Condo vacation rentals in Redington Shores

4.95 out of 5 average rating, 111 reviews

Condo in Madeira Beach

Beach Front at “The Shore”

Welcome to The Shore —a beautifully renovated beachfront retreat in the heart of Madeira Beach. This second-floor 2-bedroom, 2-bath condo offers completely unobstructed Gulf views and the rare feeling of being almost directly on the water. Relax with your morning coffee in the signature blue chairs, watch breathtaking sunsets from the living room, and enjoy easy access to John’s Pass, waterfront dining, shopping, and the best of Gulf Coast beach living, where the shoreline feels just feet away.

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The image captures a view from the condo balcony, showing a clear blue sky and the tranquil Gulf of Mexico. The pool area is visible, featuring a large swimming pool surrounded by lounge chairs. Beach umbrellas dot the sandy shore, providing a vibrant contrast.

4.94 out of 5 average rating, 139 reviews

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.

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A doorway opens to a view of the coastal pathway, leading to a sandy beach area. Bright skies and a seating area are visible in the distance, framed by the entrance's surroundings and greenery at the base of the walls.

4.97 out of 5 average rating, 137 reviews

Beachfront Steps to Sand - New Remodeled Bathroom

Escape to our cozy 1-bed, 1-bath gulfside condo for ultimate relaxation. We have a newly renovated bathroom with a walk-in shower. Unwind on the front porch or walk to the beach just moments away. Nestled in a peaceful coastal area, discover nearby restaurants within a 10-min walk. Short term or long term stays (ask for SNOWBIRD deals). NO Pets are allowed. Check local swim advisories. The community shower is located near the beach & round picnic tables. These tables are for the community.

LocationValueOutdoor spaces

An outdoor swimming pool is surrounded by a well-maintained paved area and vibrant landscaping. Palm trees provide shade near the pool, while the adjacent building features two levels with balconies overlooking the area. The inviting water reflects sunlight under a clear blue sky.

4.81 out of 5 average rating, 268 reviews

Beautiful Studio on the paradise white sand beach!

The studio at Royal Orleans is a perfect holiday accommodation across from the lovely Redington Beach. The studio offers a sitting area and a kitchen complete with a dishwasher and a refrigerator. A flat-screen TV with cable channels is provided. There is a private bathroom with a bathtub shower. The bed is queen size. The apartment complex has a lovely outdoor swimming pool with a lounge area. Redington Beach is a great choice for travelers interested in sunbathing, swimming and relaxing.

FamilyValueIndoor spaces

The image shows a view of the beach, with smooth, sandy shores leading to a row of modern condo buildings in the background. The condos are designed with balconies, featuring multiple stories and large windows, under a clear blue sky.

4.9 out of 5 average rating, 442 reviews

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.

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A balcony space is shown with two white lounge chairs positioned facing the ocean. The beach and turquoise waters are visible in the background, complemented by a clear blue sky. The glass door provides seamless access to the indoor area.

4.98 out of 5 average rating, 134 reviews

Relax in a Newly Renovated Beach Front Paradise

Immerse yourself in the stunning beauty of the Gulf Coast at this hidden gem, perfectly nestled in the charming Indian Shores. This property exudes a coastal ambiance, providing a tranquil sanctuary to bask in the sugar-white sands and sparkling turquoise waters. Beach chairs & towels are thoughtfully provided. All you need to bring is a swimsuit & toothbrush. Exciting updates include new furniture & bedding added in '25 as well as a beautifully renovated walk-in shower in '24.

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A serene sunset is captured over the calm ocean, with vibrant orange and yellow hues reflecting on the water's surface. Silhouettes of palm fronds frame the view, while a faint outline of the shoreline can be seen in the foreground.

4.98 out of 5 average rating, 162 reviews

The Seascape Premier Beachfront Cottage-Gulf View

Treat yourself, you deserve it! Our condo is updated and furnished for your comfort and convenience. It's the perfect place for a romantic couples getaway, fun in the sun for families or a paradise of peace for seniors. Enjoy watching the boats sail by from our balcony or laying by our pool and basking in the sunshine. Step out to the beach, feel the warm sand between your toes and indulge in the Gulf. Make lifelong memories and melt your stress away at Indian Shores.

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4.94 out of 5 average rating, 161 reviews

Quiet, Beachy Poolside Studio/1 Min Walk to Beach

Enjoy a relaxing Key West vibe in our fun and beachy 2-person studio efficiency! No beach crowds, traffic stress or parking worries - just pure paradise. What Guests Love Most: - Ground floor unit in quiet corner - Steps to sparkling, heated pool - 1-minute walk to beach and back - Quiet, relaxing courtyard with grill - Efficiency kitchen - Upscale neighborhood for walking - Short walk to Conch Republic bar & grill, the locals #1 favorite - Beach trolley transport

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4.81 out of 5 average rating, 387 reviews

Beachside Mini-Condo w/ Pool on Redington Beach!

NOTE: If your dates aren't available, we have several other beach listings varying in size, including some not advertised here. See my profile for availability and ask for details! Nestled in the heart of the #1 rated beach area in the U.S., this is one of the only boutique vacation complexes located ON THE BEACH! Experience relaxing beach life, steps from your door to the iconic white sands. Nearby, countless attractions await!

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The image shows a heated pool surrounded by a patio area with lounge chairs. Palm trees provide shade, and the two-story building encircling the pool features balconies. Well-maintained landscaping adds greenery to the setting, creating a peaceful atmosphere.

4.86 out of 5 average rating, 202 reviews

Royal Orleans and Redington Beach ( Studio 203 )

Royal Orleans 203 is a studio condo with one queen size bed that sleeps up to 2 . The condo is located on the second floor overlooking the (heated) pool . A super relaxing Gulf shore vacation that puts you just across from the beach, restaurants, and shops. In addition to the beautiful pool at Royal Orleans , you are close to golf and boating opportunities. It’s a recipe for a wonderful vacation in Redington Beach, Florida.

ValueLocationCleanliness

The exterior of a multi-story condominium complex is visible, featuring a mix of warm colors including brown, yellow, and green. Palm trees are situated in the foreground, and a street runs alongside the property, with parked vehicles seen along the curb.

4.75 out of 5 average rating, 202 reviews

Sand and sunsets

This is a one bedroom unit on the second floor of Holiday Villas III located in Indian Shores, Florida. The unit is approximately 475 square feet and as a interior unit, it does NOT contain a balcony. The complex sits directly on the beach and contains an assigned parking space, and a heated pool The unit includes a king size bed, sleeper sofa, full kitchen, flat screen television and high speed wireless.

ValueFamilyBeach

A bright living area features a comfortable light-colored sofa and armchairs, complemented by a decorative round coffee table. Large glass doors provide an unobstructed view of the beach and palm trees outside, allowing natural light to fill the space.

4.98 out of 5 average rating, 167 reviews

Private Ocean View Beach Retreat with Balcony

Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...

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Popular amenities for Redington Shores condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

A bright living area features large windows offering sweeping ocean views. A sleek white sectional sofa sits atop a soft area rug, accompanied by a stylish coffee table set with glasses and a bottle. A flat-screen television is mounted above an electric fireplace, adding comfort to the space.

4.98 out of 5 average rating, 64 reviews

August 22-26th discounts! Beachfront 2/2 w/Jacuzzi

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The inviting living space is furnished with a blue sofa, two armchairs, and a white coffee table. A starfish-patterned rug adds a nautical touch. Natural light filters through window blinds, illuminating the area. The open layout connects to the kitchen, visible in the background.

4.97 out of 5 average rating, 146 reviews

Beach Across the St | No Stairs |Parking in Front!

LocationValueBathroom

4.92 out of 5 average rating, 93 reviews

Peaceful Poolside Studio - Across from Beach

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4.94 out of 5 average rating, 71 reviews

A private balcony overlooks the beach and Gulf of Mexico. Two red chairs are positioned for comfortable seating, while a railing provides safety and unobstructed views. The serene landscape features green grass leading to the sandy shore and the calm blue waters of the ocean.

Condo in Sunset Beach

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

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Superhost

A collage of Redington Retreat showcases inviting outdoor seating on the spacious balcony, distant coastal views from above, and a clear view of the beach. The interior space is highlighted with an open-plan layout, modern kitchen, and a cozy living area that features a large Smart TV.

4.89 out of 5 average rating, 28 reviews

Gorgeous Beach Condo | Water Views, Pool, Hot Tub

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Condo in North Redington Beach

The living area features a light-colored sofa and loveseat opposite a coffee table, with a TV mounted on the wall displaying a coastal scene. Large sliding doors provide a view of the beachfront balcony and the Gulf of Mexico beyond, allowing natural light to fill the room.

5 out of 5 average rating, 39 reviews

Ram Sea 203: Gulf Views & Poolside Vibes

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A panoramic view of a serene beach is presented, featuring soft white sand and gentle waves. Colorful umbrellas and beach chairs are scattered along the shore, with a few beachgoers enjoying the tranquil ocean. The clear blue sky reflects the calm atmosphere of the seaside.

5 out of 5 average rating, 36 reviews

Oceanfront Condo Corner Unit2BR/2BA Great Location

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Condo in North Redington Beach

A private balcony is revealed, offering a view of the beach and ocean beyond. Two wicker chairs are positioned for relaxation, surrounded by swaying palm trees. The shoreline is visible, with gentle waves lapping against the sand.

4.93 out of 5 average rating, 88 reviews

1BR Directly on Gulf of Mexico Summer 26 Savings

LocationFamilyLong stay

Pet-friendly condo rentals

A spacious open-concept living area includes a sleek kitchen with modern appliances and ample counter space. A dining table with six chairs and a pool table provide options for entertainment. Bright overhead lights create a welcoming atmosphere, with light-colored cabinets complementing the room.

4.94 out of 5 average rating, 118 reviews

Penthouse,intercoastal, 3/3 views/heated pool

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An enclosed, private deck features outdoor dining furniture and a beverage center. Sunlight filters through tall palm trees, and spacious lounge chairs offer a relaxing space. The transition to the indoor area is highlighted by glass doors, connecting the outdoor and living environments.

4.89 out of 5 average rating, 156 reviews

Beach Retreat II

ValueFamilyCleanliness

4.72 out of 5 average rating, 541 reviews

A balcony view that captures the tranquil beach scene, featuring soft pastel hues in the sky. A round table with intricate design sits next to two woven chairs. Below, umbrellas dot the sandy beach, while gentle waves touch the shore.

Condo in Belleair Beach

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

ValueFamilyHeating

4.95 out of 5 average rating, 239 reviews

A serene sunset over the intercoastal waterway is captured, with warm hues reflecting on the calm water. Lush palm fronds frame the scene, enhancing the tranquil atmosphere as the sun dips below the horizon.

Condo in St. Petersburg

Sea La Vie- Studio by the bay!

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A spacious living room features a large sectional sofa adorned with decorative cushions, providing a comfortable seating area. A coffee table with a natural wood finish is central to the room. Sliding glass doors open to a balcony, revealing views of the beach and ocean.

5 out of 5 average rating, 119 reviews

Sunset Beachfront Retreat | Steps 2 Sand & 5*s

LocationFamilyComfort

4.97 out of 5 average rating, 101 reviews

A comfortable living area features a round dining table set for four, surrounded by modern chairs. Two seating areas include plush armchairs and a sofa, complemented by a tropical plant. Large windows offer natural light and views of the outdoor scenery.

Condo in Madeira Beach

Penthouse Condo on Water Steps to Beach+Johns Pass

ValueLocationCondition

4.86 out of 5 average rating, 120 reviews

Walk to Beach, Bars, and Restaurants Nearby

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4.86 out of 5 average rating, 116 reviews

A serene swimming pool is bordered by palm trees, with lounge chairs positioned around the edge. The pool area is complemented by views of the water and lush greenery, creating a tranquil outdoor escape.

Condo in St. Petersburg

Sunny St. Pete Getaway with Dolphins

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Condo rentals with a pool

4.85 out of 5 average rating, 678 reviews

Florida Island Beauty@theBeach@Heated Pool

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4.86 out of 5 average rating, 121 reviews

Beach Fun With Views - Indian Shores, Florida

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Superhost

A spacious living area is highlighted by a large, comfortable seating arrangement featuring two dark couches and a ottoman. Natural light floods the room through wide windows, which frame a view of the outdoor balcony. A decorative rug adds warmth to the floor, with a TV console positioned nearby.

4.81 out of 5 average rating, 27 reviews

Beachfront San Remo 207 | 3BR Pool & Gulf Views

LocationValueNearby

4.77 out of 5 average rating, 71 reviews

Monterey resort just few steps from the beach

LocationFamilySleep quality

5 out of 5 average rating, 14 reviews

Condo in Madeira Beach

Waterfront Condo | Gulf Views | Beach Access&Pool

LocationFamilyComfort

5 out of 5 average rating, 15 reviews

Waterfront Couples Retreat Steps to Beach

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5 out of 5 average rating, 47 reviews

Beachfront Newly Remodeled Gorgeous

ValueLocationHospitality

Superhost

A spacious bedroom displays a king bed dressed in a coral-patterned quilt, flanked by nightstands with lamps. A color television is positioned on a dark wood dresser. Large sliding doors lead to a private balcony showcasing a view of the Gulf.