Hotel holiday rentals near Anna Maria Island

Steps to Beach, Htd pool, 2/1 Apart #11

How far is the beach? Just steps away! Open the door to your perfect getaway at Boutique Beach Retreat. We are located across the street from the beautiful Treasure Island Beach and a short distance from John's Pass, where you can enjoy the pristine white sand, ocean breezes and all the adventures and activities you desire. Our guests love the warm, inviting classic Florida charm of our Boutique-Style Hotel. Come stay with us at Boutique Beach Retreat for your unforgettable beach vacation!

Villa 104 Bedroom King Suite with Partial view

Spacious first floor poolside one-bedroom suite with ocean views. perfect for catching that gorgeous sunset that makes St. Pete Beach famous. Access to pool area with comfy chaise lounges. Relax in your extra-large living room featuring a full kitchen, desk, dining table and queen sleeper sofa. Flatscreen TVs and strong wi-fi. Each Villa has 1 parking spot. There is a $100 non refundable charge for pets, max of 1 pet in studios, 2 in 1 bedrooms. *daily turnover service not provided*

"The Lady" at Palm Tree Villas Resort

Palm Tree Villas offers a portfolio of unique 1950's resort rooms ranging from small studios to three bedroom villas with three bathrooms. We would love to host you for a wonderful quaint enjoyable vacation. Conveniently close to the trolley line for a quick bite at many great eating spots around the island and close enough to walk to the beach in two minutes. Park your car and enjoy the island. This offering is a small studio that is extremely popular. Two studios are available.

The Addison Room

Experience our cozy unit located at the Ramada by Wyndham Sarasota in Whitfield, Florida, near Siesta Key Beach, Anna Maria Beach, Lido Key, & many other white sand beaches! Enjoy two queen beds, full bathroom, heated pool, and onsite restaurant. Surrounded by lush shrubbery, our tranquil retreat features a marina for kayaking and boat adventures. Explore nearby Downtown Sarasota for dining, shopping, and entertainment. Relax and enjoy the best of Florida's Gulf Coast!

Ivory Sands Beach Suites - Standard King

A blend of comfort and modern elegance. This boutique retreat features a king-size bed adorned with plush linens, ensuring a restful night's sleep. The room boasts a chic seating arrangement, perfect for lounging and relaxation. The well-appointed wet bar with premium amenities and a wine fridge provides convenience, inviting you to toast to special moments. The vanity area, adorned with luxury finishes, offers a space to prepare for your day or unwind in the evening.

Close to Lido Beach + Rooftop Pool, Bar, & Dining

Located in downtown Sarasota, The Westin offers elevated stays with rooftop pool access, a full-service spa, and stunning views of Sarasota Bay. Guests enjoy a complimentary shuttle to Lido Beach and St. Armands Circle, 2-hour free bike rentals, and on-site dining. Pet-friendly and steps from the marina, Bayfront Park, and local culture, this upscale stay includes a destination fee with added perks—perfect for beach days, wellness getaways, and city exploration.

Island House Apartment Motel - Queen bed

Your motel room is crisp and clean inspired by the tranquil colors of our beach. It is 1 of 4 units that share a common hallway on the second floor above the office (no elevator) that do not face the beach. A walk down the stairs and around the building will find your toes in the sand and a lovely view of the Gulf. Our beachfront motel which was built in 1959 and has been in our family since 1960. Guests return year after year to enjoy our location.

The Nest, with heated pool.

The Inn is conveniently located on Siesta Key directly across the street from the Beach. Its guests enjoy beach access right across the road ( access #9 ). Siesta Village is also just a 5-minute walk from the Inn. If walking is not an option there is a trolley that is free of charge to ride and get around the Key. We have 6 individual Cottages in total that range from a one bedroom units to a three bedroom units.

303B Studio-Balcony Overlooks Gulf, Bay, Main St

The Berkeley Beach Club is inspired by all that is Pass-A-Grille Beach: a funky, fun beach community, unique shopping, gorgeous beaches and breathtaking sunrises and sunsets. It is, in a word, Paradise. This lovely building, inspired by classic beach architecture, is on historic 8th Avenue in the heart of Pass-A-Grille. Walk a short block to the Gulf of Mexico beach to the west or Boca Ciega Bay to the east.