Family-friendly holiday rentals in Redington Shores

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

Beautiful & spacious 1340 sq/ft 2 bed/2 bath Ocean Front Corner Unit With Million Dollar Views! Relax on your private balcony after a great day at the beach. The open floor plan kitchen & living room serves up incredible views of the ocean & beach. The kitchen comes fully-equipped with all of the cookware & appliances needed to make a delicious meal & to mix up a tasty cocktail! Gather around the dining room table and enjoy your meal with your loved ones or dine on your private, covered balcony

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

4.96 out of 5 average rating, 49 reviews

Home in Redington Shores

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.

4.99 out of 5 average rating, 69 reviews

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.

Home in Redington Shores

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!

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, 129 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

1 minute walk to beach! Spacious 1050sf. Peaceful

1-minute walk to beach! Gorgeous sunsets and miles of white sand! Short walk to restaurants, Hidden gem tucked away from busy condo crowds. One of only 3 units in a charming Gulf-side villa. Fully equipped kitchen. 2 king bedrooms, 2 twin beds in 3rd bedroom with laundry room has extra couch to lounge. Sleeps 6. 2 free parking spots, central A/C, Outdoor dining. Cooler, beach towels & chairs . Close by: pickleball courts, putt-putt golf, food, music, shops, groceries.

4.92 out of 5 average rating, 168 reviews

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!

Condo in Indian Rocks Beach

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.

4.91 out of 5 average rating, 121 reviews

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

Popular amenities for Redington Shores family-friendly rentals

Kitchen

Wi-Fi

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 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!

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

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.

4.94 out of 5 average rating, 340 reviews

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

4.93 out of 5 average rating, 153 reviews

Panoramic Gulf View Beachfront Condo

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

4.92 out of 5 average rating, 157 reviews

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

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, 142 reviews

Tropical Beachfront Penthouse-Beach Cottages

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

Aerial view of a spacious backyard featuring a heated pool, vibrant colored areas for mini golf and basketball, and a lush lawn. The area includes shaded lounge seating with umbrellas, a jungle gym, and various outdoor activities, highlighting an inviting space for entertainment and relaxation.

4.87 out of 5 average rating, 149 reviews

Tropic Vibes | Basketball, Mini Golf, Heated Pool!

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, 234 reviews

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

4.98 out of 5 average rating, 192 reviews

Home in Pinellas Park

Insta Worthy Retreat -HTD Pool- Arcade Room- Golf

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

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!

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

Family-friendly home rentals with a pool

Condo in Indian Rocks Beach

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.

Waterfront, Harbourside, Water Park, Beach, #6620

4.87 out of 5 average rating, 263 reviews

Condo in Indian Rocks Beach

A view from the balcony showcases a vibrant water park, featuring winding lazy rivers and colorful water slides. Sun loungers are arranged around the pools, complemented by lush palm trees. The bright blue sky enhances the resort's lively atmosphere, inviting relaxation and fun.

Waterfront, Harbourside, Water Park, Beach, #5520

4.94 out of 5 average rating, 163 reviews

4.93 out of 5 average rating, 100 reviews

Peaceful Poolside Studio - Across from Beach

Bungalow in Indian Rocks Beach

A pool area is surrounded by vibrant tropical landscaping, featuring lounge chairs arranged around a circular pool. Soft lighting illuminates the scene, enhancing the greenery. In the background, a pink float adds a playful touch to the inviting ambiance of the outdoor space.

Neptune's Nest | Amazing Htd Pool | Steps to Beach

4.93 out of 5 average rating, 178 reviews

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

An aerial view captures a swimming pool surrounded by lounge chairs and palm trees. Beyond the pool, a pristine beach stretches across the horizon, with gentle waves meeting the shore. Bright blue skies enhance the tranquil atmosphere of this beachside retreat.

4.87 out of 5 average rating, 30 reviews

Gorgeous Beach Condo | Water Views, Pool, Hot Tub

4.75 out of 5 average rating, 36 reviews

Beachside Bliss! 3/3, Heated Pool/Hot Tub 501