Holiday rentals with outdoor seating in Bradenton

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

Welcome to the Paradise Fun House, the ultimate spot for your dream bash! Our Airbnb oasis is packed with tons of fun and activities for an epic stay. Cruise around on free bikes or kayaks, fish with top-notch gear, challenge friends to mini-golf, chill in the hot tub, or enjoy our game collection. Golf clubs and beach gear are ready to roll. Our spacious layout is perfect for partying all night long. Book now for the ultimate fun or relaxing experience! Boat/Dog-sitting/cleaning are available

4BR 3B: Heated Pool, Pool Table, close to AMI/IMG!

Welcome to The Salt House, a spacious 2,400 sq ft retreat that beckons you to unwind and indulge in the ultimate vacation experience. A vacation getaway in Bradenton, FL is conveniently located 8 miles away from the stunning Anna Maria Island & only 3 miles from the prestigious IMG Academy. This 4-bedroom, 3-bathroom haven offers a slice of paradise, complete with a refreshing pool, exciting pool table, charming outdoor fire pit, hammock, a delightful kids' playhouse, & a SUV for you to rent!

Waterfront Retreat• Private Pool• Golf• Ping Pong!

Dive into the ultimate summer getaway! Relax at this cozy waterfront cottage with a private pool, & a short drive to AMI’s white-sand beaches. 2BR/2BA with two living areas include a bright Florida room overlooking the canal. Enjoy ping pong and a putting green ⛳. Start your mornings with coffee on the dock, watching fish jump out of the water. Fast WiFi, workspace, beach gear, and a kitchen with cooking essentials. Perfect for beach days, family getaways, or a relaxing coastal escape.

Modern 4BR Home *Heated Pool & Spa*

Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. *Brand new pool* VR24-00265

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!

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.

Exquisite modern home with pool - 10 min to beach

A beautiful modern home 10 min to Anna Maria Island and the beach with breathtaking amenities in Bradenton Florida. This 3 bedrooms, 2 bathrooms property is appointed with exquisite finishes and furniture throughout, heating and cooling pool, hot tub, large patio with lounge chair, complimentary bicycles and beach chairs, sonos system, outdoor BBQ and much more. Additional Housekeeping can be provided at an extra cost. Please contact the Property Manager for more information.

Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI

Beautifully renovated 5 bedroom home. Located 3 minutes from beach access and 9 minutes to Anna Maria Island. A massive waterfront patio with string lights and heated pool and spa encompass this house. Master bedroom with walk-out to spa. Custom double walk-in shower in master suite. Family room with 86" television, decorative fireplace, and 15' ceiling. Roku TV’s in every bedroom. Outdoor propane grill. Beach chairs, umbrella, and cart. We welcome you to Casa Bella.

Tipsy Flamingo | POOL • HOT TUB • FIRE PIT • GAMES

Dive into the curious home of Tipsy Flamingo. The tropical fever dream you didn’t know you needed! Stay in a historic home bursting with fluorescent colors, a pink-tastic Flamingo Suite, a wild Jungle Room, and a chill coastal Surf Den. Outside, swing under the pergola, battle it out in giant chess, soak in the hot tub, lounge by the fire pit, and float in the sparkling pool on your honorary pink flamingo throne. Pure fun, pure vibes, pure madness! 🦩

Beautiful Lake View Home - Close Beaches / IMG

Welcome to your waterfront Florida oasis in South-West Bradenton. Just minutes from the pristine white sands of Anna Maria Island! Wake up to stunning, peaceful water views in this modern lake house. The highlight of the home is your private front-row seat to watch turtles and exotic Florida birds right on the water's edge. This spacious retreat offers plenty of room for athletic IMG families and families visiting the beach.

Tropical Getaway: Pool, Putting Green,Near Beaches

Kick back and relax at this newly renovated 3BR, 2BA Bradenton retreat! Enjoy a private pool, outdoor fireplace, and huge putting green—perfect for family fun or evening drinks. Inside, you'll love the vibrant tropical feel, designer wallpaper, and open-concept living space with a fully stocked kitchen. Just minutes from beaches and downtown, this stylish getaway has everything you need for a perfect Florida escape.

Casita Lantana, a 1925 cottage in a Tropical Oasis

Welcome to my original 1925 Casita, built in the heyday of the John Ringling era. We are centrally located between Sarasota, Lakewood Ranch, and Bradenton, making it an ideal place to explore all the area has to offer. Getting around is easy since we are located very close to the Ringling Museum of Art. Plus, it is only a short 15-minute drive to downtown Lido Beach and St. Armands Circle.