Family-friendly holiday rentals in Sunset Key
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Sunset Key
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 Sunset Key family-friendly rentals
Family-friendly home rentals with a hot tub
Cottage in Key West
4.82 out of 5 average rating, 22 reviewsDarling of Duval @ Old Town - Adorable Cottage
31 Aug – 7 Sep
Apartment in Key West
4.76 out of 5 average rating, 270 reviewsAffordable Beachfront Luxury Condo Sleeps 6
18–25 Jul
Home in Key West
4.78 out of 5 average rating, 73 reviewsHistoric Key West - Conch House - Sleeps 5
4–11 Jul
Home in Key West
4.83 out of 5 average rating, 23 reviewsCasablanca Too ~ Chicly Updated Home With Hot Tub
2–9 Jan
Home in Key Colony Beach
5.0 out of 5 average rating, 33 reviewsFlorida Keys Retreat with Cabana Club.
19–26 Apr
Apartment in Key West
4.78 out of 5 average rating, 27 reviewsHenry's Piece of Paradise On The Ocean In Key West
1–8 Feb
Apartment in Key West
4.61 out of 5 average rating, 72 reviewsSunrise Suite 203-
10–17 Jul
Apartment in Key West
4.87 out of 5 average rating, 91 reviewsKey Wes't Best- Upgraded condo 5 mins to Smathers
27 Oct – 3 Nov
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
9–16 May
Home in Marathon
4.88 out of 5 average rating, 34 reviewsSunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
2–9 Nov
Campsite in Big Pine Key
4.73 out of 5 average rating, 108 reviewsBring Your Own RV! Our Lot Your RV 6
23–30 Oct
Townhouse in Marathon
4.94 out of 5 average rating, 33 reviewsWaterfront luxury Villa (59) with sunset views and boat slip
6–13 Dec
Home in Summerland Key
Family Retreat
25 Jan – 1 Feb
Home in Key West
4.83 out of 5 average rating, 315 reviewsCasa Cristol - Family Friendly Classic KW Charm
18–25 Apr
Home in Marathon
4.92 out of 5 average rating, 48 reviewsCastaway 2/2 w/ 50` Ft. Dock on the Atlantic
29 Oct – 5 Nov
Cottage in Key West
5.0 out of 5 average rating, 7 reviewsA Touch of Bermuda in Key West
25 Jul – 1 Aug
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.
6–13 Jul
Home in Key Colony Beach
4.88 out of 5 average rating, 113 reviewsTiki Time
25 Jul – 1 Aug
Apartment in Key West
4.81 out of 5 average rating, 42 reviewsCASA AROSA
2–9 Apr
Home in Key West
5.0 out of 5 average rating, 7 reviewsIncredible townhouse in Key West
11–18 Sep
Townhouse in Marathon
4.96 out of 5 average rating, 73 reviewsLife in Paradise with Boat Slip in Coral Lagoon
15–22 Aug
Apartment in Marathon
4.76 out of 5 average rating, 63 reviewsBeach Hut: beach front, heated pool.
27 Sep – 4 Oct
Apartment in Key West
4.87 out of 5 average rating, 168 reviewsTropical Old Town Bungalow
11–18 Oct
Villa in Marathon
4.88 out of 5 average rating, 197 reviewsCoral Lagoon Resort 3 BR W/ Dock Behind Villa
29 Dec – 5 Jan
Destinations to explore
- Key West Holiday rentals
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- Family-friendly rentals Monroe County
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