13 Oceanfront Vrbos in Clearwater Beach, FL

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We could reel off all the incredible things to do in Clearwater Beach, Florida. But if you’re heading this way for a vacation with your nearest and dearest, we’re betting you probably want to spend most of your time here with your toes in the sand. Clearwater Beach is home to some of the most beautiful beaches in Florida, with crystal clear waters and soft white sand offering the perfect backdrop for long days spent swimming or tanning.

This beautiful part of Florida is also a top spot for those looking to minimize the time between traveling from their vacation rental to the ocean, with more than a handful of oceanfront rentals to check into. Not sure where to stay next time you visit? We’ve rounded up all of the best oceanfront Vrbo on Clearwater Beach!

Beach Front Luxury Home on Private Beach
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Beach Front Luxury Home on Private Beach

Beach Front Luxury Home on Private Beach

It’s pretty difficult to top this Vrbo: it’s the only house located directly on the point of Clearwater Beach, which means arguably better views than anywhere else nearby. Wake up directly in front of your own private beach in the mornings and spend your evenings enjoying romantic walks along the white sands and tranquil blue waters of Clearwater Beach. At night, have dinner and drinks while relaxing on a full patio deck and gazing out at the amazing inter-coastal views and beautiful sunsets. This magical place is also ideal for exploring, with shops and dining just steps away. 

Gorgeous Private Oceanfront Building
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Gorgeous Private Oceanfront Building

Gorgeous Private Oceanfront Building

The Regatta Beach Club is an exclusive Beach Front High Rise Condominium on the North end of Clearwater, and this budget-friendly Vrbo offers a great opportunity to experience it all without an overly expensive price tag attached. The condo has recently been remodeled to feature an open floor plan, wood flooring, an open kitchen with bar seating, new stainless appliances, and a brand-new entertainment wall unit: it’ll practically feel like it was designed just for you! A quieter part of Clearwater, you’ll have the entire beach to yourself on most days, yet you’re only minutes from all the shopping, entertainment, and restaurants on Clearwater Beach.

1 Bedroom Penthouse Suite Located Within Sandpearl Resort
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1 Bedroom Penthouse Suite Located Within Sandpearl Resort

1 Bedroom Penthouse Suite Located Within Sandpearl Resort

Live like a king or queen from the top floor of this impressive Vrbo, and your vacation rental standards will be raised forevermore. This suite is located on the top floor of the resort and features a brand-new well-appointed living room as well as its own private balcony, which captures the most exquisite city and harbor views. The master bedroom retreat offers privacy and has a California king bed that attaches to the bathroom, which includes his & her vanities, a large shower, and a Jacuzzi tub. Cook a feast in the gourmet kitchen, or head downstairs to explore everything the resort offers.

Fairytale Beach Cottage
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5 Story Townhome with Private Elevator

Fairytale Beach Cottage

The clue’s in the name of this beautiful Vrbo: it really is a fairytale spot that you’ll find yourself recommending to everyone once you’ve finally checked out. This whimsical, bright, sunny, and peaceful home is a place where bright colors, local art, and copious sunshine await you. You’ll feel like a true Floridian here thanks to its fusion of gourmet appliances and right-at-home atmosphere. Walk to restaurants and shops and come home for dinner outside in the beautiful backyard under the magnificent tree, starry nights, and warm Florida sea breezes. Save some time to utilize the outdoor grill, two bikes, two kayaks, paddleboards, and surfboards to have a blast on the water!

'Sea Turtle Suite' Condo with Clearwater Beach Views
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'Sea Turtle Suite' Condo with Clearwater Beach Views

'Sea Turtle Suite' Condo with Clearwater Beach Views

Find your own slice of Florida paradise at “Sea Turtle Suite,” a one-bedroom, one-bath vacation rental nestled along the calm shores of the Gulf of Mexico. Perfect for a couple looking to explore the delights of Clearwater Beach together, this incredible spot is the perfect way to kick back and soak up the sun, with the expansive Clearwater Beach just steps from the hideaway. Here, you can float in the blue-green waters, build sandcastles out of glistening white sand, or start a new book under a beach umbrella. This charming second-story unit also offers access to a shared infinity pool.

Clearwater Beach House - Right On The Beach
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Clearwater Beach House - Right On The Beach

Clearwater Beach House - Right On The Beach

Those days when you could step out your door and walk onto white powder sand on beautiful Clearwater Beach might mostly be in the past, but not when you check into this house. You can’t really get much closer to the waves than when you check into this oceanfront spot, with the sea audibly close to every bedroom. If your pleasure is sand between your toes, dunes at your feet, and the sound of the surf as you doze off from an idyllic day of beach lounging, then this is the place for you. The Clearwater Pier and beach nightlife is also only a ten-minute walk south, with its abundance of shops and restaurants.

Oceanfront Condo
Vrbo.com
Oceanfront condo

Oceanfront Condo

Looking for a great vacation getaway in beautiful Clearwater Beach? This two-bedroom condo might just be the ticket to the vacation of a lifetime. It has its own private beach, fishing pier, a beautiful pool right on the intercoastal waterway, and so much more. Dip your toes into the sugar sands of south Clearwater Beach, or head out on a short walk to find restaurants, shops, a marina, Sand Key Park, and all beach activities. Along with a large waterfront pool, other features include a community gas grill, fishing dock, shuffleboard, workout room, sauna, library, and billiards.

Beachfront 3 Bedroom Apartment @ Clearwater Belle Harbor
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Stunning Beachfront 3 Bed Apartment @ Clearwater Belle Harbor

Beachfront 3 Bedroom Apartment @ Clearwater Belle Harbor

With its resort-style pool and spa overlooking the 65-boat slip marina, outdoor lounge equipped with a fireplace and TV, and large indoor state-of-the-art fitness center with sauna, billiards, social room, and large clubhouse, this Vrbo will have you feeling more like you’ve checked into a fancy hotel rather than a vacation rental. And staying at Belle Harbor puts you right in the heart of everything: The Clear Sky Beachside Cafe is across the street, a Frenchy’s is next door along with the dog-friendly Brown Boxer Pub & Grill. Want to enjoy a burger or seafood meal right on the beach? Frenchy’s Rockaway Grill is also just across the street and right on the sands of Clearwater Beach.

House on Water: Walk to Beach
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House on water: walk to beach

House on Water: Walk to Beach

The only thing better than checking into a Vrbo right on the ocean? Checking into a Vrbo that’s literally on the water! This four-bedroom house ticks all the boxes if you’re searching for a unique spot in the heart of the action. Here, spend your days swimming or soaking up a tan on the decking. Cook a range of delicious dishes in the kitchen or start a new book in the comfy communal areas. And, when you’ve enjoyed the house to the full, step outside, and you’ll find the ocean water between your toes!

18th Floor Million Dollar Views
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18th Floor Million Dollar Views

18th Floor Million Dollar Views

Don’t be surprised if you check into this incredible apartment and find yourself a little overwhelmed by the views. With its oversized living room and expansive views of the Gulf of Mexico, this is a place you’ll want to reserve some time just to enjoy, even before you schedule in your whole itinerary. Downstairs, there’s a beautiful heated swimming pool and hot tub for your relaxation and enjoyment, as well as a covered cabana where you can bring some food to cook out on the grills and enjoy a picnic under the stars. Looking for more entertainment? There’s also a basketball court here!

Gorgeous One Bedroom Clearwater Beach Condo
Vrbo.com
Gorgeous One Bedroom Clearwater Beach Condo

Gorgeous One Bedroom Clearwater Beach Condo

Enjoy breathtaking views from floor-to-ceiling windows of azure blue Gulf waters from every room when you check into this beautiful spot. Wake up to the sounds of the waves and spend a relaxing day on the white powdery sand beach, swim in the crystal clear pristine waters or in the heated pool, and unwind in the hot tub. If you’re hoping to spend most of your time here relaxing, you’re heading to the right place. The casual bamboo decor of the condo offers a comfortable contemporary surrounding with floor-to-ceiling windows designed to bring the beauty of the outdoors inside.

5 Story Townhome with Private Elevator
Vrbo.com
5 Story Townhome with Private Elevator

5 Story Townhome with Private Elevator

You’ll never feel more like a celebrity than when you’re stepping out of your private elevator and into your five-story townhouse. This immaculate 5 story townhome is located steps away from Trip Advisor’s top-rated beach in the country for two years running – you’ll struggle to decide where to spend more of your time! Enjoy views of the sunset from its private rooftop terrace which offers breathtaking views of the Gulf of Mexico or take your private elevator up to the rooftop terrace and relax in its 6-person hot tub while the sun goes down.

Beautiful Private Townhome, Steps to the Sand
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Beautiful Private Townhome, Steps to the Sand

Beautiful Private Townhome, Steps to the Sand

This incredible two-bedroom Vrbo has space for four guests in total and plenty to do for all kinds of travelers. For starters, it’s right in the middle of Clearwater Beach, which means it’s only steps away from a huge range of restaurants, shops, and bars. But the condo itself has plenty to offer too, with a spacious pool overlooking the ocean as well as full access to a fitness center, steam room, and sauna. Perfect for travelers who might be visiting Florida without a car, the great location of this spot makes enjoying Clearwater Beach a breeze.

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