Family-friendly rentals near Sand Key Beach

4.97 out of 5 average rating, 254 reviews

Home in Clearwater Beach

Waterfront Townhome w/Game Room & Boat Slip! Walk

PLEASE ASK ABOUT OUR OTHER 2 WATERFRONT PROPERTIES ON CLEARWATER BEACH IF YOUR DATES ARE NOT AVIALABLE!! Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach! 3 floors of fun, elegance & relaxation await you. Custom interior decorated with Restoration Hardware & other high end furnishings. Located on Clearwater Bay & within easy walking distance to Clearwater Beach, Beach Walk, restaurants, shopping & everything Clearwater Beach has to offer! Why book 3 hotel rooms when

4.98 out of 5 average rating, 149 reviews

The exterior of a charming blue beach house is surrounded by lush palm trees and vibrant landscaping. A spacious front yard features a green lawn and neatly trimmed bushes, while a driveway accommodates parked vehicles. Sunlight filters down, creating a warm atmosphere.

Home in Clearwater Beach

THE HOUSE - 32 Steps to the Beach - Beautiful Clea

House sleeps 6 - Private patio and Hot Tub, Wifi, Grill . '32 Steps to the Beach' is a charming and cozy Clearwater Beach retreat in a TOP LOCATION. The pristine Gulf Beach is just across the street! We also have a Cottage at the same address and they can be rented separately or together. Covid-19 UPDATE - See below. To book the House & Cottage or the Cottage on its own please see the links to their descriptions at the right of this page. THE HOUSE is a tastefully decorated, upscale

5.0 out of 5 average rating, 168 reviews

A screened-in lanai features a heated saltwater pool surrounded by colorful outdoor furniture. Children’s toys and pool floats are placed nearby, alongside a small bike. The serene space is perfect for relaxation and play, with trees visible beyond the enclosure.

Home in Palm Harbor

Coastal Escape: Heated Pool, Playground&Family fun

★ Family-friendly Palm Harbor retreat near beautiful beaches - Honeymoon Island: 6 miles away - Clearwater Beach: 15 miles away ★ Heated saltwater pool ★ Screened-in lanai ★ BBQ grill ★ Large fenced backyard with playground ★ Outdoor dining area ★ 3 bedrooms with new mattresses - California king size bed - Queen size bed - Kid-friendly room w/ 2 bunk beds ★ Renovated kitchen and bathrooms ★ Open living space for family gatherings and movie nights ★ Toys, games and kid-friendly extras

A panoramic view of the inter-coastal waterway features clear turquoise waters and a marina with multiple boat docks. The backdrop is formed by a skyline of Clearwater's buildings under a bright blue sky, framed by lush tropical vegetation.

4.99 out of 5 average rating, 214 reviews

Clearwater Beach Luxe Waterfront Retreat

This stunning 3 story 4BR/3.5BA townhome (built in 2017) blends luxury, comfort, & the perfect beach town vibe. 2 blocks from the world famous white sands of Clearwater Beach and directly on the intracoastal waterway, this home offers everything you need for an unforgettable Florida getaway. Private pool and hot tub access! Ideal for families, couples, or groups of up to 10 guests looking for a premium vacation experience. Beaches, boating, biking, shops, food, drink & water fun all steps away!

4.72 out of 5 average rating, 535 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

No impact from hurricanes! - RECENTLY RENOVATED. This cozy 1 bedroom condo with a kitchen in Belleair Beach just steps from the sugar-white sand and crystal clear waters that are consistently ranked among America's most beautiful beaches! It has a lovely pool area that overlooks the gulf with a patio, chairs and grills. You’ll love the beachfront views and quiet ambiance. 3rd Floor, balcony with DIRECT BEACH/GULF VIEW. Minutes away from Clearwater Beach. Perfect for couples! ONE parking spot.

Bungalow in Indian Shores

4.96 out of 5 average rating, 195 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

A scenic view of a fishing pier extends into the water, framed by gentle waves and a sandy beach. The sky is filled with colorful clouds, reflecting hues of orange and blue as the sun sets on the horizon.

4.98 out of 5 average rating, 177 reviews

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!

Stylish & Sunny Corner Unit On Dolphin Faved Inlet Across The Street From Florida's #1 Beach. This all-inclusive unit allows you to walk everywhere and enjoy all Clearwater Beach has to offer from sand & sun to restaurants & shopping. Updated & upgraded 3 bedroom, all with connected bathrooms offers amazing space, a chef's kitchen as well as bright & beautiful dining & living rooms. Private balcony to relax & watch the sunset. Beach concessions include sea kayaks, jet ski's, boating & more.

A modern kitchen showcases white cabinetry with marble countertops and stainless steel appliances. Natural light floods through large windows, highlighting decorative accents and elegant floral arrangements. A central island is surrounded by bar stools, complemented by stylish area rugs beneath.

5.0 out of 5 average rating, 148 reviews

Waterfront Beach House Steps Away from #1 Beach!

Welcome to The Bombshell Beach House! This 3 story, 3 bedroom luxury water-front townhouse located in Clearwater Beach, FL has been a childhood dream come true for me as a Clearwater native! As avid travelers, my husband and I wanted to create a STAY-CATION spot that mixed in all of the comforts of HOME with all of the luxuries of a 5 star vacation & this beach house is JUST THAT! This listing is brand new and we are expecting dates to book extremely fast! Book now to secure your GETAWAY!

A set of two white wicker chairs and a small table are positioned on a balcony, providing views of the Gulf of Mexico. The ocean and sandy beach stretch into the distance, with clear blue skies overhead.

4.9 out of 5 average rating, 472 reviews

Amazing views on beachfront

This spacious upper-floor, 3-bedroom condo hotel suite offers views of the Gulf of Mexico from your private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the water of the Gulf of Mexico. Each suite can accommodate 10 people, with 3 bedrooms, 2 of them with a King bed in each bedroom and the third with 2 Queen beds, each of them with their own ensuite bathroom, in total 3 1/2 bathrooms, also a comfortable full-sized sofa bed in the living room.

4.98 out of 5 average rating, 225 reviews

Home in Clearwater

Specious home W/ Heated Pool ! ! ! Great Location.

Cozy, spacious home 🏡 w/ heated swimming 🏊‍♀️ pool, next to a golf ⛳️ course. Close to the famous beaches ⛱️, St.Pete and Tampa. This cozy open home has a large living room, big kitchen and pool deck patio. All 3 bedrooms have large TV's. The big back patio has a swimming 🏊‍♀️ pool, TV, fridge and BBQ for cook outs & R&R. Located in a quiet family-friendly neighborhood. Location! 15 min - Clearwater Beach, Dunedin, Safety Harbor 30 min from - St.Pete, TPA Airport, Tampa

A scenic view of the Intra-Coastal Waterway features several boats docked along wooden piers, framed by palm trees. The clear blue water reflects the sky, while distant buildings line the shore, creating a tranquil coastal setting.

4.86 out of 5 average rating, 306 reviews

Sandy Feet Retreat

Enjoy your stay with STUNNING VIEWS from your Very Own Balcony! This home is Fully Equipped and designed for your convenience. The Master Suite overlooks the Intra-Coastal & has its own Jacuzzi tub w/ separate shower. This End Unit allows ample lighting throughout. Located directly across the street from the infamous Shephards, and just steps to the Sugary White Sand, Clearwater Beach is known for! Walking distance to several Restaurants, Bars, Shops, & Tourist Attractions!

The image captures a spacious townhouse community, featuring white architectural designs. A clear view of the intercoastal waterway is presented, with boats visible in the distance. A community pool is seen among vibrant greenery, inviting leisure and relaxation.

4.99 out of 5 average rating, 142 reviews

3 Bedroom Waterfront Paradise Sleeps 8

Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach on the intercostal! The 3 floors of custom interior decoration and high end furnishings await you. Located on Clearwater Bay with an easy stroll (5-10 min) to Clearwater Beach, Beach Walk, Pier 60, restaurants, and shopping. You are centrally located to everything in Clearwater with luxury accommodations ! !! You have a 2 car garage, community pool, hot tub, grill steps from your back door.

Popular amenities for family-friendly rentals near Sand Key Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A private balcony offers water views of the serene bay, featuring comfortable seating with two chairs and a small table. Lush greenery enhances the setting, and a decorative area rug adds color to the space.

4.95 out of 5 average rating, 137 reviews

5 Star! Vacation Rental-10 min WALK to the BEACH!

4.92 out of 5 average rating, 128 reviews

An inviting pool area features a clear blue pool alongside a spacious hot tub, both surrounded by a grey stone deck. Comfortable loungers are arranged under an umbrella, offering shade. Sunlight filters through the screened enclosure, creating a bright and open atmosphere.

Home in Largo

Heated Pool and Spa | 5 min to beach

4.99 out of 5 average rating, 116 reviews

Home in Largo

Best Celebration - Heated Pool - Hot Tub - Arcade

4.95 out of 5 average rating, 199 reviews

An outdoor tiki hut porch is illuminated by soft string lights. Comfortable seating creates a cozy gathering area, surrounded by lush greenery. A wooden dining table sits in the center, offering a relaxed space for meals or conversation.

Guesthouse in Dunedin

Tiki Hut Cottage

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, 104 reviews

Sandy Morning Restored | Pool Spa

4.94 out of 5 average rating, 150 reviews

Home in Seminole

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

4.93 out of 5 average rating, 127 reviews

Beach House | Heated Pool & Spa | Golf Cart

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, 195 reviews

Piece of paradise in Indian Rocks Beach.

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 102 reviews

Waterfront house w/ dock, Walk to Beach, Dogs OK!

Apartment in Indian Rocks Beach

A heated pool area features a curved blue swimming pool surrounded by a stone deck. Several lounge chairs are positioned around the pool, and umbrellas provide shade. Lush palm trees are visible in the background, contributing to the relaxed atmosphere.

4.95 out of 5 average rating, 167 reviews

Coral Reef~90° Heated Pool~Remodeled~2 min 2 beach

4.98 out of 5 average rating, 183 reviews

Home in Pinellas Park

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

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.

4.96 out of 5 average rating, 226 reviews

Your private Waterfront Pool home!

4.97 out of 5 average rating, 384 reviews

The exterior of a coastal cottage is shown, featuring a gravel driveway and tropical landscaping with palm trees. Two wicker chairs are positioned under a covered porch, inviting relaxation. Large windows allow natural light to brighten the welcoming facade.

Cottage in Dunedin

Walk Downtown and to Waterfront, Mins to Beaches

Superhost

A sandy pathway leads through beach grass and wildflowers, with palm trees framing the scene. The azure ocean and clear blue sky serve as a backdrop, inviting guests to enjoy the nearby beach.

Cottage in Clearwater Beach

4.84 out of 5 average rating, 164 reviews

Mermaid Cottage

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, 243 reviews

Quiet Beachfront Bungalow on Florida’s Gulf Coast

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, 215 reviews

Luxury Beach Cottage | Walk to Dining & Sunset

Family-friendly home rentals with a pool

A wide view of Clearwater Beach showcases soft white sand lined with colorful umbrellas and beach towels. Bathers enjoy the warm waters where turquoise waves meet lighter green ones. In the background, beachgoers can be seen near the resorts and other structures along the shoreline.

4.94 out of 5 average rating, 133 reviews

Beach Haven in South Clearwater Beach

A spacious balcony features two lounge chairs, offering views of the water and surrounding buildings. Lush palm trees are visible in the foreground, and a glimpse of boats can be seen in the distance under a clear blue sky.

5.0 out of 5 average rating, 39 reviews

Luxury Waterfront Condo-Walk to everything!

5.0 out of 5 average rating, 14 reviews

Villa in Belleair Beach

Gorgeous Villa with Heated Pool & Beach Views!

A vibrant turtle statue stands atop a post in a sandy beach area. The beach features colorful umbrellas aligned neatly in the background, while palm trees dot the landscape under a clear blue sky, emphasizing close proximity to the water.

5.0 out of 5 average rating, 71 reviews

2 Blocks to Beach & MOM Clean-Dolphins-Waterfront

Cottage in Belleair Beach

4.93 out of 5 average rating, 44 reviews

Newly Renovated ON Beach/2King Beds&a twin bunk

5.0 out of 5 average rating, 9 reviews

Indulge in Waterfront Elegance!

4.83 out of 5 average rating, 35 reviews

Condo in Belleair Beach

Oceanfront Condo - Beach front• Free parking

4.93 out of 5 average rating, 43 reviews

Home in Clearwater Beach

Waterfront Paradise-Steps from the Beach

Family-friendly home rentals with Wi-Fi

Townhouse in Belleair Beach

A sandy pathway leads through lush grass towards the beach, framed by wooden railings. The vibrant blue sky is filled with soft clouds, while the sun reflects off the calm ocean water in the distance.

4.83 out of 5 average rating, 53 reviews

Beachfront House, Steps to Sand and Sunset

Cottage in Indian Rocks Beach

A family beach house is showcased, featuring a main structure with a covered porch and large windows. Adjacent is a smaller cottage. Both buildings have a light-colored exterior and are surrounded by soft sandy ground and palm trees, highlighting the beachfront location.

4.98 out of 5 average rating, 41 reviews

Kamp Komfort Historic Family Beach House

Superhost

Home in St. Petersburg

5.0 out of 5 average rating, 4 reviews

Island pool home min. to DT St. Pete & Beaches

The image features a private beach area bordered by tall palm trees. Lounge chairs are arranged in neat rows on the white sand, with gentle waves visible in the turquoise water. A bridge can be seen in the distance, contributing to the serene coastal scene.

4.9 out of 5 average rating, 61 reviews

2/2 located at JW Marriott on Clearwater Beach,715

4.97 out of 5 average rating, 29 reviews

A spacious wooden deck offers lounging chairs facing the beachfront. The uninterrupted view of the Gulf of Mexico extends to the horizon under a bright blue sky, while gentle waves lap against the shore. Lush greenery borders the beach, enhancing the coastal scenery.

Condo in Belleair Beach

Beachfront Belleair Beach Condo Est. rental 2016

5.0 out of 5 average rating, 10 reviews

Home in Largo

Waterfront 3BR:Heated Pool,Hot Tub,Dock,Game Room

5.0 out of 5 average rating, 7 reviews

Condo in Indian Shores

Oceanfront Condo · Rooftop Terrace · Arcades

A spacious living area features a large, comfortable sectional sofa facing a wooden coffee table. Floor-to-ceiling windows provide a view of the water, complemented by soft curtains. A flat-screen TV is mounted on a natural wood console, enhancing the modern coastal decor.