Hotel holiday rentals near Anna Maria Island

Great Weekend prices Pool Tiki bar drive to beach!

Great location, between Bradenton and Sarasota Drive to your choice of beaches! Great Restaurant and Tiki bar next to marina! Live music 4 nights bingo 2 nights Karaoke Heated pool Gym 24 hr coffee bar in lobby 3 miles from airport ( you will see and hear but is pretty quiet 11pm-6am No room service breakfast can be purchased in hotel 2 beach chairs and umbrella available, no beach towels. Pool towels at pool area On back side of 3rd building Great atmosphere at restaurant and bar! ENJOY!

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.

Las Olas of Treasure Island No. 10

King Suite 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 King Suite within a gem of 11 clean & comfortable guest rooms designed for beach lovers. The Suite sleeps 4 with King bed, Queen sofabed, kitchenette and all the essentials to make you feel at home. Modern amenities with beachside charm. Las Olas ~ let the waves guide you!

Near Clearwater Airport | Pool & Fitness Center

Located in the heart of Tampa Bay, Hilton St. Petersburg Carillon Park offers a prime setting just five minutes from the Howard Frankland Bridge and three miles from St. Pete–Clearwater International Airport. Unwind with upscale amenities including a lakefront infinity pool, rejuvenating spa services, and a waterfront restaurant serving locally inspired cuisine. Whether you're here for business or leisure, this serene retreat blends convenience with elevated comfort.

Modern King Room | Steps from Sand | Kitchenette

Newly renovated king room in Clearwater Beach 🌴 just steps from the beach and close to Pier 60, dining, and sunsets. Sleeps up to 4 guests (max 2 adults) with one king bed and a single-sleeper futon. Includes a dining table, full kitchenette, contactless check-in, on-site assistance, beach towels 🏖️, and a welcome set with snacks, water, and local craft coffee ☕ From the property’s second-floor exterior walkways, guests can enjoy nearby views of the beach and bay.

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.

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!

Courtyard Poolside Suite, Beach Adjacent

You won’t want to leave this charming, one-of-a-kind place. The Roth Hotel is located on the intercostal water ways of Treasure Island/ Sunset beach FL. One of the largest docks on the island for viewing the boats and marine life. If you like to fish the fishing off the dock is excellent! This Beautiful one bedroom with 2 beds with a renovated kitchen is calling your name. A short walk to the beach- aprox 100 yards.

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.

Gulf Front Studio – Sabal Palms Inn #3

This beautiful studio unit opens to a semi-private balcony with direct Gulf views. It has a queen bed and futon (best for 2 adults or 2 adults + 1 child), a full kitchen, TV, and hair dryer. It is apart of our small, family-owned 11-unit historic boutique hotel, Sabal Palms Inn, with free bikes, beach chairs, gas grill, parking, and daily housekeeping.