Family-friendly holiday rentals in Bloomingdale

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Bloomingdale

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A spacious living area features a green sectional sofa and a brown leather armchair, surrounded by a neutral area rug. A glass coffee table sits in front of the seating. The open kitchen with modern appliances is visible in the background, illuminated by overhead lighting.
Flat in Riverview
4.94 out of 5 average rating, 221 reviews

Stylish 3-bedroom loft in walkable Winthrop

This stylish, loft-style apartment is a perfect spot! It has 3 bedrooms, 2 full baths, a living room with a 55 in TV, and a pack-and-play. The unit is in Winthrop, a walkable small town in Riverview. It’s on the second story above cute shops (there is no elevator). It’s within 2-5 min walk to 7 restaurants, a Publix grocery, and more. It’s next to two popular event venues: Winthrop Barn Theater and The Regent. A great spot if you're attending events there. It's 15 minute drive to downtown Tampa.

Top guest favourite
The living area features leather couches in gray and blue accents, arranged around a glass coffee table. Natural light filters through the large window, with sheer curtains allowing for privacy. A ceiling fan is visible, contributing to a comfortable atmosphere.
Home in Riverview
4.98 out of 5 average rating, 130 reviews

Family friendly home, 2 king beds, free parking.

*Beautiful and peaceful house away from chaos. *Sunroom with HOT TUB. (Hot tub might not be available 3/15/26-3/23/26 and 6/01/26-6/15/26. If interested on the hot tub check with host before booking this dates. *Spacious, with 4 bedRms 2 bathRms, kitchen, & laundry. *TV’s in all bedrooms. * 2 king beds, 1 queen, 2 twins. *Large fenced backyard for privacy. * Restaurants, supermarkets and more with in 2.5 miles. *Easy access: 1.7 mile to the main road (Boyette Road) 6 miles from I-75.

Top guest favourite
The exterior of a waterfront home is shown, featuring a spacious lawn with palm trees and a paved driveway. A screened gazebo is visible nearby, and the calm water reflects the surrounding greenery and sky. The house has a light-colored facade, enhancing its inviting appearance.
Home in Riverview
4.97 out of 5 average rating, 170 reviews

Beautiful Waterfront Home on the Alafia River.

Beautiful Waterfront Single Family home on the Alafia River leading to Tampa Bay and the Gulf of Mexico. Bring your boats, jetskis, Kayaks, water toys, fishing rods, etc. Riverview Civic Center and Boat Ramp is literally a couple of blocks away from the property and trailer parking is available at the property. If it’s your lucky day, you will see manatees, dolphins, snook, redfish and stingrays right from the dock. Excellent fishing, restaurants and nightlife all on the river or by vehicle.

Top guest favourite
Home in Brandon
5 out of 5 average rating, 133 reviews

Backyard Mini Golf • 2 King Bedroom Suites + Twin

Welcome to ~ Blue White Rentals | Urban Gem Relax in style with hotel-quality comfort 💬 Send us message — we’d love to host you ⛳️ Private Backyard Golf putting green 👑 2 King bed suites 🛏️ Optional Twin bed ☕️ Coffee & Tea 🚙 Parking for 2 🛁 2 Luxe bathrooms with Dove products 🧺 Washer & Dryer 📍 Great location: restaurants, malls, I-75, I-4 & Selmon Expwy within 1–2 miles. 🚗 15 min to Downtown 🎢 20 ~ Busch Gardens 🍸 10 ~ Ybor City ✈️ 30 ~ MacDill & Airport 🏖️ 45 ~ Beaches

Guest favourite
The serene Alafia River is visible, surrounded by lush greenery and trees. The calm water reflects the sky with scattered clouds. The image captures the tranquil essence of the natural landscape, inviting exploration and relaxation.
Home in Bloomingdale
4.96 out of 5 average rating, 103 reviews

Brand New! Florida Riverfront Getaway

Take it easy at this unique and tranquil getaway. Beautiful cabin in the woods with modern amenities right on the Alafia River, just 20 minutes canoe/kayak ride to Lithia Springs! No need to rent or haul any equipment, Kayaks and Canoe are ready for use on the property! Enjoy Florida's best kept secret from the oversized deck overlooking the river and conservation area or from the hammocks under the palm trees; light up the fire pit or the grill and enjoy all that nature has to offer!

Top guest favourite
Guest suite in Valrico
4.95 out of 5 average rating, 530 reviews

Cozy Corner Private Entry Suite Valrico-Brandon

Space for 2. Private studio, private entrance, parking in front. No smoking in studio. Big private shower w/softner, removable head, KING bed,color tv , cable ,wifi. Table big enough to be used for business, microwave, coffee maker, toaster, fridge, dresser, chest w/hanging storage and linens supplied. There is a sitting area outfront to smoke and relax. Added AC/Heater unit installed along with our main house standard central system unit for added comfort controlled by you

Top guest favourite
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, 160 reviews

The Guest House at Riverbend Retreat Fla.

True Florida-style living under the oaks and palms on the Alafia River with beautiful views and comfortable beds. We include use of the pool, spa, fire pit, hammock, putting green, yard games, BBQ and dock area. There are additional bedrooms in the adjoining house for larger groups. Fisherman can cast into the river with expectations of catching Sheepshead, Red Snapper, Speckled Trout, Snook, Spotted Bass and Florida Gar off the dock. We also catch blue crabs.

Guest favourite
Flat in Riverview
4.93 out of 5 average rating, 114 reviews

Cozy Luxury Apartment

Apartment with private entrance, new and modern in a beautiful and quiet neighborhood. This place is strategically located 15 miles from Tampa, close to Sarasota, Clearwater, Orlando and all major highways, restaurants and shopping centers. The Florida Aquarium, Zoo, Bush Garden, Adventure Island, Dinosaur World, many beaches around. Enjoy and relax. We have KeKe's Breakfast Cafe very close for a delicious breakfast, Ace Golf 3 minutes away and much more!.

Top guest favourite
An open concept kitchen and living area features a wooden dining table and modern appliances. A doorway leads to a bedroom, while a wall-mounted television is visible nearby. Natural light fills the space through the windows, highlighting the wood flooring and neutral color palette.
Flat in Brandon
4.98 out of 5 average rating, 297 reviews

Lovely & Wonderful apartment in the 💖of Brandon!

Relax at this peacful and cozy apartment located in the heart of Brandon, Valrico and Riverview area. Totally remodeled and featuring brand new furnitures , appliances, beds and more. The apartment has two bedrooms and two queen beds, and an open concept kitchen / living room , and it is also independent with and outside area where you can relax and enjoy the Florida weather. It has its own new drive ways. You would love it!

Top guest favourite
A two-story house is set among lush greenery, featuring a welcoming porch with black railings. Vibrant pink flowers hang from a planter, adding a touch of color. The open space underneath the house provides parking options, surrounded by trees and landscaped grounds.
Home in Plant City
4.98 out of 5 average rating, 625 reviews

The Strawberry Field Stilt House

555 square foot house overlooking 30 acres of strawberry fields and trees. Extra guest fee is $20 per person per night after 2. Dogs are allowed with pre-approval. NO cats allowed. There is a $100 pet cleaning fee. Yes you will have the house to yourself. I stay in another house on the same property so I’ll generally be around if you have any questions or issues.

Guest favourite
The exterior of a single-story home is featured, set on a lush green lawn. A large tree provides shade in the front yard. The driveway leads to a two-car garage, and the surrounding area consists of well-kept lawns and houses, contributing to a peaceful atmosphere.
Home in Brandon
4.83 out of 5 average rating, 281 reviews

Tampa Bay Area

Beautiful home on QUIET dead-end street in Brandon with spacious screened in LANAI. Sectional COUCH has been added per recommendations from previous guests. Minutes from all daily needs/restaurants/Mall. CASINO-13 mi.; DT Tampa/YBOR City-14 mi.; Airport-24 mi.; USF/Busch Gardens-20 mi.; Gulf Beaches 40 mi.; Disney World 65 mi. WIFI

Top guest favourite
The exterior of a transformed school bus is displayed in a garden setting, surrounded by greenery. Warm lights illuminate the entrance, which features a wooden deck with seating. A stone path leads to the bus, enhancing the natural ambience of the private outdoor area.
Tiny home in Palmetto Beach
4.97 out of 5 average rating, 135 reviews

Cozy AF Medusa the Bus-Lux

Welcome to the Cozy AF Medusa: The Bus Lux! This one-of-a-kind school bus has been transformed into a luxurious tiny house, handcrafted with custom 3D-printed designs and Medusa-inspired decor. Every corner has been thoughtfully designed to tell a story, making your stay as immersive as it is unforgettable.

Popular amenities for Bloomingdale family-friendly rentals

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

  • Total holiday rentals

    Explore 50 holiday rentals in Bloomingdale

  • Nightly prices starting at

    Bloomingdale holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 2,010 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    50 of Bloomingdale holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bloomingdale rentals

  • 4.8 Average rating

    Bloomingdale stays are highly rated by guests – averaging 4.8 out of 5!