, many great restaurants and you may even swim with dolphins just outside the gates to the community. The townhouse comes equipped with two bicycles and two kayaks. All brand new appliances throughout + extra lg washer/dryer.

Ocean Shores Villa 3 with pool and boat slip
This centrally located boater's paradise is the perfect place to relax. Walk to restaurants, cook in kitchen or grill downstairs. With only 4 units in the building the guests have half an acre of waterfront entertainment (boat slip, Kayaks, Bikes, Hammock and Pool). 32ft Dock Slip and Trailer Parking are included in the rental. Relaxing Balcony that looks down the Ocean Canal is the perfect place to have your morning coffee. Conveniently located near Sandbars, State parks and many attractions.

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.

NEW! CASA PALMA - Golf Cart, 2 King-Size Beds, Pool, Kayaks
NO RESORT, GUEST OR MANAGEMENT FEES WHEN BOOKING MY HOMES! Welcome to your Key Largo vacation rental. This oceanside villa is family friendly and filled with amenities, including a private golf cart, one adult kayak and three kids kayaks, pickleball and tennis courts, multiple pools, and a unique swimming lagoon. Spend your days kayaking, fishing, boating, snorkeling, or the beach John Pennekamp. Our villa has earned hundreds of 5-star reviews on all major platforms. No hidden fees!

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.

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

Kawama K1 Beautiful Lagoon View free bikes & kayak
Escape to paradise at Kawama Yacht Club, a private community featuring 24-hour security and an array of exclusive amenities: Salt water lagoon, 2 heated pools, Kids playground, Tennis courts, Marina boat ramp, boat parking, Jetty & Fire pits. We also provide kayaks and bikes so you can fully immerse yourself in the beauty of the surrounding area. Don't miss out on the ultimate Florida Keys getaway, book your stay at Kawama Yacht Club now.

“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.

Cottage By The Sea
Cottage By The Sea....Your home away from home in the Florida Keys!!! Our 2 bedroom Guest House is located on the Oceanside of Key Largo in a quaint and quiet neighborhood, with a huge yard surrounded by exotic flowers and trees. Be sure to meet Frank out 120 pound Sulcata tortoise.Minutes from either Oceanside or Bayside boat ramps. It is walking distance to a famous local's Tiki Bar and Restaurant as well as Jet ski and Kayak rentals
Popular amenities for Key Largo family-friendly rentals
Family-friendly home rentals with a hot tub

Private Paradise between Miami & the Keys

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

Your Happy Place - Oceanfront

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

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!

Luxurious Suite+Open Ocean Views+Pool & Cabana Bar

Ocean views at “Sangria Sunrise” 10% off Charters

Guesthome w/ Heated Pool 5 mins from Miami Airport
Family- and pet-friendly home rentals

Luxurious house with pool and recreational areas.

Primo's RV Hideaway: Sun & Fun

King Bed Home by the Bay FAST WI-FI & Coffee

Private Cozy Studio Close to the Keys

Relaxing Town home with great water views

Key Largo Oceanside 3/3 Golf Cart & kayaks

Waterfront Paradise Key Largo. Casa Luna

Florida Keys Houseboat, unique waterfront stay-
Family-friendly home rentals with a pool

Oceanfront Lookout Point w/two Kayaks & Deck

Ocean Paradise Key Largo Coastal Escape Calusa

Modern Key Largo Camper • Steps to Pool • Sleeps 6

Key Largo's Best Kept Secret!

Faena|16PPL|Multi-Sport|HotPool|Cinema|GymPlaygrou

Kampground Paradise w/Kayaks, Heated Pool & Marina

Condo in Tavernier

Remodeled July 2025 2/2 Townhouse
When is the best time to visit Key Largo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $378 SGD | $382 SGD | $392 SGD | $382 SGD | $373 SGD | $381 SGD | $382 SGD | $372 SGD | $346 SGD | $334 SGD | $369 SGD | $382 SGD |
| Avg. temp | 20°C | 22°C | 23°C | 25°C | 27°C | 28°C | 29°C | 29°C | 28°C | 27°C | 24°C | 22°C |
Quick stats about holiday rentals that are family-friendly in Key Largo

Total holiday rentals
Explore 1,040 holiday rentals in Key Largo

Nightly prices starting at
Key Largo holiday rentals start at $76 SGD per night before taxes and fees

Verified guest reviews
Over 23,970 verified reviews to help you choose

Pet-friendly holiday rentals
Find 390 rentals that welcome pets

Holiday rentals with a pool
690 properties feature pools

Rentals with dedicated workspaces
450 properties have a dedicated workspace

Wifi availability
1,030 of Key Largo holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Key Largo rentals

4.8 Average rating
Key Largo stays are highly rated by guests – averaging 4.8 out of 5!
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- Family-friendly rentals Monroe County
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- Family-friendly rentals United States
- Bayfront Park
- Bayside Marketplace
- 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
- CG Cosmetic Surgery
- Crandon Beach
- Biscayne National Park
- Key Biscayne Beach
- Biltmore Golf Course Miami
- Florida International University
- Avana Plastic Surgery
- Coral Castle
- Fairchild Tropical Botanic Garden
- Mia Aesthetics Miami
- Schnebly Redland's Winery & Brewery
- Dadeland Mall
- Homestead-Miami Speedway




