Family-friendly rentals near Sand Key Beach

4.97 out of 5 average rating, 256 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

4.91 out of 5 average rating, 200 reviews

Home in Largo

The Oasis - Arcades - Golf & Games - HTD Pool

Staying at The Oasis is the perfect blend of vacation and home. Every detail was carefully thought out to provide guests two things: comfort and fun. The ULTIMATE vacation awaits you. Whether a group of friends or your family vacation, this home was designed with relaxation AND fun in mind. Located within walking distance to Largo’s beautiful Central Park and a few miles to the beach, you can spend the day exploring the area or truly relax in the resort style, private backyard. BUT! No parties

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, 181 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 private balcony is seen featuring two white chairs and a table, offering uninterrupted views of the Gulf of Mexico. The calming blue sky meets the horizon, enhancing the serene beachfront experience.

4.91 out of 5 average rating, 336 reviews

Beachfront in exclusive resort

This upper floor, 3-bedroom modern chic condo hotel suite offers sweeping views of the Gulf of Mexico from private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the shrimp trawlers making their way out to sea. Enjoy a cocktail while watching the sunset over the open water of the Gulf of Mexico. This suite can sleep 8, with King or Queen-size beds in each of the three bedrooms, a comfortable full-sized sofa bed in the living room & 3-1/2 bathrooms.

Townhouse in Clearwater Beach

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, 151 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!

4.99 out of 5 average rating, 214 reviews

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.

Home in Clearwater Beach

Waterfront 4BR | Walk to Beach | Pool & Spa

This stunning 3 story 4BR/3BA 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. 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!

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, 136 reviews

Beach Haven in South Clearwater Beach

This unique two-story vacation rental with a loft is perfect for a large family or two. It has large panoramic windows with incredible views of the harbor from every bedroom and living space. The Dockside Condos are centrally located in South Clearwater Beach close to all the action of Shephard's nightclub, restaurants, sports bars, miniature golf and more, as well as being only two blocks to the beach. Come and enjoy this condo just one block from the white sands of Clearwater Beach.

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, 310 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!

Apartment in Clearwater Beach

A bright living area features a spacious gray sofa with accent pillows, complemented by two patterned chairs. A dining table with wooden chairs is positioned nearby. A large window offers a view of the water and marina, enhancing the room's open feel.

4.98 out of 5 average rating, 153 reviews

Anchors UP #4, WALK to Beach; WATER VIEW; Sleeps 8

Intracoastal WATERFRONT, steps from sugar WHITE SAND beach with FREE parking. Huge window in living room provides a serene view where gulls, pelicans, and DOLPHINS might be spotted. Fully RENOVATED from top to bottom, this 1400sf apartment offers spacious WALK-IN showers, soft/comfortable beds, full kitchen and WATER VIEW. For a clean, relaxing, and AFFORDABLE getaway, choose Anchors UP. Beach/Shops/Restaurants/Bars-10minute walk; Pier 60/Marina/N. Beach-15 minute walk

Townhouse in Clearwater Beach

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, 146 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.

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.

4.72 out of 5 average rating, 544 reviews

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

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.

A bright living area features a modern, light-colored sectional sofa and a round coffee table. A comfortable armchair is placed nearby. Large glass doors lead to a private balcony, enhancing views of the waterfront. A ceiling fan and wall-mounted TV are also visible.

4.84 out of 5 average rating, 111 reviews

BBC216 - Gulf Breezes & Beachfront Vibes!

🌊 Gulf-Front Condo w/ Balcony | Beach Access | Pool | Sleeps 6 🌴 ✨ Relax on Your Private Balcony with Stunning Views of Belleair Beach! ✨ Unwind in this beautifully updated boutique beachfront condo located at the exclusive Belleair Beach Club—just minutes from the white sands of Clearwater Beach. Whether you're here for a romantic getaway or a family vacation, this coastal gem offers the perfect mix of comfort, style, and location.

Popular amenities for family-friendly rentals near Sand Key Beach

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 152 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

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, 140 reviews

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

4.97 out of 5 average rating, 100 reviews

Home in Clearwater

Movie Oasis | Heated Pool • Hot tub • Game Room

4.99 out of 5 average rating, 275 reviews

A tranquil lagoon pool is surrounded by lush tropical foliage and colorful flowers. A shaded seating area is visible, along with a light-colored house in the background. Multiple palm trees contribute to the serene atmosphere of this private oasis.

Apartment in Dunedin

Tropical Paradise

A cozy sitting area is featured on the private balcony, highlighted by a circular rattan chair adorned with soft cushions. Green plants provide a touch of nature, while water views and boats can be seen beyond the railing, enhancing the relaxing atmosphere.

4.99 out of 5 average rating, 146 reviews

Waterfront Condo | Steps to Clearwater Beach 2King

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, 121 reviews

Sunset Beachfront Retreat | Steps 2 Sand & 5*s

4.95 out of 5 average rating, 19 reviews

A private balcony features a glass-top table and two wicker chairs, overlooking the sandy beach and the tranquil Gulf waters. The clear blue sky enhances the serene coastal setting, inviting relaxation while enjoying the beautiful beachfront view.

Apartment in Sand Key

Ocean View Beach Condo, Clearwater

5.0 out of 5 average rating, 9 reviews

A spacious balcony offers panoramic views of the sandy beach and sea, featuring a round table surrounded by comfortable wicker chairs. Bright cushions add a pop of color, and the clear blue sky enhances the tranquil atmosphere. Waves can be seen gently lapping at the shore.

Apartment in Sand Key

“Sandcastles, Sunsets and Palms”

Family- and pet-friendly home rentals

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, 170 reviews

Mermaid Cottage

Apartment in Indian Rocks Beach

4.91 out of 5 average rating, 108 reviews

Hot tub| 5 Min Walk to Indian Rocks Beach| Sleep 6

Gentle waves lapping against a sandy shore create a serene coastal scene. The sky is filled with wispy clouds and varying shades of blue, reflecting the tranquil atmosphere of the beach. The shoreline reveals patterns in the wet sand as the water recedes.

4.95 out of 5 average rating, 343 reviews

Steps 2 beach! Beachy and Luxurious! Easy Living!

Townhouse in Indian Rocks Beach

A multi-story coastal condo stands proudly along the shoreline, with a light-colored exterior that complements the blue ocean in the background. Tropical landscaping encircles the entrance, while the private parking area is visible in front. The sandy beach is just a short walk away.

4.94 out of 5 average rating, 152 reviews

♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U2 ♥

Bungalow in Indian Shores

4.97 out of 5 average rating, 203 reviews

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

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, 233 reviews

Your private Waterfront Pool home!

Villa in Clearwater Beach

A waterfront patio features two yellow lounge chairs positioned to face the serene water. The view includes docked boats and distant buildings under a clear blue sky, creating a peaceful outdoor space for relaxation.

4.92 out of 5 average rating, 118 reviews

Water Front Villa 2; 5 min walk to beach & dinning

4.98 out of 5 average rating, 362 reviews

A two-story beach-style house is depicted, featuring a covered porch with white railings and blue shutters on the windows. Potted plants adorn the porch, complementing the light exterior. Lush greenery is visible in the background, providing a tropical ambiance.

Home in Dunedin

Steps to Downtown, Mins. to Waterfront | Sleeps 8

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 155 reviews

Condo in Clearwater

Spacious Key West Retreat, Fun 2 BR, Resort Pool

4.83 out of 5 average rating, 72 reviews

Waterfront Clearwater Beach #16| Pool | Parking

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.

4.97 out of 5 average rating, 33 reviews

Beachfront Belleair Beach Condo Est. rental 2016

4.95 out of 5 average rating, 19 reviews

Villa in Belleair Beach

Gorgeous Villa with Heated Pool & Beach Views!

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!

Cottage in Belleair Beach

4.93 out of 5 average rating, 44 reviews

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

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

Home in Indian Rocks Beach

An aerial view captures a spacious backyard featuring a turquoise pool surrounded by palm trees. A landscaped area with artificial grass is present, along with outdoor seating arrangements. The home exterior is visible in the background, showcasing a peaceful residential setting.

4.9 out of 5 average rating, 67 reviews

Bungalow By The Beach: Heated Pool & Walk to Gulf

Family-friendly home rentals with Wi-Fi

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, 45 reviews

Kamp Komfort Historic Family Beach House

Superhost

4.8 out of 5 average rating, 5 reviews

JW Marriott Condo in Clearwater Beach 3 Br & Views

A covered balcony offers views of the Intracoastal Waterway, where palm trees line the shore. Two wicker chairs and a small glass-topped table are positioned for relaxation, while a ceiling fan provides a cooling breeze.

4.98 out of 5 average rating, 46 reviews

Walk to Beach (8 min) | Pool | Hot Tub | Bay View

Townhouse in Clearwater Beach

A bright living area features large glass doors leading to a waterfront balcony, allowing natural light to fill the space. Comfortable seating includes a blue sectional sofa and coordinating armchairs. A dining table accommodates four, while a modern entertainment unit houses a smart TV.

4.86 out of 5 average rating, 22 reviews

Waterfront 4-level Townhome with Rooftop Deck!

Apartment in Clearwater Beach

A bright living area is shown, featuring large windows that provide ample natural light and views outside. Comfortable seating includes a gray sofa and two blue chairs, arranged around a wooden coffee table. A small side table in a light green tone adds color and functionality to the space.

4.97 out of 5 average rating, 64 reviews

Newly updated 3 BR- King Bed! Steps to the Beach!

A cozy dining area is positioned next to expansive glass windows offering a view of the ocean. A round table with two white chairs is complemented by rustic decor, while light-colored curtains frame the scene, enhancing the openness and connection to the seaside.

4.85 out of 5 average rating, 79 reviews

Belleair Beach 215 Beachfront Gem Steps from Sand

A modern living area is visible, featuring a gray sectional sofa adorned with colorful pillows. A round coffee table is centered on a light floor. Large windows offer views of the beach and ocean, while a dining area for four is positioned nearby, complemented by bright natural light.