Holiday rentals in Bean Point

Green Jacaranda AMI Duplex B, 5 min walk to beach

Location!!! North end of Anna Maria . Steps to the Bean Point Beach and everything you need for your perfect AMI Vacation. The duplex property features fully remodeled units thoughtfully arranged around a free style heated pool, creating a private, resort-style atmosphere. Guests may reserve 1 unit or the entire property , total of 5 units avail for rent in multiple duplexes making it ideal for extended families or group gatherings seeking both togetherness and privacy. MAX Occupancy - 4 people

Pet Friendly Pool Oasis St Pete/Gulfport

Exceptionally private artist's home with a salt pool ( not heated) in a tropical landscaped fenced backyard and a large screened porch, surrounded by palm trees. 10 mns to St Pete beach , Treasure Island, Sunset beach or downtown St Petersburg. 5 mns to the old Florida downtown Gulfport and one block to pinellas trail. Our Eco and pet friendly ,(only green cleaning products and no pesticides) 1400 sqft home ( plus the 300 sqft porch) home is in a safe residential area, close to everything.

༄ Sunset Shore on Anna Maria Island ༄

Welcome to the perfect Anna Maria Island home on prestigious North Shore Drive. Overlooking a canal lake, Sunset Shore offers a serene escape just 2 blocks from the Gulf's legendary white sand beaches and steps away from Pine Ave's vibrant shops and restaurants. Explore the island easily with the nearby free AMI trolley, connecting you to the City Pier, all the way south on the island to Coquina Beach, and all attractions in between. It's a perfect blend of coastal relaxation and convenience!

AMI Boathouse

Welcome to AMI Boathouse! At AMI Boathouse you have so many amenities to enjoy. 3 Bedrooms, 2 bathrooms with 5 beds for all your sleeping needs. An exquisite pool that sits just steps to a deep water canal. Bring your boat, kayak, paddle board to enjoy the 55’ dock. Watch the birds, manatee from the dock. Over 1,000 square feet of covered outdoor patios gives you so many options to enjoy the views! A short 200 step walk to beautiful Tampa Bay waters. This home is designed to relax!

Bayfront Beach access with Heated Pool!

Our modern yet beachy retreat is the perfect oasis on the North end of Anna Maria Island w/breathtaking panoramic views of Tampa Bay & the iconic Skyway Bridge. The backyard oasis features a refreshing saltwater pool & fully fenced backyard, complete w/artificial turf & outdoor shower. Just steps away, you'll find full access to a stunning white sandy beach & the crystal-clear waters of Tampa Bay! Conveniences have been carefully considered, creating the most ideal vacation destination!

Canal Front - Going Coastal by SeaBreeze Vacation

NEWLY RENOVATED! Going Coastal is a 2 bedroom/2 bathroom home located on the north end of Anna Maria Island. This ground level canal front home has everything you need to make this your best Anna Maria Island vacation ever. This home offers a private heated pool overlooking the mangroves and canal, private boat deck, spacious screened lanai and so much more. Not to mention its incredible location. It’s just a short walk away from the Bayfront Park and the historic Rod and Reel Pier.

Bay Breeze Cottages #2

Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the endless sun all year long, take a swim in our private heated pool with your favorite beverage, or head out anywhere on the island in our street legal gas powered golf carts to any of the local restaurants, piers, sand white sand beaches, and all other attractions the island has to offer. Come enjoy your own slice of paradise at Bay Breeze Cottages on Anna Maria Island.

New Prof Decorated-Pool/Spa 5 minute walk 2 Ocean

This brand new rebuild on Anna Maria Island located within Anna Maria city has 3 Bedroom, 3 Bathroom home plus loft is professionally decorated throughout, with state-of-the art quartz counter tops, JennAir professional stainless-steel appliances, wide plank wood tile floors, bead board ceilings. All bathrooms have basket weave marble and quartz counters and there is a Whirlpool Washer & Dryer. The house has everything necessary for a perfect beach vacation.

Cozy Cottage - POOL HOME! 3/3

A Cozy Cottage is the ultimate retreat for relaxation and reconnecting with family and friends. Each bedroom offers direct access to the pool area. The kitchen is abundantly stocked! The spacious Living Room with adjoining Dining Area provides a sleeper sofa. Quietly located on the northern end, but easy walking distance to Anna Maria's Historic 'Pine Ave'. Lush tropical landscaping and a spacious entertaining area surround the private heated pool.

Key Lime Cottage | Hot Tub | Steps to Beach

Key Lime Cottage is a charming 3BR/2BA coastal retreat just across the street from the Gulf beach and two houses from the iconic Rod & Reel Pier. This pet-friendly home features a private fenced yard, hot tub, bikes, and paddle boards, plus a fully stocked kitchen, Smart TVs, and fast Wi-Fi. Walk to Pine Avenue shops and restaurants, enjoy effortless beach access. Relax, unwind, and experience the best of Anna Maria Island—right outside your door.

Sea La Vie by Duncan Real Estate

Welcome to Sea La Vie!This is the relaxing Island getaway that you have been looking for. You and the family will love staying in this beautiful three-bedroom, two-bath elevated home nestled in secluded surroundings, just one block north of Pine Avenue in the village of Anna Maria. Stroll to the Pier for tranquil bay views or have coffee at the Cafs and grab a bite at one of the eateries lining the historic shopping area.

Blue Heron Cottage - Anna Maria Island

Great 1 bedroom, 1.5 bathroom cottage on the quiet north end of island. The house is conveniently located and within walking distance (two short blocks) to the beach and close to the intersection of Fern Street/Alamanda Road. Spectacular sunrises are just a short walk away at the Rod and Reel Pier, and the sunsets at Bean Point Beach are second to none, just a few blocks away. This great getaway sleeps up to 4.