Family-friendly vacation rentals in Clearwater Beach Island

2 Bedroom 2 Bath Condo, 3 min walk to Beach

Prime Clearwater Beach location with exceptional walkability. Located in a quiet area just north of Pier 60, within walking distance to restaurants & bars. A public playground & pickleball courts are immediately next door. The beach is 1.5 blocks away (5-min walk), & the pool shown in photos is on the next block (2-min walk). Fully equipped for beach days, w/ a beach wagon, chairs, towels & toys—so you can enjoy full days on the sand. Second floor condo w/ washer & dryer & free onsite parking.

Newly Reno Luxury Condo 30 Steps to Paradise

POOL NOTICE The condominium association has scheduled a pool renovation project from September 12 through approximately October 5, 2026. During this time, the pool will be closed and unavailable for guest use. The beach and all other amenities are expected to remain available. Welcome to our serene top-floor beach condo. This is a two-bedroom, two-bathroom condo in the heart of Clearwater Beach. This ocean-side condo is steps from the country's #1-rated beach and less than a five-minute walk f

NEW! Amazing Beach & Sunset Views! Fully Renovated

Magical beach views out one of the largest windows you will ever see! Wall to wall windows allow you to really take in the stunning view! This 2 story fully remodelled rental, 10 steps to the beach and walking distance to everything including many restaurants, bars, shops, the marina, pier 60 and more! Walk the beach to many beachfront restaurants and enjoy a night in our premium king bed in the master bedroom, downstairs is an additional bedroom & bathroom w/ tons of room for the whole family!

Waterfront 2BR Escape Walk to Beach Pool Sleeps 6

🌴 Your Clearwater Beach Escape Starts Here Wake up to peaceful water views, sip coffee on your private patio, and end your day watching the sunset just minutes away on the beach. This spacious 2BR/2BA condo perfect for families, couples, or small groups looking for a relaxing getaway.Quiet location while still being close to everything Waterfront patio with serene views (yes, dolphins are often spotted 🐬) Walk to Clearwater Beach, restaurants, and shops Pool for relaxing after the beach

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.

4 Bedroom, 3 Bathroom House 1 Block From The Beach

WALK ONE BLOCK TO THE BEACH! You read that right, just one block (1 minute walk) to the most prestigous beach in America. This piece of paradise is unreal. The home features TWO Master Suites, one with a wet bar! There are two other generous size bedrooms, 3 full bathrooms, an open floor plan, a beautiful patio, completely updated, and so much more. The north end, where this home is located, has an extremely private beach area. Enjoy it as a couple, bring some friends, or the whole family!

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.

Mermaid Cottage

Located in a three unit 'Olde Florida Style Complex' and just 45 steps to Clearwater Beach! The Mermaid Cottage is located on the 1st floor at the back of the complex. This Florida style unit is adorned wood floors and charming island decor. Open to an outdoor patio with furniture. The cottage has two bedrooms, two full baths and an outdoor shower! Living room has a queen pull-out bed. The patio area is completely fenced for private use. Nice, park like charcoal grill.

Beach 1BR Suite w/full kitchen on Clearwater Beach

🐬 The Porpoise Inn & Suites is a charming boutique motel located right on world-famous Clearwater Beach. Just steps from the sand, shops, restaurants, attractions, and even a recreation pool, it’s the perfect spot for your next Florida getaway. Newly renovated suites feature the stylish touches of coastal living you’ll love, creating a cozy and welcoming space. Come for the location, stay for the charm 🏖️✨ (4 Max. Guest/Strictly Enforced & No Pets Strictly Enforced!)

#1- SALE! Nice 2/2 Condo-Directly on the sand!

Kick back and relax in this calm & quiet beachfront condo, located directly on beautiful North Clearwater Beach! Unit is located on the 2nd floor with gorgeous views of the Gulf of Mexico. 2 Bedrooms, 2 bathrooms with a private balcony overlooking the beach. Sleeps 6 with the air mattress. WiFi included, Smart TV's, beach chairs, towels, toys, etc. Just bring yourselves and you are ready to go! Fully equipped full-sized kitchen with enough supplies to get you started!

Luxurious Beach House, Private Rootop, & Hot Tub!

This spacious, well appointed & continuously updated vacation home is located 1 block from the beach & is absolutely perfect for a family vacation! Highlighted with a stunning rooftop terrace that includes a brand new hot tub, outdoor furniture, TV, & views of the beach & bay. Undeniably as good as it gets when it comes to "beach life" in Clearwater Beach! The layout allows for amazing comfortability with a group!

Surf n Sand Studio Apartment by the Water 8

We were hit by 2 powerful hurricanes in the past month. As of now we are estimating to fully re-open on December 20th. In the meantime our upstairs rooms will stay open for guests who need a place to stay. Our rooms upstairs haven’t been damaged however, we will be working on fixing the rooms downstairs. Thank you for your understanding, and we really appreciate all the kind massages during this time.