Vacation rentals in Clearwater Beach

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Top-rated vacation rentals in Clearwater Beach

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Top guest favorite
The image captures a serene outdoor area featuring a charming entrance to the cottage. Surrounding tropical plants and tall trees create a lush environment. A decorative fountain stands to the left, and comfortable seating under an umbrella adds to the inviting atmosphere.
Guesthouse in Largo
4.99 out of 5 average rating, 355 reviews

Paradise Cottage Largo Beaches 1 mile High ground

We are PARADISE COTTAGE, and the standards of super host are status quo! We're ready for you! Although only 2 miles from the Gulf, we're on high ground! We are on a Priority One Energy Grid. With over 300 huge potted plants, many trees, etc we live in a lush tropical "Paradise". Our guests' highest praises include private, quiet, serene, safe and secluded; attributes we're fortunate to claim We have no neighbors while being so close to so much. Read the next section "The Space" to learn more.

Guest favorite
A bright living area features a comfortable sectional sofa adorned with decorative pillows. A dining table sits beside large windows, allowing natural light to fill the room. The space is complemented by light-colored walls and stylish light fixtures.
Apartment in Clearwater Beach
4.88 out of 5 average rating, 106 reviews

NEW! Amazing Beach & Sunset Views! Fully Renovated

Magical beach views out one of the largest windows you will ever see! Wall to wall windows allow you to really take in the stunning view! This 2 story fully remodelled rental, 10 steps to the beach and walking distance to everything including many restaurants, bars, shops, the marina, pier 60 and more! Walk the beach to many beachfront restaurants and enjoy a night in our premium king bed in the master bedroom, downstairs is an additional bedroom & bathroom w/ tons of room for the whole family!

Top guest favorite
A bright living room features large sliding glass doors revealing a scenic water view. Comfortable blue sofas are arranged around a coffee table, complemented by a TV console and accent chairs. Light-colored walls and ceiling fan contribute to the spacious feel of the area.
Condo in Indian Shores
4.98 out of 5 average rating, 109 reviews

Captain's Cove Waterside Condo 103 We are open!

Relax and enjoy the intracoastal and beach lifestyle at this 2 bed 2 bath condo that sleeps up to five in Indian Shores. Features an intracoastal view from the living room as well as the master bedroom. We are also just steps away from the beach! Condo features a very open floor plan with a fully stocked kitchen, dining/game table, plus breakfast bar. The living room has large glass doors and extra long balcony to enjoy the water view. Also has a community dock, and heated pool with restrooms.

Top guest favorite
The outdoor pool area is softly illuminated in purple light, creating a serene ambiance. The spacious pool is surrounded by a stone patio and lush palm trees, with the house visible in the background. It is set against a tranquil night sky, enhancing the cozy atmosphere.
Guest suite in Indian Rocks Beach
4.98 out of 5 average rating, 248 reviews

Turtle Hideaway - Waterfront-Hot Tub-Walk to Beach

Step into Turtle Hideaway, our charming ground floor guest suite, enveloped by the serene beauty of the Intracoastal, local wildlife, and the crisp sea breeze. From the moment you arrive, you'll be embraced by thoughtful touches that instantly make you feel at home. Adorned with local art and charming turtle crafts, the suite is affectionately named 'Turtle Hideaway.' Immerse yourself in the coastal ambiance, kayaks await to explore the waterways and bikes for rides to the nearby beach.

Top guest favorite
A scenic view of a fishing pier extends into the water, framed by gentle waves and a sandy beach. The sky is filled with colorful clouds, reflecting hues of orange and blue as the sun sets on the horizon.
Condo in Clearwater Beach
4.98 out of 5 average rating, 159 reviews

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!

Stylish & Sunny Corner Unit On Dolphin Faved Inlet Across The Street From Florida's #1 Beach. This all-inclusive unit allows you to walk everywhere and enjoy all Clearwater Beach has to offer from sand & sun to restaurants & shopping. Updated & upgraded 3 bedroom, all with connected bathrooms offers amazing space, a chef's kitchen as well as bright & beautiful dining & living rooms. Private balcony to relax & watch the sunset. Beach concessions include sea kayaks, jet ski's, boating & more.

Guest favorite
The open-concept living area features a modern kitchen with stainless steel appliances and a granite countertop. A seating area includes a light gray sofa adorned with blue and pink pillows, and a wooden coffee table. Natural light fills the space through shuttered windows, enhancing the homey feel.
Condo in Independence Square
4.94 out of 5 average rating, 216 reviews

Steps from the Sand - Clean, Stylish 2-BR Condo

AQUA BEACH CONDO - Only 90 steps from the beach, this beautifully updated and perfectly located beach condo offers you the very best of Indian Rocks Beach, a charming and intimate beach town located between Clearwater and St. Pete Beach. Two bedrooms with en-suite bathrooms and large walk-in closets, as well as the lofty living area and modern open kitchen will make you feel like at home. This condo is better equipped than your average vacation rental. Continue to read for more...

Top guest favorite
Condo in Indian Shores
4.9 out of 5 average rating, 167 reviews

Gulf Side Florida Charm 1/1 Condo 60 Steps To Sand

Step back in time at Postcard Paradise, a charming beachside cottage that captures the magic of Old Florida. Nestled just steps from the shore, our eclectic retreat feels like living inside a vintage postcard. Sun-faded colors, and tropical murals set a nostalgic mood, while modern comforts keep things easy and relaxed. Each cozy room is filled with hand-picked decorations, breezy linens, and quirky coastal finds, creating a one-of-a-kind space where every corner tells a story.

Superhost
A private yard is showcased with a spacious patio featuring a picnic table and four chairs arranged around a firepit. Lush green grass surrounds a stone pathway, and a large umbrella offers shade. The home’s blue exterior is visible in the background.
Tiny home in Gulfport
4.91 out of 5 average rating, 248 reviews

Pelican's Nest - Pet Friendly

The Pelican's Nest is a cozy tiny home that has been remodeled with you in mind. Enjoy the beachy vibes inside the home or relax outside where you can connect to nature with your private yard. Enjoy a fire or dinner on your outdoor dining table. Have your pet staying with you? No worries! They are welcome here. Located a mile from Gulfport's beach blvd. Where you can shop, dine, or stroll the beach. 6 miles away will take you to the famous St Pete Beach or the St Pete pier.

Guest favorite
A cozy outdoor area is enhanced by a fire pit surrounded by multiple seating options. The pool glows invitingly under the evening sky, with soft lighting strung above. A sun shade protects this relaxing space, creating an ideal setting for gatherings.
Home in Clearwater
4.9 out of 5 average rating, 108 reviews

Watch the Sunrise at Sunrise! @ Clearwater home.

Welcome to your perfect vacation getaway! Our beautiful home offers a heated pool, perfect for relaxing any time of year—whether you’re enjoying a sunny afternoon swim or a peaceful evening under the stars. The property features plenty of space for everyone to feel comfortable, both indoors and outdoors. With open living areas, comfortable furnishings, and a spacious layout, it’s ideal for families, friends, or groups looking to unwind and create unforgettable memories.

Guest favorite
A swim spa is set against a clear blue sky, bordered by a spacious outdoor area featuring patio furniture and shaded by an orange umbrella. Lush greenery adds a touch of nature, while a clean, white fence defines the perimeter of the yard.
Home in Largo
4.85 out of 5 average rating, 105 reviews

Mobility accessible home swim jacuzzi near beach

Enjoy the perfect blend of comfort, convenience, and coastal charm in this spacious 3-bedroom, 2.5-bath entire home, ideally located near the beach and close to shops, bars, restaurants, a waterpark, nature preserve, and medical centers. Perfect for families, groups, or longer stays, this versatile home is designed for relaxation and connection. Whether you stay in or head to the beach, don’t miss the beautiful sunsets—they’re all part of the coastal experience.

Top guest favorite
An open-concept living area is displayed, featuring a cozy seating arrangement and a stylish electric fireplace. A modern kitchen with white cabinetry and granite countertops is visible in the background, alongside a dining area with a round table and upholstered chairs.
Condo in Seminole
4.97 out of 5 average rating, 265 reviews

UPDATEDVacation condo! HEATEDpool3 miles to beach

Wow!! Super value !! 2 bed 1 bath condo 1st floor - Welcome to Beachway Condos a GATED SAFE private full amenity community featuring a gym, tennis courts, HEATED POOL, grills, located 3 miles to the beautiful gulf beaches. You are close to everything - the Pinellas trail biking/walking is 1/4 mile away, Indian shores beach is the closest beach at 3 miles away. Clearwater/st Pete beaches are 7 miles away. Across the street are grocery stores malls, restaurants

Guest favorite
Bungalow in Clearwater
4.92 out of 5 average rating, 112 reviews

Permaculture Homestead

A cozy 1925 Florida bungalow home on a sustainable organic permaculture urban farm. Connect with nature on this serene 1/4 acre urban homestead located less than a mile from downtown Dunedin, restaurants, breweries, and only 10 minutes away from beautiful Clearwater Beach!

Popular amenities for Clearwater Beach vacation rentals

When is the best time to visit Clearwater Beach?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$43,701 GYDG$52,274 GYDG$61,474 GYDG$49,765 GYDG$40,146 GYDG$41,819 GYDG$42,446 GYDG$35,964 GYDG$33,246 GYDG$33,246 GYDG$36,801 GYDG$38,892 GYD
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°C

All about Clearwater Beach

Located on a barrier island, Clearwater Beach is a slice of paradise that stands apart from its parent city, Clearwater. Although only separated by a ribbon of water, the pair have distinct personalities. Clearwater Beach boasts 2.5 miles of white sand beaches on the Gulf of Mexico, whose warm, shallow waters are favored especially by those seeking a family-friendly getaway. Rows of colorful umbrellas and beach chairs line its perfect shore, where people gather nightly to enjoy the sunset and live music at a festive pier. Clearwater, with its quaint downtown, has its charms, too.

What are the top things to do in Clearwater Beach?

Clearwater Beach

Coated in fine, sugary sand, the island’s main beachfront is well loved for its placid, shallow waters perfect for wading and splashing around. The beach is hugged by a lengthy palm-lined promenade populated by cyclists and pedestrians, and everything you need for a fun day at the beach — food, drink, gear rentals — is available nearby. Two hours before sunset, Pier 60, the beach’s 1,080-foot fishing pier, comes alive with street performers, musicians, and craft vendors as part of its sunset celebration, which happens 365 days a year — weather permitting.

Caladesi Island State Park

Live the life of a (very lucky) castaway for a few hours on this pristine island wilderness. Here you can pilot a kayak through shady mangrove forests, explore inland where slash pine and oak trees grow, or relax on one of the few barrier reef beaches in Florida that has escaped development. Most people who visit Caladesi State Park take a private boat or catch the Caladesi Island Ferry from Honeymoon Island State Park, which is located about a 25-minute drive from Clearwater Beach. If you’re feeling adventurous, you can also walk to the park from Clearwater Beach — but be sure to plan ahead and bring water, as the 3-mile walk can take more than an hour. You can rent kayaks, chairs, and beach umbrellas on the island, as well as nosh on fare like fish and chips at a small cafe.

Sand Key Park and Beach

If you’re looking for a respite from the busier Clearwater Beach, tranquil Sand Key Park and Beach is fewer than ten minutes away by car. While you may leave crowds behind when visiting Sand Key, you don’t have to forgo amenities. This 95-acre park encompasses a beach, nature trail, grills, concession stands, gear rental, and a playground. Benches overlooking a salt marsh offer a chance to spot some of the many birds that live here, including spoonbills and great horned owls.

Quick stats about vacation rentals in Clearwater Beach

  • Total vacation rentals

    Explore 1,340 vacation rentals in Clearwater Beach

  • Nightly prices starting at

    Clearwater Beach vacation rentals start at G$10,455 GYD per night before taxes and fees

  • Verified guest reviews

    Over 60,180 verified reviews to help you choose

  • Family-friendly vacation rentals

    710 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 330 rentals that welcome pets

  • Vacation rentals with a pool

    1,070 properties feature pools

  • Rentals with dedicated workspaces

    680 properties have a dedicated workspace

  • Wi-Fi availability

    1,330 of Clearwater Beach vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront, and Gym across Clearwater Beach rentals

  • 4.8 Average rating

    Clearwater Beach stays are highly rated by guests—averaging 4.8 out of 5!

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Clearwater
  6. Clearwater Beach