Family-friendly holiday 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

Indoor spacesFamilyBeach

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.

Indoor spacesFamilyWalkability

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.

KitchenFamilyBiking

4.88 out of 5 average rating, 128 reviews

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.

KitchenIndoor spacesBeach

4.92 out of 5 average rating, 168 reviews

4.9 out of 5 average rating, 314 reviews

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.

Home in Seminole

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!

FamilyIndoor spacesSolo travel

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.

4.94 out of 5 average rating, 163 reviews

Waterfront, Harbourside, Water Park, Beach, #5520

Enjoy views of the Intracoastal from this unit's back balcony and the water park from the front balcony. 4 FREE daily water park passes and parking for one car are included! This 5th-floor 2/2 condo has been totally renovated and is located at the 'Harbourside@Marker 33' and 'Splash Harbour Water Park '. A fully stocked kitchen and stackable washer/dryer are provided. Unit 5520 comes with 4 free daily Splash Harbour Water Park passes and one parking pass.

Indoor spacesFamilyAccess

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!

FamilyKitchenBiking

4.86 out of 5 average rating, 205 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.

Indoor spacesKitchenAir conditioning

4.91 out of 5 average rating, 121 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.

FamilyKitchenHeating

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.

Indoor spacesFamilyCheck-in

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!

Indoor spacesKitchenHospitality

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.

Indoor spacesKitchenCleanliness

4.92 out of 5 average rating, 131 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 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

Indoor spacesFamilyValue

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, 125 reviews

Amazing Beachfront corner unit with two balconies!

FamilyKitchenBathroom

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

KitchenFamilySleep quality

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

FamilyIndoor spacesWalkability

4.93 out of 5 average rating, 152 reviews

Panoramic Gulf View Beachfront Condo

Indoor spacesFamilyBarbecue

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

Indoor spacesFamilyCheckout

Apartment in Redington Shores

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

KitchenIndoor spacesLocation

4.82 out of 5 average rating, 126 reviews

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

KitchenFamilyView

Family- and pet-friendly home rentals

Bungalow in Redington Beach

Single Family Home One Level ~ Walk to the Beach!

FamilyIndoor spacesLocation

4.93 out of 5 average rating, 269 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!

Indoor spacesFamilyWi-Fi

4.97 out of 5 average rating, 234 reviews

4.85 out of 5 average rating, 175 reviews

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.

Home in Seminole

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

FamilyKitchenCheck-in

4.98 out of 5 average rating, 192 reviews

Home in Pinellas Park

Insta Worthy Retreat -HTD Pool- Arcade Room- Golf

FamilyKitchenOutdoor spaces

4.85 out of 5 average rating, 125 reviews

Walk to Beach, Bars, and Restaurants Nearby

FamilyIndoor spacesOutdoor spaces

4.95 out of 5 average rating, 204 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

KitchenIndoor spacesWalkability

4.96 out of 5 average rating, 49 reviews

Home in Redington Shores

Redington Escape Unit A

FamilyKitchenAccuracy

4.96 out of 5 average rating, 68 reviews

Home in Redington Shores

Blue Days Beach Cottage

Indoor spacesFamilyBathroom

Family-friendly home rentals with a pool

4.93 out of 5 average rating, 100 reviews

Peaceful Poolside Studio - Across from Beach

FamilyIndoor spacesCheckout

4.86 out of 5 average rating, 121 reviews

Beach Fun With Views - Indian Shores, Florida

Indoor spacesKitchenParks

Vibrant water slides in various colors are positioned above a pool area. A playful shark sculpture is featured near the pool's edge. Lush tropical plants frame the scene, and the clear blue sky complements the exciting atmosphere of the water park.

4.83 out of 5 average rating, 269 reviews

Waterfront, Harbourside, Water Park, Beach, #8817

Indoor spacesKitchenCleanliness

4.94 out of 5 average rating, 164 reviews

Condo in Redington Beach

Quiet, Beachy Poolside Studio/1 Min Walk to Beach

Indoor spacesKitchenAccuracy

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

Indoor spacesKitchenValue

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, 67 reviews

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

FamilyIndoor spacesAmenities

4.88 out of 5 average rating, 26 reviews

Beachfront Condo in Redington Shores

KitchenIndoor spacesParking

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.