House holiday rentals in Redington Shores

A spacious backyard is featured, showcasing a heated saltwater pool surrounded by a large paver deck. Lush green grass fills the area, bordered by well-maintained landscaping. Tall trees provide shade in the background, contributing to the serene outdoor environment.

4.98 out of 5 average rating, 133 reviews

JOJO'S Beachside 1Acre Estate-New Pool

LUXURY CUSTOM HOME WITH NEW HEATED SALTWATER POOL ONLY 1.5 MILES TO BEAUTIFUL WHITE SAND REDINGTON BEACH ON 1 ACRE OF LAND. HOME HAS JUST BEEN TOTALLY RENOVATED WITH TASTEFUL FINISHES. THIS AREA IS VERY QUIET AND UNIQUE FOR PINELLAS COUNTY WITH LARGER LOTS AND HOMES. 2300 SQUARE FEET WITH HIGH VAULTED CEILINGS. LARGE OPEN KITCHEN, T.V.'S IN EVERY RROM. GREAT LOCATION JUST MINUTES FROM: COFFEE SHOPS , GROCERY STORE, SHOPPING, RESTAURANTS, MOVIE THEATERS AND PARKS. LARGE PAVER DECK BY POOL AREA.

A serene beach scene captures the sun setting over the ocean, casting warm hues of orange and pink across the sky. Gentle waves wash up on the shore, with a solitary bird walking along the water's edge, leaving subtle footprints in the wet sand.

4.99 out of 5 average rating, 69 reviews

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!

4.96 out of 5 average rating, 49 reviews

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.

4.97 out of 5 average rating, 31 reviews

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.

A spacious living area features a large sectional sofa, complemented by decorative tables and potted plants. Expansive windows provide views of the water and outdoor seating, while natural light brightens the modern, open layout.

5.0 out of 5 average rating, 100 reviews

Walk to Beach! Waterfront Lux Retreat w/Kayaks

As seen on the Emmy award-winning show, Staycation. Experience the serene beauty of a waterfront Indian Rocks Beach Home. Wake up to breathtaking views of the water, right from your window. Enjoy the luxury of kayaking or fishing off your private boat dock. Spend evenings gathered around the fire pit or showcase your culinary skills with our grill. Just a 7-minute walk and you'll find yourself on the pristine white sands of Indian Rocks Beach. Kayaks and boat lift available.

5.0 out of 5 average rating, 10 reviews

Home in Indian Shores

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…👇

An aerial view captures a serene beachside neighborhood with clearly defined sandy beaches and turquoise waters. The distinctive red star marks the featured property amidst other charming homes, surrounded by lush greenery and palm trees, illustrating the coastal atmosphere.

5.0 out of 5 average rating, 19 reviews

Coastal Home on Gulf of Mexico Near St Pete Beach

Newly renovated beach cottage just steps away from the powder soft sands on the Gulf of Mexico, near St Pete Beach. This is the perfect vacation home for multiple families or groups that want to stay together but want privacy. Within walking distance to many restaurants, bars and activities making us the ultimate getaway for some Rest & Relaxation in a cozy space or exploring our fun and lively beach town! Can accommodate up to 9 guests. We look forward to hosting you!

A modern living area features a large sectional sofa adorned with decorative pillows. A round coffee table sits at the center, displaying a small plant and snacks. Bright red chairs are positioned near a window, complemented by a light and airy ambiance from natural light.

4.9 out of 5 average rating, 314 reviews

Beachy Home Minutes from sugary sand beaches

Sunny Florida Beach Home! 4 minutes drive to the #1 best beach in America nominated by Trip Advisor, where you will find beautiful white sand and extremely warm and clear water! Enjoy tons of top local restaurants and entertainment all minutes from your door in this relaxing, low key beach neighborhood. Super kid friendly! Games, BBQ, swing set, Apple TV, and bikes for the whole family! Enjoy the entire house that has been completely remodeled and is sparkling CLEAN!

4.93 out of 5 average rating, 102 reviews

Salty Air Retreat - Hot Tub | Walk to the Beach!

🌊 Salty Air Retreat | Walk to Indian Rocks Beach | Hot Tub + Kayak & Paddle Board ~ Managed by Sandy Feet Vacation Rentals Welcome to Salty Air Retreat, a spacious and family-friendly Indian Rocks Beach vacation home just a short walk from the Gulf Coast’s beautiful white sand beaches! Enjoy the best of Florida beach living with a private backyard, hot tub, beach gear, kayak, paddle board, and a location close to restaurants, parks, and attractions.

A spacious living room is featured with a large flat-screen TV mounted on the wall. Natural light fills the space through two windows beside comfortable seating arrangements, including a light-colored armchair and a blue sofa. A coffee table sits on a patterned rug, enhancing the serene ambiance.

4.95 out of 5 average rating, 19 reviews

San Remo. Top Floor. Beach Views

Kick back and relax in this stylish, top floor beach view condo. Both bedrooms and living room have sliding glass doors to the beach view balcony. Enjoy stunning sunsets from the balcony, beachside pool, and hot tub. Covered outdoor seating by the pool includes an grilling area. Spacious open floor plan with two bedrooms and two full bathrooms for up to 4 guests. Prime beachfront location steps away from pristine sands on Redington Shores Beach.

5.0 out of 5 average rating, 28 reviews

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.

A vibrant backyard pool area features a shimmering blue in-ground pool, accompanied by colorful floaties. Glass doors provide a view into the interior living space, allowing natural light to enhance the inviting atmosphere. A spacious patio area is bordered by lush greenery.

4.93 out of 5 average rating, 166 reviews

Heated Pool luxury house, 4 mins from BEACH!

Gorgeous private 3-bedroom, 2-bath home just 4 minutes from beautiful Redington Beach. Enjoy the perfect blend of beachside convenience and peaceful privacy, with your own full in-ground pool in a secluded backyard oasis—ideal for relaxing, entertaining, and soaking up the Florida sunshine. The pool is heated during colder months.

Popular amenities for Redington Shores house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A tranquil private backyard features a clear pool surrounded by concrete decking and lush landscaping. Lounge chairs are positioned near the water, with palm trees providing shade. A charcoal grill is visible on the side, and the home’s exterior is painted in soft, inviting tones.

4.95 out of 5 average rating, 128 reviews

🍍Beautiful Home Heated POOL 5min to BEACH. 8 ppl🍍

4.92 out of 5 average rating, 157 reviews

Heated Pool no xtra chrge/Hot Tub 0.7 mi to Beach

4.98 out of 5 average rating, 193 reviews

Home in Pinellas Park

Insta Worthy Retreat -HTD Pool- Arcade Room- Golf

4.98 out of 5 average rating, 105 reviews

Sundaze |Fully Stocked-PS5-EV Charger-2MI to Beach

A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.

5.0 out of 5 average rating, 230 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A vibrant game room showcases a pool table in the center, surrounded by a striking light green grass wall and colorful decor. Comfortable seating is provided, with a smart TV mounted on the wall. A cozy seating area with decorative elements enhances the lively atmosphere.

4.85 out of 5 average rating, 176 reviews

Heated Pool, Fire Pit, Game Room | Tropic Vibes!

A spacious backyard is highlighted by a solar heated pool, surrounded by lush greenery and native plants. Comfortable lounge chairs face the water, with colorful floatation devices resting nearby. A shaded area is provided by a patterned umbrella, offering a spot to relax and enjoy the scenery.

4.99 out of 5 average rating, 142 reviews

Mad Beach HideAway • Private Pool • 4 Bed • 3 Bath

4.91 out of 5 average rating, 108 reviews

Coastal Chic Cottage 2 Blocks to Beach | Heated Po

Weekly house rentals

5.0 out of 5 average rating, 3 reviews

INTRACOASTAL WATERFRONT 3BR 2BA PRIVATE HOME

A sunlit sunroom opens to a private deck overlooking the water. Bright blue outdoor chairs are positioned on the deck. Textured walls are complemented by a lamp and potted plant, creating a coastal vibe, while a sign labeled 'BEACH' is displayed above the doorway.

5.0 out of 5 average rating, 58 reviews

Playa Vista Villa

4.97 out of 5 average rating, 32 reviews

Blue Wave Beach House-Retreat

5.0 out of 5 average rating, 7 reviews

Intercoastal 4 Bed 3 Bath Pool Home Mins to Beach

The living area features a spacious layout highlighted by a ceiling fan and large windows that provide ample natural light. A shuffleboard table extends along one side, while comfortable seating includes two blue chairs and a cozy sectional sofa, all set against a backdrop of light blue walls.

5.0 out of 5 average rating, 40 reviews

Walk To Beach, Ride Bikes & Play Games

4.9 out of 5 average rating, 10 reviews

Redington Beach near beach on ICW w/pool & dock

4.94 out of 5 average rating, 18 reviews

Flamingos Cove - Pool Oasis - Redington Beach, FL

A heated pool is surrounded by lounge chairs offering shade under blue umbrellas. Nearby, a mini golf area is visible, featuring green turf and decorative flags. An outdoor fire pit surrounded by Adirondack chairs creates a cozy gathering space, with a backdrop of a sunset sky.

4.97 out of 5 average rating, 67 reviews

Tropical Lux Retreat-Heated Pool/Speakeasy/Beach

Private house rentals

4.8 out of 5 average rating, 50 reviews

Beach front water view at Indian Rocks, Cottage 3

A spacious outdoor tiki hut provides a comfortable seating area with white cushions. A fire pit is centered on a wooden deck, surrounded by tropical plants. A large screen is mounted, displaying a vibrant beach scene, with a pool visible in the background.

4.97 out of 5 average rating, 90 reviews

Lotus House~Heated Pool~Hot Tub~Sauna~Theater~Golf

A cozy living area features brown leather couches arranged around a wooden coffee table, with a large TV mounted on the wall. Natural light filters through sheer curtains, creating a relaxed atmosphere.

4.88 out of 5 average rating, 73 reviews

WOW! Beach Front Cottage - Unbeatable Experience

5.0 out of 5 average rating, 12 reviews

Luxe Heated Pool Oasis | 5 Min to Gulf | Movie Rm.

5.0 out of 5 average rating, 87 reviews

An outdoor oasis featuring a heated saltwater pool surrounded by a spacious patio. A tiki hut with thatched roofing provides shaded seating, alongside lounge chairs. Inflatable pool floats rest in the water, complemented by lush palm trees in the background.

Home in Largo

BEST! Karaoke * Pickle ball * Arcade * Tiki * Spa

5.0 out of 5 average rating, 57 reviews

Beach Side, Resort Pool, Patio, Walk to Town!

An inviting living area features a blue sectional sofa and light wood accent chairs. A coffee table rests on a circular area rug. Soft lighting from a floor lamp complements the natural light coming through nearby windows. Decorative wall art enhances the space's coastal charm.

4.94 out of 5 average rating, 33 reviews

Casita near Madeira Beach

A spacious outdoor area features a shimmering saltwater pool, elegantly framed by a screened enclosure. Stylish ledge loungers rest by the water, inviting relaxation. A dining table is positioned nearby, enhancing the space for gatherings amidst lush greenery.