
Family-friendly holiday rentals in Hillsborough County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Hillsborough County
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Popular amenities for Hillsborough County family-friendly rentals
Family-friendly home rentals with a hot tub

Multi-Award Winning & Top 5% Rated on Airbnb 2025
Great location, Jason’s eye to detail was perfect. He was responsive to every call. The house was absolutely beautiful. It was a peaceful time and minutes from the stadium and Ybor

Spacious Home Solar-Heated Pool and Spa
Great value!! We loved the pool area and very quiet neighborhood!

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens
Overall our stay was great! Jeff was very responsive, and left us a lot of recommendations for local restaurants. The house was very clean and the pictures accurately reflected how to house looked. The only downsides were the large bugs that somehow got in the home. There were 3 occasions this happend but they seemed harmless. The net around the pool had a tear in it allowing spiders and lizards inside of the pool area but they stayed around the outside of the pool so we could avoid them.

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
Just like the photos! Beautiful and comfortable for our stay… Love the location, close to everywhere we wanted to go! Comfortable bed, the couch could use some updating. The pool is very warm, but a nice spot to hang out. Didn’t get to see any dolphins 😞 Overall, enjoyed our stay, will definitely be back!

Rooms with a Pool
my husband and I took our 3 kids here for memorial day weekend. the house in a nice quiet and clean neighborhood which we loved. we only had one problem when we arrived which was the AC was out and in Florida that can be a huge problem. but we let the host know right away and they called someone to fix it. we cooled off in their beautiful pool until it was fixed and before we went to bed we had a cool house. so thank you for your prompt response in getting that fixed. other than that the house is truly a gem. very clean, great amenities and the guidebook was a wonderful addition! my kids really enjoyed the pool and hot tub and the place is very spacious where we had our room. they pretty much had everything you could think of product wise so we didn't need to get much for our stay. we are from Florida but we don't visit Tampa often but this is a place we know we will come to visit again for sure!!! thank you Aaron and Sophie for making my family vacay and wonderful one!!

Beautiful and spacious condo centrally located
Alexandra was easy to communicate with, especially since I had made a change to the reservation. My daughter lives in the complex, and when there is overflow family visiting Tampa, I will definitely book this place again.

The Oasis
Russell’s place was just as described. The bay of the bay was beautiful! This condo was within short driving distances of many great local beaches and restaurants. It had all the amenities, linens, and other items needed to make our stay perfect. Russell checked in with us prior to our stay, during and after.

The Guest House at Riverbend Retreat Fla.
She was an amazing host, and the place was super nice and peaceful
Family- and pet-friendly home rentals

Tiny rental +patio+BBQ+2bikes+Parking- great area!
It was exactly what I needed while checking out the area

Beach 5-Min (Near Tampa & Clearwater)
great location far enough away from the chaos, but close enough to be enjoyable. great place for morning walks too.

Hyde Park Tree House, Tampa, FL - Great location
Great place to stay. Clean and convenient to Hyde. Would def stay there again.

Our Gemini Place: Comfort & Charm in Old Tarpon
Gemini place was a real gem. Home was as described. Very roomy, very clean, decor top notch, very comfy and home like feel. Easy walking distance to Spring Bayou, Sponge Docks, shops and restaurants. Less than 50 years to a very spiritual moving shrine, St Michael’s. Very clean and safe neighborhood too. We absolutely loved the home and location.

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!
My stay at Stephanie's property was very pleasant. I never had to call her. Everything at her property is excellent. The house is spectacular, the pool was GREAT!!!, and the fire pit was the best. I have no hesitation in recommending her property. Thank you, Stephanie!

Tiny House Downtown St.Pete: Surprisingly Spacious
Great stay at Alex's place. It was exactly as described. Walkable, safe area. I initially was concerned about the street parking, but Alex explained it completely and it was never a problem. I would definitely stay again.

Private & Cozy Tiny Home/Cottage
Everything was great! I loved the decorations! Thank you for having me!

Lovely Guesthouse
Loved our stay at this charming cottage. Very happy with the choice of this airbnb. We recommend it highly. I'm a tv lover...and the Direct TV was a bonus. Thanks for your hospitality!
Family-friendly home rentals with a pool

SWEET BEACH RETREAT - REDINGTON BEACH FLORIDA
Perfect location, 4 minutes walk to beach. Nice, clean and worn swimming pool. Quiet area. Room was clean and comfortable. All needed for beach life. Fully equipped convenient kitchen.

Tampa Events & Suite w/WtrFrt Bay & Sunset Views
Such an awesome place to stay with amazing views. Clean and had extra essentials which makes it nice. Loved the fan and TV above the bed and the large shower. I traveled alone and felt completely safe. I would definitely stay again.

Gulf view Condo with pool in Clearwater/St. Pete
I stayed for 5 nights at this Airbnb, it was easy to find and get into with the pictures and thorough instructions! When I walked in everything was just like the pictures and it was very clean and comfortable. It is small like she says but it worked perfectly for my friend and I. The walk to the beach is super close and the trolley system is really helpful if you can’t or don’t want to drive to nearby places. The host was very friendly and responsive, I would definitely recommend staying here and would go back!

Renovated Condo! Across the Street From The Beach
being 7 months pregnant this place was perfect for a quick baby moon! the beach is just a walk across the street, plenty of restaurants less than a 5 minute drive and had everything we needed for the beach as well.

Spacious Modern Retreat for Family Fun Near Tampa!
This is the second time I have stayed here. Great location and the host is very responsive.

POOL VIEW IN A MODERN CONDO - Feel at Home
We loved our stay! The hosts were great at communicating with us. Very clear instructions. Place was just like the photos. Very enjoyable stay!

☼ BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES
We enjoyed our stay here ! There was a lot of room for the 5 of us. Everything you will need is in the home. The gated community felt safe. The area is perfect only a 7 minute drive to beach ! The pool was beautiful and nice. Do note this condo is on the 3rd floor and has stairs only. It was not a issue for us ! Parking was not a issue , plenty of spaces. Check in and out was easy no issues. We would definitely book with Agnes and Paul again in the future :)

Waterfront Modern Chic #1 Clearwater Beach
My family and I had such an amazing time staying at Lina's place! The apartment is even more beautiful than the picture suggest. It was absolutely spotless and we had such a nice time hanging in the pool as well as sitting out back and watching the boats go by. The beach is a quick 5 minute walk away as well as several other dining spots. Would love to come back again soon!
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- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Public Beach
- Dunedin Beach
- John's Pass
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Reunion West
- Gulfport Beach Recreation Area
- ChampionsGate Golf Club
- North Beach
- Fort De Soto Park
- Island H2O Water Park
- Vinoy Park
- Jannus Live
- Streamsong Resort
- Tampa Theatre
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
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