Family-friendly holiday rentals in Bradenton Beach

Full-Size BBall/Pickleball, Heated Pool & Hot Tub!

The Colorful Playhouse 🎨 - The full size basketball court & 2 pickleball court private backyard resort in Bradenton, FL! Get ready for a vacation filled with nonstop fun! This is a 5-bedroom, 3-bath retreat designed for large families and groups looking to make the most of their Florida vacation. With an enormous backyard packed with a FULL-Size basketball court, a pool, hot tub, multiple game areas, and space for up to 20 guests, this home is your perfect base for unforgettable group memories!

Family · Outdoor spaces

Top guest favourite

Guest favourite

Steps to the beach! Condo with pool at The Terrace

Just 200 steps from the white sands of Holmes Beach, this beautifully updated 2BR/2BA condo has everything to offer! Our unit features high-speed internet, Keurig , balconies off of each bedroom, 1-car garage, washer/dryer, heated shared pool, and access to all the beach necessities (toys, umbrellas, chairs, tent, bicycles, SUP, cart). This unit sleeps 6 (1-King, 1-Queen, & Full size sofa bed). LOCATION, LOCATION! You'll be just steps from restaurants, cafés, shops, and the free island trolley!

Indoor spaces · Kitchen · Location

Charming 2BD/2BR with Big Water Views on the beach

Our charming 2 BR/ 2 Bath condo has wonderful unobstructed views of Anna Maria Sound. It was totally remodeled in 2020. The property is in the Bradenton Beach area of Anna Maria Island. The Beach is right across the street with deeded access. The pool is the largest heated pool on the island. Bikes and kayaks are included. A free trolley stop is right in front of the property. There is a washer/dryer in the unit. The 2nd bedroom has both a queen bed and a bunk bed for larger parties.

Indoor spaces · Family · Value

Top guest favourite

Guest favourite

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.

Indoor spaces · Kitchen · Pool

Bougie Bungalow at the Beach

This newly renovated, completely private, comfortable Anna Maria Island bungalow is super clean & very comfortable. It has an open, split floor plan, 2 king bedrooms, each with private baths, separate dining and Florida room & is only 3 houses from the amazing white sand beach, the bay & Pier. Only 1 block over is Historic Bridge Street with cool restaurants, mini golf, quaint shops & bars with live music. Once here, you never need to drive -everything is within a block walking distance!

Family · Kitchen · Sleep quality

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Guest favourite

~Hot Dates, Cool Prices – Beach Access - Lrg Pool~

🌅Breathtaking Sunsets welcome you combined with a Powder Soft Sandy Beach & Aqua Blue Water which makes AMI your memorable and desirable Vacation Destination! Your Condo is in between the Beach & the Bay! It's your ideal location for everyone including Families, Couples, Friends etc. You can Walk to Restaurants, Bars, Live Music, Shopping, Water Sports, Boating, Cruises, Fishing etc. What you'll love the most...you don't have to drive...you can Walk, Bike, or use the Free Trolley.

Family · Kitchen · Access

Top guest favourite

Guest favourite

Beachy Chic! 1st Floor Condo-Pool-Close to Beach

Enjoy this NEWLY RENOVATED FIRST FLOOR 2-bedroom 1 bath condo just a short easy 2-minute walk to the BEACH. The New Key West vibe includes a Custom White Kitchen w/ SS appl, Shiplap, luxury plank flooring, & W/D combo. The pretty modern bath was updated with custom quartz top vanity. Relax at the pool directly next door & enjoy morning coffee on the little covered patio. The 2nd bedroom can be made up as 2 twins or a King. Walk to wonderful restaurants & shops. Gas Golf Carts permitted.

Family · Indoor spaces · Biking

Top guest favourite

Guest favourite

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!

🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

Family · Kitchen · Cleanliness

Cute 1Bedroom Beach condo, only steps from beach!

Enjoy beautiful Bradenton Beach in our newly refurnished vacation rental. We invite you to lounge by our crystal blue pool, swim in the calm gulf waters, or walk along AMI's sugar sand beaches. 2 guests are ideal in our 1 bedroom queen apartment, but we have a double height 24 inch queen air mattress to accomodate up to 4 guests. The kitchen is fully equipped and features full sized fridge, stove, oven & coffee maker. The unit has high speed wifi, smartTV, Netflix, cable, & DVD.

Family · Indoor spaces · Outdoor spaces

Beachfront • Steps to Sand • Sunset View • Balcony

Just 14 steps from your second-floor beachfront condo, you’re on the powder-soft sands of Anna Maria Island. The bedroom has a plush queen bed, and the living room offers a queen sleeper sofa. Enjoy a full kitchen, cable TV, high-speed Wi-Fi, shared laundry downstairs, and one assigned parking space. Relax on your balcony with sweeping Gulf views and unforgettable sunsets. Perfect for couples or families, this is a true beachfront retreat with sand and sea at your doorstep.

Family · Indoor spaces · Condition

Top guest favourite

Guest favourite

Bradenton Beach Sunsets 2, Anna Maria Island, FL

NO BOOKING FEE! Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

Indoor spaces · Family · Outdoor spaces

Top guest favourite

Guest favourite

STEPs to BEACH! /Heated Salt Pool/Sunsets/5 STAR!

Less than a 2 min WALK to the white sand beaches of the Gulf, this 4 BR home comfortably sleeps 8. Large bedrooms & a spacious floor plan (the kitchen, dining and living rooms flow together), the house is perfect for families. The bedrooms are split 2+2 & paired with bathrooms on opposite ends of the house (a pocket door adds privacy). Private heated saltwater pool sits amidst the tropical yard. Hop on the free trolley and explore Florida's gorgeous Anna Maria Island.

Family · Kitchen · Decor