Family-friendly vacation rentals in Islamorada
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Islamorada
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Islamorada family-friendly rentals
Family-friendly home rentals with a hot tub
Apartment in Tavernier
4.83 out of 5 average rating, 256 reviewsBreathtaking Oceanfront Views at Tropical Daze
Townhouse in Marathon
4.83 out of 5 average rating, 125 reviewsPlunge Pool Villa on Blue Water Lagoon
Condo in Tavernier
4.99 out of 5 average rating, 84 reviewsModern & Coastal | 3212 is Across from Pool
Home in Key Colony Beach
5.0 out of 5 average rating, 35 reviewsFlorida Keys Retreat with Cabana Club.
Home in Key Largo
4.83 out of 5 average rating, 47 reviewsBayhouse
Home in Marathon
4.97 out of 5 average rating, 77 reviews4BR 3B, Heated Pool & Spa, 60' Dock
Home in Key Largo
4.92 out of 5 average rating, 89 reviewsSunsets In Palms Paradise
Home in Marathon
4.71 out of 5 average rating, 7 reviewsPrivate Tropical Get-A-Way With Heated/Cooled Pool
Family- and pet-friendly home rentals
Home in Marathon
4.88 out of 5 average rating, 34 reviewsSunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
Campsite in Big Pine Key
4.73 out of 5 average rating, 109 reviewsBring Your Own RV! Our Lot Your RV 6
Home in Key Largo
4.73 out of 5 average rating, 48 reviewsBeautiful Blue Key Largo Home
Townhouse in Marathon
4.91 out of 5 average rating, 11 reviewsWaterfront luxury Villa (30) with sunset views and boat slip
Camper/RV in Key Largo
4.84 out of 5 average rating, 122 reviewsThe Lobster Shack: RV Living at Its Best
Home in Key Largo
4.85 out of 5 average rating, 409 reviewsWATER VIEWS ON J. PENNEKAMP Free Kayaks
Home in Marathon
4.92 out of 5 average rating, 48 reviewsCastaway 2/2 w/ 50` Ft. Dock on the Atlantic
Villa in Islamorada
5.0 out of 5 average rating, 18 reviewsBayside Villa in Islamorada
Family-friendly home rentals with a pool
Townhouse in Key Largo
4.9 out of 5 average rating, 272 reviewsCasa Fish LLC
Camper/RV in Key Largo
4.78 out of 5 average rating, 147 reviewsKey Largo Kampground and Marina Site #83
Condo in Key Largo
4.96 out of 5 average rating, 114 reviewsKawama Suntastic @ Key Largo
Condo in Islamorada
4.75 out of 5 average rating, 60 reviewsBayside Condo with Marina, Beach and Pool
Home in Islamorada
4.83 out of 5 average rating, 53 reviewsOceanfront 114 Anglers Reef Islamorada Fla Keys
Townhouse in Key Largo
5.0 out of 5 average rating, 58 reviewsParadise in Key Largo
Home in Marathon
4.88 out of 5 average rating, 56 reviewsBeautiful Beachfront Home w/ Pool/Tiki/Dock
Condo in Key Largo
4.99 out of 5 average rating, 97 reviewsEnjoy sunsets & sunrise in your home away home.
Quick stats about vacation rentals that are family-friendly in Islamorada
Total rentals
590 properties
Rentals with dedicated workspaces
340 properties have a dedicated workspace
Rentals with a pool
440 properties have a pool
Pet-friendly rentals
250 properties allow pets
Total number of reviews
3.7K reviews
Nightly prices starting at
$90 before taxes and fees
Destinations to explore
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Key West Vacation rentals
- Fort Lauderdale Vacation rentals
- Boca Raton Vacation rentals
- Naples Vacation rentals
- Varadero Vacation rentals
- West Palm Beach Vacation rentals
- Havana Vacation rentals
- Sarasota Vacation rentals
- Nassau Vacation rentals
- Anna Maria Island Vacation rentals
- Family-friendly rentals Miami
- Family-friendly rentals United States
- Family-friendly rentals Miami Beach
- Family-friendly rentals Florida
- Family-friendly rentals Fort Lauderdale
- Condo rentals Islamorada
- Kid-friendly rentals Islamorada
- Rentals with a washer and dryer Islamorada
- Apartment rentals Islamorada
- Beach house rentals Islamorada
- Bungalow rentals Islamorada
- Rentals with a kayak Islamorada
- Rentals with a patio Islamorada
- House rentals Islamorada
- Villa rentals Islamorada
- Waterfront rentals Islamorada
- Fitness-friendly rentals Islamorada
- Rentals with beach access Islamorada
- Rentals with breakfast Islamorada
- Monthly Rentals Islamorada
- Beachfront rentals Islamorada
- Rentals with outdoor seating Islamorada
- Rentals with a hot tub Islamorada
- Rentals with a fire pit Islamorada
- Rentals with a fireplace Islamorada
- Rentals with pools Islamorada
- Pet-friendly rentals Islamorada
- Townhouse rentals Islamorada
- Family-friendly rentals Monroe County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes