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

Sea Ray Cove; Pool, 75’ Dock and steps to Beach
2025 - New concrete dock, fenders & fish filet table. This ground level waterfront home has received a new face lift. Completely remodeled 3 bedroom with bonus room in the well known Sombrero Beach neighborhood. Just a short block walk to the sandy beach shore. Home has an open floor plan overlooking the in-ground pool deck and new tiki hut. Enjoy your morning coffee and happy hour in the screened-in porch with views of the wide lagoon. Come and create your family memories in the fabulous Keys.

Seaside Whimsy - Beach and Pool, Key Colony Beach
Whimsical Florida Keys studio condo in Key Colony Beach ocean front complex with heated pool and private oceanfront beach. Condo features tropical decor and kitchen stocked with everything needed to cook a complete meal (stove, oven, toaster, microwave, blender, fridge, etc). Relax on the back balcony with gorgeous views of the ocean and sunrise. Enjoy the large heated pool and private beach with lounge chairs, patio tables, tiki's and BBQ grills for guest use. 2 queen beds & privacy screens.

Captain’s Quarters Ahoy Mateys! Florida, Keys
This is located at the Florida Keys in Key Colony, Marathon. It is a spacious two bedroom, two bathroom duplex surrounded by water. It is a renovated beauty and close to the best restaurants and the tranquility of this city. It is the perfect getaway where you can recharge your exhausted batteries. Captain’s Quarters is a clean and spacious base camp location for the many adventures that await you in this amazing location. Water views and the accessibility to the best fishing in the world.

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.

ABeachBungalow-60’dock w/ access to pool and beach
"A Beach Bungalow" A-frame has everything you need for a relaxing vacation. 2 bedroom, 2 bath Key Colony Beach rental home with easy ocean access. Fully equipped kitchen with all new appliances. Living room with dining area, flat screen tv, wifi, cable, bbq and beautiful views of the water. Master bedroom with king bed and bathroom with large shower. 2nd bedroom (loft) with 2 twin beds and closet. Tackle room to store gear with extra refrigerator. Boat trailer parking on site.

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!

Beachside Unit 33-Private Tropical Beach Plus Pool
Unit 33 Details: Second Floor, Walk-in shower, Two Queen Beds, Maximum Occupancy 4 Guests, No elevator on site and Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.”

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!

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 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!

Beautiful Renovated Home in Marathon, FL
Cozy home centrally located in the heart of Marathon with a ton of parking space for a boat or RV... Stay at ease in this family friendly neighborhood with lots of fun nearby (within 10 minutes) such as Sombrero Beach, FL Keys Aquarium, public boat ramp, kayaking, diving, restaurants and more!!! Licensed and inspected by the City of Marathon, Lic.#VACA-21-409
Popular amenities for Marathon family-friendly rentals
Family-friendly home rentals with a pool

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

Chiquita Waterfront Canal Home

Oceanfront with Pool near Sombrero Beach

Mermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!

Waterfront Home 37.5-ft dock, Cabana Club Included

COZY Family Home- 5 minutes from sombrero beach

Grand Blue/Dock/HtdPool/TropicalSandPatio/GameRoom

Golf Coast Oasis
Family-friendly home rentals with air conditioning

KCB Tropical Escape

Yellowtail Getaway with Boat Dock and Pool 2

Movie Theater | HotTub | Pool | Boat/RV/EV Parking

Knight's Key Suites Deluxe Double Room w/ Kitchen

Private Beach in Marathons Key Colony Beach

Perfect Paradise

Private Pool Tropical Oasis - Centrally Located

Peace on Beach Drive ~hot tub, open water, sunsets
Family-friendly home rentals with Wifi

Waterfront with Boat Lift/Kayaks and Hot Tub

Luxe Super Snapper-Heated Pool, Tiki, Dock, Lanai

Oceanfront Getaway in Marathon!

KCB 2BR/2BA Duplex w/ Cabana Club's Beach & Pool

Newely Renovated 3/2-private pool/dock/cabana club

Beautiful Beachfront Villa w/ Pool/Tiki/Dock

Keys to the Sea + Cabana Club

Sea Glass Beach Bungalow in Key Colony Beach!
Quick stats about vacation rentals that are family-friendly in Marathon
Total rentals
1.3K properties
Nightly prices starting at
€ 60 before taxes and fees
Total number of reviews
24K reviews
Pet-friendly rentals
490 properties allow pets
Rentals with a pool
1.1K properties have a pool
Rentals with dedicated workspaces
620 properties have a dedicated workspace
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- Family-friendly rentals Monroe County
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- Family-friendly rentals United States
- Everglades National Park
- Sombrero Beach
- Smathers Beach
- Cannon Beach
- Calusa Beach & Loggerhead Beach
- Cocoa Plum Beach
- Theater of the Sea
- Conch Key
- Far Beach
- Sea Oats Beach
- Horseshoe Beach
- Long Key State Park
- EAA Air Museum
- Windley Key Fossil Reef Geological State Park
- Bahia Honda State Park
- Sandspur Beach
- Long Beach
- Keys' Meads