Hotel holiday rentals near Anna Maria Island

The Blue Lagoon

This charming condotel on the water of Sarasota Bay has many amenities on the property itself but also close to anything you want to do in Sarasota or Bradenton. Only 10 miles to Bradenton Beach and 13 to Siesta Key. 6 miles to IMG academy and 3 to SRQ airport.The property has an Arcade, pool, outdoor games, Tiki restaurant/bar w/live music, fitness center. A little something for everyone to enjoy. This property is on the water but not waterview. You must be 25 and have an ID for property rental

La Tortuga Historic Pass A Grille St Pete Beach 1

Luxury suite for 2 in the heart of Pass-A-Grille Beach. This charming 1-bedroom, 1-bath boutique suite is perfect for short or extended stays and includes parking, bikes, Wi-Fi, and access to a washer and dryer. Enjoy the pool area with Adirondack loungers, shaded seating, umbrellas, and outdoor games. A separate BBQ station with picnic tables is available. Relax on the upstairs balcony with cozy sofa seating and a flat-screen TV. Walk to restaurants, shops, bars, the Merry Pier, and the beach.

Steps to Beach, Htd Pool, King Bed, Kitchen #4

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!

Downtown Tampa Stay + Historic Vibes. Bar. Pool.

Stay where Tampa’s history meets modern flair at Le Méridien Tampa, The Courthouse. Once a century-old courthouse, this unique escape now blends neoclassical style with contemporary touches. Steps from the Riverwalk, museums, and Amalie Arena, you’re perfectly placed to explore downtown. Enjoy creative cocktails at Bizou Brasserie, chill by the palm-lined pool, or unwind in your sleek, art-inspired room. A vibrant stay with a story—right in the heart of it all.

NoCleaningFee: The 1888 Hotel Studio#206 w/Kitchen

The 1888 Hotel welcomes you to St. Petersburg Florida! Here you’ll find a contributing structure of the Downtown Historic District; restored to meet all of your 21st Century needs. This unit is a second floor Queen studio. It’s in downtown but on the border of downtown and the historic old northeast neighborhood, providing close walking access to the hustle and bustle of downtown but provides a nice tranquil hotel stay environment away from Central Avenue.

Clearwater Gem: 1BR Just a Block from the Beach

Charming 1 Bedroom, 1 Bath just steps from the white sands of Clearwater Beach! Perfect for a romantic getaway, weekend retreat of relaxation, beach walking, shell collecting and the most stunning sunsets in the world! Prime location in the heart of Clearwater beach close to the best restaurants, bars, and shops. Just a few blocks away is a children's playground and pickle ball courts! Everything you need for your next beach escape!

Free Shuttle to TPA + Breakfast. Pool & Gym

Stay minutes from Tampa International Airport with a free 24-hour shuttle at Hampton Inn & Suites Tampa Airport Avion Park Westshore. This Westshore stay is perfect for quick trips or longer visits. Start each day with a free hot breakfast, stay connected with Wi-Fi, and unwind in the outdoor pool or fitness center. Raymond James Stadium, downtown Tampa, and top shopping at International Plaza are all within a short drive.

Beach Boutique Mini-Cottage + Pool: Steps to Sand!

(If your dates aren't available, we have other units on-site and elsewhere, including studio, 1 and 2-BR layouts!) 200 Yards to Beach! Sun, sand & a sparkling pool await. Free parking & speedy Wi-Fi included. Inside: Cozy mini-cottage, queen bed, AC, smart TV & full bath. Outside: Heated pool, BBQ grill & easy beach access. Beach towels Coin laundry On-site concierge Love it? Hit “Book” before the dates go!

Walk to St. Pete Beach + Rooftop Lounge & Pool

Wake to a coastal breeze, grab a beach cruiser, and head for the sand—The Hotel Zamora is your St. Pete Beach escape. Just a short stroll from the beach and located directly on the Intracoastal Waterway, enjoy valet parking, private boat slips, beach gear, a complimentary beach shuttle, and bikes for easy exploring. Drift from sun-soaked days to rooftop sunsets and settle into effortless coastal living.

Las Olas of Treasure Island No. 4

King Guest 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. This Guest room sleeps 2 with a comfy Queen bed and all the essentials for a fun stay for beach lovers! Modern amenities with beachside charm. Las Olas ~ let the waves guide you!

Near TPA Airport | Kitchen. Renovated. Breakfast.

Touch down in Tampa and step into suite-style living just minutes from the terminal. At Residence Inn Westshore, you’re perfectly placed—walk to WestShore Plaza and catch a game at Raymond James. Start your mornings with hot breakfast, unwind by the palm-lined pool, and cook up something local in your in-room kitchen. Here, business trips feel like getaways—and every stay feels a little more like home.

Near SRQ Airport with Free Breakfast + Parking

Hampton Inn & Suites Sarasota Bradenton-Airport puts you minutes from SRQ Airport, downtown Sarasota, and some of Florida’s most visited Gulf Coast beaches. Spend the day exploring Siesta Key, St. Armands Circle, and local museums, then head back for free breakfast, an outdoor heated pool, airport shuttle service, and spacious guest rooms designed for both quick stopovers and longer coastal stays.