Family-friendly holiday rentals in Progress Village

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.

The Jungalow SOHO - Pool/Hot Tub

The Jungalow is the ultimate urban oasis. Enjoy the luxuries of the home or venture out to local attractions like the iconic Bayshore Boulevard, Historic Hyde Park, SOHO, Downtown and more. This home was designed with comfort and convenience in mind. Fully equipped with a smart tv, high-speed WIFI, pool and hot tub - this place is paradise. Central to the action - walk to unique rooftop bars, restaurants and shops or Uber to local attractions like Water Street, Amalie Arena, and the Riverwalk.

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!

Golf Putting Green • 2 King Suites + 1 Twin

Welcome to: Blue White Rentals - Urban Gem Relax in style with hotel-quality comfort. 💬 Msg us anytime — we’d love to host you 👑 Two bedrooms w/King beds 🛏️ Optional Twin bed ☕️ Coffee 🤩 Crisp white sheets & towels ✅ Fenced yard 🚙 Parking for 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 to MacDill & Airport 🏖️ 45 min Beaches

PondView/Pool/Pickleball/Dryer/Washer/Ground Floor

Pond View ground floor Condo located in within minutes of Tampa Bay's main attractions: Bush Gardens, Hard Rock Cafe and Casino, Tampa Aquarium, Top Golf, Ybor City, Convention Center, I FLY and shopping malls. Condo has a large Resort Style pool, Keyless entry, washer/dryer in the unit and owner on site for if needed. Pickleball, Tennis court, Volleyball, Disc Golf and 24/7 Gym also available. Relaxing community with several ponds and trails to be explored near the unit. FUN/SUN/Business

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.

Spacious Modern Retreat for Family Fun Near Tampa!

Experience the ultimate Florida getaway in this spacious 3,000 sq ft modern home, perfect for families or groups. Enjoy a dedicated office, plus an 80-inch 3D TV for movie nights or sports games. Conveniently located near top attractions: 15 mins to downtown, 10 mins to dining and shopping, 50 mins to beaches, 10 mins to TopGolf, 15 mins to the casino, 20 mins to Busch Gardens, and just 1 hour from Disney. Embrace comfort, convenience, and excitement—book your stay today!

°¤~Charming in-law suite #2 W/ private entrance~¤°

Welcome to our newly renovated mother en law suite/micro duplex! This private space offers comfort and convenience, featuring a spacious bedroom, a well-equipped kitchen, and a modern waterfall bathroom. Located central to everything! - 2mi Adventure Archery - 3mi TopGolf/Dave&Busters/iFly - 6mi Fairgrounds/Hard Rock Casino - 7mi Ybor City - 7mi ZooTampa - 7mi Florida Aquairum/Port of Tampa - 8mi Downtown Tampa/Amalie Arena - 9mi Armature works - 12mi Busch Gardens

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.

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.

Lakeview Retreat with Private Pool Perfect Getaway

Welcome to our charming Tampa retreat! This newly renovated house has been carefully designed with an open layout, it features 2 bedrooms and 2 full bathrooms. The highlight of this home is undoubtedly the patio area, beautiful outdoor furniture, and an amazing pool with a stunning and unique view of the lake canal. The location is perfect, everything is nearby with quick access to major highways such as I-4, I-75, and I-275.

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.