Family-friendly holiday rentals in Manatee County

4.93 out of 5 average rating, 167 reviews

Endless Outdoor Fun-86°Pool-Game Room-Dog Friendly

WOW! Shake up your next vacation! Close to AMI and dntown Bradenton local eats. This VERY chic home is waiting for you! Feeling competitive? Our game room is filled with head to head competition air hockey, skee ball, basketball - you choose. Outside the fun continues with Giant Jenga, corn hole or connect 4. Enjoy the afternoon in our solar heated pool, SWING on the lounge chairs under the pergola while enjoying a fire. Or enjoy a day at the best beaches for INCREDIBLE fun for all ages.

4.98 out of 5 average rating, 102 reviews

Beach House with jacuzzi near AnnaMariaIsland

Welcome to the peaceful Gulf Trail Ranches community,located just 8miles from AnnaMariaIsland, with easy access to IMG and restaurants.This 2bed/2bath home offers a remodeled kitchen with stainless steel appliances, solid surface countertops, and a built-in breakfast bar.The spacious family room is equipped with a built-in bar for enjoying music,a vending machine stocked with drinks and snacks for your convenience, a fenced backyard with a gas grill and hot tub for a pleasant and relaxing stay.

4.94 out of 5 average rating, 196 reviews

Peaceful Braden River Oasis: Cottage

Come get away to this river retreat just outside of Lakewood Ranch. This property has three separate rental units on it including this charming single bedroom cottage with access to the river. It comes with everything you need to enjoy a wonderful vacation! The other units on this property are the Guest House, a larger studio unit 1 bed/1 bath sleeps 2 (Search Peaceful Braden River Oasis: Guest House) and the Main House, a 2 bed/2 bath sleeps 7 (search Peaceful Braden River Oasis: Main House).

5 out of 5 average rating, 27 reviews

FREE Heated Pool•Mini Golf•Arcade•Spa•AMI 6mi•IMG

Welcome to The Wild Pelican House, a unique family retreat tucked away in a quiet Bradenton neighborhood right off Cortez, you'll be just minutes from Anna Maria Island & IMG Academy. This is not your average vacation rental. Our house is designed for families who want to make the most of their time together — laugh louder, play harder, and relax deeper. -FREE 85* Heated Pool -Private Mini Golf Course -Hot Tub -Outdoor Movie -Backyard Arcade Shed -Fire Pit & Grill - AMI: 8mi -IMG: 4mi

4.99 out of 5 average rating, 135 reviews

Condo in Bradenton

KING Bed + AMI Beaches + Beach Gear!

🎙️🦩Welcome to the Retro Flamingo! Your tropical getaway that combines style, fun, and the serene beauty of the Gulf Coast. This cozy, vibrant themed condo is the perfect destination for your next Beach vacation. Walking distance to Palma Sola Beach Causeway, where you can enjoy sun-bathing, horseback riding, jet skiing, and fishing! 5 mins or less from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island! Kick back and relax in this retro “Old Florida” themed condo!

Campervan/RV in Bradenton

4.89 out of 5 average rating, 102 reviews

RV Free Spirit – Romantic Nature Retreat

🏡 RV Free Spirit Escapa de la rutina y conéctate con la naturaleza en este RV acogedor, diseñado para brindarte comodidad, paz y libertad. Ubicado en un entorno tranquilo, RV Free Spirit es ideal para parejas, viajeros solitarios o cualquier persona que desee relajarse bajo el cielo abierto. 📍 Ubicación privilegiada: • A solo 10 minutos de la prestigiosa IMG Academy • A 20 minutos de las hermosas playas de Anna Maria Island, ideales para disfrutar del sol y el mar

5 out of 5 average rating, 105 reviews

AMI Beaches + IMG Sports + Hot Tub & Pool!

🌴Welcome to Beachway Haven! This 5-Star ⭐️ hideaway is just mins from Anna Maria Island's Pristine Beaches & the Gulf of Mexico. Dive into relaxation with your own Heated Saltwater Pool & Spa Hot Tub, nestled in a tropical oasis. Only a skip away from Golf Courses, Nature Parks, IMG Academy, & Palma Sola Causeway's Beach Access – your gateway to Horseback Riding, Kayaking, & endless sandy adventures. Shopping & dining are only a few mins away too!

4.98 out of 5 average rating, 153 reviews

Home in Sarasota

Secluded Cottage | Hot Tub | Walk to Benderson/UTC

Welcome to The Crew House! A brand new, stylish, cozy cottage that is walking distance to all that the Nathan Benderson Park and University Town Center areas have to offer! The property is on over a 2 acre parcel so there's plenty of room to spread out. At our cottage you will find a comfortable bed, stylish furniture, high-end finishes, a large island, screened-in outdoor dining table, and a great outdoor space with a private hot tub.

4.92 out of 5 average rating, 183 reviews

Guest suite in Sarasota

Adorable Attached Guest Suite !

Centrally located in Sarasota. About 6 miles from Siesta Key Beach and the downtown area, 10 minutes away from I-75, and about 15-20 minutes away from the airport and University Parkway. This unit is attached to the main house with a private entrance. A designated concrete parking space is located in the front yard. The neighborhood is family friendly and very safe. If you have any questions please feel free to ask!

4.93 out of 5 average rating, 181 reviews

Guesthouse in Bradenton

The Enchantment, Cozy guesthouse,7mi to the beach!

Enjoy the beach in style! We welcome you to the private studio on the West side of Bradenton. Beautiful beaches like Cortez Beach, Coquina Beach, Holmes Beach, and Anna Maria Island may be reached in about 20 minutes. Sarasota Airport, IMG, art galleries, Lido Key, Longboat Key, museums, theaters, 2 hours from Disney World Orlando, Marie Selby Botanical Garden, and Marina Jacks are all within 20-30 minutes!

4.98 out of 5 average rating, 122 reviews

Guesthouse in Bradenton

Private Stock Tank Pool. Cozy Tropical Stay

Cozy tropical retreat just 4.6 miles from Sarasota Airport and 7 miles from the beach. Perfect for two! Enjoy a private stock tank pool, fully equipped kitchen, comfy bed, fast Wi-Fi, and free parking. Relax in your own peaceful outdoor space and feel the tropical vibe. Ideal for a romantic escape, a beach weekend, or simply to unwind in a unique and private setting.