Family-friendly holiday rentals in Bloomingdale

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.

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.

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

Life in a Shipping Container!

Peace and quiet on a small country farmstead. Off the beaten path yet conveniently located halfway between Disney World and Clearwater Beach. Historic Plant City, famous for their strawberry farms, has a cute downtown area with antique shops, bistros and cafes. Relax on your private back deck overlooking our organic vegetable garden. Say good morning to a variety of birds (including welcoming our newest chicks) living on the property and goats, cows and horses living nearby.

The Ashley Fun House - Tampa, Fl

Welcome to the Ashley Fun House! We have lots of family friendly activities and pet friendly. Located 10 minutes from the Tampa Airport, 10 minutes from downtown Tampa and Riverwalk, 3 miles from Busch Gardens/Adventure Island, 1.3 miles from Lowry Park Zoo, 5 miles from Tampa Bay Bucs Stadium, 6 miles from Amalie Arena. Please understand the house is located in an urban area of Tampa so the area may be a little noisy on the weekends and very seldom during the week.

Tango’s place

Welcome to our cozy retreat! Nestled in a peaceful neighborhood, our space offers a perfect blend of comfort and style with modern amenities, including a fully equipped kitchen, fast Wi-Fi, and luxury bedding. Enjoy a morning coffee on the patio, or explore local gems just minutes away. Whether you’re here for business or leisure, our home provides the ideal escape. We’re dedicated to making your stay unforgettable. Pet’s allowed (with a fee) . 🐕

Mini Cozy Cottage

Este lugar memorable es donde pueden relajarse ,tenemos muchas diversion alrededor como las playas principalmente una de ella es en Sarasota Anna Maria, y les queda cerca a 6 millas un Tiki Docks River Bar donde pueden difrutar en pareja ,donde se quedan es una casita pequena que esta ubicada en el patio de la casa principal.Este lugar es privado y independiente y por favor no tirar papeles en el toilet para evitar tupicion gracias .

Bear’s Sanctuary

Welcome to your cozy retreat in the quiet suburb of Brandon! Nestled within my home, this private room offers a serene escape with its own private entrance. The room features a snug bed with clean linens, a private bathroom for your convenience, and thoughtful amenities including complimentary WiFi, a mini fridge, microwave, and coffee maker. Located about 20-23 minutes (depending on traffic to downtown Tampa, Busch Gardens, USF).

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!

Spacious 4BR/2BA Riverview Home • Fast WiFi

Enjoy your stay in our luxurious and spacious home! This quiet neighborhood is surrounded by plenty of shopping and trendy restaurants. Our home is located 30 minutes from downtown Tampa, Busch Gardens, and Adventure Island. We include all the necessary amenities for you at no cost including: - FREE coffee and tea - FREE lightning speed wifi internet - FREE parking - FREE shampoo/conditioner/body wash

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.

Little Manatee River Cottage

This cottage is located on the Little Manatee River. Sun City Center 10 min, Moffit Cancer Center 3 miles. Abundant fishing charters, manatee viewing center and Simmons Park all within minutes. Fully furnished, linens, kitchen utensils; bath towels; blankets pillows comfy furnishings. View sunsets from the dock or front sitting area.