Apartment holiday rentals in Clearwater Beach Island

1BR NEW Coastal Boutique Cottage Closest to Beach!

The one you've been dreaming of! Bright, modern, adorable cottage in the quieter North section of Clearwater Beach, just 50 steps from curb to the sand. Walk to all attractions, restaurants, shops & Pier 60. Modern kitchen w/ full-size appliances, wood-grained ceramic tile floors, calming colors throughout. Private BR w/Queen-size Casper cooling mattress. Queen sleeper sofa in living area. Sleeps up to 4. Outdoors a shared landscaped courtyard, BBQ and Treehouse Deck w/gulf views. Shared W/D.

Newly Remodeled 2 Bedroom Condo

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. First floor condo w/ washer & dryer & free onsite parking.

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!

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

Dunedin Suite West, a centrally located getaway

Dunedin Suite West is modern and spacious with a full kitchen and private patio area out back. The suite is within walking distance to downtown restaurants, shops, and breweries, as well as Blue Jays Stadium, and the Pinellas Trail. It is a quick drive to Honeymoon Island and Clearwater Beach, ranked some of the nicest beaches in the world. Beach supplies included. If you like to cycle bring your bike *we allow indoor bike storage in the apartment* You can also rent bikes here in town.

On Private Beach! Full Kitchen Ground Level Unit 7

Fully remodeled in 2025! We’re back & better than ever! ON Private Beach 1 bd/1ba with breathtaking Gulf views! This 1 bedroom unit w patio leading to private beach features a full kitchen & 1 king bedroom + pullout sofa sleeping 4 guests. Smart TVs, we furnish linens, towels, toiletries, beach chairs/towels & gas grill. 1 free parking space included. For additional availability see IDENTICAL unit same location Tide Vibes #7 and 2 bedroom unit #5, sleeps 6.

Tropical Paradise

Please visit our website Grovekeeper collective for a video of the property Private vacation rental I know if you are coming to Delightful Dunedin you know how amazing this waterfront community is, from award winning restaurants , micro breweries, one of the #1 beaches in America, 40 miles of bike trails, waterfront parks. Just bring food and clothes, we have the rest covered! This rental is for a maximum of 5 guest all our units are non-smoking and vaping

Beachy Bayfront Condo Walk to Beach

🌊 Ultimate Waterfront Escape – Adventure Awaits! 🚴‍♂️🏄‍♂️ 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—all available right from the property! This is the perfect spot to make unforgettable beach memories! 🌅🏝️🚤

Renovated 2025 - Retro Beach Oasis with Color Pop

Book with confidence—our property is in great shape and ready to host your Clearwater Beach getaway! -No hidden fees -No chores Just a breezy, beachy stay with: -2-minute walk to the beach -Beach Chairs -Free parking -Heated pool -Cold AC -Easy self check-in We provide essentials (linens, towels, toilet paper, soap etc.) to get you started. For longer stays, we recommend buying additional supplies. 📍648 Poinsettia Ave, Clearwater Beach, FL 33767

Waterfront, Coastal Escape #2, 2 BR, 2 Bath,

Newly renovated 2BR getaway on the Intracoastal Waterway, just a few blocks from the beach! Enjoy modern comforts, a fully equipped kitchen, and a bright, coastal-inspired living space. Relax by the water with peaceful water views or take a short walk to the sand, shops, and restaurants. Perfect for couples, families, or friends looking for a stylish stay in a prime location. NOTE This unit does not have a view of the water.

My Favorite Place 🍊downtown & city approved

LEGAL, CITY APPROVED 1 bedroom apartment w full kitchen, living , dining & separate bedroom located on the red brick streets of downtown Dunedin. Private entrance. BIKES Super clean Private driveway free parking Two great bikes Great for couples Tastefully decorated. Comfortable Queen bed. Luxurious bedding. Super clean. Shampoo, conditioner, body wash, coffee, tea, drinking water provided. SUPER CLEAN No pets

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)