Holiday rentals in Clearwater Beach

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Top-rated holiday rentals in Clearwater Beach

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Clearwater Beach
4.95 out of 5 average rating, 112 reviews

Waterfront Coastal Bliss at Brightwater w/ Heated

PLEASE ASK ABOUT OUR OTHER 2 WATERFRONT PROPERTIES ON CLEARWATER BEACH IF YOUR DATES ARE NOT AVIALABLE!! Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach! 3 floors of fun, elegance & relaxation await you. Custom interior decorated with Restoration Hardware & other high end furnishings. Located on Clearwater Bay & within easy walking distance to Clearwater Beach, Beach Walk, restaurants, shopping & everything Clearwater Beach has to offer! Why book 3 hotel rooms when

Guest favourite
Apartment in Sand Key
4.94 out of 5 average rating, 17 reviews

CBC 1-15E–High-End Stay, Low Seasonal Pricing!

🌴Luxury Beachfront Condo at Crescent Beach Club 15E | Spectacular Gulf Views & Resort Amenities Looking for the perfect coastal escape? Look no further than Crescent Beach Club 15E in Clearwater Beach, managed by Sandy Feet Vacation Rentals! This luxurious 2-bedroom, 2-bath condo on the 15th floor offers breathtaking Gulf of Mexico views from every room. Fully updated with modern coastal décor, this beachfront retreat provides waterfront living at its finest, featuring three private balconies!

Top guest favourite
A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.
Bungalow in Oldsmar
4.98 out of 5 average rating, 164 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Guest favourite
Villa in Indian Rocks Beach
4.93 out of 5 average rating, 90 reviews

The Emerald Villa, Eco-Luxury by the Sea

Eco-friendly, earth conscious seaside villa. Located just steps from the soft sands of the Gulf of Mexico beach, this exquisitely designed family home offers a luxurious yet sustainable escape. Encased in natural light, 4 bedrooms and 3 baths, the villa sleeps dynamic families and small groups in uncompromising comfort and style and provides all the zen essentials. In-house health suite with gym, infrared sauna and red light therapy available upon request at small additional daily fee.

Guest favourite
A balcony view showcases a serene ocean at sunset with gentle waves lapping at the shore. The scene is framed by a railing, and a small table with two wicker chairs is positioned on the balcony, inviting relaxation while enjoying the coastal atmosphere.
Apartment in Indian Shores
5 out of 5 average rating, 13 reviews

Fully Remodeled Beach Front Condo! Heated Pool!

This is an "ALLERGY FREE" Condo - NO PETS ALLOWED (of any kind), SMOKING FREE CONDO!. Completely renovated from Top to Bottom! Enjoy your dream beach vacation in this Upscale open floor design 3 BEDROOM / 2 BATH located on the white sands beach, sleeps 8 persons. Beautifully furnished in All NEW… modern coastal décor. New Kitchen and new appliances, all 3 bedrooms have new modern furnishing. Two assigned parking space. Enjoy the heated pool overlooking the Gulf of Mexico beach.

Top guest favourite
A welcoming porch area is seen, featuring two white rocking chairs and a small side table. Lush greenery and blooming flowers surround the space, while a door leads inside. Light reflects off the stone flooring, complementing the vibrant green walls.
Home in Largo
4.98 out of 5 average rating, 108 reviews

Walk to beach shops food drinks “The Inbetween”

This is one of Island Rum Suites collection! Stay with us to see why we are one of the best family owned and operated around! We are in a quiet and safe neighborhood, walking distance to the beach, shopping, restaurants, nature parks, water park, pizza, pubs and ice cream! All guests must be listed on the reservation in order to be on the property and accounted for, even children. Zoning allows 2 people per bed and 2 cars No pets allowed Florida State License # DWE6215889

Guest favourite
A covered balcony offers views of the Intracoastal Waterway, where palm trees line the shore. Two wicker chairs and a small glass-topped table are positioned for relaxation, while a ceiling fan provides a cooling breeze.
Apartment in Clearwater Beach
4.97 out of 5 average rating, 36 reviews

Walk to Beach (8 min), Pool, Hot Tub, Bay View

HOSTED BY: SANCTUARY VACATION HOMES Best location in Clearwater Beach. Located on the waterfront, it’s a short 9 min walk or 2 min drive to the beach. Also close by is Coronado Drive, where you will find Starbucks, Surfstyle Beach Shop, and many more stores and restaurants for your convenience. We are under a 10 min drive to pier 60 and the Clearwater Marine Aquarium. Pets allowed for a fee of $15 per day per pet (2 max) and an additional $100 cleaning fee.

Guest favourite
A charming beach house with yellow exterior is surrounded by lush green landscaping. A set of wooden stairs leads to a front entry, flanked by tall palm trees and shrubs. The clear sky adds to the welcoming atmosphere of this coastal retreat.
Home in Indian Rocks Beach
4.96 out of 5 average rating, 26 reviews

Rita's Sand Key Gem - Walk to Indian Rocks Beach

Fall in love with the Sunshine State in this 2-bedroom, 2-bathroom vacation rental house in Indian Rocks Beach. Located just 2 houses from the sand and surf, this 1,000-square-foot home for 4 is truly a beach lover's paradise. Whether you spend your days riding the rides at Busch Gardens, exploring Clearwater Beach, or simply relaxing under the home's soaring ceilings, you're sure to have a relaxing stay in this luxurious home-away-from-home.

Guest favourite
Two vibrant red Adirondack chairs sit on the sandy beach, overlooking the tranquil Gulf waters. Lush greenery and patches of grass frame the scene, while the horizon stretches into a clear, blue sky. A peaceful atmosphere is created by the gentle waves in the background.
Home in Indian Shores
4.88 out of 5 average rating, 33 reviews

Casa Del Sol | Private Beachfront, Pool Table

Welcome to Casa Del Sol! Get ready to relax and unwind at this charming 3-bedroom, 2-bathroom home, complete with its own scenic beach access. Whether you're sipping your morning coffee on the top balcony with stunning views of the Gulf of Mexico, or enjoying quality time with loved ones in the cozy outdoor sitting area downstairs, this little slice of paradise has everything you need for an unforgettable vacation. * Under new management

Guest favourite
A bright living area features a comfortable light-colored sofa and armchairs, complemented by a decorative round coffee table. Large glass doors provide an unobstructed view of the beach and palm trees outside, allowing natural light to fill the space.
Apartment in Indian Rocks Beach
4.97 out of 5 average rating, 154 reviews

Private Ocean View Beach Retreat with Balcony

Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...

Guest favourite
The living area features a comfortable seating arrangement with a light-colored leather sofa and an accent chair. A flat-screen television is mounted on the wall, and sliding glass doors offer views of the balcony and outdoor scenery. Decorative artwork and a rug add subtle texture to the space.
Apartment in Sunset Beach
4.89 out of 5 average rating, 55 reviews

Direct Gulf View Upgraded Condo. Amazing Views!

Relax and unwind in the peaceful and meticulously maintained grounds of the Lands End Resort in Treasure Island. With a direct open beach and Gulf view from the private balcony, you can't help but find serenity with your morning coffee or your sunset glass of wine. The beach and pool are just steps from the condo, and you're away from all the crowds so you can always find plenty of space to spread out.

Guest favourite
A communal heated pool is surrounded by lush palm trees and vibrant landscaping. The pool area features a gently curving shape with lounge chairs positioned nearby. The backdrop includes a six-story building, and a clear sky enhances the inviting atmosphere of the space.
Apartment in Clearwater Beach
4.89 out of 5 average rating, 35 reviews

Location! Spacious Condo I 5 Minutes to Beach/Shop

Welcome to our peaceful and spacious 6th-floor beach condo! Located in the lively center of South Clearwater Beach, this two-bedroom, two-bathroom and a queen-size sleeper sofa retreat provides a serene getaway just steps from the top-rated beach in the country. Dive into the allure of Clearwater Beach, famous for its immaculate beaches, exquisite eateries, and lively evening entertainment.

Popular amenities for Clearwater Beach holiday rentals

When is the best time to visit Clearwater Beach?

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Avg. price$267 SGD$319 SGD$376 SGD$304 SGD$245 SGD$255 SGD$259 SGD$220 SGD$203 SGD$203 SGD$225 SGD$238 SGD
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Quick stats about holiday rentals in Clearwater Beach

  • Total holiday rentals

    Explore 1,340 holiday rentals in Clearwater Beach

  • Nightly prices starting at

    Clearwater Beach holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 60,180 verified reviews to help you choose

  • Family-friendly holiday rentals

    710 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 330 rentals that welcome pets

  • Holiday rentals with a pool

    1,070 properties feature pools

  • Rentals with dedicated workspaces

    680 properties have a dedicated workspace

  • Wifi availability

    1,330 of Clearwater Beach holiday rentals include wifi 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

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  4. Pinellas County
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