Family-friendly holiday 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

Guest favourite
Home in Ybor City Historic District
4.97 out of 5 average rating, 402 reviews

Ybor Roost - Cozy, Urban Farmhouse Retreat

EricRating, 5 stars3 weeks ago
Great location and super cute Airbnb
Guest favourite
Townhouse in Tampa
4.87 out of 5 average rating, 240 reviews

Ultra Modern Pool Home w/ rooftop private HOT TUB

MichaelRating, 5 stars6 days ago
The property was clean and well appointed. Lots of stairs! (But we knew that). Beautiful top floor deck. The community is quiet and very private for being in the middle of a very busy area.
Guest favourite
Bungalow in Ybor City Historic District
4.77 out of 5 average rating, 315 reviews

Historic Bungalow with Private Pool in Ybor City

RachelRating, 5 stars1 week ago
The most unique air bnb stay we have experienced. We loved the outdoor setting and how colorful it was. Very fun for our bachelorette group to celebrate. The hosts were very communicative and attentive to our questions/needs. What some people do not understand about some air bnbs is that not everything is going to be perfect and that is perfect enough for us :) So for the few negative reviews on here.. seems like people are just complaining so they can try to get money back for no reason. If you don’t want to spend the money, go find a dirty cabin to stay in for cheap 👍🏻 ☺️. This was such an adventurous spot and we loved it. Especially after learning the history of the area, it made it even cooler. Thank you to our hosts!!! -Rachel
Guest favourite
Home in Tampa
4.73 out of 5 average rating, 148 reviews

King Bed, Pool, HotTub, Basketball, Pickleball

KariRating, 5 stars1 month 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!!
Guest favourite
Home in Tampa
4.92 out of 5 average rating, 206 reviews

Rooms with a Pool

AshleyRating, 5 stars3 weeks ago
A few things really stood out to us in the best way possible! The host went above and beyond with thoughtful touches we didn’t expect—like complimentary drinks, a fully stocked bar with the essentials, and even mini cupcakes! We thoroughly enjoyed the pool and hot tub, which made our stay even more relaxing. The binder of recommendations was super helpful—it included great local spots to eat, nearby attractions, and things to do in Clearwater, Tampa, and St. Pete. We also appreciated the clear instructions on how to use the pool and hot tub heating system. Overall, it was a fantastic stay! P.s. you might find a hidden secret treasure too! I did 🏴‍☠️
Top guest favourite
Home in Tampa
4.99 out of 5 average rating, 278 reviews

Pool + Park + Private = Perfect Place

NateRating, 5 stars3 weeks ago
We had a great time at Matthew and Melissa’s place. It really was the prefect spot for a getaway with our kids. The neighborhood is beautiful and in a convenient spot to explore the rest of Tampa and the surrounding area. It was amazing having such a nice park and playground literally a stone’s throw from the house. And the house itself was classy, comfortable, clean, and our kids never wanted to leave the pool and patio area… a pool to swim in, a nice shady table for snacks, AND a TV for the occasional Bluey. What more could a kid ask for? And Matthew made it so easy for us: great communication and incredibly helpful. I can’t recommend this place highly enough.
Superhost
Home in New Port Richey
4.66 out of 5 average rating, 94 reviews

Private Waterfront Sanctuary, island & pool

RobertRating, 5 stars9 months ago
It was just as described, clean, lay out was perfect. Over all location was perfect! downtown port richie is always hoppin, close to all beaches. Ya really cant ask for anything more. A night out, too a relax in the pool And a realistic price!
Guest favourite
Home in Seminole Heights
4.82 out of 5 average rating, 227 reviews

Groups|DogFriendly|PrivateHotTub|BBQ|Deck

BrandiRating, 5 stars2 weeks ago
This place exceeded my expectations! Love! Love! Love! Clean & cozy home. Beautiful landscaping, more than enough comfy beds, towels & kitchen appliances. The Jacuzzi was our favorite part. Close vicinity to everything. Safe & quiet neighborhood

Family- and pet-friendly home rentals

Superhost
Tiny home in St. Petersburg
4.79 out of 5 average rating, 245 reviews

Tiny rental +patio+BBQ+2bikes+Parking- great area!

BrianRating, 5 stars2 weeks ago
Was a perfect place for 2 for a weekend in town for a wedding. Check in and check out was smooth and the room had all the amenities we needed for a comfortable couple of nights. The location was also convenient to locations downtown we were going back and forth from. The neighborhood and immediate area was also quiet and a fun neighborhood to look around in.
Top guest favourite
Home in Seminole Heights
4.95 out of 5 average rating, 179 reviews

Industrial Chic Guest House Seminole Heights Tampa

SybilRating, 5 stars1 week ago
A fantastic guest house that is easy to find, well decorated with the most comfortable bed, and dog friendly!! If you are looking for a relaxing, convenient, dog friendly place, this is definitely for you!!! If we ever make our way back to Tampa, we’ll definitely stay again.
Guest favourite
Home in Tampa
4.88 out of 5 average rating, 335 reviews

Beautiful Home In S Tampa Near Water & Downtown

KevinRating, 5 stars3 days ago
Jason's was the perfect spot for the week's work. The location is very good - literally steps from Bayshore's famous walk; an easy Uber over to the convention center, or up to Ybor (when driving or parking were in question). Publix, Trader Joe's, etc., are very close. Each of us found our space, and our schedule at Jason's. We rolled out the trash, waved at the neighbors and smiled a lot. Quiet, peaceful, and spacious. Enjoy.
Guest favourite
Guest house in Tampa
4.85 out of 5 average rating, 338 reviews

Hyde Park Tree House, Tampa, FL - Great location

HeatherRating, 5 stars3 weeks ago
Peaceful treehouse in the heart of Hyde Park. The location is great, bed very comfortable and we enjoyed the screened porch .
Guest favourite
Guest house in St. Petersburg
4.85 out of 5 average rating, 479 reviews

Cute home in historic neighborhood

KeithRating, 5 stars1 week ago
Jeff’s place was in a great location for my one night trip in st. Pete. Very close to local restaurants and bars. Located in a safe and quiet neighborhood. Will stay there again.
Guest favourite
Home in St. Petersburg
4.92 out of 5 average rating, 286 reviews

Tiny House Downtown St.Pete: Surprisingly Spacious

KoleenRating, 5 starstoday
The house was “tiny”, but mighty! There was plenty of room and had all amenities. It was also just a few blocks from Central Ave and close to the good restaurants and shops!
Superhost
Home in St. Petersburg
4.87 out of 5 average rating, 182 reviews

Baby Bungalow close to Downtown!

GayleRating, 5 stars2 months 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
Guest favourite
Guest house in St. Petersburg
4.84 out of 5 average rating, 836 reviews

Private & Cozy Tiny Home/Cottage

RobRating, 5 stars1 week ago
Very cozy and cool little cottage artfully decorated and easy to access. The hosts were extremely responsive. Definitely recommend!

Family-friendly home rentals with a pool

Top guest favourite
Apartment in Tampa
4.93 out of 5 average rating, 396 reviews

Tampa Events & Suite w/WtrFrt Bay & Sunset Views

LauraRating, 5 stars2 weeks ago
This was my second time staying with Schaff Properties, and I truly love the hotel it’s located in. It’s just a few minutes from the airport, with a gated check-in that adds a sense of security. The unit overlooks a pool, gym, and the bay, and there’s even a little restaurant. My favorite part is enjoying my mornings people-watching and spotting dolphins in the bay, such a peaceful way to start the day. The host is consistently friendly and responsive, even during late hours, which I really appreciate. My only real complaint is the additional $10 per day charge for a third guest. It was just me, my partner, and a child, so that felt a bit unnecessary. Also, the price has gone up by about $400 since my last visit in 2021, and unfortunately, a few amenities (like the pier and lounge area) were damaged by a recent hurricane and are no longer available. Still, it’s a solid Airbnb overall and that balcony view gets me every time.
Top guest favourite
Guest house in St. Petersburg
4.9 out of 5 average rating, 324 reviews

Carriage House in North St. Pete

Diana MaryRating, 5 stars1 week ago
Bradley and Ayako were perfect hosts, very friendly and helpful. Ayako brought us little tasty treats. It was lovely to use their pool and to eat our takeaways by the pool. The location was perfect for visiting our son and family who live nearby. The apartment was really nice, tastefully furnished , well equipped and very clean. We would highly recommend it.
Guest favourite
Bungalow in Tampa
4.79 out of 5 average rating, 102 reviews

1920s Bungalow Cottage with Saltwater Pool!

EbonyRating, 5 stars2 weeks ago
This Tampa, Florida house was so beautiful so peaceful shopping places was very close by the beautiful backyard the swimming pool very peaceful area me and my family really really enjoyed it. We were there for a Cheer competition and it went wonderful I would go back again. I am looking forward to come back and visit and visit their house again. Me and my family loved everything about it beautiful clean neat everything that you’re looking for if you’re trying to go to Tampa Florida for a vacation the hostess was very responsive and very pleasant. I enjoyed my whole day.
Superhost
Home in New Port Richey
4.65 out of 5 average rating, 143 reviews

Pool Home on Pond 3/2 in New Port Richey/Riverwood

DonaldRating, 5 stars2 weeks ago
This was the second time we were at this location. It impressed us just as much as the first time we stayed there. We will return. The house and pool are kept very clean and both are well decorated. You have the feeling you are in one of the better rentals Airbnb offers.
Superhost
Flat in Tampa
4.78 out of 5 average rating, 107 reviews

2 PM Checkin- Heated Pool and Private Balcony

MichelleRating, 5 stars2 weeks 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.
Superhost
Home in Tampa
4.85 out of 5 average rating, 48 reviews

Italian Retreat, Amazing Pool, Quiet 1.5 Acre Home

AlRating, 5 stars3 months ago
Truly enjoyed our stay and would absolutely stay here again should the need arise. I imagine if the weather would have been nicer we would have been able to enjoy the beautiful backyard lanai and pool but unfortunately mother nature had other plans.
Top guest favourite
Home in Riverview
4.96 out of 5 average rating, 79 reviews

Private Home - Solar Heat Pool -5 star Cleanliness

HelenRating, 5 stars2 months 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!
Guest favourite
Guest house in Old Seminole Heights
4.87 out of 5 average rating, 914 reviews

Seminole Heights Riverside Paradise w/Pool

ShukrieRating, 5 stars5 days ago
Would highly recommend Ryan’s place to anyone in the Tampa area! Everything was as described and more. I actually proposed to my girlfriend (now fiancé) at his dock at sunset which was very peaceful and beautiful. He also went out of his way to grab some flowers I was asking if he can get to make the proposal perfect. All in all we will definitely stay again

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

  • Total rentals

    50 properties

  • Nightly prices starting at

    £60 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