Holiday rentals with a fireplace in Bradenton

4.95 out of 5 average rating, 131 reviews

Vacation Pool - House in Bradenton!

Welcome and enjoy a relaxing vacation house with your family. This heated POOL house is well situated and well-maintained in a cul-de-sac and is central to the beach (15 minute drive to Anna Maria Island), IMG Academy, The Bradenton Country Club, famous Riverwalk, downtown and numerous restaurants and shopping options. Enjoy your own private oasis with plenty of space for your family and friends with 3 bedrooms that can sleep 8 guests and a fourth bonus room that can sleep 2 additional guests

4.93 out of 5 average rating, 168 reviews

Chic Oasis-Backyard Goals-Game Room-Pup Haven-Pool

Step away from the ordinary into your chic escape! Styled in modern black & white with a trendy edge, it is the perfect backdrop for your insta-worthy stay. Rainy day? No problem - our game room is packed with hours of fun, friendly competition. Evenings made magical with a night cap swim, cozy fire, or oversized yard games. Don't forget your photo op with our angel wings mural - the ultimate backdrop for your memories. Your pup is welcome too! This isn't just a stay - it's a vibe.

Superhost

4.79 out of 5 average rating, 349 reviews

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.

4.96 out of 5 average rating, 23 reviews

Historic Home 2 King + Sofa, 1700sf, Mins to Beach

Step into 1,700 sq ft of old Southern charm in this historic home, featuring curated art and stunning architectural details. With only a 10 minute drive from Anna Maria Island and America’s best beaches, this retreat offers a serene lanai, comfortable bedrooms, and a peaceful small beach town feel. Close to premium outlets, Tampa and Sarasota Airports, local dining, and other attractions, it’s the perfect blend of timeless elegance and modern convenience for your ultimate Floridian escape.

5 out of 5 average rating, 35 reviews

Stylish Pool Home • Near IMG & Beaches • Top Rated

Stylish industrial-style home just 2.2 miles from IMG Academy and 6.5 miles from Sarasota Airport! Enjoy a private pool, ping pong table, and modern comforts. This 3-bedroom, 1-bath home includes a full kitchen, smart TV, washer/dryer, and fast Wi-Fi — perfect for families, friends, or IMG guests. Relax, play, and enjoy a fun stay close to beaches, shopping, and attractions. 🐾 Pet-friendly! A $100 pet fee applies per stay. Please let us know in advance if you’re bringing a furry friend.

4.96 out of 5 average rating, 308 reviews

Casa del Río! Beaches, IMG, Boating, & Riverwalk.

Welcome to "Casa del Rio" in Bradenton, FL featured in hit TV Show 90 DAY FIANCÉ! Location less than 15 minutes from the beach, IMG, Downtown, Riverwalk, Pirate City, and popular restaurants. Main Road takes you straight to Beach NO turns! I've thought of everything to make your stay as comfortable as possible. Keyless check-in experience with Smart Lock. Amazon Fire TV Free movies and TV Shows. Netflix ready. Brazilian Hammock under a Tiki Hut. Coffee and Tea station. Beach gear.

4.97 out of 5 average rating, 70 reviews

Useppa Villa

"STOP scrolling—you've found your paradise. Come relax by the beautiful pool with a drink or head to the beach. Our mission is to ensure you have an unforgettable experience. This tastefully decorated and updated home has everything you need, from kitchen essentials to toiletries. Just pack your clothes and leave the rest to us.” We've priced this home at a two person daily rate to make it accessible to everyone, so please enter the correct number of guests.

4.99 out of 5 average rating, 142 reviews

Guesthouse in Sarasota

Maggie's Hideaway

This adorable little bungalow is hidden away in one of Downtown Sarasota's oldest historical neighborhoods and only a couple miles from Sarasota Bay and surrounding beaches. Beautiful Lido Beach is only five miles west, Siesta Key is seven miles southwest, with Benderson Park being only seven miles east. Fabulous shopping and world class dining is plentiful in this downtown community. There is plenty to see and do in Sarasota - Come see us!

4.98 out of 5 average rating, 231 reviews

Condo in Seminole

SHEEK and Glam- heated pool Updated! 3 mi to beach

UPDATED modern Light and bright colorful condo w HEATED POOL! First floor NO stairs. 2 miles from the beach. Crazy FAST WIFI- at 600mbps !!! Great central location close to 2 malls, restaurants, parks and many local gulf coast beaches. SAFE GATED quiet community has a heated pool, gym, tennis courts and gas grills for you to enjoy. Just bring your beach blanket and swim suit and RELAX! Walking distance to so many stores/rest

4.97 out of 5 average rating, 149 reviews

2KingSuites~2GAMErooms~Firepit~CRIB~BeachSupplies

PICKLEBALL COURT GETTING INSTALLED MIDDLE OF SEPTEMBER ▪️2 Game Rooms ▪️2KingSuites ▪️7 miles to Beach ▪️Blackout curtains ▪️BabyMonitor▪️Crib/Pack N Play/HighChair ▪️RokuTV’s▪️Self Checkin ▪️AirHockey ▪️Grill ▪️FirePit ▪️Washer/Dryer ▪️Coffee Bar▪️Cable ⭐️Short Checkout List⭐️ Book your family's fun beach vacation TODAY.🏖️ And create memories for a lifetime!😀 Ask us about any special offers!⛱️👌

Superhost

4.9 out of 5 average rating, 134 reviews

Palma Sola Pool Home, minutes to AMI

Welcome to this beautiful home that has been all newly renovated. You’ll be greeted with an open and bright space with beautiful 4 panel french doors leading into the oversized backyard. Location is ideal, a quick 4.3 mile drive takes you to Holmes Beach on Anna Maria Island, 10 minutes to IMG academy, local restaurants and stores, Publix, Fresh Market are all just around the corner from the home.