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.

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.

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)

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

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.

Charming Davis Islands 2 BR apt Just off Water!

Private 2 bedroom second floor apartment in mid-century 4 plex with original hardwood floors plus huge balcony with view of the channel. Near Tampa General Hospital and downtown, this comfy space was just totally remodeled. Freshly painted, new window coverings. SO CLOSE to many destinations including restaurants, cafes and shops. WiFi. Shared washer and dryer on site. Central AC. Beach chairs! On site management. No pets, no smoking.

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.

Cozy Suite in Lakewood

Perfect suite for families or couples looking for a calm and spacious stay. Enjoy this quiet and centric place with tons of things to do close by. Casinos, beaches, family friendly activities, very close to main highways giving you quick access to all surrounding areas. Tampa Int. Airport, Dinosaur World and lots of nightlife all within a 15 miles radius.