Family-friendly holiday houses in Monroe County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Monroe County
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 Monroe County family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Key Colony Beach
4.81 out of 5 average rating, 132 reviewsWaterview from three sides, Cabana Club, 30' Docks
3 – 10 Aug
Guest suite in Miami
4.87 out of 5 average rating, 456 reviewsStudio Apartment Dino's Place
7 – 14 Jan
Home in Homestead
4.93 out of 5 average rating, 358 reviewsPrivate Paradise between Miami & the Keys
29 Apr – 6 May
Apartment in Miami
4.92 out of 5 average rating, 156 reviewsBay view, Coconut Grove, Mia
26 Jan – 2 Feb
Condo in Tavernier
4.88 out of 5 average rating, 135 reviewsSpectacular 2 Bedroom with a beautiful ocean view.
11 – 18 Apr
Condo in Key West
4.93 out of 5 average rating, 132 reviewsBeach Club Ocean Front 2BR Condo
5 – 12 Apr
Townhouse in Marathon
4.83 out of 5 average rating, 123 reviewsPlunge Pool Villa on Blue Water Lagoon
14 – 21 Mar
Apartment in Miami
4.93 out of 5 average rating, 240 reviewsPrivate condo hotel at Four Seasons Brickell 34th
16 – 23 June
Family- and pet-friendly home rentals
Home in Islamorada
4.97 out of 5 average rating, 166 reviewsFlakey's
30 Nov – 7 Dec
Guesthouse in Miami
4.93 out of 5 average rating, 523 reviewsArtsy Cottage. Cute patio. LittleHavana & Brickell
31 May – 7 June
Guest suite in Miami
4.89 out of 5 average rating, 405 reviewsTranquil Spot at the Heart of Miami
28 May – 4 June
Guest suite in Miami
4.89 out of 5 average rating, 196 reviewsCozy Studio.
21 – 28 June
Townhouse in Key West
4.91 out of 5 average rating, 267 reviewsSparkling clean. Newly Updated Family Friendly
6 – 13 July
Apartment in Miami
4.84 out of 5 average rating, 359 reviewsEnjoy A Tropical Getaway in Coral Gables
23 – 30 Nov
Guest suite in Miami
4.79 out of 5 average rating, 316 reviewsThe JŪNGALŌW The Miami hidden Oasis 🌿
24 – 31 Aug
Guesthouse in Miami
4.78 out of 5 average rating, 504 reviewsAuthentic Cuban Experience w/ free Parking (5S)
5 – 12 Oct
Family-friendly home rentals with a pool
Guest suite in Miami
4.95 out of 5 average rating, 244 reviews"Casa Mia's" pool & BBQ bungalow
25 Aug – 1 Sept
Home in Cudjoe Key
4.9 out of 5 average rating, 104 reviewsSunrise Beach Escape
14 – 21 Apr
Home in Key Colony Beach
4.96 out of 5 average rating, 135 reviewsBeautiful open plan remodeled home in Key Colony
27 Mar – 3 Apr
Condo in Key Largo
4.94 out of 5 average rating, 130 reviewsPrivate Condo, north Key Largo
19 – 26 Aug
Villa in Marathon
4.95 out of 5 average rating, 119 reviews4/3 Private Pool w Heater/Dock/Kayaks & more incl.
16 – 23 Nov
Home in Key Colony Beach
4.88 out of 5 average rating, 113 reviewsTiki Time
12 – 19 Sept
Townhouse in Key Largo
4.91 out of 5 average rating, 269 reviewsCasa Fish LLC
30 Aug – 6 Sept
Townhouse in Key Largo
4.88 out of 5 average rating, 126 reviewsKey Largo House
10 – 17 Sept
Destinations to explore
- Family-friendly rentals Miami
- Family-friendly rentals United States
- Family-friendly rentals Miami Beach
- Family-friendly rentals Florida
- Family-friendly rentals Fort Lauderdale
- Rentals with a home theatre Monroe County
- Smoking-friendly rentals Monroe County
- Rentals with a sauna Monroe County
- Rentals with beach access Monroe County
- Rentals with an accessible height bed Monroe County
- Rentals with breakfast Monroe County
- Rentals with lake access Monroe County
- Serviced apartment rentals Monroe County
- Private suite rentals Monroe County
- Boat rentals Monroe County
- Beachfront rentals Monroe County
- Wheelchair accessible rentals Monroe County
- Waterfront rentals Monroe County
- Rentals with a fireplace Monroe County
- Ski-in/ski-out rentals Monroe County
- Rentals with pools Monroe County
- Rentals with an EV charger Monroe County
- Rentals with a washing machine and dryer Monroe County
- Tiny house rentals Monroe County
- RV rentals Monroe County
- Apartment rentals Monroe County
- Loft rentals Monroe County
- Campsite rentals Monroe County
- Fitness-friendly rentals Monroe County
- Rentals with a patio Monroe County
- Rentals with a hot tub Monroe County
- Kid-friendly rentals Monroe County
- Rentals with an accessible height toilet Monroe County
- Villa rentals Monroe County
- House rentals Monroe County
- Pet-friendly rentals Monroe County
- Townhouse rentals Monroe County
- Monthly Rentals Monroe County
- Farmstay rentals Monroe County
- Bed and breakfasts Monroe County
- Rentals with outdoor seating Monroe County
- Hotel rentals Monroe County
- Rentals with a fire pit Monroe County
- Rentals with a kayak Monroe County
- Houseboat rentals Monroe County
- Condo rentals Monroe County
- Cottage rentals Monroe County
- Guesthouse rentals Monroe County
- Luxury 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