Family-friendly holiday rentals in Redington Shores

Tropical Beachfront Penthouse-Beach Cottages

Beach Cottages II (#2505) Welcome to this spacious top floor oceanfront condo in beautiful Indian Shores, between Clearwater & St Pete Beach on the crystal clear waters of the Gulf of America. This exquisite condo with magnificent oceanfront views is just fabulous! Great care is taken to ensure everything about this vacation home is remarkable & tastefully complimented with King & Queen beds, full kitchen/dining/bar area, Free WiFi, Premium Cable TV, Garage Parking, Private Beach, Pool & Spa.

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows share heated pool

Salty Air Retreat

Salty Paradise Retreat! Come enjoy all that central Florida's Gulf Coast has to offer in this efficiency condo close to everything! This first floor studio unit has been completely renovated and is conveniently located across from the sugar sand beaches and directly on the inter coastal water way with boat slips outside the back door. Guests can enjoy the Olympic sized pool, relax at the beach or fish on the docks out back. There are restaurants and water activities within walking distance!

The Cozy condo at Belleview Gulf #371

Boats are welcome! Dock your boat right out the back door. Experience one of the most exciting beach areas in the U.S. This location attracts tourists from around the world, making it an exciting, adventurous and ideal vacation resort. This efficiency condo is close to everything, you can spend your time at the beach, ride bicycles, kayaking, long walks on the beach, enjoy dining, coffee shops, and shopping. Or just relax by sitting out back and watching as the dolphins and manatees swim by.

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.

Beach Studio 8

This fully renovated Studio is right on Gulf Blvd and across the street you have the Beach! Great restaurants up and down Gulf Blvd, 30 minutes to St. Petersburg or Clearwater, 45 minutes to Tampa Airport. You have a dedicated parking spot and easy Beach access. Includes: Queen size Bed TV Wifi Fully Equipped Kitchen- Keurig, pots and pans, dishware, silverware, etc. (all brand new) Washer/Dryer in the building (Credit card Payments accepted) Heated Pool in front of your door.

Indian Shores Gulf Front Rental

Beautiful 2 bed 1 bath luxury condo on the Gulf of Mexico. We are steps from the beach. Unit has partial water view. Beautiful state of the art kitchen and luxurious furnishings. Everything you need for your perfect vacation. Totally non-smoking unit. Come and stay with us. This is a second floor walk up condo. There are 27 steps. May not be suitable for the elderly or small children. Check in 3pm. Check out 10am Our maximum occupancy is 4 people including children.

Almost beachfront! 1 house to beach. Peaceful

1 house to the beach—a 1-minute walk! One of only 3 units in a private beachside villa on a peaceful street, away from crowded condos. Enjoy miles of beautiful beach, amazing sunsets, walkable restaurants, and nearby pickleball. Includes a private patio, full kitchen, washer/dryer, quiet ductless A/C, Wi-Fi, free parking, plus beach chairs, towels, and a cooler. Sleeps 4 with a comfy queen bed and pop-up sofa. Also ask about our 1- and 3-bedroom units.

Royal Orleans at Redington Beach

Royal Orleans #116 is a one-bedroom, two-bathroom condo that sleeps 2 (Single guest, or couple). The condo is located on the first floor across from the pool . A super relaxing Gulf shore vacation that puts you within walking distance of the beach, restaurants, and shops. In addition to the beautiful pool at Royal Orleans #116, you are close to golf and boating opportunities. It’s a recipe for a wonderful vacation in Redington Beach, Florida.

Luxury Beach Bungalow | Walk to Dining & Sunset

Welcome to Mango! Nestled in the heart of Indian Rocks Beach. IRB is a hidden gem radiating a whimsical, small-town charm that evokes nostalgic memories of carefree childhood summers by the shore. Just ✌🏽 blocks away, the Gulf beckons, offering pristine fluffy sand and unforgettable sunsets. As the sister cottage of Coco, Mango invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect beach getaway awaits! 🥭

On Private Beach! Full Kitchen, Ground Level Unit5

Fully remodeled in 2025! We are back and better than ever! On the Private Beach! Breathtaking Gulf views! 2 bedroom 1 bath unit +bunkbeds & patio leading to private beach, full kitchen 2 queen beds plus twin bunkbed. Sleeps 6 guests. We furnish linens, towels, toiletries, beach towels, beach chairs & gas grill. 1 Free parking space included. See our 1 bedroom units, same location, Gulf Dreams unit 6 & Tide Vibes unit 7.

Walking distance to beach Pet Friendly

Indulge in coastal luxury at this beautifully remodeled beachside retreat, just steps from the pristine Gulf sands. This elegant one-bedroom, one-bath residence offers a serene escape designed for comfort and style. Spend sun-filled days by the water and unwind exploring the acclaimed dining, vibrant beach bars, and charming coastal atmosphere of Redington Shores. Perfect for a romantic getaway or peaceful seaside escape.