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
Aug 14 – 21
Condo in Tavernier
4.88 out of 5 average rating, 135 reviewsSpectacular 2 Bedroom with a beautiful ocean view.
Jul 10 – 17
Condo in Tavernier
4.76 out of 5 average rating, 314 reviewsFlorida Keys Getaway - Slps 4 - Ocean View
Feb 25 – Mar 4
Condo in Tavernier
4.82 out of 5 average rating, 137 reviewsBright & Sunny Suite w/ Magnificent Ocean Views
Aug 21 – 28
Condo in Tavernier
4.87 out of 5 average rating, 111 reviewsResort Getaway : Condo, Pool, Beach, Location
Feb 5 – 12
Apartment in Tavernier
4.83 out of 5 average rating, 255 reviewsBreathtaking Oceanfront Views at Tropical Daze
Aug 20 – 27
Condo in Key West
4.7 out of 5 average rating, 33 reviewsShang-Ri-La @ The Beach - Oceanside Condo
Sep 8 – 15
Condo in Key West
4.76 out of 5 average rating, 268 reviewsAffordable Beachfront Luxury Condo Sleeps 6
Jul 17 – 24
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
Nov 18 – 25
Home in Marathon
4.88 out of 5 average rating, 33 reviewsSunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
Oct 5 – 12
Campsite in Big Pine Key
4.73 out of 5 average rating, 106 reviewsBring Your Own RV! Our Lot Your RV 6
Sep 9 – 16
Home in Key Largo
4.82 out of 5 average rating, 45 reviewsBayhouse
Sep 10 – 17
Home in Cudjoe Key
4.6 out of 5 average rating, 147 reviewsOcean Front Home in Great Location
Oct 28 – Nov 4
Home in Key Largo
4.92 out of 5 average rating, 87 reviewsSunsets In Palms Paradise
Nov 11 – 18
Townhouse in Marathon
4.94 out of 5 average rating, 33 reviewsWaterfront luxury Villa (59) with sunset views and boat slip
Oct 4 – 11
Townhouse in Key Largo
4.86 out of 5 average rating, 58 reviewsFamily Key Largo Townhome for Fun Sun & Relaxation
Jul 3 – 10
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 9 – 16
Townhouse in Key Largo
4.91 out of 5 average rating, 267 reviewsCasa Fish LLC
Sep 30 – Oct 7
Townhouse in Key Largo
4.85 out of 5 average rating, 102 reviewsLIC. MGR. - 2/2 VILLA - OCEANFRONT BEACH RESORT!
Feb 4 – 11
Townhouse in Key Largo
4.88 out of 5 average rating, 124 reviewsCasa Key Largo
Oct 26 – Nov 2
Camper/RV in Key Largo
4.78 out of 5 average rating, 147 reviewsKey Largo Kampground and Marina Site #83
Jun 11 – 18
Condo in Key Largo
4.95 out of 5 average rating, 110 reviewsKawama Suntastic @ Key Largo
Aug 21 – 28
Townhouse in Key Largo
4.94 out of 5 average rating, 134 reviewsYour island home away from home!
Mar 21 – 28
Townhouse in Key West
4.96 out of 5 average rating, 82 reviewsWindsor Townhome #3
Sep 12 – 19
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
- Beach condo rentals Key West
- Cottage rentals Key West
- Monthly Rentals Key West
- Bungalow rentals Key West
- Rentals with an accessible height toilet Key West
- Rentals with a kayak Key West
- Rentals with a patio Key West
- Condo rentals Key West
- Cabin rentals Key West
- Beachfront rentals Key West
- Rentals with outdoor seating Key West
- Rentals with a hot tub Key West
- Fitness-friendly rentals Key West
- Rentals with an EV charger Key West
- Rentals with a washer and dryer Key West
- Rentals with a fire pit Key West
- Beach house rentals Key West
- Waterfront rentals Key West
- Rentals with beach access Key West
- Kid-friendly rentals Key West
- Villa rentals Key West
- House rentals Key West
- Rentals with breakfast Key West
- Mansion rentals Key West
- Apartment rentals Key West
- Rentals with pools Key West
- Townhouse rentals Key West
- Pet-friendly rentals Key West
- Family-friendly rentals Florida
- Family-friendly rentals Florida Keys
- Family-friendly rentals Marco Island
- Family-friendly rentals Monroe County
- 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