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
Condo in Tavernier
4.83 out of 5 average rating, 178 reviewsToes in the Sand - 2 Bedroom Condo Sleeps 4
Oct. 31 – Nov. 7
Home in Key Colony Beach
5.0 out of 5 average rating, 33 reviewsFlorida Keys Retreat with Cabana Club.
Apr. 19 – 26
Home in Key Largo
4.82 out of 5 average rating, 45 reviewsBayhouse
Sep. 3 – 10
Home in Key Largo
4.92 out of 5 average rating, 87 reviewsSunsets In Palms Paradise
Aug. 5 – 12
Home in Marathon
4.97 out of 5 average rating, 74 reviews4BR 3B, Heated Pool & Spa, 60' Dock
Feb. 1 – 8
Townhouse in Key Largo
4.86 out of 5 average rating, 58 reviewsFamily Key Largo Townhome for Fun Sun & Relaxation
Jun. 16 – 23
Condo in Tavernier
4.78 out of 5 average rating, 92 reviewsOcean Front 2/2 Condo & Marina Resort Tavernier
Apr. 15 – 22
Home in Marathon
4.71 out of 5 average rating, 7 reviewsPrivate Tropical Get-A-Way With Heated/Cooled Pool
Jul. 6 – 13
Family- and pet-friendly home rentals
Home in Marathon
4.88 out of 5 average rating, 33 reviewsSunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
Nov. 2 – 9
Campsite in Big Pine Key
4.73 out of 5 average rating, 108 reviewsBring Your Own RV! Our Lot Your RV 6
Oct. 22 – 29
Home in Key Largo
4.73 out of 5 average rating, 48 reviewsBeautiful Blue Key Largo Home
Sep. 14 – 21
Townhouse in Marathon
4.94 out of 5 average rating, 33 reviewsWaterfront luxury Villa (59) with sunset views and boat slip
Mar. 1 – 8
Camper/RV in Key Largo
4.83 out of 5 average rating, 121 reviewsThe Lobster Shack: RV Living at Its Best
Dec. 30 – Jan. 6
Home in Key Largo
4.85 out of 5 average rating, 403 reviewsWATER VIEWS ON J. PENNEKAMP Free Kayaks
Sep. 29 – Oct. 6
Villa in Islamorada
5.0 out of 5 average rating, 18 reviewsBayside Villa in Islamorada
Nov. 2 – 9
Cottage in Islamorada
4.83 out of 5 average rating, 6 reviewsOcean Front Cottage
Dec. 6 – 13
Family-friendly home rentals with a pool
Condo in Key Largo
4.94 out of 5 average rating, 130 reviewsPrivate Condo, north Key Largo
Jul. 25 – Aug. 1
Home in Key Colony Beach
4.88 out of 5 average rating, 113 reviewsTiki Time
Nov. 11 – 18
Camper/RV in Key Largo
4.78 out of 5 average rating, 147 reviewsKey Largo Kampground and Marina Site #83
Jul. 4 – 11
Condo in Key Largo
4.95 out of 5 average rating, 110 reviewsKawama Suntastic @ Key Largo
Jul. 31 – Aug. 7
Townhouse in Key Largo
4.94 out of 5 average rating, 134 reviewsYour island home away from home!
Aug. 17 – 24
Condo in Islamorada
4.75 out of 5 average rating, 59 reviewsBayside Condo with Marina, Beach and Pool
Oct. 31 – Nov. 7
Condo in Tavernier
4.99 out of 5 average rating, 81 reviewsModern & Coastal | 3212 is Across from Pool
Sep. 29 – Oct. 6
Home in Marathon
4.87 out of 5 average rating, 54 reviewsBeautiful Beachfront Home w/ Pool/Tiki/Dock
Aug. 17 – 24
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
$123 CAD before taxes and fees
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