Family-friendly holiday rentals in Hillsborough County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Hillsborough County family-friendly rentals

Family-friendly home rentals with a hot tub

Top Guest favourite
Home in Tampa
5 out of 5 average rating, 188 reviews

Multi-Award Winning & Top 5% Rated on Airbnb 2025

TheresaRating, 5 stars1 week ago
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
Superhost
Home in Largo
4.79 out of 5 average rating, 425 reviews

Spacious Home Solar-Heated Pool and Spa

ValerieRating, 5 stars2 months ago
Great value!! We loved the pool area and very quiet neighborhood!
Top Guest favourite
Home in Tarpon Springs
4.96 out of 5 average rating, 362 reviews

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens

DavidRating, 5 stars3 weeks ago
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.
Top Guest favourite
Condo in St. Petersburg
4.98 out of 5 average rating, 268 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

SarahRating, 5 stars1 week ago
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!
Guest favourite
Home in Tampa
4.92 out of 5 average rating, 211 reviews

Rooms with a Pool

About1AriesRating, 5 stars3 weeks ago
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!!
Guest favourite
Condo in Tampa
4.8 out of 5 average rating, 117 reviews

Beautiful and spacious condo centrally located

CindyRating, 5 stars2 weeks ago
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.
Guest favourite
Apartment in St. Petersburg
4.9 out of 5 average rating, 171 reviews

The Oasis

CherieRating, 5 stars1 week ago
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.
Top Guest favourite
Guest suite in Riverview
4.99 out of 5 average rating, 142 reviews

The Guest House at Riverbend Retreat Fla.

DanielRating, 5 stars1 month ago
She was an amazing host, and the place was super nice and peaceful

Family- and pet-friendly home rentals

Guest favourite
Tiny home in St. Petersburg
4.79 out of 5 average rating, 248 reviews

Tiny rental +patio+BBQ+2bikes+Parking- great area!

AmandaRating, 5 stars3 weeks ago
It was exactly what I needed while checking out the area
Guest favourite
Home in Seminole
4.96 out of 5 average rating, 123 reviews

Beach 5-Min (Near Tampa & Clearwater)

BrittneyRating, 5 stars6 days ago
great location far enough away from the chaos, but close enough to be enjoyable. great place for morning walks too.
Guest favourite
Guesthouse in Tampa
4.85 out of 5 average rating, 340 reviews

Hyde Park Tree House, Tampa, FL - Great location

WilliamRating, 5 stars1 month ago
Great place to stay. Clean and convenient to Hyde. Would def stay there again.
Guest favourite
Home in Tarpon Springs
4.93 out of 5 average rating, 133 reviews

Our Gemini Place: Comfort & Charm in Old Tarpon

MahlonRating, 5 stars3 days ago
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.
Top Guest favourite
Home in St. Petersburg
4.9 out of 5 average rating, 376 reviews

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!

EdgarRating, 5 stars3 weeks ago
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!
Guest favourite
Home in St. Petersburg
4.92 out of 5 average rating, 289 reviews

Tiny House Downtown St.Pete: Surprisingly Spacious

JanetRating, 5 stars3 weeks ago
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.
Guest favourite
Guesthouse in St. Petersburg
4.85 out of 5 average rating, 845 reviews

Private & Cozy Tiny Home/Cottage

HadleyRating, 5 stars2 weeks ago
Everything was great! I loved the decorations! Thank you for having me!
Top Guest favourite
Guesthouse in Gulfport
4.93 out of 5 average rating, 296 reviews

Lovely Guesthouse

KarenRating, 5 stars1 month ago
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

Guest favourite
Condo in Redington Beach
4.9 out of 5 average rating, 163 reviews

SWEET BEACH RETREAT - REDINGTON BEACH FLORIDA

TatyanaRating, 5 stars3 weeks ago
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.
Guest favourite
Condo in Tampa
4.93 out of 5 average rating, 400 reviews

Tampa Events & Suite w/WtrFrt Bay & Sunset Views

SheilaRating, 5 stars1 month ago
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.
Guest favourite
Condo in Redington Beach
4.81 out of 5 average rating, 211 reviews

Gulf view Condo with pool in Clearwater/St. Pete

MacieRating, 5 stars4 days ago
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!
Guest favourite
Condo in Indian Rocks Beach
4.96 out of 5 average rating, 116 reviews

Renovated Condo! Across the Street From The Beach

RachaelRating, 5 stars1 month ago
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.
Guest favourite
Home in Riverview
4.81 out of 5 average rating, 186 reviews

Spacious Modern Retreat for Family Fun Near Tampa!

ChiriseRating, 5 stars2 weeks ago
This is the second time I have stayed here. Great location and the host is very responsive.
Guest favourite
Condo in Clearwater
4.93 out of 5 average rating, 120 reviews

POOL VIEW IN A MODERN CONDO - Feel at Home

CassandraRating, 5 stars3 weeks ago
We loved our stay! The hosts were great at communicating with us. Very clear instructions. Place was just like the photos. Very enjoyable stay!
Superhost
Apartment in Clearwater
4.89 out of 5 average rating, 120 reviews

☼ BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES

TrishRating, 5 stars2 weeks ago
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 :)
Guest favourite
Apartment in Clearwater
4.89 out of 5 average rating, 217 reviews

Waterfront Modern Chic #1 Clearwater Beach

MichaelRating, 5 stars1 week ago
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!

Destinations to explore