Family-friendly vacation rentals in Hillsborough County

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

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, 188 reviews

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

TheresaRating, 5 stars1 day 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
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 stars2 months ago
Great value!! We loved the pool area and very quiet neighborhood!
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 stars2 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 favorite
A serene balcony offers a view of the waterfront, with two green chairs and a glass table positioned to enjoy the scenery. Palm trees are visible in the foreground, and the calm water reflects the bright blue sky, creating a tranquil outdoor space.
Condo in St. Petersburg
4.98 out of 5 average rating, 267 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

KellyRating, 5 stars1 week ago
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...
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, 211 reviews

Rooms with a Pool

About1AriesRating, 5 stars2 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 favorite
A living room features a comfortable sectional sofa positioned beside a glass coffee table. Natural light enters through large windows, illuminating a cozy reading area with a rocking chair. The walls display a colorful piece of artwork, and a ceiling fan enhances the airy atmosphere.
Condo in Tampa
4.8 out of 5 average rating, 117 reviews

Beautiful and spacious condo centrally located

CindyRating, 5 stars1 week 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 favorite
A balcony area features a round wooden table surrounded by two chairs, one woven and one metal. A decorative piece is displayed on the wall, with two fishing poles leaning against the balcony railing overlooking the water and marina.
Apartment in St. Petersburg
4.9 out of 5 average rating, 169 reviews

The Oasis

NicoleRating, 5 stars1 week ago
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
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 stars3 weeks ago
She was an amazing host, and the place was super nice and peaceful

Family- and pet-friendly home rentals

Guest favorite
A charming guest house is surrounded by lush tropical foliage, featuring a stone-bordered pond in the foreground. The structure is painted in a muted grey, with a staircase leading to the upper level, inviting relaxation in a serene outdoor setting.
Guesthouse in Tampa
4.85 out of 5 average rating, 339 reviews

Hyde Park Tree House, Tampa, FL - Great location

HeatherRating, 5 stars1 month ago
Peaceful treehouse in the heart of Hyde Park. The location is great, bed very comfortable and we enjoyed the screened porch .
Guest favorite
An open living area features a spacious gray sectional sofa facing a mounted flat-screen TV. The kitchen, visible in the background, showcases dark wood cabinetry and stainless steel appliances. Bright, recessed lighting highlights the modern design, creating a welcoming environment.
Home in Riverview
4.81 out of 5 average rating, 186 reviews

Spacious Modern Retreat for Family Fun Near Tampa!

ChiriseRating, 5 stars1 week ago
This is the second time I have stayed here. Great location and the host is very responsive.
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, 131 reviews

Our Gemini Place: Comfort & Charm in Old Tarpon

JohnRating, 5 stars2 weeks ago
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!!
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, 486 reviews

Cute home in historic neighborhood

YuvalRating, 5 stars2 weeks ago
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.
Guest favorite
An outdoor lounging area is presented beside a saltwater pool, featuring comfortable seating around a central table. A bar with seating is visible in the background, surrounded by tropical plants, with soft lighting enhancing the atmosphere.
Home in Seminole
4.99 out of 5 average rating, 171 reviews

Resort Pool Home with Pool Cabana 🏝6 MIN to BEACH-

JessicaRating, 5 stars1 week ago
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!!
Guest favorite
A cozy living area features a patterned futon and a wooden coffee table. Bright artwork depicting flowers hangs on the wall, complemented by soft lighting from a nearby lamp. A view into the kitchenette reveals a modern setup with light-colored cabinetry.
Home in St. Petersburg
4.92 out of 5 average rating, 289 reviews

Tiny House Downtown St.Pete: Surprisingly Spacious

JanetRating, 5 stars2 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 favorite
The exterior of a cozy converted workshop features a gray wood-paneled facade with a vibrant yellow front door. Two chairs are positioned on the porch, beside a barrel and trash bins. A privacy fence can be seen in the background, surrounded by greenery.
Guesthouse in St. Petersburg
4.85 out of 5 average rating, 845 reviews

Private & Cozy Tiny Home/Cottage

HadleyRating, 5 stars1 week ago
Everything was great! I loved the decorations! Thank you for having me!
Top guest favorite
The image captures a serene outdoor area featuring a charming entrance to the cottage. Surrounding tropical plants and tall trees create a lush environment. A decorative fountain stands to the left, and comfortable seating under an umbrella adds to the inviting atmosphere.
Guesthouse in Largo
4.99 out of 5 average rating, 332 reviews

Paradise Cottage Largo Beaches 1 mile $89 private

PaigeRating, 5 stars3 weeks ago
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

Guest favorite
A heated pool features a clear blue surface surrounded by tropical landscaping and lounge chairs. The courtyard is bordered by yellow buildings, with the sun illuminating the area and palm trees adding a serene touch.
Condo in Redington Beach
4.9 out of 5 average rating, 162 reviews

SWEET BEACH RETREAT - REDINGTON BEACH FLORIDA

TatyanaRating, 5 stars2 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.
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 stars3 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 serene pool area is surrounded by lounge chairs beneath large umbrellas, with a vivid sunset casting colorful reflections on the water. The pool deck offers views of the bay, while gentle waves and a clear sky create a relaxing ambiance.
Condo in Tampa
4.93 out of 5 average rating, 400 reviews

Tampa Events & Suite w/WtrFrt Bay & Sunset Views

SheilaRating, 5 stars3 weeks 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 favorite
A tranquil outdoor space features a private pool surrounded by lush greenery. Paved stone pathways lead to comfortable seating areas, while tropical plants add a natural ambiance. The area offers a serene setting for relaxation and leisure.
Condo in Indian Rocks Beach
4.96 out of 5 average rating, 115 reviews

Renovated Condo! Across the Street From The Beach

RachaelRating, 5 stars3 weeks 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.
Superhost
A balcony view that captures the tranquil beach scene, featuring soft pastel hues in the sky. A round table with intricate design sits next to two woven chairs. Below, umbrellas dot the sandy beach, while gentle waves touch the shore.
Apartment in Belleair Beach
4.7 out of 5 average rating, 460 reviews

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

MichelleRating, 5 stars2 weeks ago
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!!
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!
Guest favorite
Bungalow in Indian Shores
4.9 out of 5 average rating, 205 reviews

Private Beach Bungalow 1BR *Heated POOL**PETS ok

Josh and Sarah Rating, 5 stars1 week ago
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!
Superhost
A lush green yard surrounds a large swimming pool, with comfortable seating areas nearby. The bright blue water of the pool contrasts with the white house and the clear sky. Palm trees provide shade and add a tropical touch to the outdoor space.
Home in St. Petersburg
4.79 out of 5 average rating, 143 reviews

Comfortable Home w/Private Pool

EricRating, 5 stars2 weeks ago
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!

Destinations to explore