
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
10/10 recommend this place. Extremely nice. The back yard is its own little paradise. Jason and Neil are easy to work with and are very nice. Will be back whenever I come back to Tampa!

THE HOUSE - 32 Steps to the Beach - Beautiful Clearwater Beach Home just across from the Beach - Drive to your door.
This was our 2nd stay and it was just as pleasant as the first time! The extremely short walk right across the street to the beach, quiet neighborhood, less crowded section of the beach, along with the close proximity to restaurants makes it the perfect little getaway! It's probably the most well stocked home with everything you can think of needing (including both a hot pot and tea pot for your tea, beach towels, beach chairs, wagons, boogie boards ECT) It's a clean, comfortable place that makes us feel right at home. We also love the option of the hot tub to relax in for the evening. The hosts are very kind/helpful. It's the perfect little beach getaway. Thank you again! This place has a special place in our hearts. Happy memories made!

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

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms
The house was well stocked and very clean. The pool was at a perfect temperature and also clean. Location was great, close to many restaurants and beaches. Great for a family vacation with little ones. The host was very friendly and easy to communicate with. The only downside (to be expected) is the number of biting bugs in the morning/evening - there were no outdoor screened in areas, and there were a lot of raccoons that came into the backyard at night. Not a great place to spend nights outside, but this is discouraged by the host understandably, as the house is in a neighborhood with mostly locals. All in all it was a great experience and we would recommend it to friends/family, and stay again.

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.

Beautiful Townhome with Private Rooftop & Hot tub
This is the second year we stayed at Jade's place for our girls' trip. The location is perfect for walking to the beach or bars and restaurants. Access through the keypad was very easy and convenient. There is an elevator that will stop at every level and that was so convenient for bringing our stuff up and down from the bedrooms or even bringing our games and snacks up to the rooftop in the evenings. Overall the experience was great. Thank you Jade!

BEACHSIDE BLISS
We had a great family vacation at George’s. It had everything we needed. There was a small misunderstanding and George responded promptly and quickly resolved the situation. Hospitality A+!

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

Crescent Beach House Pet friendly
This was the perfect location for our family. We loved the proximity to the beach and restaurants. The place was clean and well stocked. Would love to come back.

Adorable Dog-Friendly Cottage in Quaint Dunedin
Barbara was a great host. She responded so quickly to my questions. Her cottage was immaculate, organized and had everything you would need to feel like you were at home. Location was walking distance to downtown and the Pinellas County Trail was across the street. It was great to be able to have our dog with us. Fenced in area to let him out. Barbara even had dog treats!!

Our Gemini Place: Comfort & Charm in Old Tarpon
Great location, within walking distance of food and entertainment.

Cute home in historic neighborhood
Very nice place! It had everything we needed and Jeff was kind enough to include recommendations of local options. We had two cars and thankfully could fit both in the assigned parking spot. Nicely located. Quick walk to a supermarket and a few cafes and shops. A bit of a longer walk to the downtown area but just a few minutes by car. Overall very happy with our stay.

Mini-Golf 2/1 with Heated pool.
Really accommodating hosts!!! The place was cute and the backyard is absolutely gorgeous, the best part of this stay. Ac works well thank goodness; The beds are comfortable but the sheets stay very hot. Place is clean enough to feel at home, the only thing I would say is the floors ( i have a crawling child so this stood out to me) could use a deep clean but were still obviously mopped so it was acceptable. There are most beach supplies which is so helpful, we left some sand toys. This is very family oriented stay and was wonderful with a toddler. We recommend montys pizza near here (really good pizza and a retro environment10/10) If you plan to cook often the kitchen has plenty of dishes and enough supplies to get the job done, and a regular coffee maker ( i hate k cups lol) i do hope to stay here again.

Surf’s UP! Pool, Cabana & Poolside bungalow!
What an excellent little place with so many well thought out details! We enjoyed our stay and nothing was lacking! Will definitely look to stay at your properties in the future!

Private Beach 2BR Bungalow *heated POOL* PETS ok
Great place to stay. Girls trip. We were on the beach every morning by 10 am. Very peaceful.

Family Getaway/ King/Queen Beds/ Parking+Safe
We were in Tampa for my son's graduation from UT. The location was very convenient to everything we had planned. Clean and comfortable, really enjoyed having the private back yard and parking for our cars. One suggestion is to bring paper plates and cups since there is no dishwasher if you plan on cooking. Would recommend, thanks Aaron for sharing!
Family-friendly home rentals with a pool

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!

Beach Studio 5
Such a beautiful stay and so close to the beach! The place was equipped with everything you could need! Will definitely be staying here again!

House of Relaxation
Great home with everything we needed, we really enjoyed our stay!!

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!

Charming Bungalow w/ Heated Pool - 10 min to beach
Loved loved this airbnb! The pool was spectacular , the heated feature definitely a plus. Plenty of space and the surrounding neighborhood was quiet and peaceful. Definitely coming back in the future!!

Rooms with a Pool
Thank you for making my family right at home. Everything was wonderful, clean, peaceful. Our stay was quick. The pool/ jacuzzi was refreshing and surrounding area clean. Overall house was very clean, exceeded our expectation and in a great location. Would definitely stay here again.

Barefoot Beach Resort Gateway in Indian Shores FL
We had a enjoyable stay, communication was great with the host and very informative with what we needed to know...from checking in to parking to checkout etc very smooth. We will visit again. Thank you 😊

Spacious FamilyFriendly home, Large Saltwater Pool
We were very happy with our stay The home was beautiful and has plenty of room. Thank you Lisa
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- Anna Maria Island
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- John's Pass
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- Raymond James Stadium
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- Tampa Theatre
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- Streamsong Resort
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