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.

Farm Experience~Family Fun~Animals~20 minTampa.

This unique find farm stay is an adventure! Hand feed cows, goats & chickens, explore the creek & garden, roast s'mores, drive a tractor, lay in the tree swing on our 5+acres! This peaceful oasis is more than just a place to sleep, it's a dreamcation. Located 8min to winery, 25min to Tampa, 45min to beaches/Disney. This barn farmhouse has a bedroom, loft, kitchen and bathroom. Everything you need for a family getaway. If you're looking to get away from the city and slow down, this is for you!

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 5/29/26-6/14/26. Before booking this dates check with host for availability. *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

Shabby Chic Studio in West Tampa.

This private studio is located in the West Tampa area next to Raymond James Buccaneer Stadium. Very close to downtown, Midtown, Tampa airport, International plaza , the interstate, and to popular restaurants such as Flemings, Ocean Prime and Armature works. It comfortably accommodates up to 2 people. This shabby chic hideaway is ideal for touristic or work/study related trips. Every detail has been well-thought and curated to deliver the best experience for our guests.

Enjoy this lovely suite

Enjoy this lovely private suite! Located minutes from Tampa’s Downtown,Ybor City and Busch Gardens. The Space includes: -Keypad entry -Private A/C -Free parking -TV in bedroom -Fresh Towels/Linens -Free WiFi -Outdoor Dinning Area -Private Patio -Hair Dryer,Iron & Ironing board -First Aid Kit -Fire extinguisher -No kitchen FYI- This entire guest suite is attached to a home, complete privacy provided with a private entrance, parking, and private outdoor patio.

Nalas House | Full Living Room+Kitchen+Bedroom

Enjoy the comfort of a private suite at a single-room rate ✨ This inviting space features a cozy queen bed, a full kitchen + dining area, a spacious living room, and your own private patio—perfect for relaxing after a fun day out 🌱 Located just 4 minutes from Busch Gardens & Adventure Island 🎢, 15 minutes from the Hard Rock Casino 🎰, and only 20 minutes from Downtown Tampa and the vibrant Ybor City Historic District 🌆. We look forward to hosting you ✨

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) . 🐕

New! Modern Oasis in the Heart of Brandon.

"Welcome to this charming apartment in the heart of Brandon, perfect for couples or solo travelers seeking a quiet and comfortable stay. The space features a spacious room equipped with a queen-size bed, soft bedding, and a wardrobe for storage. The bathroom is private, modern, and includes clean towels, soap, and a hairdryer for added convenience. The kitchen is fully equipped with all the necessary appliances. Come and enjoy!"

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!

Lakeview suite - 35 min to Airport, 16 mn to beach

Come enjoy our water view suite!! We're centrally located 35 minutes to the airport/Tampa city limits, 16 minutes to apollo beach, 45 to 50 minutes to Sarasota or St. Peterburg (all these are est. without traffic). We are family orientated because we have a family ourselves - toys, and kids' strollers are available. High speed Wifi and a table to do your work with a view of our lake are available. Come enjoy Tampa!

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.