Family-friendly holiday rentals in Manatee County

Cozy & spacious home with heated pool

Live the Florida lifestyle in our cozy home! Wake up and enjoy coffee by the pool with a serene lake view. Nearby you will find nature preserves amazing beaches Siesta Key and Coquina Beach on Anna Maria Island kayaking activities fishing etc Spend the evening walking along Riverwalk and grabbing dinner on the water. We are close to Sarasota or St. Pete. Found right in the middle of everything Florida has to offer this home is perfect for those looking to explore and relax in a peaceful setting

The Modern Farmstead w/ Pool Spa & Games

The Modern Farmstead is a home designed for families and group getaways, located on a shared property fully dedicated to Airbnb stays. ‼️An attached guest house on the property is also an Airbnb‼️ Each unit has its own private entrance, with no shared interior spaces or interior access between units, allowing guests to enjoy privacy while staying on the same property. Parking is shared between both units. This Airbnb has three reserved parking spots look for the parking signs on the fence .

Heated 3BR Pool Home Glen Oaks | Close to Downtown

Family-friendly pool home near Bobby Jones Golf Club, perfectly located in the heart of Sarasota. You’re less than 10 minutes from top attractions, dining, and shopping, Downton Sarasota and just a short drive to the world-famous Siesta Beach or Lido Beach. This private home features its own entrance, a heated pool, and a fully fenced backyard—ideal for families and added privacy. We’re pet-friendly too! Comfortable, central, and close to everything—perfect for your Sarasota getaway VR24-00164

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.

Florida Cracker Cabin on cattle ranch/Myakka River

We are located in Myakka City, FL, which is a short drive to Siesta Key and Lido Beach and Sarasota! Enjoy a peaceful stay in our newly built, unique, air-conditioned cracker cabin. The cabin sleeps 4 guests (2 adults comfortably and 2 children) and is located in the middle of our 1,100 acre working cattle ranch. Step outside and you are right on the Myakka River and can sit by the fire-pit at night and enjoy the sounds of nature. While your visiting, enjoy a kayak down the Myakka River.

Garden Home/Heated Pool/King-Bed/20 min Beach/Pets

Nestled beneath towering trees, this cozy 3-bedroom, 2-bathroom home offers a peaceful getaway. The screened-in heated pool and patio provide a quiet spot to relax and enjoy nature’s beauty in privacy. With new beds and many thoughtful amenities, it’s a comfortable retreat for your stay. Whether you're swimming, grilling, or simply enjoying the surroundings, this home offers a calm atmosphere to unwind and share time with family or friends in complete comfort. Message us with questions.

NEW Saltwater Pool + Spa | Mins to AMI Beaches/IMG

Spend your days playing in the pool and soaking up the sun at this coastal escape! The huge screened lanai includes a pristine heated saltwater pool with a spillover spa and sun ledge, and large covered outdoor living and dining space. The updated 3 bedroom, 2 bath interior is bright and spacious, with a lot of natural light and nearly every room flows out to the pool. Located in a quiet neighborhood with quick access to AMI beaches, IMG, walking trails, parks, shopping & restaurants!

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

Sunrise Villa - Tropical 3 bedroom home with pool

Relax with the family at this tropical oasis. Sunrise Villa sits in the corner of a quiet cul-de-sac, just a quarter mile from Palma Sola Bay and 5 miles from the quaint island of Anna Maria and its sandy white beaches. Enjoy the tropical backyard paradise and the abundance of restaurants, beaches, and entertainment in close proximity. Lounge by the pool, take a bike ride along the bay, take a short bike/car ride over to the island, or take a short car ride to downtown Bradenton.

A Piece of Paradise to kick back and relax!

Welcome to your relaxing Bradenton retreat! This cozy, family-friendly home is located in a quiet neighborhood perfectly set up for a Florida getaway. With 2 bedrooms, 2 bathrooms, comfortably sleep up to 6 guests. Enjoy a fully equipped kitchen, private pool, and outdoor area with BBQ. Located ~ 5–10 minutes from beautiful Anna Maria Island beaches and close to parks, shops, and great local restaurants. This home is the perfect place to unwind and enjoy your stay.

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.