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.

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!

River Garden- Waterfront Home

This beautiful waterfront home on the Alafia River is 1 no-wake zone away from Tampa Bay & situated 1/2 mile from Williams Park boat ramp! The river offers fishing, wake boarding, fishing & hospitality. You are welcome to bring your boat, jet ski (docking available in the backyard) & fishing rods! It is normal to see dolphin, manatees, snook, redfish, sharks, stingrays from the backyard. When booking you will have the entire home along with access to the dock, back yard, patio & huge sundeck.

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

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)

Waterfront Pool Oasis Kayaks, Games & Beach Vibe

Relax at your waterfront oasis in Apollo Beach with a private pool, kayaks, and sunset views. Spot dolphins and manatees from the backyard or unwind on loungers with outdoor dining and games. Inside: full kitchen, dining area, 2 bedrooms, 2 baths, plus an extra living room with sleeper sofa and closet that serves as a 3rd bedroom. Close to Tampa, beaches, dining, and family attractions — ideal for families, friends, or a romantic getaway in a spacious private home. LIC# DWE3913431

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!

Centrally Located/Pickleball/Pool/Washer/Dryer/Fun

Entire ground floor De Luxe condo with washer/dryer in the unit located within minutes of Tampa Bay's main attractions like Bush Gardens, Hard Rock Casino, Tampa Aquarium, Top Golf, Ybor City, I Fly, shopping and beaches. Enjoy this lovely ground floor Condo with a relaxing community pool and convenient Keyless entry (owner on site if needed). Only 10 min to Downtown Tampa, convention center. Newly Renovated pool, tennis, volleyball, Pickleball, Disc Golf and 24/7 Gym.

Resort pool/ home hot tub game room near airport

Welcome to home away from home! This beautiful 4 bedroom 2 bathroom house is new with modern decor and has everything you need for a comfortable and relaxing stay. The house features a sparkling swimming pool and a hot spa, perfect for unwinding after a long day. Located in brandon, you’ll be just 15 minutes away from downtown, where you can experience the city’s vibrant culture and attractions. Get ready to create some unforgettable memories in this charming abode.

Spotless 4BR Tampa Home · Backyard · Pet-Friendly

Bright, freshly refreshed 4-bedroom home with a private fenced backyard, full kitchen, and a quiet, central location 20 minutes from the airport and 14 from downtown Tampa. Every stay starts truly clean: hotel-style triple-sheeted beds and a home sanitized top to bottom. It's what guests mention most. Sleeps up to 7, but shines for couples, corporate travelers, and smaller families. Self check-in, free parking for three, pets welcome, and a Superhost a text away.

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.