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!

Las Olas of Treasure Island No. 3

Double Queen Room at Las Olas – Modern Comfort Steps from the Sand Soak up the sun and unwind at Las Olas of Treasure Island, a boutique coastal escape just across the street from the sparkling water of Treasure Island Beach. A Double Queen Suite within a gem of 11 clean & comfortable guest rooms. Designed for beach lovers, it sleeps 4 with Two (2) comfy Queen beds & all the essentials and modern amenities you need delivered with beachside charm! Las Olas ~ let the waves guide you!

GulfSide Resort on St Pete Beach. Unit 5

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 5 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 Sable/Villa#23 (1bed-1bath)

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 with many great eating spots around and close enough to walk to the beach. This offering is an extremely popular 2 bedroom fully equipped condo with dining and living area and a private backyard patio with barbecue grill.

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.

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

Walk to St. Pete Beach + Rooftop Lounge & Pool

Wake up to water views, grab a beach cruiser, and head straight to the sand—The Hotel Zamora is where rooftop sunsets, kayak mornings, and St. Pete vibes all come together. Just steps from the beach, this stay includes valet parking, beach gear, and bikes so you can skip the planning and dive straight into your trip. Sip espresso in your room, watch the sunset at the rooftop lounge, and live the Florida coastal life your way.

Beach house W/Heated Pool across street from beach

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.

Seaside Artisan Apartment 2

This Airbnb offers a unique experience to stay at a mom and pop style retro motel. There is no lobby for the guests. However, we do rent the owner suit with front desk on airbnb as well. You can find it under “Seaside Artisan Motel Owner Suit”. This Airbnb is walking distance from the restaurants, shops and bars in Dunedin. It’s about 4 miles away from Honeymoon Island and about 6 miles from Clearwater Beach.

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.