Family-friendly vacation rentals in Redington Shores

Bungalow in Indian Shores

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

4.97 out of 5 average rating, 206 reviews

Apartment in Indian Shores

A spacious living area is furnished with two comfortable leather sofas and a wooden side table. A large flat-screen TV is positioned nearby. Natural light floods the room through expansive glass doors leading to a balcony, with ocean views visible in the distance.

Direct Beachfront Condo, Ocean balcony view!

Wake up to soothing sounds of the ocean waves from your private 2nd-floor balcony, with the beach just steps below. This 2-bedroom, 2-bathroom condo sits directly on the sand in Indian Shores just between Clearwater Beach and St Pete beach. The condo sleeps 6 across 3 beds, king in primary, and two queens in second bedroom, with a full kitchen for cooking in, high-speed WiFi. Beach chairs, beach towels and umbrella are provided for your stay. Superhost, praised for cleanliness & views.

4.93 out of 5 average rating, 230 reviews

Apartment in Redington Shores

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.

4.88 out of 5 average rating, 130 reviews

4.86 out of 5 average rating, 121 reviews

Beach Fun With Views - Indian Shores, Florida

Beach Palms is back and better than ever! Since Hurricanes Helene and Milton, the building has a fresh new look, including a new pool, pool deck, gas grills, and gazebo. The beach has been restored, and the sugary sands are ready for your flip-flops! Contact Gene, Superhost 503! Families Welcome - Direct Beachfront - Gulf of Mexico - Amenities - Large 3-Bedroom, Newly Renovated Building. Step outside to pure Gulf Coast bliss — sugary sands, warm water, and stunning sunsets await!

Villa in Redington Shores

100 feet to beach. W/D in unit. Private patio

1 house to the beach. Private patio. Washer/dryer in unit. 1 minute walk to beach. 1 of 3 units in a private beachside villa on a peaceful street, away from crowded condos. Enjoy miles of beautiful beach, amazing sunsets, short walk to restaurants. Close by: Live music, pickleball, putt-putt, many restaurants, shops. Full kitchen, quiet ductless A/C, Wi-Fi, free parking, beach chairs, towels, and cooler. Sleeps 4 with comfy queen bed and pop-up sofa. 1 & 3-bedroom available.

4.89 out of 5 average rating, 165 reviews

4.93 out of 5 average rating, 101 reviews

Peaceful Poolside Studio - Across from Beach

Kick back and relax in this newly renovated beach studio in Redington Shores, just steps from the white-sand Gulf beaches and unforgettable sunsets. Start your mornings with a quick walk to the sand, spend your afternoons by the pool, and settle into an easy, laid-back coastal rhythm. This is the kind of place you come to slow down, unplug, and enjoy the beach without the crowds. We include what you need to enjoy, such as beach chairs and an equipped kitchenette. Welcome!

4.8 out of 5 average rating, 393 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!

4.86 out of 5 average rating, 206 reviews

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.

Condo in Redington Beach

Royal Orleans at 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.

4.91 out of 5 average rating, 122 reviews

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. 1 Free parking space included. See our 1 bedroom units, same location, Gulf Dreams unit 6 & Tide Vibes unit 7.

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.

Apartment in Redington Shores

Cottage #2| 2 bedroom Charming & Cozy|Dogs OK

Welcome to our charming 2-bedroom Misty Beach Cottage—just steps from the sand! Enjoy breathtaking sunsets and the peaceful rhythm of the waves. Inside, you’ll find an open living, kitchen, and dining area filled with natural light. Step outside and you’re on the beach—perfect for morning walks, dolphin watching, or relaxing with your toes in the water. Your coastal escape awaits—book your stay today!

4.9 out of 5 average rating, 39 reviews

Condo in North Redington Beach

A serene beachfront view is captured under a clear blue sky. The vivid turquoise water reflects sunlight, creating a shimmering pathway across the calm sea. Gentle waves roll onto the soft sandy shore, where a person is seen walking along the beach.

Toes in the Sand Beachfront penthouse condo

Welcome to our amazing beachfront condo. Come on in and enjoy your stay. Our penthouse condo sports full unobstructed Gulf beach views. Park yourself on our large balcony spanning the width of the condo and enjoy the beautiful breezes, and amazing sunsets, make sure you are on the lookout for dolphins. Our large condo features 3 large bedrooms, and 2 full bathrooms, and sleeps up to 8 people.

4.92 out of 5 average rating, 131 reviews

Popular amenities for Redington Shores family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A bright and airy bedroom features a spacious bed adorned with decorative pillows. A flat-screen TV is mounted above a dresser. Large windows provide natural light and access to a private balcony with seating, overlooking lush palm trees.

4.86 out of 5 average rating, 101 reviews

Spacious Corner 4/2 with Bunkhouse

A wide view of the beach features soft, white sand leading to the gently lapping green-blue waves of the Gulf. A wooden pier extends into the water, with several lounge chairs arranged on the sand. People can be seen enjoying the beach.

4.91 out of 5 average rating, 119 reviews

Beachfront Gulf Condo Indian Shores

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, 164 reviews

The Seascape Premier Beachfront Cottage-Gulf View

A corner of the living room showcases a blue sofa facing large sliding glass doors that open to a balcony. The serene view of the calm Gulf waters is visible through the glass, with a table and chairs set on the balcony.

4.79 out of 5 average rating, 126 reviews

Amazing Beachfront corner unit with two balconies!

4.94 out of 5 average rating, 340 reviews

An aerial view of a modern two-story home surrounded by lush greenery and palm trees, with a backdrop of tranquil water. The property's landscaping features a paved driveway leading to the entrance, while nearby boats are docked along the shoreline.

Home in Seminole

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

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, 143 reviews

Tropical Beachfront Penthouse-Beach Cottages

Apartment in Redington Shores

Wraparound Balcony! Airy 3BR/3BA • Sunset Views

4.82 out of 5 average rating, 126 reviews

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.

5.0 out of 5 average rating, 123 reviews

Work Remote & Stay Beachfront

Family- and pet-friendly home rentals

Bungalow in Redington Beach

Single Family Home One Level ~ Walk to the Beach!

4.93 out of 5 average rating, 269 reviews

4.98 out of 5 average rating, 193 reviews

Home in Pinellas Park

Insta Worthy Retreat -HTD Pool- Arcade Room- Golf

Cottage in Indian Rocks Beach

A vibrant tropical mural featuring large flowers adds a pop of color to the room, while a cozy seating area includes a sofa adorned with decorative pillows. A small dining table with tropical-patterned chairs provides a space for meals. The outdoor area showcases a lit pool, creating a serene evening ambiance.

Beach Cottage | Pool | Walk to Dining & Sunset

4.99 out of 5 average rating, 224 reviews

Bungalow in Indian Rocks Beach

A decorative lamp features a mermaid holding a round, glowing orb. The lamp is set against a backdrop of a colorful wave painting and neatly folded towels, adding a touch of coastal charm to the workspace.

Your private Waterfront Pool home!

4.97 out of 5 average rating, 235 reviews

4.95 out of 5 average rating, 159 reviews

An outdoor patio area features a dining table adjacent to a heated pool. Lounge chairs are positioned nearby, under a screen enclosure. The pool is framed by a laid stone surface, with a view of lush greenery beyond the surrounding fence.

Villa in St. Petersburg

Heated Pool! Huge Walk In Shower! 5 min to beach!

4.95 out of 5 average rating, 205 reviews

A sandy path leads through lush greenery towards the beach, framed by overhanging branches. The ocean is visible in the distance, with light reflecting off the water. Shadows create a peaceful atmosphere as the sun casts a warm glow.

Cottage in Indian Shores

Beautiful Beachfront Cottage on the Water

Bungalow in Indian Shores

An aerial view showcases a cluster of charming two-story homes nestled near the beach. The golden hues of the sunset reflect off the water, while the sandy shore and gentle waves create a serene coastal atmosphere.

Quiet Beachfront Bungalow on Florida’s Gulf Coast

5.0 out of 5 average rating, 254 reviews

Cottage in Indian Rocks Beach

The porch features a circular daybed with decorative cushions, accompanied by a small table and two chairs. Direct views of the bright blue sky and nearby palm trees are visible, enhancing the outdoor relaxation space.

𖤓Updated Stilt home: just steps to the beach!𖤓

4.98 out of 5 average rating, 203 reviews

Family-friendly home rentals with a pool

The image captures a view of the Splash Harbour Water Park and adjacent condo building. Bright colors of the water slides contrast with the greenery of palm trees. The inviting pool area is visible, surrounded by lounge chairs and scenic pathways.

4.87 out of 5 average rating, 263 reviews

Waterfront, Harbourside, Water Park, Beach, #6620

Two vibrant water slides twist above an inviting lazy river, designed for family fun. Tropical landscaping surrounds the area, with playful pirate-themed decor accentuating the space. The bright blue water contrasts with the yellow and green slides, creating an engaging atmosphere for all ages.

4.86 out of 5 average rating, 235 reviews

Waterfront, Harbourside, Water Park, Beach, #7714

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.

5.0 out of 5 average rating, 37 reviews

Oceanfront Condo Corner Unit2BR/2BA Great Location

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.

4.99 out of 5 average rating, 68 reviews

Discount! Nov& Dec dates! Corner Beachfront 2/2

4.8 out of 5 average rating, 20 reviews

Luxurious Beachfront Condo with Gulf Views

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.

4.77 out of 5 average rating, 13 reviews

San Remo 501- Beautiful Beachfront Escape!

4.78 out of 5 average rating, 74 reviews

Monterey resort just few steps from the beach