Family-friendly vacation 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 favorite
The living room features a dark wood entertainment center adorned with family photos and decorative items. Two brown leather sofas are positioned around a circular coffee table, which holds colorful decorative eggs. A lamp provides soft lighting beside a window with shutters.
Home in Tampa
5 out of 5 average rating, 187 reviews

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

LandonRating, 5 stars1 month ago
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!
Top guest favorite
The exterior of a charming blue beach house is surrounded by lush palm trees and vibrant landscaping. A spacious front yard features a green lawn and neatly trimmed bushes, while a driveway accommodates parked vehicles. Sunlight filters down, creating a warm atmosphere.
Home in Clearwater Beach
4.97 out of 5 average rating, 118 reviews

THE HOUSE - 32 Steps to the Beach - Beautiful Clearwater Beach Home just across from the Beach - Drive to your door.

CynthiaRating, 5 stars3 weeks ago
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!
Superhost
The exterior of the house is showcased, featuring a combination of light stone and bold pink accents. A spacious driveway leads to a two-car garage, while a well-maintained lawn with greenery complements the inviting entrance.
Home in Largo
4.79 out of 5 average rating, 425 reviews

Spacious Home Solar-Heated Pool and Spa

ValerieRating, 5 stars1 month ago
Great value!! We loved the pool area and very quiet neighborhood!
Guest favorite
An aerial view of a modern two-story home surrounded by lush greenery and palm trees, with a backdrop of tranquil water. The property's landscaping features a paved driveway leading to the entrance, while nearby boats are docked along the shoreline.
Home in Seminole
4.95 out of 5 average rating, 292 reviews

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

AbigailRating, 5 stars1 month ago
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.
Top guest favorite
A spacious living area is furnished with a large sectional sofa and additional seating, centered around a rustic coffee table. Large windows provide natural light, while a ceiling fan adds comfort. An open layout connects to a dining area and kitchen in the background.
Home in Tarpon Springs
4.96 out of 5 average rating, 362 reviews

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

DavidRating, 5 stars1 week 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.
Guest favorite
A spacious rooftop terrace features a seating area with richly woven wicker furniture and bright red cushions. A square fire pit table sits at the center, while a gas BBQ grill is positioned nearby. The area is enclosed by a glass railing, offering views of the intracoastal waterways.
Condo in Clearwater
4.93 out of 5 average rating, 146 reviews

Beautiful Townhome with Private Rooftop & Hot tub

MaureenRating, 5 stars2 weeks ago
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!
Top guest favorite
The townhome exterior showcases a contemporary design with multiple levels, large windows, and a light color palette. Two palm trees and well-maintained landscaping flank the front, while a paved driveway connects the three garage doors under the building. The blue sky provides a vibrant backdrop.
Townhouse in Clearwater
4.99 out of 5 average rating, 195 reviews

BEACHSIDE BLISS

RobynRating, 5 stars2 days ago
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+!
Top guest favorite
An aerial view showcases the property nestled among lush greenery along the Alafia River. A spacious yard is bordered by trees, and a covered pool area is visible. The river reflects the surrounding landscape, contributing to the tranquil setting of the retreat.
Guest suite in Riverview
4.99 out of 5 average rating, 141 reviews

The Guest House at Riverbend Retreat Fla.

DanielRating, 5 stars2 weeks ago
She was an amazing host, and the place was super nice and peaceful

Family- and pet-friendly home rentals

Top guest favorite
The exterior view features a well-maintained landscape with palm trees and lush greenery. A brick border outlines a mulched garden bed, enhancing the curb appeal. The entrance is flanked by a two-car garage, offering convenient parking. Sunlight brightens the scene on a clear day.
Home in Largo
4.97 out of 5 average rating, 130 reviews

Crescent Beach House Pet friendly

HeatherRating, 5 stars1 month ago
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.
Top guest favorite
A dining area is showcased with a white table set for four, featuring floral tableware and a decorative centerpiece. A large window allows natural light to illuminate the space, which is complemented by a cozy seating area in the background and a TV mounted on the wall.
Cottage in Dunedin
4.96 out of 5 average rating, 206 reviews

Adorable Dog-Friendly Cottage in Quaint Dunedin

MicheleRating, 5 stars3 weeks ago
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!!
Guest favorite
The entrance features a white gate leading to a small front porch. Surrounding greenery and colorful plants are positioned along the walkway. Two windows with shutters provide natural light to the entryway, complemented by a decorative flamingo and a welcoming doormat.
Home in Tarpon Springs
4.93 out of 5 average rating, 129 reviews

Our Gemini Place: Comfort & Charm in Old Tarpon

BeckyRating, 5 stars2 weeks ago
Great location, within walking distance of food and entertainment.
Guest favorite
A cozy living area features a blue sofa paired with a black ottoman and a small blue side table. A potted plant sits on the table, and a colorful wall art piece is displayed nearby. Natural light filters through two windows with blinds.
Guesthouse in St. Petersburg
4.85 out of 5 average rating, 484 reviews

Cute home in historic neighborhood

NairRating, 5 stars2 weeks ago
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.
Superhost
The pool area features a curved swimming pool surrounded by vibrant greenery and palm trees. Several lounge chairs are arranged on the side. The area is enclosed by a white fence, providing a sense of privacy.
Apartment in Largo
4.78 out of 5 average rating, 282 reviews

Mini-Golf 2/1 with Heated pool.

MorganRating, 5 stars3 weeks ago
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.
Guest favorite
A vibrant tropical backyard is presented with a small dipping pool surrounded by colorful lounge chairs. A spacious cabana with bar area overlooks the pool, while lush palm trees create a relaxing atmosphere. The private bungalow is visible in the background, enhancing the vacation setting.
Home in St. Petersburg
4.97 out of 5 average rating, 192 reviews

Surf’s UP! Pool, Cabana & Poolside bungalow!

MarandaRating, 5 stars2 weeks ago
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!
Top guest favorite
The exterior of a bungalow is surrounded by lush tropical greenery, featuring large leaves and colorful plants. A bright blue wall enhances the entrance, which is flanked by a window. A gravel pathway leads to the door, contributing to a serene environment.
Bungalow in Indian Shores
4.93 out of 5 average rating, 214 reviews

Private Beach 2BR Bungalow *heated POOL* PETS ok

StephanieRating, 5 stars1 week ago
Great place to stay. Girls trip. We were on the beach every morning by 10 am. Very peaceful.
Superhost
An open living and dining area is visible, featuring a light-colored tiled floor. A modern dining table with mixed metal chairs occupies the space. Comfortably arranged seating includes a sofa and decorative accessories, with natural light filtering through windows and a ceiling fan above.
Home in Tampa
4.82 out of 5 average rating, 207 reviews

Family Getaway/ King/Queen Beds/ Parking+Safe

Doug And DebraRating, 5 stars3 weeks ago
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

Top guest favorite
A private pool is surrounded by a spacious deck, featuring a light blue surface. The two-story guest house is visible in the background, equipped with a spiral staircase leading to the upper level. Lush green trees provide a natural backdrop.
Guesthouse in St. Petersburg
4.9 out of 5 average rating, 326 reviews

Carriage House in North St. Pete

GraceRating, 5 stars2 weeks ago
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!
Guest favorite
A rectangular swimming pool is visible, surrounded by a paved area with lounge chairs and tropical landscaping. Palm trees provide shade, and a balcony railing frames the view, enhancing the sense of openness to the outdoors. Nearby buildings are visible in the background.
Condo in Redington Shores
4.82 out of 5 average rating, 153 reviews

Beach Studio 5

BriannaRating, 5 stars10 months ago
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!
Superhost
A covered swimming pool area features a clear and inviting pool, surrounded by a spacious patio with tiled flooring. Large glass doors allow natural light to flood the space, while lounge chairs are positioned nearby, offering a comfortable spot to relax.
Home in Dunedin
4.78 out of 5 average rating, 129 reviews

House of Relaxation

GracieRating, 5 stars3 weeks ago
Great home with everything we needed, we really enjoyed our stay!!
Guest favorite
A balcony view features a decorative string of shells and a sign reading 'The Beach.' In the background, well-maintained landscaping and a sparkling swimming pool are visible, with a two-story condo complex providing a pleasant backdrop under a clear blue sky.
Condo in Clearwater
4.93 out of 5 average rating, 119 reviews

POOL VIEW IN A MODERN CONDO - Feel at Home

AmyRating, 5 stars1 month ago
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!
Superhost
A serene sleeping area features a spacious bed adorned with crisp linens and decorative pillows, with soft light filtered through nearby curtains. An inviting pool area with a clear blue water reflects surrounding greenery, while the exterior showcases a charming house framed by a well-maintained lawn.
Bungalow in Largo
4.84 out of 5 average rating, 129 reviews

Charming Bungalow w/ Heated Pool - 10 min to beach

ShabnamRating, 5 stars2 weeks ago
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!!
Guest favorite
A heated pool is enclosed by a screened lanai, featuring a unique shape with a brick border. Lounge seating is present around the pool, while a hammock is visible in the background. The tranquil area is surrounded by high wooden fencing for privacy.
Home in Tampa
4.92 out of 5 average rating, 208 reviews

Rooms with a Pool

SaraRating, 5 stars3 weeks ago
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.
Guest favorite
Apartment in Indian Shores
4.89 out of 5 average rating, 314 reviews

Barefoot Beach Resort Gateway in Indian Shores FL

ChristopherRating, 5 stars3 weeks ago
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 😊
Guest favorite
Home in Clearwater
4.86 out of 5 average rating, 203 reviews

Spacious FamilyFriendly home, Large Saltwater Pool

MichelleRating, 5 stars10 months ago
We were very happy with our stay The home was beautiful and has plenty of room. Thank you Lisa

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