Family-friendly vacation rentals in Key West
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Key West
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 Key West family-friendly rentals
Family-friendly home rentals with a hot tub
Townhouse in Marathon
4.83 out of 5 average rating, 122 reviewsPlunge Pool Villa on Blue Water Lagoon
Nov 16 – 23
Condo in Tavernier
4.76 out of 5 average rating, 315 reviewsFlorida Keys Getaway - Slps 4 - Ocean View
Sep 25 – Oct 2
Condo in Tavernier
4.88 out of 5 average rating, 135 reviewsSpectacular 2 Bedroom with a beautiful ocean view.
Mar 23 – 30
Apartment in Tavernier
4.83 out of 5 average rating, 255 reviewsBreathtaking Oceanfront Views at Tropical Daze
Apr 3 – 10
Condo in Tavernier
4.88 out of 5 average rating, 112 reviewsResort Getaway : Condo, Pool, Beach, Location
Jan 3 – 10
Condo in Tavernier
4.83 out of 5 average rating, 138 reviewsBright & Sunny Suite w/ Magnificent Ocean Views
Feb 7 – 14
Condo in Key West
4.76 out of 5 average rating, 270 reviewsAffordable Beachfront Luxury Condo Sleeps 6
Jul 21 – 28
Condo in Key West
4.78 out of 5 average rating, 27 reviewsHenry's Piece of Paradise On The Ocean In Key West
Aug 19 – 26
Family- and pet-friendly home rentals
Townhouse in Key West
4.88 out of 5 average rating, 75 reviews3/3 Tropical Key West Home Get Away
Aug 4 – 11
Campsite in Big Pine Key
4.73 out of 5 average rating, 108 reviewsBring Your Own RV! Our Lot Your RV 6
Oct 26 – Nov 2
Home in Key Largo
4.82 out of 5 average rating, 45 reviewsBayhouse
Sep 10 – 17
Home in Marathon
4.88 out of 5 average rating, 34 reviewsSunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
Nov 2 – 9
Home in Key Largo
4.92 out of 5 average rating, 87 reviewsSunsets In Palms Paradise
Apr 13 – 20
Home in Cudjoe Key
4.6 out of 5 average rating, 148 reviewsOcean Front Home in Great Location
Nov 16 – 23
Townhouse in Key Largo
4.86 out of 5 average rating, 58 reviewsFamily Key Largo Townhome for Fun Sun & Relaxation
Jun 27 – Jul 4
Home in Key Largo
4.73 out of 5 average rating, 48 reviewsBeautiful Blue Key Largo Home
Nov 28 – Dec 5
Family-friendly home rentals with a pool
Villa in Marathon
4.95 out of 5 average rating, 119 reviews4/3 Private Pool w Heater/Dock/Kayaks & more incl.
Nov 16 – 23
Home in Cudjoe Key
4.9 out of 5 average rating, 104 reviewsSunrise Beach Escape
Jun 23 – 30
Townhouse in Key Largo
4.88 out of 5 average rating, 126 reviewsCasa Key Largo
Dec 10 – 17
Townhouse in Key Largo
4.91 out of 5 average rating, 269 reviewsCasa Fish LLC
Sep 5 – 12
Townhouse in Key Largo
4.86 out of 5 average rating, 104 reviewsLIC. MGR. - 2/2 VILLA - OCEANFRONT BEACH RESORT!
Jun 30 – Jul 7
Condo in Key Largo
4.96 out of 5 average rating, 112 reviewsKawama Suntastic @ Key Largo
May 5 – 12
Townhouse in Key Largo
4.94 out of 5 average rating, 134 reviewsYour island home away from home!
Apr 3 – 10
Camper/RV in Key Largo
4.78 out of 5 average rating, 147 reviewsKey Largo Kampground and Marina Site #83
Nov 2 – 9
Quick stats about vacation rentals that are family-friendly in Key West
Total rentals
1.2K properties
Rentals with dedicated workspaces
670 properties have a dedicated workspace
Rentals with a pool
930 properties have a pool
Pet-friendly rentals
320 properties allow pets
Total number of reviews
25K reviews
Nightly prices starting at
$70 before taxes and fees
Destinations to explore
- Varadero Vacation rentals
- Havana Vacation rentals
- Naples Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Boca Raton Vacation rentals
- West Palm Beach Vacation rentals
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Family-friendly rentals United States
- Apartment rentals Key West
- Waterfront rentals Key West
- Condo rentals Key West
- Rentals with beach access Key West
- Rentals with a fire pit Key West
- Beachfront rentals Key West
- Rentals with outdoor seating Key West
- Villa rentals Key West
- Rentals with a hot tub Key West
- Townhouse rentals Key West
- Mansion rentals Key West
- Kid-friendly rentals Key West
- Rentals with breakfast Key West
- Beach house rentals Key West
- Rentals with an accessible height toilet Key West
- Rentals with pools Key West
- Rentals with a patio Key West
- House rentals Key West
- Pet-friendly rentals Key West
- Rentals with an EV charger Key West
- Rentals with a washer and dryer Key West
- Cabin rentals Key West
- Fitness-friendly rentals Key West
- Rentals with a kayak Key West
- Beach condo rentals Key West
- Monthly Rentals Key West
- Cottage rentals Key West
- Family-friendly rentals Florida
- Family-friendly rentals Florida Keys
- Family-friendly rentals Marco Island
- 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