Apartment holiday rentals in Clearwater Beach Island

A modern kitchen area is presented with white cabinetry and a backsplash featuring blue and gray mosaic tiles. Two wooden bar stools are positioned at a countertop, while an adjacent open area displays a console table with decorative items. Natural light brightens the space.

4.94 out of 5 average rating, 82 reviews

Newly Remodeled 2 Bedroom Condo

Location, location location! Perfectly situated just north of the pier and within walking distance to everything. First floor condo, no stairs. We are pleased to launch this newly remodeled 2 bedroom 1.5 bath condo just steps from the white sand beach, best restaurants, bars and entertainment. 850 sq ft spacious condo with free onsite parking. The condo is fully equipped with all the beach necessities: beach wagon, beach chairs, beach umbrella, beach toys. Washer and dryer inside the unit.

4.93 out of 5 average rating, 27 reviews

Sabal Palm Steps to Clearwater Beach

Coastal 1 bedroom 1 bath apartment 50 steps from the white powder sands of the beach. Tropical courtyard and private parking. Sleeps 4 adults with sleeper sofa in living room, and futon in sun room. *Full Kitchen *Central Heat and Air *Queen-Sized Beds *Smart TV in living area and bedroom *Washer and Dryer on Site *Tropical Courtyard with BBQ *Beach Chairs and Umbrellas *Nearby Tennis, Pickelball and Pool *Trolley Stop at the Corner. We have 3 other units available sleeping 4 to 8 people.

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.

4.93 out of 5 average rating, 135 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!

An open-concept living area features a full bed, a cozy couch, and a Smart TV mounted on the wall. Natural light enters through two windows, complemented by green walls and soft curtains. A dining table with colorful chairs adds a welcoming touch to the space.

4.83 out of 5 average rating, 108 reviews

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

4.94 out of 5 average rating, 116 reviews

A serene outdoor seating area features white adirondack chairs positioned on a natural stone patio, surrounded by lush green foliage and tropical plants. A glimpse of a swimming pool can be seen in the background, framed by additional seating and vibrant landscaping.

Apartment in Dunedin

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.

4.96 out of 5 average rating, 121 reviews

Anchors UP #3, WALK to Beach, 1 bed/1 bath

Intracoastal WATERFRONT, steps from sugar WHITE SAND beach with FREE parking. Fully RENOVATED from top to bottom, this 400sf apartment offers a spacious WALK-IN shower, soft/comfortable bed, and full kitchen. Chill out in the COURTYARD or in back by the water after a day at the beach, water sporting fun, or simply exploring the island. For a clean, relaxing, and AFFORDABLE getaway, choose Anchors UP. Beach/Shops/Restaurants/Bars-10minute walk; Pier 60/Marina/N. Beach-15 minute walk

4.93 out of 5 average rating, 113 reviews

The Breezeway #8 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.

A cozy bedroom features a spacious bed with crisp white linens, accompanied by decorative pillows. A ceiling fan is installed above, enhancing comfort. Natural light fills the room through the window, which is adorned with greenery and blinds. Nightstands with lamps provide additional lighting.

4.88 out of 5 average rating, 146 reviews

Waterfront Coastal 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 in 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.

A spacious bed is positioned against a light-colored wall, featuring a minimalist headboard with a decorative painting above. Two bedside tables with lamps are situated on either side, providing balanced lighting. Natural light filters through the window covered by sheer curtains.

4.95 out of 5 average rating, 101 reviews

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.

The modern kitchenette features sleek cabinetry, a stainless-steel refrigerator, and a countertop with three black bar stools. A flat-screen television is positioned nearby, and natural light is observed reflecting off the tiled floor, enhancing the open layout.

4.99 out of 5 average rating, 209 reviews

Welcome to your cozy studio!

This charming furnished studio apartment is the perfect blend of comfort and convenience, offering everything you need for a delightful living experience: *Fully Furnished *Comfortable Sleeping Area *Equipped Kitchenette *On-Site Laundry Room *Private Parking Space *Private Patio Prime Location: Conveniently located close to shops, restaurants, parks and just 10 minutes away from the breathtaking Clearwater Beach

Apartment in Belleair Beach

A thatched-roof pavilion with a picnic table is set by the poolside, offering a shaded spot for gatherings. The shimmering pool reflects clear blue skies, and the beach is visible in the background, framed by lush greenery and swaying grasses.

4.97 out of 5 average rating, 37 reviews

NEW Beachfront Oasis with Beach & Pool

BEACH ACCESS a few steps away from your front door! Views of the beach included with an in-ground pool and picnic area on one of the most beautiful beaches on Florida's Gulf Coast! Our fully renovated apartment is fully equipped with a combo kitchenette, dining space, living room with smart tv, and bedroom with smart tv. If you're looking for a peaceful and fun beach getaway, you've come to the right place!