House holiday rentals in Redington Shores

Summer Savings! Rooftop Views and Walk to Beach!

This one-of-a-kind single-family home is a local favorite—instantly recognizable by its charming pink exterior and inviting vibe. Perfect for couples or small group, this 1-bedroom cottage sleeps up to 4 and includes a queen bed, cozy trundle bed, kitchen, & washer/dryer. Unwind on the private ROOFTOP patio—ideal for sunset dinners or soaking in the sounds of live music drifting from nearby hotspots. 2 minute walk to enjoy private beach access directly ACROSS the street w/private beach access!

Location · Family · Outdoor spaces

Perfect Beach, Pristine Cottage, Deck, BBQ & You!

Have a blast at this peaceful and fun elevated family house just half a block from a premiere Gulf beach in Redington Shores. This two bedroom, bath and a half home offers a full kitchen, in-unit laundry, and off-street parking for up to four cars. The balcony offers relaxing lounge chairs for morning coffee and sunsets. A ground level closet houses beach chairs and an umbrella, a beach wagon, and games. Hose off the sand with a handy hose and spigot. This house had no hurricane damage.

Location · Family · Long stay

The South Wing w/ Saltwater Pool Adult Only

This is truly one of a kind getaway. The house is separated into 4 separate units renting out the individual suites or the whole house. With this booking guest have front door entry, very large primary bedroom, full well stocked gourmet kitchen, family room, dining room, living room, pool and the common grounds outside, with fire pits and a gas grill for cooking out. If using the pullout couch guest must share the bathroom in the master bedroom TVs are internet ready No children or pets.

Location · Long stay · Sleep quality

Beachy 4 Bedroom 3 Bath Pool Home Mins to Beach

Nestled directly on the Intracoastal Waterway, this spacious 4-bedroom, 3-bathroom pool home is the ideal retreat for families and groups looking to relax, reconnect, and enjoy the Florida lifestyle. With 3 comfortable bedrooms located downstairs and a private grand master suite upstairs, the layout offers both convenience and privacy for larger groups. The home features plenty of space to spread out, making it perfect for family vacations! Beach is a 15 minute walk away. Private dock

View · Hospitality · Cleanliness

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.

Location · Family · Condition

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach

You asked, we delivered. Inspired by our Top 1% listing and consistent 5⭐ stays at “The Tiny Oasis”, Haus De Noir is a moody, boutique 3BR/3BA retreat with Plunge Pool, Hot Tub, Sauna, Outdoor Cinema and More! Slip into the Midnight Kafana, your own after-hours Hideaway Bar with Karaoke, Lights, and Late-Night energy. Fully stocked with everything you need and then some! Family-Owned and Managed! We don’t just host we LOVE what we do! Just 10 mins to Indian Rocks & Madeira Beach🏝️.

Location · Value · Amenities

SAUNA! Huge HOT TUB & Heated POOL! 3 KING beds!

Make some special memories at this unique and family-friendly home! Your vacation home just completed a head to toe renovation. Everything ( and we mean everything ) is new! Relax and detox in the RARE 4 person SAUNA! Enjoy the HUGE 6 person HOT TUB. Soak up the rich Florida sun by the pool under the large 27 foot resort style pergola. Only 3 miles away from the closest beach 🏖️ 300 feet from the Pinellas Trail!! FASTEST WIFI AVAILABLE -668mbp Have a question?? Message me!

Location · Value · Indoor spaces

Ocean Dreaming: Waterfront Home with Heated Pool,

Waterfront home: pool, dock, golf cart, kayaks, paddle board. This home has a private, zero-entry heated pool and dock (tie up your own boat or daily/weekly rental). 6-seat golf cart, 2-paddle boards, 2-sea kayaks, 6-bicycles and more are included. Two master bedroom suites with water views and soaking tubs plus a third bedroom with custom King Bed and Twin bunk beds. Two living areas are also each furnished with a queen sofa sleeper to accommodate a total of 12 people.

Value · Family · View

Weekend Promo! Family Escape! Steps to the Beach!

Welcome to Nonna's Beach House! Your cozy, retro escape by the sea! Nestled in the heart of Redington Beach, this charming cottage captures the spirit of Old Florida, with vintage flair and grandma's heart. 2 blocks from the beautiful white sands of Redington Beach and a short drive to restaurants with local faire. Whether you are here for a family getaway or just to unplug and soak up the sunshine, Nonna's Beach House is your home away from home!

Location · Value · Sleep quality

Pool home with pool heater Near Beach Modern Vibe

I strive to provide the best experience! Please do not hesitate to reach out for any question! Welcome to Sea La Vie! Only a mile and a half away from the nearest beach, this beautiful 3-bedroom, 2-bathroom home offers all the luxuries of being home, while on vacation. This home offers a King Bed, A queen Bed, and two full-size Bunk Beds. The French doors in the sunroom open up to an inviting pool that can be heated.

Family · Value · Outdoor spaces

Hannah’s beachside resort Saltwater Heated Pool

AMAZING UPSCALE HOME ONLY 5 MINUTES TO BEAUTIFUL REDINGTON BEACH!! ENTIRE HOME HAS BEEN THOUGHTFULLY REDONE TO CREATE A RESORT STYLE ATMOSPHERE. ENDLESS HOT WATER WITH TANKLESS HEATER. REFINISHED PEBBLE TECH HEATED POOL WITH TAHOE BLUE FINISH. SPACIOUS FRONT AND BACK COVERED PORCHES THAT ARE SCREENED IN FOR YOUR COMFORT. WE LOOK FORWARD TO HOSTING YOU AND KNOW YOU WILL LOVE THIS HOME AND LOCATION!

Location · Value · Barbecue

Beach House | Heated Pool & Spa | Golf Cart

Newly renovated beach house just 2 blocks from IRB with a HEATED saltwater pool, spa, tanning deck, and 4‑passenger golf cart. Pet‑friendly and set in a quiet, safe neighborhood, this cozy 2‑bed retreat is perfect for couples and small families seeking comfort, convenience, and unforgettable Gulf Coast memories. BTR# 2041

Family · Value · Condition