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Family-friendly vacation 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.

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Home in Key Largo

4.84 out of 5 average rating, 428 reviews

WATER VIEWS ON J. PENNEKAMP Free Kayaks

Ocean views on Largo Sound, totally renovated home with large TV’s, spacious living area, 2 Large Balconies including roof top great for star gazing, all the amenities of home. Free use of kayaks at the house, Kayak John pennekamp state park steps away from front door. 27 foot boat available 4 all water activities Which I captain.Quiet private street close to all keys activities and restaurants. There is a downstairs space that on a very rare occasion is occupied by myself or family member

Rental unit in Key West

4.98 out of 5 average rating, 474 reviews

Bella Vita: 1B/1B Condo for 2 Just Steps off Duval

1B/1B condo located in Old Town less than 1/2 block from Duval St. & a couple blocks from the Southernmost Point, Hemingway House & many other Key West attractions. Bella Vita accommodates 2 adults only and features a large porch with chairs & table, living room with leather sofa, galley kitchen with bar seating, king-size bed with Tempurpedic mattress, desk area, bathroom with large walk-in shower, wi-fi, sound machine, 2 Smart TVs, DVD players & BlueTooth stereo system with CD player & radio.

Villa in Marathon

4.95 out of 5 average rating, 123 reviews

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

Wake up to breathtaking water views at our 4-bedroom, 3-bathroom villa. Enjoy the 1800 sq ft layout, fully equipped kitchen w/stainless steel appliances, and granite countertops. Sleeps 10 with memory foam beds. Outside, relax by your private heated pool (winter) and tiki-shaded area. Fish from the 32' dock or use the BBQ gas grill. Includes 2 kayaks, 2 paddleboards, and 4 adult bikes for a 5-minute ride to Sombrero Beach. Exterior cameras for security. Vacation License #VACA-22-40. Book now!

Townhouse in Duck Key

4.98 out of 5 average rating, 156 reviews

3Bd 3Ba Cottage/Village at Hawks Cay/Ocean Views

Our Cottage is located between Islamorada and Marathon Key on Duck Key at the Village of Hawks Cay; one of the most desirable locations in the Florida Keys. This is at Mile Marker 61. With ocean views, high end finishes, comfy beds and plenty to do in the surrounding areas, the Cottage offers something for everyone. The outdoor green space overlooking the water is gorgeous. Sunsets are amazing right off the screened in lanai. We hope to host you as our guest in the beautiful Florida Keys.

Home in Cudjoe Key

4.9 out of 5 average rating, 105 reviews

Sunrise Beach Escape

For your next vacation, come stay in this resort home, where you'll enjoy a cocktail at sunset alongside the Cudjoe bay overlooking the Atlantic Ocean. This beautiful and luxurious home is part of the Sunrise Beach Resort, an exclusive 11 home gated community overlooking the Atlantic Ocean & Cudjoe Bay. A community that is only 17 miles north of Key West. Make yourself at home in this tastefully decorated 1200 sq foot living space, which offers countless amenities such as kayaks and bikes.

Guesthouse in Biscayne Park

4.95 out of 5 average rating, 469 reviews

Cozy and charming cottage

Our cottage is located in a very quiet residential area, 15mn to the beach (Bal Harbor area).20mn from both Miami and Fort Lauderdale Airports, Located in the backyard of the main house but separate and with an independent entry. Enjoy our tropical garden and beautiful pool, in the back of our house. Share with owner only, we give priority to our guests to enjoy it! Parking available in our front yard. No kitchen but microwave and fridge. TV, cable and WIFI. It is suggested to have a car.

Rental unit in Key Largo

4.83 out of 5 average rating, 319 reviews

Escape to the Keys!

Charming Keys Home located in a quiet residential neighborhood on the bay side. The house is on the 2nd floor with a large breeze balcony, great space to relax with a cup of coffee, tea or wine. Large fenced yard for sunbathing or for kids to run and play. Close to restaurants, shopping center, major hospital, beaches, parks and water sport activities. Perfectly located between Key Largo and Islamorada.

Boat in Miami

4.98 out of 5 average rating, 732 reviews

Hunter 26 Sailboat

A one-of-a-kind experience for those who want to enjoy Miami from a different perspective. Can accommodate up to two people, includes a basic toilet and freshwater. The boat is anchored in Biscayne Bay, which allows you to view the Miami skyline from a distance. You'll be in the famous Coconut Grove area. I will be taking you from the dinghy dock to the boat. Two kayaks are included for guests.

Guest suite in Homestead

4.99 out of 5 average rating, 274 reviews

beautiful private king studio on nearly 5 acres

Close to Everglades National Park, Biscayne National Park, FL Keys, located in the Redland tropical agricultural area. This is a gated property with secure parking for campers, boats, trailers, etc. The studio is totally renovated with the highest quality of materials. Fruit is available to guests when in season and there is usually something in season during the year.

Home in Marathon

4.95 out of 5 average rating, 124 reviews

Paradise - Pool, Hot tub, Mini Golf, Dockage, Fish

House suits multiple families with kids, groups of couples, small and large families, or solos. Home is easy to get to, easy to get inside and the neighborhood is very peaceful. Plenty to do around the island or on the water. 5 large bedrooms and 3 large bathrooms with an open living room and a fully stocked kitchen. We look forward to hosting you.

Rental unit in Key West

4.97 out of 5 average rating, 258 reviews

Poolside Truman Annex 2 Bed | Conch Life Condo

Cozy condo in the Truman Annex to fully experience the conch life. It is close to Fort Zachery Beach and State Park, Hemingway House, Mallory Square, and Duval Street. Location is perfect due to Island proximity to any event and occasion. My place is a great getaway for couples, solo adventurers, business travelers, and families (with kids).

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Popular amenities for Florida Keys family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Condo in Miami Beach

4.86 out of 5 average rating, 170 reviews

FontaineBleau|1BR Ocean View w/ Balcony

Home in Homestead

4.93 out of 5 average rating, 375 reviews

Private Paradise between Miami & the Keys

Rental unit in Marco Island

4.93 out of 5 average rating, 244 reviews

Best JW Marriott Alternative Prime~ Location~Pool

Condo in Tavernier

4.83 out of 5 average rating, 141 reviews

Bright & Sunny Suite w/ Magnificent Ocean Views

Guest suite in Miami

4.87 out of 5 average rating, 475 reviews

Studio Apartment Dino's Place

Rental unit in Tavernier

4.83 out of 5 average rating, 257 reviews

Breathtaking Oceanfront Views at Tropical Daze

Rental unit in Miami Beach

4.91 out of 5 average rating, 184 reviews

Ocean View Sorrento Fontainebleau Miami Beach Unit

Rental unit in Key West

4.92 out of 5 average rating, 178 reviews

KW Luxury 2/2 Beachfront resort Tropical Oasis

Family- and pet-friendly home rentals

Home in Miami

4.92 out of 5 average rating, 168 reviews

Private Pool and Tropical Garden Oasis

Rental unit in Pompano Beach

4.85 out of 5 average rating, 110 reviews

Beach Bungalow Steps From The Ocean

Guesthouse in Wilton Manors

4.89 out of 5 average rating, 102 reviews

Island City loft

Guesthouse in Miami

4.94 out of 5 average rating, 548 reviews

Brand NEW Cottage with Gorgeous Patio! 5 mi Beach!

Guesthouse in Miami

4.89 out of 5 average rating, 345 reviews

Charming private cottage for two.

Rental unit in Oakland Park

4.96 out of 5 average rating, 166 reviews

Renovated cozy private small one bedroom apt

Guesthouse in South Miami

4.97 out of 5 average rating, 233 reviews

Cozy Cane Cottage close to UM

Rental unit in Miami

4.9 out of 5 average rating, 287 reviews

Tropical Bungalow Hideaway, Spacious Patio

Family-friendly home rentals with a pool

Condo in Marco Island

4.94 out of 5 average rating, 117 reviews

Beachfront condo,stunning views,wraparound balcony

Rental unit in Key Biscayne

4.92 out of 5 average rating, 188 reviews

Key Biscayne Unit 1/2 block from the beach

Rental unit in Miami Beach

4.78 out of 5 average rating, 123 reviews

Special 1BR Apartment Daily Cleaning Include

Home in Marco Island

4.98 out of 5 average rating, 295 reviews

⭐ Rare Waterfront Western Exposure Vacation Home

Rental unit in Fort Lauderdale

4.8 out of 5 average rating, 294 reviews

Minute from the beach # 3

Rental unit in Miami Beach

4.84 out of 5 average rating, 164 reviews

Elegant Oceanfront with Views 2 Bedroom - 1101

Condo in Key Largo

4.96 out of 5 average rating, 117 reviews

Kawama Suntastic @ Key Largo

Rental unit in Key Largo

4.83 out of 5 average rating, 105 reviews

MODERN OCEANFRONT CONDO! OCEAN VIEWS! 2 KING BEDS!

Destinations to explore