
Family-friendly vacation rentals in Hillsborough County
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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
This airbnb was absolutely stunning....It had everything you could imagine to be able to enjoy your stay ..One thing they dont mention is the dolphins in the ocean that swim right up to the pool area several times a day.. The host Valerie was outstanding in making sure our stay was awesome...One day the pool was down , but Valerie made sure she accomdated us...Top notch customer service...We would recommend her Airbnb...You will be completely satisfied...

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 condo was extremely clean, newly remodeled, and he was very responsive to our needs!! Helped us out so much! We would definitely come back! Thank you Russell

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

Hyde Park Tree House, Tampa, FL - Great location
Peaceful treehouse in the heart of Hyde Park. The location is great, bed very comfortable and we enjoyed the screened porch .

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.

Our Gemini Place: Comfort & Charm in Old Tarpon
This is a very lovely place in the perfect location!! A truly great place to stay!! We would absolutely stay here again on our next trip to Tarpon Springs!!

Cute home in historic neighborhood
The place was cozy, comfortable, and a great value overall. Clean and well-equipped, working AC, fresh sheets, clean kitchen and bathroom, and enough supplies for a short stay. I did find a dead roach when we arrived, but being from Florida, that’s not shocking and didn’t bother me. If you're super particular about spotless perfection, you might notice minor things, but nothing that impacted our comfort. The neighborhood is clearly mid-gentrification so you may see some characters around; I came across a homeless person sleeping in the nearby playground one morning while walking my dog. That said, I never felt unsafe (as a 6 foot tall guy) and it seemed like a “keep to yourself and you’re fine” kind of area. I took my daughter to the playground another day without issue. The best part is the location: 5 min drive (or 10 min scooter ride) to Central Ave, for great bars and restaurants and a 10 min or less drive to the waterfront area.

Resort Pool Home with Pool Cabana 🏝6 MIN to BEACH-
Stephanie and her team accommodated a very last minute trip for my children and myself. The property was great and exactly what we needed. The house was right next to the beach. She also provided all the beach supplies we would need which was fantastic. Everyone had their own space and the decor was great! Will definitely be coming again!!

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!

Paradise Cottage Largo Beaches 1 mile $89 private
There are so many things I could say about our stay at Paradise Cottage and our hosts Michael and Ron. There are not enough adjectives to describe how nice, kind, wonderful and accomodating the property was. My sister and I spent several days there helping my nephew move into an apartment nearby. The cottage was very quaint and well appointed. The towels in the bathroom were plush and had all the supplies we needed. The added touches of the oranges, coffee, bagels were a pleasant surprise. They even had beach gear for us to use. I cannot say enough about how wonderful our hosts were and they really made us feel welcome. We hope to come back and visit them soon.
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.

Carriage House in North St. Pete
We had a wonderful stay here! It was very close to everything we wanted to do and their hospitality was phenomenal. We hope to come back and stay again sometime!

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.

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.

BEACHFRONT Condo - Belleair Beach Club - RENOVATED
Mathew's place was exactly what I needed. Calm, quiet and very peaceful. I didn't hear the neighbors the whole time I was there. The beach was literally right out the window. So getting down there was very easy. Having a beach chair, cooler and bag in the condo was very convenient. The condo was very clean and homey. I liked being able to cook for myself and never having to leave the complex. I will definitely stay here again!!

POOL VIEW IN A MODERN CONDO - Feel at Home
We had an amazing stay. We loved all the amenities. The condo was gorgeous. A super comfortable bed and pillows. Shower pressure was great and plenty of hot water. It was nice to have a washer and dryer in the unit. The kitchen was well equipped and convenient for breakfast and lunch. We went out to dinner every night because there are so many great restaurants in Clearwater and the surrounding communities. Thank you for allowing us to stay at such an amazing place!

Private Beach Bungalow 1BR *Heated POOL**PETS ok
We recently wrapped up an AMAZING stay at The Lobster Beach Bungalow. Everything was as described- charming ‘old Florida’ feel and close proximity to the beach (50 steps). It felt like a miniature resort. We got to meet other vacationers staying at the other bungalows, which was pretty cool. We were even able to enjoy the pool on a day where the gulf waters were a little rougher. There are a lot of eateries within walking distance. We tried a different coffee shop every morning- yum! The bungalow itself was comfortable and had everything we needed for a great stay. The kitchen had we could have desired should we have decided to eat in. Too many yummy local eateries for that for us though! We also loved being able to have our fur babies with us, as no vacation is complete without our whole family. We look forward to returning next year with some extended family to experience this peaceful paradise. Thank you, Liz, for creating a place that feels like home away from home!

Comfortable Home w/Private Pool
Matthew was great to work with and we thoroughly enjoyed our stay at his place! If you need a place within walking distance of some beautiful parks, within driving distance of the beach, close to some fantastic restaurants, and with a pool to relax in in the evenings, then this is the place for you!
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- Anna Maria Island
- Weeki Wachee Springs
- Dunedin Beach
- Anna Maria Public Beach
- John's Pass
- Bean Point Beach
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Reunion West
- Gulfport Beach Recreation Area
- Vinoy Park
- ChampionsGate Golf Club
- North Beach
- Fort De Soto Park
- Island H2O Water Park
- Streamsong Resort
- Tampa Theatre
- Jannus Live
- Curtis Hixon Waterfront Park
- ZooTampa at Lowry Park
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