Holiday rentals with lake access in Anna Maria

Walk to it all! Restaurants + Heated Pool +Beach!

🌊🏖️Welcome to Making Waves on Anna Maria Island-where you are steps from the beach and centrally located to it all, footsteps to the trolley stop! Escape to paradise and experience the ultimate beach getaway at this stylish beach house with heated pool, nestled in the heart of Anna Maria. Walk outside the door to the pristine beaches, renowned local restaurants, and the vibrant Bridge Street with live music, restaurants, bars, and shopping. Our beach retreat promises an unforgettable vacation!

Lakefront • Heated Pool & Spa • Basketball • Grill

➤ One-of-a-kind Florida Getaway! HGTV-built Serene Waterfront Pool Retreat, just 3 Min to Tampa Bay Boat Launch! ➤ Sunset Views, Relax in the Screened Pool & Spa ★ Indoor Basketball Court – a Hit for Families! ★ Fish from the shoreline or Fire up the BBQ Grill ★ Game Room + Tonal Smart Gym for All-Day Fun • Designer Finishes, Spacious Roomy Layout, Perfect for Groups • Fast Wi-Fi, Smart TVs, & Dedicated Workspaces ➤ Ideal for Family/Group Vacations, Fishing, Pet-Friendly Stays & Remote Work.

Walk 2 blocks to Beach + Private Pool + King Beds!

☀️Welcome to Bayberry Beach Cottage A on Anna Maria Island! Just +/- 400 feet (2 min walk) to the beach! With a heated private pool, fenced backyard, outdoor games, & grill, it’s the perfect spot for fun-filled days and relaxing nights! 🌴This recently renovated beach cottage has 2 king bedrooms, 1.5 baths. 📍You’re just a 2-minute walk to Salt, a trendy restaurant and craft cocktail bar with live music. More local favorites and beach bars are nearby, & lively Bridge Street is only 1 mile away

Serenity Lake

Keep it simple at this peaceful and centrally-located place. 15 minutes from beaches this lovely apartment sits on a pond full of fish with a dock. Large pool ready for swimming and sunning. Charcoal and gas grill available. Beautiful upper deck to sit and enjoy the large mango tree and view over the lake. Golf cart available for evening rides. There is a large driveway for a boat. Swim and fishing accessories available. Minutes from I-75 - also near the famous Lakewood Ranch downtown.

Manatee Sanctuary - in the heart of Anna Maria

Welcome to Manatee Sanctuary – a spacious 3 bed/ 2 bath canal-front retreat with a private heated pool and hot tub, located in the quiet and highly sought-after North End of the island. This serene and private oasis offers everything you need for a relaxed and memorable beach vacation. The home features an open-concept living and dining area, fully stocked kitchen, and an upstairs porch ideal for morning coffee or evening relaxation. The backyard opens onto a peaceful saltwater canal.

KING bed + Beaches + Beach Gear

🏄🌊🦩Welcome to the "Surfing Flamingo!" Your coastal 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 from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island! Kick back and relax in this "Surfs Up" themed condo!

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.

Peaceful Braden River Oasis: Main House

Escape to our charming riverfront Main House—a spacious 2 bed, 2 bath retreat that sleeps up to 7. Enjoy stunning river views, a screened-in porch, and access to the peaceful river dock. With a master suite featuring an outdoor shower and a spacious lofted sleeping area, this home offers everything you need for a relaxing and memorable getaway. Part of a unique property with two other rental units—perfect for groups or families seeking tranquility and adventure.

Modern Retreat w/ Patio Near Downtown

🌴 Top-floor condo near Crescent Lake + 5 min to downtown Stay in a bright, stylish 1BR retreat just minutes from downtown St. Pete. Enjoy peaceful lake views from your private patio, with Crescent Lake Park steps away and Beach Drive, dining, and nightlife close by. ✔ King bed + high-end finishes ✔ Private patio with lake views ✔ Fast WiFi + smart TVs ✔ Free parking + pet-friendly Relax in a quiet, elevated space—close to everything, but away from the noise.

Luxury Canal Home + Heated Pool/Spa, Sleeps 12

Welcome to Hammock Daze, a luxury 4BR/3.5BA canal-front home in the heart of Anna Maria Island. Just a 10-minute walk to the Gulf and steps from Pine Avenue, this resort-style retreat features a heated walk-in pool and spa, peaceful water views from multiple balconies, and a private boat dock. Enjoy beach gear, baby items, an elevator, ping-pong, and spacious living areas—perfect for families and groups seeking an effortless, unforgettable AMI getaway.

Waterfront View Mins To AMI Beaches

Luxurious lakefront 2 bedroom, 2 bathroom condo, centrally located at the Shorewalk Resort in West Bradenton just 10 mins from the white sandy beaches of Bradenton Beach, Anna Maria Island and close to Siesta Key, Longboat Key, Lido Key & St. Armands Circle. Whether you’re looking for a family friendly vacation, winter getaway, IMG Academy visit, romantic retreat, or you just want to relax and enjoy the Florida sun, this place is perfect for you!

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.