Family-friendly vacation rentals in Greater Carrollwood

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Greater Carrollwood family-friendly rentals

Family-friendly home rentals with a hot tub

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, 119 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 stars2 months ago
Great value!! We loved the pool area and very quiet neighborhood!
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...
Top guest favorite
A modern kitchen showcases white cabinetry with marble countertops and stainless steel appliances. Natural light floods through large windows, highlighting decorative accents and elegant floral arrangements. A central island is surrounded by bar stools, complemented by stylish area rugs beneath.
Townhouse in Clearwater Beach
5 out of 5 average rating, 121 reviews

Waterfront Beach House Steps Away from #1 Beach!

RyanRating, 5 stars2 weeks ago
Beautiful townhouse and accommodations were excellent! Very clean, close to the beach and surrounding stores and restaurants. Loved that we were able to use their wagon and beach chairs as well as the bikes to get around. Would definitely stay here again!
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 New 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
Superhost
A spacious balcony offers water views featuring palm trees and lounge furniture. The exterior of the building showcases a light-colored facade. A living area is furnished with a soft couch and a dining set, bathed in natural light from large windows. A pool area is visible with lounge chairs and palm trees lining the water's edge.
Condo in St. Petersburg
4.85 out of 5 average rating, 461 reviews

Waterfront condo on top floor @ Boca Ciega Resort

RaymondRating, 5 stars3 weeks ago
Her voice was very nice.The swimming pool area was very nice.We really enjoyed our stay. if I was staying in the area I would definitely stay again.Thank you very much for the hospitality
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
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 stars5 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.
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 stars1 month 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!!
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 stars4 weeks ago
Great home with everything we needed, we really enjoyed our stay!!
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
A view of Lake Conley is depicted, showcasing calm waters under a clear blue sky. Lush trees line the shore, with a walkway and dock visible on the left, offering access to the water. The scene reflects a tranquil outdoor environment.
Home in Holiday
4.87 out of 5 average rating, 128 reviews

Waterfront, Sunsets & Heated Pool & Pet Stay Free!

DaniellaRating, 5 stars1 month ago
My fiancé and I along with our dogs had a great time staying at Elaine’s place! The house & views were beautiful. We will definitely be back.
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, 132 reviews

Our Gemini Place: Comfort & Charm in Old Tarpon

StevenRating, 5 stars2 days ago
It was very easy to communicate with Beth during the entire process. The house was cute and very clean. Just as described. Location was great, very centrally located
Superhost
The living room features two blue armchairs and a small side table, creating a cozy sitting area. A TV is mounted on the wall, and light filters through the window, illuminating the wooden flooring. The adjacent dining area is visible through an archway.
Apartment in Palma Ceia
4.84 out of 5 average rating, 183 reviews

Pet Friendly | 5min Downtown | Safe+Parking | Apt1

KeithRating, 5 stars2 months ago
Perfect place and location for small group on short stay visiting Tampa and the local area!

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
The exterior of a charming bungalow is visible, adorned with lush greenery and mature oak trees. The cozy front porch features inviting seating, while a manicured lawn surrounds the home. A wooden fence provides privacy, and decorative landscaping elements enhance the welcoming atmosphere.
Bungalow in Tampa
4.76 out of 5 average rating, 105 reviews

1920s Bungalow Cottage with Saltwater Pool!

HopeRating, 5 stars1 week ago
This was a great space, loved the outside space, the hosts were very responsive to any questions we had! We loved our stay here.
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
The spacious studio cabin features wooden accents and high ceilings with exposed beams. Large windows allow natural light to fill the room. A comfortable sofa, a flat-screen TV, and a queen bed are present, alongside a small side table and two chairs.
Apartment in Dunedin
4.91 out of 5 average rating, 212 reviews

Downtown Dunedin B&B - Rustic Cabin with Pool

HadenRating, 5 stars2 days ago
Great place with a huge pool and the walk to downtown and surrounding shops was a stones throw away. The host answered with any questions we had promptly and provided my girlfriend and I was an outstanding stay! I would love to stay with you guys again as soon as I can! Thanks for a great weekend in Dunedin! What an awesome little town!!
Guest favorite
A private tiki hut features a thatched roof, ambient lighting, and a large television. Seating is provided by several lounge chairs and a unique wicker chair, arranged around a stone floor. Lush greenery surrounds the area, enhancing the outdoor experience.
Bungalow in Indian Rocks Beach
4.88 out of 5 average rating, 119 reviews

Tiki Bungalow | Gorgeous Htd Pool | Steps to Beach

KristaRating, 5 stars1 week ago
We just had the best family beach vacation at Mindy's place! The location cannot be beat. A very short walk to the beach with ice cream on the way. The pool was so nice to use every day as well. We really appreciated the outdoor shower by the pool to rinse off after the beach as well. The beds were soft and cozy and had everything we needed. We have small kids and so we really appreciated the beach wagons, toys, life jackets, and umbrellas and couldnt have done the beach without them since we flew in. The house is so cute and tropical and really felt like we were on vacation! My kids favorite part was the pool! Mindy went above and beyond to make sure we had everything for our stay and we really appreciated it! Cannot recommend this place enough!
Superhost
A sandy beachfront area features palm trees and tiki huts, with a volleyball court visible nearby. The serene water reflects the warm hues of a sunset, providing a picturesque backdrop against the expansive sky.
Apartment in Tampa
4.77 out of 5 average rating, 108 reviews

2 PM Checkin- Heated Pool and Private Balcony

MichelleRating, 5 stars1 month ago
Christina was very helpful as we were in town for a cruise and they kick you off the ship at 8 am and Christina accommodated us in every way. Loved the place and the balcony. At night they start a fire and light the tiki lights and you can sit out there and listen to the sound of the waves hitting the rocks will your toes in sand. If I’m ever in Tampa I would stay 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!

Quick stats about vacation rentals that are family-friendly in Greater Carrollwood

  • Total rentals

    90 properties

  • Nightly prices starting at

    ﺩ.ﺇ110 before taxes and fees

  • Total number of reviews

    2.8K reviews

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    50 properties have a pool

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

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