Family-friendly holiday rentals in Manatee County

Green Escape | 3-bdr pool house on 1 acre lot

Welcome to Green Escape - Private 1-Acre Retreat with Heated Pool. Welcome to your own secluded oasis in the heart of Bradenton/Lakewood Ranch. This beautifully maintained 3-bedroom home sits on a quiet full one-acre lot with a fully fenced yard, mature trees, and outdoor living —ideal for families, remote professionals, and relaxed stays. The highlights are: 1. Outdoor Living at Its Best 2.Spacious Interior with Privacy & Comfort 3. Prime Location – Close to Everything(Beaches, IMG, UTC mall)

Secluded 5-Acre Escape

Welcome to your private oasis in the heart of Bradenton, Florida! Nestled on a sprawling 5-acre estate, this charming retreat offers the perfect blend of tranquility and convenience. Whether you’re seeking a peaceful getaway or an adventure-filled vacation, our property provides the ideal setting for your stay. Prepare delicious meals in the fully equipped kitchen, or your perfect outdoor BBQ on the patio overlooking the lush grounds. Unwind your evenings by the fire pit or pool. YOUR CHOICE.

Sarasota Florida -Wild Orchid Creek Cottage Home

Come enjoy old Florida living at this completely renovated cottage style home on nearly seven acres. Relax and unwind in this 1000 square foot private home with king bed and queen sleeper to accommodate up to four people. Open concept living, dining room and full kitchen. Laundry facilities available. Equipped with WiFi and direct tv. While enjoying the private backyard space, it is common to spot abundant wildlife and wildflowers. Wild orchids in many of the oak trees bloom in early summer.

Spring into adventure*HTD Pool*Hot Tub*Fire Pit

Welcome to your perfect spring escape filled with sunshine, warm coastal breezes, and breathtaking sunsets. This cheerful retreat is ideal for families and friends, featuring a heated pool, relaxing hot tub, and plenty of space for games and laughter. Spend your days exploring nearby sandy beaches, biking the island, or enjoying local restaurants. Unwind on inviting outdoor patios and end the evening under the stars—perfect for relaxing, reconnecting, and making unforgettable beach memories.

House with heated pool, hot tub, golf course

Escape to paradise in this stunning Sarasota-Bradenton (sarasotaspahouse) Spa House! Located in a serene golf course community, this luxurious retreat features a heated pool, hot tub, and outdoor kitchen, perfect for relaxing under the Florida sun. Enjoy modern interiors, a fully equipped kitchen, and spacious living areas. Just minutes from beaches, dining, and entertainment, it's the ideal getaway for families or groups. Book your stay today and indulge in comfort and relaxation!

Family Friendly w/Free Heated Pool Near Beach

Welcome to Vistalodgings Villa Del Sol where families have fun ☀ 3 bedrooms: 1 king, 1 queen, 1 full, 1 twin bed and 2 full bathrooms ☀ Fully equipped kitchen: Keurig dual coffee maker, waffle maker, air fryer, electric kettle, blender, mixer, pots and pans ☀ Dining area for 8 ☀ Fast speed internet Wi-Fi ☀ Heated pool free of charge ☀ EV charger ☀  Shuffleboard, Pac-man arcade ☀ 5 Smart TVs with Disney Plus ☀ Bikes, beach chairs, umbrellas, cooler, beach toys ☀ Iron

Private Heated Pool | Bradenton Vacation Home

Welcome to your private Bradenton pool oasis! . This heated pool house is well situated and well-maintained in a cul-de-sac and is central to the beach (15 minute drive to Anna Maria Island), IMG Academy, The Bradenton Country Club, famous Riverwalk, downtown and numerous restaurants and shopping options. Enjoy your own private oasis with plenty of space for your family and friends with 3 bedrooms that can sleep 8 guests and a fourth bonus room that can sleep 2 additional guests

Seven Shores Townhome in Bradenton Minutes to AMI

Lakefront Sunset Retreat | Cozy Coastal Vibes + Screened Patio | Heated Community Pool Unwind in this peaceful, centrally located getaway with stunning waterfront sunset views. Enjoy your morning coffee or evening wine on the screened patio overlooking the lake. Just minutes from 7 beautiful beaches, including Anna Maria Island, Siesta Key, and Bradenton Beach. Thoughtfully designed for comfort and relaxation—this is where simple luxury meets the perfect coastal escape.

Designer 2BR Retreat w/ Private *Heated* Pool!

Step into a thoughtfully designed retreat where comfort meets style. The primary suite offers a king bed, plush mattress, built-in desk, walk-in closet, and private en-suite. Vaulted ceilings and an open layout create an airy feel, while the split-bedroom plan adds privacy. Outside, a screened-in patio with a bar, TV, wine fridge, and ice maker sets the scene for relaxing evenings, along with a private pool and cozy fire pit—your own slice of Florida paradise.

Lilo & Stitch Ohana Villa|Heated Pool Near AMI

🌺 Welcome to Lilo & Stitch Tropical Villa — your tropical, family-friendly getaway in Bradenton! Enjoy a truly unique experience with a private heated pool, mini-golf, a terrace with Smart TV, and a spacious game room featuring a pool table, ping-pong, darts, and themed board games. Perfect for families, groups, beach lovers, and travelers seeking comfort, fun, and an unforgettable atmosphere. “Ohana” means family — and here, everyone feels at home. 🌴

The Oasis Retreat

Thoughtfully crafted from repurposed shipping containers, this signature model blends sustainability, luxury, and functionality into one seamless experience. Disclaimer: The property is located off Highway 64, which is a busy road. However, the noise is not noticeable from inside the home. The container is located at the front of the property. The house at the back of the property is used as office space Monday through Friday from 6:30 AM to 5:00 PM.

Casita Lantana, a 1925 cottage in a Tropical Oasis

Welcome to my original 1925 Casita, built in the heyday of the John Ringling era. We are centrally located between Sarasota, Lakewood Ranch, and Bradenton, making it an ideal place to explore all the area has to offer. Getting around is easy since we are located very close to the Ringling Museum of Art. Plus, it is only a short 15-minute drive to downtown Lido Beach and St. Armands Circle.