Family-friendly holiday rentals in Redington Shores

4.98 out of 5 average rating, 126 reviews

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.

Home in Seminole

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.

KitchenFamilySleep quality

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.

4.93 out of 5 average rating, 175 reviews

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

An original early 1900 Indian Rocks Beach bungalow, updated with all the comforts of home. Grill on your private patio or relax in the pool area in our tropically landscaped grounds. Cross Gulf Boulevard to 8th Ave beach access to the beautiful turquoise waters and white sandy beaches of the Gulf of Mexico. Enjoy swimming, shelling and fishing as you live the island life. Splash Harbour water park, shops and restaurants are within walking distance. Come for an unforgettable stay! City tax#1479

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4.94 out of 5 average rating, 139 reviews

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.

Condo in Indian Shores

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.

FamilyKitchenWalkability

Bungalow in Indian Shores

4.96 out of 5 average rating, 197 reviews

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

Indoor spacesKitchenLong stay

4.81 out of 5 average rating, 267 reviews

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.

Condo in Redington Beach

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.

FamilyIndoor spacesOutdoor spaces

Apartment in Redington Shores

4.88 out of 5 average rating, 125 reviews

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.

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4.9 out of 5 average rating, 441 reviews

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.

Condo in Indian Shores

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.

FamilyIndoor spacesAccess

4.98 out of 5 average rating, 392 reviews

A spacious outdoor pool area is visible, featuring a large swimming pool surrounded by lounge chairs and seating areas. A pergola provides shade, while decorative planters add greenery. The area is enclosed by a privacy fence, creating a secluded retreat.

Home in Seminole

Utopia! Heated Pool Hot Tub 2 KING bed 5 min ocean

UTOPIA best describes this perfect single story VACATION HOME ! 5 MINUTE DRIVE TO BEACHES!! HUGE AMAZING RESORT SYTLE FREE HEATED POOL with LUXURIOUS PERGOLA, HOT TUB , TIKI BAR and plenty of outdoor seating perfect for soaking up the Florida sun ! Large 3 bedroom 3 bath pool home. Pool heat starts Oct 15 and runs thru april 15 seasonally for FREE( heats 80-85 degrees) large four person hot tub is hot and ready at 101° upon your arrival. No waiting on a hot tub to heat up!

KitchenFamilyLong stay

Villa in Redington Shores

4.92 out of 5 average rating, 168 reviews

Almost beachfront! 1 house to beach. W/D in unit

1 house to the beach—a 1-minute walk! One of only 3 units in a private beachside villa on a peaceful street, away from crowded condos. Enjoy miles of beautiful beach, amazing sunsets, walkable restaurants, and nearby pickleball. Includes a private patio, full kitchen, washer/dryer, quiet ductless A/C, Wi-Fi, free parking, plus beach chairs, towels, and a cooler. Sleeps 4 with a comfy queen bed and pop-up sofa. Also ask about our 1- and 3-bedroom units.

FamilyIndoor spacesSolo travel

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!

Indoor spacesKitchenWi-Fi

Apartment in Indian Rocks Beach

4.9 out of 5 average rating, 112 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.

Indoor spacesFamilyQuiet

Apartment in Redington Shores

4.74 out of 5 average rating, 38 reviews

Beachside Cottage #3| Fun In The Sun|Dogs Welcome

Welcome to Seaside Haven—your cozy beachfront getaway on the 2nd floor! Enjoy ocean views, a comfy queen bed, and a sleeper sofa for extra guests. The fully equipped kitchenette has everything you need for a relaxing stay. Step outside to sandy shores, sunsets, and sea breeze. Experience the perfect coastal escape—book your stay today!

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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

4.98 out of 5 average rating, 161 reviews

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.

Condo in Indian Shores

The Seascape Premier Beachfront Cottage-Gulf View

KitchenIndoor spacesSleep quality

4.94 out of 5 average rating, 338 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

FamilyKitchenPool

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.

4.91 out of 5 average rating, 127 reviews

Toes in the Sand Beachfront penthouse condo

KitchenFamilyValue

Condo in Indian Rocks Beach

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, 119 reviews

Sunset Beachfront Retreat | Steps 2 Sand & 5*s

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Home in Indian Rocks Beach

A tranquil outdoor space features a circular hot tub adjacent to a rectangular swimming pool, both surrounded by brick pavers. The sunset casts soft colors across the water, with a view of boats docked nearby and the silhouette of trees in the distance.

4.99 out of 5 average rating, 197 reviews

Piece of paradise in Indian Rocks Beach.

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Home in Indian Rocks Beach

4.98 out of 5 average rating, 220 reviews

Luxe Beach House B/Heated Pool/2 min walk to beach

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Home in Indian Rocks Beach

An inviting outdoor space features a heated saltwater pool and spa surrounded by sun loungers. A dining area is visible next to the pool, with a backdrop of palm trees and a screened lanai. The bright sky enhances the relaxing atmosphere.

5.0 out of 5 average rating, 108 reviews

Sandy Morning Restored | Pool Spa

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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.

4.75 out of 5 average rating, 12 reviews

San Remo 501- Beautiful Beachfront Escape!

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Family- and pet-friendly home rentals

Bungalow in Redington Beach

4.93 out of 5 average rating, 266 reviews

Single Family Home One Level ~ Walk to the Beach!

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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.

4.99 out of 5 average rating, 218 reviews

Luxury Beach Cottage | Walk to Dining & Sunset

Indoor spacesFamilyTV

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.

5.0 out of 5 average rating, 246 reviews

Quiet Beachfront Bungalow on Florida’s Gulf Coast

FamilyKitchenHospitality

4.98 out of 5 average rating, 185 reviews

Home in Pinellas Park

Insta Worthy Retreat -HTD Pool- Arcade Room- Golf

Indoor spacesFamilyHot tub

4.97 out of 5 average rating, 236 reviews

Home in St. Petersburg

Coastal Pool Retreat *5 Min to Madeira Beach Sand

FamilyKitchenWi-Fi

4.96 out of 5 average rating, 197 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

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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.

4.97 out of 5 average rating, 230 reviews

Your private Waterfront Pool home!

KitchenIndoor spacesShared spaces

4.97 out of 5 average rating, 119 reviews

The outdoor area presents a heated swimming pool surrounded by a patio made of stone. Lush greenery and tropical plants frame the pool, while a nearby gazebo offers shaded seating. Bright blue lounge chairs are positioned by the water, creating a relaxing environment.

Home in Clearwater

Paradise palms oasis Clearwater

Indoor spacesFamilyQuiet

Family-friendly home rentals with a pool

4.85 out of 5 average rating, 373 reviews

An inviting courtyard area is showcased, featuring a sparkling heated pool surrounded by lounge chairs. Lush greenery and well-maintained gardens add a natural touch, while the two-story yellow building encloses the area, creating a serene and communal atmosphere for relaxation.

Condo in Redington Beach

Royal Orleans at Redington Beach ( Studio )

FamilyIndoor spacesLocation

4.88 out of 5 average rating, 159 reviews

The Cozy condo at Belleview Gulf #371

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4.89 out of 5 average rating, 143 reviews

A spacious living area features a large, curved sectional sofa adorned with decorative cushions. A circular coffee table rests on a soft area rug, while a television is mounted on a light-colored wall. Natural light enters through multiple windows, enhancing the bright space.

Home in Largo

Heated Saltwater Pool Home 3 Miles to Beach

FamilyIndoor spacesAmenities

4.92 out of 5 average rating, 91 reviews

Peaceful Poolside Studio - Across from Beach

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Apartment in Redington Shores

5.0 out of 5 average rating, 6 reviews

Sunset Walks Ocean Relaxing Stylish Coastal Studio

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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 18-26th discounts! Beachfront 2/2 w/Jacuzzi

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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.

5.0 out of 5 average rating, 36 reviews

Oceanfront Condo Corner Unit2BR/2BA Great Location

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Superhost