Family-friendly holiday 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.
Holiday 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
Townhouse in Marathon
4.83 out of 5 average rating, 122 reviewsPlunge Pool Villa on Blue Water Lagoon
28 Jan – 4 Feb
Home in Key Colony Beach
5.0 out of 5 average rating, 33 reviewsFlorida Keys Retreat with Cabana Club.
19–26 Apr
Home in Key Largo
4.82 out of 5 average rating, 45 reviewsBayhouse
10–17 Sep
Home in Key Largo
4.92 out of 5 average rating, 87 reviewsSunsets In Palms Paradise
13–20 Apr
Home in Marathon
4.97 out of 5 average rating, 75 reviews4BR 3B, Heated Pool & Spa, 60' Dock
8–15 Feb
Townhouse in Key Largo
4.84 out of 5 average rating, 98 reviewsLIC MGR - LUXURY 3/3.5 VILLA -#1 OCEANFRONT RESORT
28 Aug – 4 Sep
Townhouse in Key Largo
4.86 out of 5 average rating, 58 reviewsFamily Key Largo Townhome for Fun Sun & Relaxation
27 Jun – 4 Jul
Apartment in Tavernier
4.78 out of 5 average rating, 92 reviewsOcean Front 2/2 Condo & Marina Resort Tavernier
15–22 Apr
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
2–9 Nov
Home in Key Largo
4.73 out of 5 average rating, 48 reviewsBeautiful Blue Key Largo Home
28 Nov – 5 Dec
Campsite in Big Pine Key
4.73 out of 5 average rating, 108 reviewsBring Your Own RV! Our Lot Your RV 6
26 Oct – 2 Nov
Townhouse in Marathon
4.81 out of 5 average rating, 16 reviewsWaterfront luxury Villa (34) with sunset views and boat slip
14–21 Sep
Campervan/Motorhome in Key Largo
4.84 out of 5 average rating, 122 reviewsThe Lobster Shack: RV Living at Its Best
19–26 Aug
Home in Key Largo
4.85 out of 5 average rating, 404 reviewsWATER VIEWS ON J. PENNEKAMP Free Kayaks
7–14 Sep
Home in Islamorada
5.0 out of 5 average rating, 13 reviewsIslamorada Waterfront Escape
24–31 Aug
Cottage in Islamorada
4.83 out of 5 average rating, 6 reviewsOcean Front Cottage
6–13 Dec
Family-friendly home rentals with a pool
Home in Key Colony Beach
4.96 out of 5 average rating, 135 reviewsBeautiful open plan remodeled home in Key Colony
26 Mar – 2 Apr
Apartment in Key Largo
4.96 out of 5 average rating, 112 reviewsKawama Suntastic @ Key Largo
5–12 May
Campervan/Motorhome in Key Largo
4.78 out of 5 average rating, 147 reviewsKey Largo Kampground and Marina Site #83
2–9 Nov
Townhouse in Key Largo
4.94 out of 5 average rating, 134 reviewsYour island home away from home!
3–10 Apr
Apartment in Islamorada
4.75 out of 5 average rating, 59 reviewsBayside Condo with Marina, Beach and Pool
1–8 Apr
Apartment in Tavernier
4.99 out of 5 average rating, 85 reviewsModern & Coastal | 2307 the Heart of Ocean Pointe
25 Oct – 1 Nov
Townhouse in Key Largo
5.0 out of 5 average rating, 56 reviewsParadise in Key Largo
4–11 Nov
Home in Islamorada
4.83 out of 5 average rating, 53 reviewsOceanfront 114 Anglers Reef Islamorada Fla Keys
1–8 Feb
Quick stats about holiday 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
3.7T reviews
Nightly prices starting at
₹7,505 before taxes and fees
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