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.

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.

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!

HORSE FARM Retreat, Newer Built Private Guesthouse

Escape to our private guesthouse located in our peaceful but lively 7-acre farm with our family of horses, ponies, Guinea hens, ducks, roosters, chickens, bunnies, cats, & very lovable dogs. Enjoy grabbing fresh eggs, giving animals treats, puppies belly rubs, grilling, making s’mores at the fire pit, and enjoying the farm life! PLEASE read entire listing if little ones will be joining :-) NOTE: Our horses are not available for riding (see our guidebook for great alternate options)

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

Family friendly home, 2 king beds, free parking.

*Beautiful and peaceful house away from chaos. *Sunroom with HOT TUB. (Hot tub will not be available 5/31/26-6/15/26. 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.

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!.

A perfect Lake House get away

Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. Kayak, paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

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 .

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!

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