
Family-friendly vacation rentals in Highland Beach
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Highland Beach
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Highland Beach family-friendly rentals
Family-friendly home rentals with a hot tub

Country Living for Four
Very very clean!!! Beautiful yard and unit. Would definitely stay again!!!

Tropical Charm
The most beautiful backyard. The pool amd hot tub are amazing. We enjoyed our stay and would definitely return.

Island City loft
This is my second visit at Dana’s lovely home. Always a great time. Place is private and very clean. Dana is always very responsive. The pool is amazing! Great restaurants everywhere. Def will be back.

Alluring Villa, Stroll to Stunning Hollywood Beach
Great place to stay! The house is on a quiet street, a short walk to the beach. You don't need to worry about anything; the house has it all. Charmaine was amazing, checking on us and making sure we had everything we needed. The outdoor shower was a big plus! I 100% recommend this place for families with small kids!

Magical villa -Private pool-spa & garden
Dror was such a life saver. We had to change plans a day after we landed and I contacted him. His place was available and he was so prompt to be in touch and let us come over and check in. The pool, the lush greenery in his back yard is amazing and beautiful. The area was a quiet and a peaceful one. Dror had so many updated kitchen appliances-that I loved.. esp for making coffee and making smoothies. He checked in via email to make sure we were doing well. We appreciate having a beautiful place to stay and to relax. The beds were so comfy. The showers are updated fixtures and lots of linen and towels available. Location was fantastic!!! Thank you!!!!! Appreciate his kindness and welcoming us the moment I contacted him. It made it so nive to be a short drive to the airport when leaving at 4am in the morning.

Comfortable 4/2 Private Home Walk to Bch Hot tub!
Saying this was the best airbnb I have stayed in would be an understatement! I would recommend this place to anyone , Lance was very welcoming, was able to accommodate us in less than 4-5 hours after having to move out of a terrible bnb prior to this one. He even reached out personally to meet us once we booked. House was very clean and organized. very spacious for a big family . if i could leave more than 5 stars I would . This house felt just like home! Will definitely book again if we ever come back

Stunning gardens! Spa and heated pool
Blake was great. Very responsive. Had a handyman out the next day when we had a problem with the door locks. Video explanations of things were helpful. Also very nice to have extra supplies like trash bags when most places only leave 2 for a week long stay. Also helpful to have plastic wrap, sandwich bags and spices for cooking and leftovers for the families that can't afford to eat out every night. Lots of wildlife to see in the backyard oasis. Highly recommend!

Entire small guest house - walk to water
My husband and I thought place was great! We always go away with our kids, but finally decided to have husband/wife time…. It was awesome! Very private and peaceful area…We loved that it was totally private and spacious…. Super cool place.. We.ll be back!
Family- and pet-friendly home rentals

Breathtaking Pool Home and Backyard by Wilton Mnrs
What an amazing host and fantastic property. Communication was prompt and professional. The host really worked with us to help us to make our experience a great stay! We would stay again and highly recommend this property!

"LIL" PARADISE BY THE SEA
The location and apartment was great. Everything was within walking distance which was a great plus. The apartment was very clean and spacious. Had a great time staying here.

Grab Flip Flops & Wine Glasses ✦ RELAX ✦ Welcome!
We had a great stay at Mike and Karin's. It had everything my husband and I needed for a comfortable stay. We made use of the beach chairs and umbrella, which was so helpful. We had a car, but the neighborhood is very walkable. The bed was comfortable, as was the rest of the house. This is a very cute older bungalow, but it is extremely comfortable and the backyard and pool are very private and we enjoyed spending time there as well. Would definitely return and highly recommend.

Cozy 1BR Retreat with Patio, Free Parking & Wi-Fi
I loved the private outdoor living space. Very quiet and comfortable.

Wonderful Home in the heart of Wellington
Great location for the Winter Equestrian Festival. Nice sidewalks in and around the neighborhood for exercise. Loved that there were teabags in addition to coffee pods.

• The Captain's Quarters • Home + Guesthouse
Had a great stay! Everyone in my party of 11 enjoyed the property and the amenities. The theme is very cool and elevates activities on premises. The hosts were fantastic and extremely responsive. Would recommend!

Charming Beach House with Pool! Great location!
Thank you, Sheila! The house was perfect for our relaxing vacation. We could not have asked for more!

Tropical, 2BR, Dog-Friendly Cottage w/ Plunge Pool
Great place. Nice backyard and great to have a reserved parking spot behind the house!
Family-friendly home rentals with a pool

3B Pool Home, King Bed-Priv.Yard-Grill & EVCharger
Everything was nice! Communication from the hosts were great. 10/10 highly recommended! The kids really enjoyed the pool!

Private Tropical Pool Home!
The greatest family vacations ever, beautiful private pool, stylish pretty home. All from my family can only say "thank you Jane so much" and we hope we will be able to return soon.

4BR Heated Pool Home w/ Tiki Hut!
As perfect as anyone could expect. One minor issue that im sure they were not aware of but jumped to correct it. Two of the most important things for is is there was nothing misleading about the property description and the communication couldn't have been better.

Private Pool | King Bed | BBQ & Hammock
Christina’s place was absolutely lovely! The pool was perfect, and the backyard felt like a little oasis—so peaceful and relaxing. The interior was exactly as expected, super comfortable, and had everything we needed. We had such a great time and would definitely stay again. Highly recommend!

Historic Pool Home close to beach and downtown
This is a hidden gem. I only wished that we had booked it for a longer stay. The house was very clean and comfortable with a serene atmosphere in the backyard area with a tropical 🏝️ feel around the pool. The host was very responsive and accommodating.

The Oasis @ Hollywood, FL (3 miles to the beach)
Excellent comfortable home and wonderful responsive host. One hundred percent would stay again

Private Oasis Pompano - WALK- 2-BEACH 0.7 miles!!!
We really like the place, quiet neighborhood. Close to the beach and stores.

2Bdrm/1Bth Waterfront. Wilton Manors. Private Pool
Very spacious for a couple, we felt right at home. Comfortable, well decorated and nicely equipped. Peaceful and private. Fernando was good communicating and helpful. Many thanks R & S
Quick stats about vacation rentals that are family-friendly in Highland Beach
Total rentals
40 properties
Nightly prices starting at
ﺩ.ﺇ404 before taxes and fees
Total number of reviews
1.1K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Bayfront Park
- Miami Beach Convention Center
- Hard Rock Stadium
- Miami Design District
- Broward Center for the Performing Arts
- Port Everglades
- Key Biscayne Beach
- Rapids Water Park
- Trump National Doral Miami
- Crandon Beach
- Hobie Island Beach Park North
- Biltmore Golf Course Miami
- Ocean Terrace Public Beach
- Boca Dunes Golf & Country Club
- Frenchman's Creek Beach & Country Club
- West Palm Beach Golf Course
- Gulfstream Park Racing and Casino
- Rosemary Square
- Miami Beach Golf Club
- Oleta River State Park
- Anne Kolb Nature Center
- Lion Country Safari
- Bear Lakes Country Club
- Delray Public Beach