Family-friendly holiday rentals in Bradenton Beach

Beach Escape & Pool, steps to Beach & restaurants

One block from beautiful beach & waterfront dining. Newly renovated Villa in quaint quiet condo building close to everything on Anna Maria Island. Pickleball across the street. Pool literally out your back door. Perfect for a small family or a romantic getaway. *Min. renter age 25. Two minute walk to beach, trendy Bridge Street shops, marina, restaurants, bars, boat tours, mini golf and more. Brand new beds, furniture & appliances. Kitchen has everything you need. Beach supplies in hall closet.

The Florida Rooms

NEW POOL/SPA. Just 10 minutes from the beach, The Florida Rooms is a 3BR, 2BA retreat with NEW RESORT POOL & SPA, outdoor dining and living space, premium beds, rain showers, a full kitchen, and dining for 8. Extra sleeping includes a queen sofa bed and Pack ’n Play. Enjoy a pool table, ping-pong, board games, outdoor string lights, and a fire pit. We include beach gear—chairs, towels, umbrella, and wagon—for easy fun in the sun. Comfort, charm, and convenience await! Pool/spa heating included!

Heated saltwater pool home - turf putting green

Private 3 bedroom single family home 4 miles to white sand gulf beaches Longboat Key and Anna Maria Island. HEATED SALTWATER POOL home with access to ride bikes to the beach. Spread out in the oversized backyard with your own private pool and sitting area, featuring artificial turf yard and putting green, and beautiful landscaping. All hurricane damage has been repaired. The fence is fixed and the backyard is again completely private. The pergola pictured in photos was lost in the storm.

Backyard Oasis, Resort Style Pool, Near Anna Maria

The backyard oasis is the perfect place to relax and unwind with the whole family, or just a few friends. With large trees to provide the right amount of shade and privacy, along with a variety of plants, it is a tranquil and peaceful atmosphere. Amenities: - Heated Salt-water pool - Covered Patio - Bag Toss - Large connect four - Charcoal Weber Grill - 15-minute drive to Anna Maria Island Beach - 10-minute drive to Pirates Spring Training Facility - 10-minute drive to IMG academy

Orange Oasis: Clean, heated pool, near beaches.

Enjoy your little slice of paradise at the beautifully decorated Orange Oasis! 3 bedrooms & 2 baths, plus a daybed with trundle. Heated Pool. High speed wifi & 4 TV's all with Hulu, Apple TV, Disney+, & ESPN. Vaulted ceiling, rainfall walk-in shower, washer & dryer, large fenced backyard, pool, garage parking, Weber grill, & a quiet safe neighborhood. The home comes fully stocked with Ziploc bags, cooking/kitchen essentials, coffee, beach essentials, & outdoor/indoor games.

KING Bed + Anna Maria Island Beaches + Beach Gear!

⚓️🦩Welcome to the Coastal Flamingo! Your nautical 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 coastal escape!

Beautiful pool home minutes from Anna Maria Island

This cozy, clean and modern HEATED POOL home is only 5 miles from Anna Maria island, close to shops of all sorts and great restaurants. It is also only 6 miles to IMG academies. It has 3 bedrooms and 2 full bathrooms with a beautiful pool. It has a fully private and fenced off yard that will be perfect for BBQ’s and outdoor activities! The large yard will be perfect to bring your furry friend along as well! This home is in the perfect location that will not disappoint!

Beach N Bay 206 by Duncan Real Estate

Welcome to Beach N Bay 206! A honeymooners delight or a couple's retreat! Enjoy a romantic getaway! Don't miss your chance to stay at the North end of Anna Maria Island in the highly desirable village of Anna Maria, one of Coastal Living Magazine's Top 10 Happiest Seaside Towns! Located right in the middle of all that happiness, Beach N Bay is the island vacation cottage duplex that's so tropical and fun, you'll swear you can hear steel drums!

Water View Home with Pool, putting green, Rec Room

Experience luxury and tranquility in our 3-BR, 2.5-Bath oasis in Bradenton. Dive into relaxation with a private pool, unwind in the expansive living spaces, enjoy a dedicated rec room for endless entertainment, and marvel at the wonders of nature with manatee viewing just steps away. Your perfect getaway awaits! Perfect location! 10 mins to Bradenton Beach and Manatee Beach! 10 minutes from IMG AcademyWaterview from home and fishing steps away!

2-night available 5/21 & 6/18-Boat Dock, 30' Pool

* It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the beach. * Enjoy the large 16' x 30' private pool in a picturesque tropical landscape along with a 30' fishing/boat dock. * Within walking distance of Pine Avenue, City Pier, Two Scoops, Waterfront Restaurant, Galati's Marina, and Island Ocean Star Restaurant. *Less than a 3 minute walk to Bay Beach and a 15 minute walk to Bean Point.

Cozy Cottage

Coastal Cottage A cozy retreat just minutes from Anna Maria Island's beaches. This cottage offers all the comforts of home, including a full kitchen, pet-friendly space, and easy access to local attractions. Only an hour from Tampa Airport, near Busch Gardens, 2 hours from Disney. Ideal for a peaceful escape or as your adventure hub. Enjoy the serene Florida lifestyle.

Spa+Pool+Yard Games+2 Master+Upscale Area+Spacious

☀☀RECENTLY REMODELED☀☀ ☀1 minute to boat ramp into the Manatee River ☀15 minutes to Anna Maria Island ☀15 minutes to IMG Academy ☀15 minutes to Manatee Public Beach ☀ 7 minutes to Robinson Nature Preserve ☀ Several GOLF courses within 15 minute drive ☀ Stays of 28+ Days welcome on request!