Beach house holiday rentals in Tampa Bay

Walk to it all! Restaurants + Heated Pool +Beach!

🌊🏖️Welcome to Making Waves on Anna Maria Island-where you are steps from the beach and centrally located to it all, footsteps to the trolley stop! Escape to paradise and experience the ultimate beach getaway at this stylish beach house with heated pool, nestled in the heart of Anna Maria. Walk outside the door to the pristine beaches, renowned local restaurants, and the vibrant Bridge Street with live music, restaurants, bars, and shopping. Our beach retreat promises an unforgettable vacation!

Beach front cottage on Treasure Island, FL

Beautiful brand new cottage located directly on the Gulf of Mexico. Quiet and quaint, old style cottage that has miles of beach to walk and enjoy. The cottage is newly built, and includes state of the art bathroom and kitchenette. The kitchen includes fridge with ice maker, microwave, airfryer, induction cooktop, and fully equipped. The cottage is within walking distance to grocery store, trolley transit, dining, and is only 15-20 minutes to downtown St. Pete. Mainly weekly or monthly rentals.

Little Harbor Hideaway

A swimsuit and sunscreen are all you need in this vacation rental! Nestled in a private beach resort on Tampa Bay, this townhome ensures a fun-filled retreat for everyone. When you aren't building sandcastles on the private beach, splashing in the pool, or renting a fishing charter or kayaks, enjoy a wonderful meal and beautiful sunset at our beachfront restaurant. Visit Busch Gardens Theme Park, explore downtown Tampa, or St Petersburg, or just relax and watch dolphins and manatees swim by.

4 Bedroom, 3 Bathroom House 1 Block From The Beach

WALK ONE BLOCK TO THE BEACH! You read that right, just one block (1 minute walk) to the most prestigous beach in America. This piece of paradise is unreal. The home features TWO Master Suites, one with a wet bar! There are two other generous size bedrooms, 3 full bathrooms, an open floor plan, a beautiful patio, completely updated, and so much more. The north end, where this home is located, has an extremely private beach area. Enjoy it as a couple, bring some friends, or the whole family!

Waterfront Villa w/Hot Tub• Game Room•Kayaks•Bikes

Welcome to Seaside Sanctuary 🌊🌅 – Your Ultimate Waterfront Escape Nestled in charming Crystal Beach, this spacious 4-bedroom, 2.5-bath retreat perfectly blends luxury, comfort, and coastal fun. Go kayaking from your direct Intracoastal access, soak in unobstructed sunsets, relax in the hot tub, challenge friends in the game room, or grill a delicious meal on the patio 🥙. Perfect for family reunions, bestie getaways, wedding weekends—or simply because you deserve a seaside escape!

Billy's Beach Bungalow

Welcome to Billy’s Beach Bungalow—your cozy coastal escape just steps from the sand. Located directly across from the beach, this charming 2BR/1BA retreat sleeps up to six with a queen bed, bunk beds, and a pull-out sofa. Enjoy beach chairs, 2 kayak with a launche and fishing docks, walkable rentals, and a beach trolley every 30 minutes. Close to dining, live music, and beach-town fun. Please note: this is a pet-free property to help keep the space fresh and comfortable for all guests.

WOW! Beach Front Cottage - Unbeatable Experience

⭐️ Welcome to "Somerset House" ⭐️ 🏠 Discover your beachfront coastal escape at this beautifully appointed 4-bedroom, 2-bath vacation rental in Indian Rocks Beach. This tropical retreat, nestled under a canopy of swaying palm trees, offers a peaceful sanctuary for up to 8 guests. Picture yourself unwinding in a hammock on the spacious, water-facing deck as you watch the sun dip below the horizon, casting golden hues across the Gulf. Professionally Managed by 👑 Emperor Rentals ❤️

Island Time | Huge Beach Home • Pool • Sleeps 18

SUNNY ORANGE STAYS presents… 🌴 Island Time ➠ 22 Laurel Gather your entire group at this expansive private estate, custom-built for reunions and large families. Located just 1-min walk from North Clearwater Beach, this home centers around an incredible outdoor oasis featuring a private pool, a covered cabana, and a unique pass-through outdoor bar. With parking for up to 7 cars and beds for up to 16 guests, Island Time is the spacious, stress-free headquarters for your group...

Luxury Waterfront Sunset Beach with Jacuzzi

Pure Luxury at Sunset Beach with a Premium Jacuzzi Live like a Celebrity at this spectacular waterfront 3 story house all to yourself in Sunset Beach!! Fresh and Completely Renovated with impressive views of the water from every level! Your own private dock where you can pull up your own jet ski or boat! This location extremely unique with full Waterfront access & view from the house, and you can walk just steps away to the perfect white sands & warm ocean on Sunset Beach

Luxe 4BR w/ Pool & Hot Tub- Mini Golf

Welcome to Ocean Rise by Ren’s Retreats—your private Florida family retreat designed for comfort, connection, and effortless coastal living. • 5 mins to Indian Shores Beach • 5–15 mins to Redington Shores, Indian Rocks & Madeira Beach • Minutes to parks, trails, dining & shops Unwind after sun-soaked beach days with space to gather, relax, and feel right at home. Please note: The primary guest must be 21+ and present for the full reservation.

Beautiful New Home with Ocean View, Steps to Beach

Luxurious 3BR/3BA fully furnished new home that sleeps 11. Enjoy the gorgeous ocean views with two large balconies, perfectly located across the street from the beach, Caddy's restaurant and walking distance to several diverse options, and a 15-min walk to John's Pass (jet skis, fishing, restaurants, and more!) Amenities: - Smart TVs in all rooms - Fully equipped Kitchen - Gas grill - Beach accessories - Board Games - Family friendly

Sunset Waterfront Retreat| Firepit, Dock&Game Room

🌴 Escape slice of paradise, just minutes from the beach and surrounded by Florida’s natural beauty. This 2BR waterfront home features a private dock for boat, a fully stocked game room, and a Florida room with sunset views and a cozy coffee bar. Relax outdoors with a fire pit, BBQ grill, and 6 lounge chairs. This is a single-story property. Whether you’re here to unwind, explore, or entertain, this home has it all.