Family-friendly holiday rentals in West Bradenton

WOW-King Bed w/86° Pool, Turf Golf green, Beaches

Location! Have fun with the whole family at this stylish home. Just minutes to Anna Maria Island beaches. This incredible newly built home sets the highest standards of luxury living. It’s the ideal retreat with its expansive views of the outdoors from the moment you enter. Open concept with large French doors throughout the home creates the perfect indoor-outdoor lifestyle. Spend the day lounging by the heated pool with a cold drink in your hand. Fun turf yard area with games and putting green

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!

Pineapple Suite: spacious, private, great location

Come stay in our "Pineapple Suite" where you'll enjoy our cozy, private suite within our family home. In your suite, you'll have your own bedroom, bathroom & family room with kitchenette. We're in a very safe neighborhood and perfectly located near many outdoor attractions! The beaches, kayaking, biking, & hiking are all within minutes of our home! You're a 12-min drive to Anna Maria Island, 5-min to Robinson Preserve, 15 min to IMG, & only 30 min to SRQ. Check out my 5-star reviews!

Spacious guest suite near the bay, IMG, Anna Maria

This condo is attached to my home but is totally independant with private access. The condo is upstairs and accessible by a spiral staircase ( avoid large suitcase, may be challenging for some people) A large bedroom with a queen bed, an equiped kichen ( combined microwave/ oven), a bathroom ( large shower) and a living room with high ceiling. We follow cleaning recommendations. You can arrive anytime after check in time.PARKING is in the dead end street in front of my garden

The Starry Cottage

Ideally located in the Village of the Arts amongst dozens of art galleries, cafes, and restaurants all within walking distance. For example, The Adobe Lounge offers coffee and kava and is only a 2 minute walk. Downtown Bradenton is mile away (a 3 minute drive, 20 min walk) with its own collection of breakfast cafes, restaurants, shops, and bars, a brilliant farmers market, and a beautiful riverwalk. Some of the best beaches in the America are only 15 minutes away by car.

Private Oasis: Heated Saltwater Pool+Putting Green

Imagine life in a tropical oasis-surrounded by palms trees, turfed lawn and putting green while enjoying the Florida sun relaxing your private saltwater heated pool with extended sun shelf. This 3 bedroom/2 bath 1940s bungalow is a great place to relax and unwind with your own resort style backyard. The fully equipped home, located between downtown Bradenton and Anna Maria Island offers fun in every direction. We guarantee you'll want to stay awhile!

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!

Cozy Private Estudio • Near IMG, Beach & Airport

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.

Adorable Manatee Guest House

Our guest house is conveniently located in a quiet neighborhood, a few miles from the sandy white beaches of Coquina Beach, Brandenton Beach, Holmes Beach, Manatee Beach, Ana Maria Island, and Siesta Key Beach. The Downtown and IMG Academy are also just a short drive away. Our home is a perfect place to relax between trips to the beach and local attractions.