Hotel holiday rentals near Anna Maria Island

The Footloose Studio at Casa Limonada.

Casa Limonada Boutique Motel is situated in the heart of picturesque Lido Key, a great place to enjoy outdoor adventures, incredible sunsets, world-class dining experiences, and boutique shopping in the warm sunshine of Florida’s West Coast. Guests are a short stroll from the white sands of Lido Beach, minutes from the vibrant tourist destination of St. Armand’s Key, and a quick drive to downtown Sarasota, Siesta Key, or Longboat Key. We are the perfect destination for your Florida vacation!

Steps to Beach, Htd Pool, Kitchenette #1

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!

Charming GulfSide Studio 10

Welcome to GulfSide Resort, a family-owned gem just a block and a half from St. Pete Beach! Our comfortable vacation suites face a beautiful pool and are steps away from beach bars, restaurants, and shopping. Enjoy our pool, shuffleboard, and putting green, plus complimentary beach chairs and toys. Perfect for group gatherings, we can host up to 35 guests comfortably. Experience relaxation and fun with your loved ones at GulfSide Resort—your ideal vacation spot! Studio 10 sleeps 3.

"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.

Boutique Stay on Clw Beach 1BR Suite w/full Kit

🐬 The Porpoise Inn & Suites is a charming boutique motel located right on world-famous Clearwater Beach. Just steps from the sand, shops, restaurants, attractions, and even a recreation pool, it’s the perfect spot for your next Florida getaway. Newly renovated suites feature the stylish touches of coastal living you’ll love, creating a cozy and welcoming space couples, Come for the location, stay for the charm 🏖️✨ (4 Max. Guest/Strictly Enforced & No Pets Strictly Enforced!)

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!

The Foxtail/Studio24

Palm Tree Villas offers a portfolio of eight 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 island getaway 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 a few minutes. Park your car and enjoy the island. This offering is an extremely private popular studio.

Olivia's Place

Cozy and comfortable studio apartment with private entrance and parking. Quiet neighborhood. 4 minutes short drive to Tampa international airport. 10 minutes to Historic Ybor City and Riverwalk Downtown Tampa. 7 minutes to cypress Beach and 25 minutes to Clearwater Beach. 10 minutes to the atractive Ben T Davis Beach the courtney Campbell Trail a four mile biking and pedestrian bridge. 20 minutes to Bush Garden 10 minutes to lowry park Zoo

The Nook, 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 individual units.

Bay Apartment 13

Our goal is to preserve the old Florida and to offer you the opportunity to experience a stay at a vintage themed motel. Our Airbnbs are all unique. Some include neon signs, some the original colorful subway tiles, and others terrazzo floors. You will be staying at the exact Airbnb as pictured on the listing. We seek to keep the properties original and authentic by implementing repairs instead of replacements.

Treasure Island Beachfront Resort with pool

Amazing beach views from your vacation condo unit and from your private balcony. Newly refreshed privately owned condo at the Island Inn Beach Resort in Treasure Island Florida. Treasure Island is next to St. Pete Beach, south of John's Pass, Madeira Beach, Indian Rocks and Clearwater beaches. Pool bar, heated pool on beach, kitchen with two burner hot plate, pots, pans, coffee maker, microwave and more.

King Bed-Step to Madeira Beach-Heated Pool-Private

🏡 Welcome to your serene beach escape located at the heart of Madeira Beach, Florida. This charming coastal retreat offers the perfect blend of comfort and location, just steps from the white sands and spending sunny afternoons relaxing by the sparkling community pool or walking along the beach. Enjoy sunset strolls and everything the Madeira Beach lifestyle has to offer—all from your private haven.