Apartment holiday rentals in Clearwater Beach Island

Fantastic Island Living on the Bay with Dock

Best of both worlds! Waterfront location on the bay with the beach just a few blocks away. Private entrance to a newly remodeled, spacious 2nd floor one-bedroom apartment with a full kitchen and view of the bay. Enjoy the beauty of living on the bay side of the island with a dock for water access, fishing, swimming and kayaking and just a short walk to miles of uncrowded pristine beaches. Shared use of the outdoor patio dining area, picnic table and lounge chairs on the dock and outdoor shower.

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!

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 -Pet friendly (One dog max -$150 fee) 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 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.

Waterfront Gorgeously Updated Condo 2 Bed/2 Bah

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!

The Breezeway #6 only a 2 min walk to the Beach!

Our studio has a King Bed, as well as a microwave, mid-size fridge, regular coffeemaker and toaster. We do not provide kitchen utensils, paper towels etc. but you’ll find tons of amazing local restaurants just a short walk away. We offer a heated Pool and free parking for our guests on site. We have a brand-new Pickle ball court and Playground on one side and a public pool and tennis court on the other. We are just short stroll to historic Pier 60 and vibrant beach nightlife.

"Maria's Paradise" Charming Beach Studio

Welcome to Frank's! This 1930's charming upper level studio apartment near the beach is a perfect location for all your vacation needs! We're located in the heart of Clearwater Beach just steps away from the Gulf of Mexico, and it's best restaurants, quaint and inviting bars, and beach front shops! -1 bed; 1 bathroom; streaming TV services, Wi-Fi, kitchenette and balcony. We would love to host your getaway! Please send us a message with any questions you may have!

Pineapple point renovated Sept.

Escape to our 1-bed, 1-bath retreat in a 9-cottage oasis on quiet Cyprus Ave. Surrounded by swaying palms and two heated pools, you’re just a 2-minute stroll to Clearwater Beach. Inside, enjoy a bright open layout with a comfy living area, flat-screen TV, dining nook, and a fully equipped kitchen with modern appliances and turquoise accents. The cozy bedroom features fresh décor and plush bedding, creating a spotless, inviting getaway close to shops and dining.

Coconut Grove Retreat, Steps from the Beach!

🏠 Immerse yourself in the enchanting ambiance of Coconut Grove right here in Indian Rocks Beach. Our exclusive 1-bedroom apartment promises a private paradise that will whisk you away to a tropical oasis. Indulge in the soothing vibes and let the allure of Coconut Grove surround you from the very moment you arrive. With a perfect blend of relaxation and excitement, this getaway is your ultimate escape. Professionally Managed by ❤️ Emperor Rentals 👑

Coastal Waterside Condo 2 Blocks 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. We are pet friendly! Pet fee is $150 for the first dog, $100 for the second dog.

CWB Retreats at Bayside Villas - Studio 1

Kick back in this first floor space only 5 minute walk to the beach. This charming studio is perfect for a single traveler or a couple. Prepare your snacks and meals in the kitchenette or grill local seafood on the patio bayside. Enjoy water views and dolphins from our bay front dock. This unit has access to the newly completed pool located between 617 & 611 Bay Esplanade buildings. There is a washer and dryer next door.

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)