
Apartment vacation rentals in Clearwater Beach Island
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Top-rated apartment rentals in Clearwater Beach Island
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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.
LocationFamilyShared spaces

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.
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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!
FamilyLocationAmenities

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
ValueFamilyLaundry

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 Pet 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
FamilyValueQuiet

Island Oak
This private vacation rental is a Second floor 1 bedroom apartment is newly furnished, professionally decorated and equipped with all the conveniences of home. Island Oak joins 4 other popular vacation rentals within the Grove Keeper Collective compound. This upper unit has a balcony off the bedroom which looks into a 175 year old oak that provides a tree house effect. We hope you come and enjoy this new addition to Grove Keeper Collective. All our units are non smoking and vaping.
LocationValueNearby

Cozy Modern Studio • Private • Central Clearwater
Experience modern comfort and total privacy in this newly built Clearwater studio. Designed with a clean, minimalist aesthetic and high-quality finishes, this space provides a relaxing retreat for solo travelers, couples, and professionals. Enjoy a private gated entrance, dedicated parking, a modern walkway and a peaceful outdoor area to unwind daily. Inside features a bright open layout, marble-look floors, modern décor and a cozy queen bed with hotel-style linens for a restful stay.
ValueLocationLong stay

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!
LocationFamilyDecor

Clearwater Beach Retreat - 2 blocks to beach
Charming 1 Bedroom, 1 Bath just steps from the white sands of Clearwater Beach! Perfect for a romantic getaway, weekend retreat of relaxation, beach walking, shell collecting and the most stunning sunsets in the world! Prime location in the heart of Clearwater beach close to the best restaurants, bars, and shops. Just a few blocks away is a children's playground and pickle ball courts! Everything you need for your next beach escape!
LocationParkingLayout

Upper Old Oaks Bungalow 15 min to Clearwater Beach
NOTE: We lost two big trees in the backyard so the paving walkway is a little out of sorts & the train track in the back is visible. Please check post-hurricane photos of the backyard. We priced it accordingly. If any of these concern you, we encourage you to book elsewhere. Apartment is newly remodeled. New kitchen & bathroom w/ standing shower (no tub). New photos soon! You're renting half of a duplex. You will be staying upstairs.
ValueFamilyLayout

CWB Retreats at Bayside Villas - Studio 2
Kick back in this second-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. Washer and dryer available next door.
ValueLocationKitchen

Comfortable and Convenient | On Main Street
Directly located on Dunedin's Main Street, over Flanagans Irish Pub/Bar. Comfortable and cozy this newly updated unit will have you feeling right at home. Come stay and live like a local with everything you need right out your front door within steps. You'll want to stay and never leave this brand new large 1 bed/ 1 bath apartment. This unit is above a Pub/Bar, noise may be an issue. Please take a look at our reviews.
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Popular amenities for Clearwater Beach Island apartment rentals
Weekly apartment rentals

Fantastic Condo - Renovated & Steps to Pool!
ValueLocationSleep quality

Modern Private Studio w/ Jacuzzi, Free Parking
LocationSleep qualityBathroom

Pool/Work Station/Patio/Self Check In/Full Kitchen
LocationHospitalityAmenities

Tangerine Dream heated pools renovated Sept.2025
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Newly Renovated Apartment, stylish near the beach
FamilyLocationQuiet

Heated POOL- 99 Steps 2 BEACH- Coastal Lower Unit
FamilyLocationCheck-in

Clearwater Beach Oasis 4
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CacheLoft: Upstairs 1BR loft w/ Kitchen + W/D
LocationFamilyComfort
Private apartment rentals

3 min to beach ~ pool ~ free parking ~
LocationValueCleanliness

Welcome to your cozy studio!
ValueLocationComfort

Kro Haus, 1 block to Main St., 15 min. to beaches
LocationValueParks

“Sandcastles, Sunsets and Palms”
LocationFamilyComfort

Clearwater Beach House #2-Right on the Beach!
FamilyLocationLaundry

Cambria Cottage Clearwater Beach
FamilyValueBreakfast

Steps to the Beach! • 2BR Pet-Friendly Home
FamilyLocationWalkability

Walk to Indian Rocks Beach | Hot Tub | 2BR Condo
FamilyLocationBeach
Apartment rentals with a hot tub

Relaxing Coastal Getaway w/ Jacuzzi & Private Yard
FamilyLocationPets

Waterfront Studio Apartment w/access to Gulf
ValueFamilyHot tub

Ocean View Beach Condo, Clearwater
FamilyLocationNearby

Hot Tub • 15 Min to TPA • Near Everything
LocationHot tubCondition

Sunrise Suite | Hot Tub | Kayak | SUP | Waterfront
FamilyValueKitchen

“Oasis Terrace”
ValueFamilyCleanliness

Forever Sunshine - Fully Renovated
ValueFamilySleep quality

The Oasis
FamilyValueGetting around
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