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

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, 424 reviews

Spacious Home Solar-Heated Pool and Spa

TaylorRating, 5 stars2 months ago
Thanks sir very pleasant Florida home. Close to beach.
Superhost
The heated pool area captures a vibrant sunset with hues of pink and orange reflecting on the water's surface. Surrounding palm trees are silhouetted against the sky, while lounge chairs and pool umbrellas create a relaxing atmosphere for guests.
Condo in Madeira Beach
4.81 out of 5 average rating, 123 reviews

The Old Man & the Sea-Seaview 101

MaryRating, 5 stars3 weeks ago
Our family has stayed at the Seaview Resort over twenty times. This is by far the nicest and cleanest condo we’ve stayed in.
Guest favorite
A bright air-conditioned porch features large windows with sheer curtains, allowing soft light to fill the space. A wooden dining table accommodates several guests, complemented by a patterned couch and decorative wall art, creating an inviting environment for gatherings and relaxation.
Apartment in St. Pete Beach
4.94 out of 5 average rating, 104 reviews

Traders' Haven - Historic 8th Ave Mega Beach Condo

JohnRating, 5 stars3 days ago
We all had an amazing time staying at Transfer's Haven. The AirBnB was super easy to locate, get inside, and matched the description. The space itself was super clean and accommodating, and the area was perfect. I would absolutely stay again.
Superhost
A private rooftop hot tub is framed by a wooden pergola, providing a serene space to relax. Comfortable seating is situated nearby, inviting moments of leisure. Bright sunlight filters through the structure, highlighting the clear water of the hot tub and the surrounding area.
Townhouse in Tampa
4.87 out of 5 average rating, 234 reviews

Ultra Modern Pool Home w/ rooftop private HOT TUB

BreAnneRating, 5 stars2 weeks ago
This place was everything it was advertised to be and more! I would definitely use Ryan’s services again! The place was so peaceful and clean. He made it feel like home away from home and I appreciated that. Super responsive as well!
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, 262 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

MarieRating, 5 stars4 days ago
Valeries place was AMAZING! Words and pictures don't do the view from the balcony justice. The condo was cozy and very clean. It had everything I needed for a five week stay. I enjoyed coffee every morning on the balcony, watching dolphins and boats go by. The sunsets were spectacular, a perfect view from the balcony. I had an excellent experience renting from Valerie. It was exactly as depicted. I would highly recommend staying at Boca Ciega Resort in Valerie's condo. You will not be disappointed!
Guest favorite
A cozy living area is presented, featuring a leather sectional sofa, vibrant throw pillows, and a wooden coffee table. A television is mounted on the wall, while a fireplace adds a touch of warmth. Decorative accents include a colorful chair and a small Christmas tree.
Bungalow in Tampa
4.76 out of 5 average rating, 313 reviews

Historic Bungalow with Private Pool in Ybor City

PatrickRating, 5 stars3 days ago
Awesome place to stay! Super fun outdoor space with plenty of seating, and as you can see in the listing, an outdoor bar/TV, hot tub, and pool. Diane and her co-hosts were very helpful, especially when we couldn’t get the hot tub working. Only thing to be aware of is that the roosters can get crowing very early in the morning. Excellent stay and would absolutely come back.
Guest favorite
A well-appointed bathroom features a light-colored countertop with a sink and a mirror above. A white toilet is positioned nearby. Natural light filters through a window adorned with a patterned curtain, while a potted plant adds a touch of greenery to the space.
Home in Tampa
4.93 out of 5 average rating, 202 reviews

Rooms with a Pool

JeffRating, 5 stars2 weeks ago
Aaron and Sophie were great hosts! We had a few things occur during our visit but Aaron was always quick to respond with a solution. The home was very clean and spacious for us. We loved the huge pool and wonderful hot tub. Plus we could bring our pup! It was fun time in Tampa and this is a great place to stay!
Top guest favorite
A vibrant playground area is nestled under a large oak tree, featuring swings and a play structure with slides. The ground is covered with wood chips, providing a safe surface for children. Sunlight filters through the leaves, creating a pleasant outdoor environment.
Home in Tampa
4.99 out of 5 average rating, 276 reviews

Pool + Park + Private = Perfect Place

JulieRating, 5 stars1 month ago
Matthews place was the PERFECT place....they have thought of everything anyone could need and have supplied it in this home! It was very peaceful and relaxing. With the park right down the street, it makes for a great place to stay. Lots of places within walking distance, and they have let you know all the walkable places to go.

Family- and pet-friendly home rentals

Superhost
Two vibrant green parrots perch on large green leaves, with one bird featured in profile. A bright sunflower blooms nearby, adding a splash of yellow, while a lush green background surrounds the scene.
Bungalow in Gulfport
4.9 out of 5 average rating, 133 reviews

Shady Paradise Close to All!

PatriciaRating, 5 stars18 months ago
We stayed a month and it felt like being at a real home; the house was very well equipped and full of character. On a daily basis, we had everything we needed, and the very few times we needed assistance/solving, Edie was very diligent to make sure we were happy. Extra points to the shaded parking space and the firmness of the mattress. We truly enjoyed our stay, as well as the location, the private fenced patio for our kitty, and our little casual encounters with Matt in the shared backyard/laundry area :)
Guest favorite
A dining area features a dark wood table surrounded by white chairs, illuminated by a stylish pendant light. Large windows provide natural light and views of greenery, while the adjoining living space is visible through an arched doorway, showcasing comfortable seating and a welcoming ambiance.
Home in Tampa
4.88 out of 5 average rating, 333 reviews

Beautiful Home In S Tampa Near Water & Downtown

BrittneyRating, 5 stars2 weeks ago
Loved the house! Looked exactly like the photos, host was very responsive, will definitely book again if we are in the area.
Guest favorite
The exterior of the home features a sandy-colored facade with a bright blue front door. Lush greenery surrounds the property, including trees and shrubs. The fenced yard offers a sense of privacy, and a clear blue sky serves as the backdrop.
Home in Seminole
4.96 out of 5 average rating, 121 reviews

Beach 5-Min (Near Tampa & Clearwater)

JamesRating, 5 stars3 months ago
Thank you Tom for a great stay 5 stars from us. House was spotless clean, easy access and very convenient location to beaches and restaurants. Fast response time great communication. Well done , will be booking again.
Superhost
Home in Dunedin
4.78 out of 5 average rating, 126 reviews

House of Relaxation

JacquelineRating, 5 stars3 weeks ago
I couldn’t have asked for a better first experience with an Airbnb! The house was beautiful and was exactly as described. It had all the comforts of home and made our holiday easy and worry free. The outdoor patio with the fabulous pool was definitely a highlight! I would recommend this place to family and friends, and even hope to return myself someday.
Top guest favorite
A private outdoor patio area is enclosed by a wooden fence, featuring potted plants and colorful landscaping. Two chairs and a small table are positioned for relaxation, with sunlight filtering through trees, creating a serene outdoor space.
Cottage in Dunedin
4.96 out of 5 average rating, 205 reviews

Adorable Dog-Friendly Cottage in Quaint Dunedin

Jose ManuelRating, 5 stars1 month ago
Awesome little place, roomy for our family, very well maintained, love the property location and private parking. We will definitely stay here again
Guest favorite
A covered front porch features a glass table surrounded by four metal chairs, with colorful cushions. Decker accents and a rug add a pop of color to the tiled surface. Views of the surrounding neighborhood greenery and architecture are visible beyond the railing.
Home in Tarpon Springs
4.94 out of 5 average rating, 125 reviews

Our Gemini Place: Comfort & Charm in Old Tarpon

MichaelRating, 5 stars2 weeks ago
We enjoyed our stay at Beth’s place. The house was squeaky clean and we felt at home. The neighborhood is quiet and feels safe. We had our dog with us and she was welcomed in Beth’s home and we really appreciated that option. It is the perfect location for a visit to Tarpon Springs. It was an easy walk to town which has a couple local coffee shops, restaurants and even a book store; And an even shorter walk to the Sponge docks.
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, 473 reviews

Cute home in historic neighborhood

RebeccaRating, 5 stars2 weeks ago
Great place for what we needed. It was just 3 of us. Simple place. Extra pillows and linens provided. Laundry soap provided-nice touch! A quick 7-8 minute drive to the Northshore Aquatic Complex. Great sunrises and sunsets there! Easy check in with a four digit code. Quiet neighborhood and easy access to everywhere! This place could’ve accommodated 5! Comfy couch-watched a movie to relax. Simple, but had everything we needed.
Superhost
A charming blue house is framed by two large windows, with greenery adorning the front. The cement pathway leads to the entrance, which features a decorative awning. The surrounding area is peaceful, showcasing a well-maintained garden and ample outdoor space.
Home in St. Petersburg
4.87 out of 5 average rating, 182 reviews

Baby Bungalow close to Downtown!

GayleRating, 5 stars1 month ago
My husband and I had a great stay at the bungalow. Nice, clean and homey. The location is good for downtown and neighboring restaurants. It was nice to walk my dog with such friendly neighbors. I recommend the bungalow if your in St. Petersburg. - Gayle & Rob

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
4.89 out of 5 average rating, 323 reviews

Carriage House in North St. Pete

TomRating, 5 stars1 week ago
Extremely friendly, gracious, and thoughtful host. Have stayed with before and will again.
Guest favorite
A spacious heated pool is visible, reflecting sunlight under a clear blue sky. Surrounding palm trees and lounge chairs are arranged around the pool area, with umbrellas providing shade. The beach is noticeable in the background, creating a relaxed coastal ambiance.
Cottage in Madeira Beach
4.84 out of 5 average rating, 128 reviews

Family Friendly Beach Cottage in Madeira Beach, FL

ChristiRating, 5 stars7 months ago
We had an amazing stay at Mad Beach Cottage! The location is unbeatable—just 60 steps to the sand with no streets to cross. The cottage is cozy and perfect for families, with plenty of space. Everything in the cottage is well thought out for function and convenience. There are plenty thoughtful amenities like a well appointed kitchen, a pack-n-play, and beach toys. The heated pool and BBQ area were fantastic, and we loved being so close to John's Pass for dining and entertainment. The sunsets from the property were amazing! The host was the most responsive host I've ever communicated with on Airbnb. He was able to answer our questions in advance of the stay and provided almost immediate response when we had a question about parking at the property. There was a folder with clear instructions and information about the property, making check in and out a breeze! The host has clearly thought about everything, making this a stress-free, enjoyable stay. I highly recommend this property!
Top guest favorite
The screened-in pool area features a spacious, clear water pool surrounded by loungers, including blue and white chairs. A colorful beach ball floats on the water, while palm trees provide shade in the background.
Home in Riverview
4.96 out of 5 average rating, 78 reviews

Private Home - Solar Heat Pool -5 star Cleanliness

HelenRating, 5 stars1 month ago
Cheryl's place was great for our family of three. Clean, comfortable rooms, plenty of space, light filled, perfect AC, all the supplies one can think of in the kitchen, bathrooms. Very nice, clean, generously sized pool and back yard were one of reasons I picked the place and it was very enjoyable. Garage filled with towels, beach chairs, swimming goggles, swimming / beach toys. Cheryl thought of everything! Easy location for the Tampa Bay area. Definitely recommend!
Top guest favorite
A well-furnished living area features a light-colored sofa with a decorative pillow. An open doorway leads to a bathroom with modern fixtures, while another door provides access to the exterior. Natural light enters through the doorway, enhancing the warm ambiance.
Guest suite in St. Petersburg
4.97 out of 5 average rating, 223 reviews

Historic Kenwood Studio with Pool

JillRating, 5 stars4 weeks ago
Stay here!!!!! I can’t say enough great things about this AirBNB!! Great location (safe, walkable, quiet, close to great restaurants and coffee shops!!), GORGEOUS space (the backyard with pool and plants everywhere is a dream come true), and everything you could need inside: comfy beds, a super stocked kitchen (seriously, you could cook anything you want, the kitchen is stocked with all the dishes and pots you need), and very clean! There was a personalized book with local recommendations, the hosts were responsive and kind but gave us space… perfect!!!
Guest favorite
A heated swimming pool is surrounded by lounge chairs, with splashes of water cascading from three jets. The clear blue water reflects sunlight, creating a refreshing ambiance for relaxation.
Condo in Clearwater
4.94 out of 5 average rating, 137 reviews

The Avalon - 1/1 LUXE CORNER CONDO/King size bed/

YvonRating, 5 stars3 days ago
Very pleasant stay. The condo was super clean and comfortable. Good communication and instructions for check-in. Will definitely come back next time we need a place in the area.
Superhost
A serene backyard enclosure features a heated pool with clear blue water, surrounded by green grass. A shaded seating area with a gazebo and comfortable chairs is present in the background, accompanied by a storage shed and lush landscaping with palm trees.
Bungalow in Largo
4.85 out of 5 average rating, 125 reviews

Charming Bungalow w/ Heated Pool - 10 min to beach

LorraineRating, 5 stars2 weeks ago
It met all expectations. Represented well by host. Near beaches, shopping restaurants . Great private backyard and tastefully decorated. Beach umbrella, chairs and towels provided. Host very responsive. Great heated pool.
Guest favorite
An aerial view of the spacious backyard showcases a large inground pool, a hot tub nearby, and a basketball court painted in blue. Several lawn games, including cornhole and a putting green, are positioned on the well-maintained grass. Comfortable seating areas are also visible.
Home in Tampa
4.73 out of 5 average rating, 147 reviews

King Bed, Pool, HotTub, Basketball, Pickleball

KariRating, 5 stars3 weeks ago
House was set-up well for multi-family stay with kiddos aged teenager to toddler. Lots of thoughtful amenities throughout the home to make your stay comfy and cozy! Appreciated items for the beach and for kid play! Lots of space and options for sleeping and areas to hang out indoor and outdoor! Everyone one slept well and complimented that it was a great space! No issues and host was responsive for any questions👍 Our family enjoyed our first trip to Tampa and we would stay here again!!
Superhost
A private heated pool is surrounded by a spacious covered lanai. Lounge chairs and a dining set are positioned nearby on the tiled patio, providing areas for relaxation and enjoyment. Lush greenery frames the area, creating a serene outdoor retreat.
Home in Clearwater
4.81 out of 5 average rating, 176 reviews

3BR Heated Pool Home near Clearwater Beach

Paj HuabRating, 5 stars3 weeks ago
It was a great place for us to stay for our spring break getaway near Clearwater!

Destinations to explore