Beach house holiday rentals in Redington Shores

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.

Location · Air conditioning · Hospitality

The Sand Dollar Redington Shores Beach Cottage "A"

Come create precious memories in this sunny, quiet, cozy beach cottage....only 100 steps to the beach! Perfect for families - located in a residential neighborhood. 900 Sq Ft, 2BR 1.5BA. Renovated & sparkling clean. K bed, Q bed, Q sleeper sofa, Pack'n Play, modern furnished kitchen, W/D, HVAC, 3 TVs, beach toys, umbrellas, towels, chairs & beach cart. Fenced in private backyard patio w/ sitting area. Walking distance to restaurants and pubs - come relax and unwind, the beach awaits you!

Location · Family · Kitchen

Redington Escape Unit A

Redington Escape is a beautiful and cozy beach cottage duplex just a few steps away from the clear aquamarine waters of the Gulf of Mexico. At only 65 yards from the beach, you'll have sand under your feet in less than a minute. Redington Escape is nestled in one of the last remaining "Old Florida" beach neighborhoods, and it's uniquely on the beach side of Guld Blvd. Unit A of the Redington Escape duplex cottage features two bedrooms, one full bathroom, a living room and full kitchen.

Value · Location · Kitchen

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.

Value · Family · Beach

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 ❤️

Value · Location · Outdoor spaces

Indian Rocks Beach West Side Bungalow

Relax and enjoy the laid-back charm of Indian Rocks Beach from this comfortable coastal retreat. Just a short walk to the beach, it’s the perfect spot for sun, sand, and Gulf sunsets. After a day at the shore, unwind at the property with a private putting green, fire up the BBQ grill for outdoor dining, or hop on the included bikes to explore the neighborhood, local cafés, and waterfront restaurants. Perfect for couples, families, or friends looking for a relaxing beach getaway.

Location · Value · Barbecue

Coastal Dream Beach House | Private Path to Sand

SUNNY ORANGE STAYS presents… Coastal Dream ➠19622 Gulf Experience Indian Shores magic in this spacious, single-level beachside sanctuary. Just 150 feet from sugar-white sands, Coastal Dream offers standalone privacy with a "private beach" feel. The rare 3-bedroom, 3-bathroom layout gives every guest space to unwind. Perfect for grilling after a day in the surf or strolling to local coffee shops, this home embodies the effortless "Old Florida" lifestyle. Learn more below…👇

Location · Family · Walkability

Waterfront Key Lime Cottage Dock and Beach

Waterfront Cottage and Dock with Beach Access. Enjoy the Intracoastal and the Beach. Florida room with French Doors and windows surround and gives 270 degree views of the water. You'll feel like your you're on a yacht! Enjoy watching the boats go while lounging on the hammock. Private yard and grill and plenty of chairs and lounges for your guests. The Gulf of Mexico is across the streets. Enjoy the lazy river pool and water fun at Splash Harbour at the end of street.

Location · Family · Bathroom

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.

Location · Value · Nearby

Ocean Breeze at Redington Beach

Welcome to The Ocean Breeze, a luxury 4-bedroom, 3.5-bath coastal townhome just steps from the white sands of Redington Beach. Designed for comfort and connection, the home features light-filled spaces, refined finishes, and an open layout perfect for families and friends. This is our family’s beach home—not a commercially managed rental—thoughtfully cared for and shared with guests seeking an elevated, relaxed, and memorable coastal escape.

Value · Location · Quiet

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

Location · Value · Laundry

Casa Del Sol | Private Beachfront, Pool Table

Welcome to Casa Del Sol! Get ready to relax and unwind at this charming 3-bedroom, 2-bathroom home, complete with its own scenic beach access. Whether you're sipping your morning coffee on the top balcony with stunning views of the Gulf of Mexico, or enjoying quality time with loved ones in the cozy outdoor sitting area downstairs, this little slice of paradise has everything you need for an unforgettable vacation. * Under new management

Family · Location · Check-in