Family-friendly vacation rentals in Bloomingdale

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Bloomingdale 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 week 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
A wooden walkway leads through natural dunes towards a sandy beach. Umbrellas and chairs are set up along the shoreline, while gentle waves reflect the blue sky and clouds. Lush vegetation flanks the path, creating a serene coastal entrance.
Condo in St. Pete Beach
4.88 out of 5 average rating, 150 reviews

Sun, Beach Views, and Smiles!!!

JoannaRating, 5 stars6 days ago
Beautiful place and incredible host! Place was extremely clean and cozy, only thing is that there was no soap and shampoo on bathrooms. But other than that everything was amazing, I recommend this place and this host.
Guest favorite
A dining area showcases a wooden table with a reflective surface, surrounded by several chairs. Natural light filters through sheer and solid curtains, illuminating a cozy living space in the background. Colorful seating and decorative accents enhance the vibrant atmosphere.
Apartment in Pass-a-Grille Beach
4.94 out of 5 average rating, 106 reviews

Traders' Haven - Historic 8th Ave Mega Beach Condo

JoyRating, 5 stars1 month ago
This house is the perfect old school Florida beach house! Daniel sent an email with all the information. Details all were accurate that I did not need to ask any questions. He also followed up to make sure check in was ok. Photos are accurate. So much space. Multiple areas to entertain inside and outside to settle into. Large dining room table and smaller kitchen table. Has all the supplies needed. Used the grill for burgers and brats. Even paid extra for the hot tub. Cool air conditioning and numerous fans. Close to walkable restaurants and beach. Love, love, love this house and we hope to stay at again one day! (Side note: It is the whole second floor and access was by stairs only. Not a problem for us. Kitchen does not have a dishwasher and again not a problem for us.) Thanks again!
Guest favorite
Two blue beach chairs are shown, each with a headrest, positioned side by side. A striped bag with black and white waves is placed next to the chairs, along with two striped towels featuring a red crab design. The area has a relaxed, beach-like atmosphere.
Condo in Palm Harbor
4.79 out of 5 average rating, 58 reviews

Innisbrook Golf and Spa Resort

MaureenRating, 5 stars1 month ago
Couldn’t have found a better place to stay. The surroundings were beautiful, on site restaurants fun with good food, ample parking, great location, comfie bed and nice furnishings. Loved coming back to this space. Beach access is to local beaches not from the site, but that was the only disappointment. Communicating with the owner was quick and easy. I hope to come back!
Guest favorite
A cozy dining area features a wooden table surrounded by two patterned chairs. Colorful artwork adorns the walls, and a ceiling fan provides gentle illumination. The kitchen space is visible in the background, highlighting a modern stove and open layout.
Home in Ybor City Historic District
4.97 out of 5 average rating, 404 reviews

Ybor Roost - Cozy, Urban Farmhouse Retreat

YardenRating, 5 stars1 month ago
Great location for the enthusiasts! Really enjoyed my work trip and stay away time.
Guest favorite
A contemporary living area features a light-colored sectional sofa positioned on a textured rug. A glass coffee table complements the sofa, while a large artwork adorns the wall. The dining area is visible in the background, showcasing a modern table set for eight.
Townhouse in Tampa
4.87 out of 5 average rating, 244 reviews

Ultra Modern Pool Home w/ rooftop private HOT TUB

JamesRating, 5 stars1 week ago
Great place to stay if you are heading to a BAESBALL game or an EVENT at RAYMOND JAMES STADIUM ! This is the PERFECT spot ! An easy walk
Guest favorite
An inviting outdoor oasis is depicted, featuring a private pool surrounded by lush tropical plants. A hot tub sits adjacent to the pool on a vibrant red patio. An outdoor kitchen is positioned under a colorful shelter, enhancing the space for relaxation and entertainment.
Bungalow in Ybor City Historic District
4.77 out of 5 average rating, 321 reviews

Historic Bungalow with Private Pool in Ybor City

StephenRating, 5 stars2 weeks ago
Great location, great character, great value. Pool was an excellent space to hang out at during the day and nice central location for everything else. Would stay again.
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 stars3 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!!

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 stars20 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 :)
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 stars1 month 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, 340 reviews

Hyde Park Tree House, Tampa, FL - Great location

WilliamRating, 5 stars1 month ago
Great place to stay. Clean and convenient to Hyde. Would def stay there again.
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!
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 stars1 month 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.
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
4.88 out of 5 average rating, 184 reviews

Baby Bungalow close to Downtown!

EmilyRating, 5 stars1 month ago
This adorable bungalow was perfect for a long weekend getaway! They have all of the amenities, it is centrally located, it's clean, and they communicated very well. I will definitely come again and recommend your place!!
Guest favorite
A cozy cottage is showcased, featuring a yellow exterior with white shutters. A white picket fence borders the front yard, which is adorned with green grass and shrubs. Two blue chairs are positioned on the porch, inviting relaxation.
Guesthouse in Pinellas Park
4.87 out of 5 average rating, 270 reviews

pet friendly on an equestrian farm

RoslynRating, 5 stars2 months ago
As a solo 74 year old gal with an English cocker, safety is most important. I was very comfortable and felt safe. there. Just a lovely place and nice people
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 stars2 weeks ago
Everything was great! I loved the decorations! Thank you for having me!

Family-friendly home rentals with a pool

Superhost
A serene backyard showcases a heated in-ground pool with clear blue water. A dock is visible in the distance along the canal, framed by palm trees and a decorative dolphin sculpture. The brick patio features seashells and offers a peaceful view of the waterfront.
Home in New Port Richey
4.66 out of 5 average rating, 135 reviews

Gulf Harbors Getaway Home with Pool

ChrisRating, 5 stars1 week ago
Mary is super nice and has a really well maintained home. U can tell she takes extreme pride in her investment. Florida is a great place to visit, but not live. There are more things there that bite and potentially can eat you. Being chubby, and having white legs puts me a little up the scale on the food chain down there. Thanks Mary!
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 stars1 month 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.
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 stars1 month 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
An enclosed pool area features a sparkling blue pool surrounded by tiled decking. Lush greenery lines the fenced perimeter, providing privacy. Outdoor seating is available under a covered area, creating a shaded space for relaxation or dining, complemented by decorative lighting overhead.
Home in St. Petersburg
4.91 out of 5 average rating, 111 reviews

Cozy Dream FL Vacation Home Pool is heated!

ColleenRating, 5 stars1 month ago
We stayed at this wonderful home for my daughter’s graduation from Eckerd College, and it couldn’t have been more perfect! The location is unbeatable—literally right across the street from the Eckerd College, which made everything so convenient. The house itself was spotless and incredibly comfortable. It truly felt like a home away from home. The pool was a highlight—clean, refreshing, and such a relaxing space for our family to enjoy some downtime. Nan, our host, was absolutely amazing. She was kind, responsive, and went out of her way to make sure we had everything we needed. She made us feel so welcome, and by the end of our stay, I truly felt like I had made a friend. Highly recommend this place for anyone visiting Eckerd or looking for a relaxing and well-cared-for stay in the St. Pete area!
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.
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, 80 reviews

Private Home - Solar Heat Pool -5 star Cleanliness

PamRating, 5 stars1 month ago
Cheryl is a top notch host! She is so friendly. Lives nearby if you need anything. Her response time is almost immediate. The home was beautiful and so clean. All the amenities you need! The pool was clean and warm! Lots of outdoor seating in a screened in area. The beds were clean and comfortable. We will definitely stay here again!
Top guest favorite
Guest suite in Historic Kenwood
4.96 out of 5 average rating, 226 reviews

Historic Kenwood Studio with Pool

AbbeyRating, 5 stars1 month ago
Kenneth’s place is a true gem. Perfect location, amazing surroundings, quiet and safe. The pool area was so serene and inviting, such a lovely little oasis. Kenneth was friendly and available, such a great host. We will definitely return!
Superhost
Condo in Brandon
4.73 out of 5 average rating, 66 reviews

1 Bed 1 Bath Condo, Quiet and clean, Hidden Gem

RobertRating, 5 stars1 month ago
Enjoyed our stay at the condo. Loved the pool. Also very quiet and a good location. Kitchen is tight but had everything we needed and worked for us. Would definitely stay again.

Quick stats about vacation rentals that are family-friendly in Bloomingdale

  • Total rentals

    50 properties

  • Nightly prices starting at

    ﺩ.ﺇ294 before taxes and fees

  • Total number of reviews

    1.7K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore