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.

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.

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

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!

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

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.

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!.

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!

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.

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

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.