Vacation rentals in Clearwater Beach Island

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Top-rated vacation rentals in Clearwater Beach Island

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Top guest favorite
An open living area features a blue couch and two bar stools at a kitchen counter. A green bed is visible in the background, with a light-colored dresser against the wall. Soft lighting brightens the space, which has light blue walls and patterned flooring.
Apartment in Clearwater
4.94 out of 5 average rating, 144 reviews

NEW! High End King Mattress! 10 Steps to the beach

AMAZING LOCATION! Located within crawling distance of the sugary white sands of the world famous Clearwater Beach! Equipped with a Premium King Casper Wave Hybrid Snow Mattress which retails at $4,000, to ensure an amazing nights sleep. Located in a small building with just 6 units, only 1 house from the beach. Walking distance to practically everything in town including many great restaurants, bars, shops, Pier 60, the marina & more, yet still located on a quiet street. No car is necessary!

Guest favorite
A modern dining area features a round glass table set for six, surrounded by white chairs. A unique blue chandelier hangs above, while large windows offer a view of the water. The kitchen area is equipped with white cabinetry and stainless steel appliances.
Apartment in Clearwater
4.88 out of 5 average rating, 249 reviews

Waterfront Modern Chic #1 Clearwater Beach

This prime location is on the bay just steps away from the beach and the main strip offering a complete home experience. This spacious apartment is equipped with a full kitchen, washer/dryer, two full bathrooms, a large family room, dining area, access to the pool and two assigned parking spaces. A split floor plan ensures privacy, accommodating guests on either side of the apartment. The private patio overlooks the bay, offering stunning views of the sunrise and the occasional dolphin.

Top guest favorite
A covered patio features four comfortable wicker chairs surrounding a glass-top table. Large windows provide views of palm trees and the sunset over the water, creating a serene outdoor space for relaxation.
Apartment in Clearwater
4.94 out of 5 average rating, 85 reviews

Gorgeous and Updated Waterfront Condo 2 Bed/2 Bath

Relax in this renovated waterfront apartment. Unwind after your day at the beach on the patio overlooking the sun setting over the water. This fresh space has everything you need for your stay; a full kitchen stocked with cooking supplies, two full bedrooms & bathrooms, a large living area with ocean views to name a few highlights. Only 5 miles to the #1 rated Clearwater Beach, 1.3 miles to the fun Downtown Dunedin, a block to the Pinellas Trail, & 1 mile to the Blue Jay’s stadium!

Top guest favorite
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.
Condo in Clearwater
4.97 out of 5 average rating, 89 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!

Top guest favorite
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.
Townhouse in Clearwater
4.99 out of 5 average rating, 121 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.

Top guest favorite
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.
Condo in Clearwater
4.99 out of 5 average rating, 175 reviews

Newly Reno Luxury Condo 30 Steps to Paradise

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 from top restaurants and shopping. Clearwater Beach is renowned for its award-winning beaches, incredible restaurants, and lively nightlife. We have made every effort to make this condo a home away from home! We hope you enjoy our piece of paradise.

Guest favorite
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.
Condo in Clearwater
4.91 out of 5 average rating, 149 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.

Guest favorite
Cottage in Clearwater
4.75 out of 5 average rating, 232 reviews

Lemon Cottage Steps from Beach

1925 beach cottage with king size mattress, new kitchen with granite countertops LG stainless steel double over, just 130 steps to the sand with no streets to cross. Great location with Frenchy s Rockaway Grill and Palm just 2 blocks away with the Pier 50 five blocks walk Enjoy a commercial size hot tub right out your back door with large wood party deck tin roof gazebo and massive Ficus Tree private patio overlooks Mandalay Ave

Guest favorite
A living area features a navy blue sofa and wooden coffee table, with a decorative fish wall art and plants adding a coastal touch. A television is situated on a sleek white console. Light wood flooring enhances the spacious feel, complemented by a welcoming 'Welcome' sign.
Apartment in Clearwater
4.85 out of 5 average rating, 170 reviews

Waterfront Courtyard Condo 2 Blocks to Beach

🌊 Ultimate Waterfront Escape – Adventure Awaits! πŸš΄β€β™‚οΈπŸ„β€β™‚οΈ Welcome to your dream beach getaway! This stunning waterfront rental puts you right on the water with breathtaking views and endless adventure. Paddle on a kayak or stand-up paddleboard, then cruise around town on our complimentary beach bikes. Jet ski island tours, parasailing, and more. We are pet friendly! Pet fee is $150 for the first dog, $100 for the second dog.

Superhost
The modern kitchen features sleek white cabinetry and a tiled backsplash. An island bar with three chrome stools is positioned in front of a cooktop. Stainless steel appliances, including a refrigerator and a microwave, are visible, along with various kitchen essentials.
Apartment in Clearwater
4.83 out of 5 average rating, 72 reviews

Beachside Comfort: 2BR/2BA, Sleeps 6, Prime Spot!

Recently renovated apartment only steps from the white sand of Clearwater Beach! ☞ Prime location close to bars, restaurants, and shops ☞ Beach Essentials available - chairs, umbrella, beach towels, and beach cart - Bedroom 1: One Queen bed - Bedroom 2: One Queen bed + kitchenette - Living Room: One Sleeper Couch - 4 pickleball rackets and balls included (free pickleball court right in front of the apartment)

Top guest favorite
A compact kitchen area includes a white refrigerator, an oven, and a microwave, all arranged neatly against light cabinetry. A circular clock in red and black adorns the wall, while a small black dining table with two chairs is positioned in front. Glassware and kitchen accessories are displayed on open shelving.
Apartment in Dunedin
4.96 out of 5 average rating, 200 reviews

Cozy Apartment Overlooking Downtown Dunedin

Historic Home in the heart of Downtown Dunedin, known by locals as the Yellow House. Second floor 1 bedroom apartment is totally renovated. Walk just a few steps to restaurants, bars, shops, and the Pinellas Trail. Home overlooks Pioneer Park where you can enjoy the local farmers market on weekends, concerts, movies, art festivals and much more. Sit on the front porch and see all Dunedin has to offer.

Guest favorite
A bright, open-concept kitchen showcases modern white cabinetry and stainless steel appliances. A casual dining area features a round table with light wooden chairs. Four bar stools are arranged at the kitchen island, enhancing social interaction. Natural light flows in through large windows.
Apartment in Indian Rocks Beach
4.96 out of 5 average rating, 57 reviews

Beach Boutique - Sunset Suite Unit 1

Welcome to Beach Boutique, a haven of luxury tucked away in the heart of Indian Rocks Beach, Florida. This 2-bedroom, 1-bathroom retreat, beautifully furnished and offers an elevated vacation experience. Take a one-minute walk across the street to the gulf coast beach, where you can bask in breathtaking sunsets. Your Beach Boutique stay promises to be a seamless blend of luxury and relaxation.

Popular amenities for Clearwater Beach Island vacation rentals

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Clearwater
  6. Clearwater Beach Island