Condo holiday rentals in Clearwater Beach Island

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, 346 reviews

Steps 2 beach! Beachy and Luxurious! Easy Living!

Easy Living is a beachy newly renovated condo with 2 bedrooms & 2 full bathrooms, nestled between the intercoastal water and the magnificent Clearwater beach! Located a very short walk to the beach (less than 2 blocks) and across the street from a park. The Clearwater Beach Rec Pool is another short two minute walk from the condo! The condominium is quiet area yet, it is within walking distance to practically everything in town, including the beach, many restaurants, bars, Pier 60, & the marina!

An inviting living space features a large sectional sofa adorned with cushions in soft blue tones. A decorative rug adds texture to the wood floor. A television is mounted on the wall, and a dining area with a wooden table and chairs is visible in the background.

4.87 out of 5 average rating, 311 reviews

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.

A balcony view features two cushioned chairs adorned with pink pillows, overlooking a quiet street leading to the beach. Palm trees and lush greenery frame the scene, while the ocean is visible in the distance. Bright blue skies enhance the coastal atmosphere.

4.98 out of 5 average rating, 196 reviews

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

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, 141 reviews

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

Come relax and enjoy your stay in this new and sparkle clean, specious, bright, well appointed 3rd floor condo. Enjoy spectacular water views and dolphins playing right from private balcony! We are located on Clearwater Beach, just 10 minutes away walking distance from the best beach in USA, great local restaurants and entertainment. Sand Key Park is located within walking distance across Sand Key Bridge witch offers breath taking panoramic views of Clearwater Beach and Down Town Clearwater!

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, 182 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.

4.97 out of 5 average rating, 155 reviews

Condo in Clearwater

Spacious Key West Retreat, Fun 2 BR, Resort Pool

🌴 😎 Stunning Key West Style Retreat featuring: - Memory Foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts. Enjoy beach 🏄‍♂️ vibes decor in this spacious two bed two bath property. Located less than three miles from the white, sugar sand of Clearwater Beach 😎 (rated #1 beach in the US by Trip Advisor). Relax by the oversized resort style pool and clubhouse. Convenient walking distance to nearby restaurants and grocery stores.

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!

A spacious bed is positioned in front of large windows offering views of the Gulf of Mexico. Soft blue accent pillows complement the bedding. Outside, two chairs on the balcony overlook the sandy beach, creating a serene coastal ambiance.

4.95 out of 5 average rating, 107 reviews

#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!

4.72 out of 5 average rating, 548 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

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.

An all-season pool is featured on the fifth floor, surrounded by a white railing. The turquoise water reflects sunlight, while lounge chairs are positioned nearby. The bright blue sky serves as a backdrop, enhancing the overall inviting setting.

4.91 out of 5 average rating, 183 reviews

New! Condo in exclusive Avalon Club

This 3-bedroom, 2-1/2-bathroom modern chic condo hotel suite offers stunning views of the Bay, Honeymoon Island, and Dunedin. It has room for 8 with one King bed, 2 Queen beds, plus a full-sized sofa bed. The private balcony provides the perfect place for people watching in the street below and south, down Mandalay Ave., or to enjoy watching the sun rise over Mandalay Bay. Please note that one of the queen bedrooms does not have a window.

4.96 out of 5 average rating, 101 reviews

Dockside~Waterfront~Walk to Beach~Central Location

Welcome to Dockside Escape-305, your Clearwater Beach home away from home! This is a 2bd/2ba 1100 sq ft non-smoking condo located in the heart of south Clearwater Beach on the intracoastal waterway. Enjoy coffee on the balcony while watching dolphins, or take your latte to go for a short 1.5 block walk to the public beach access. Everything is within walking distance of this condo! Contact us if you have any questions.