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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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
A refreshing pool is centered in a spacious outdoor area, surrounded by lounge chairs. Sunlight glistens on the water's surface, and a shaded seating area is visible in the background. The landscape includes palm trees and a white privacy fence.
Home in Clearwater
4.81 out of 5 average rating, 21 reviews

Clearwater Getaway off the Gulf Coast

Your vacation home awaits at this 2 bedroom, 2 bath relaxing getaway! The home features a relaxing tranquil pool area. Stylish interior and all the amenities needed for a great vacation or for work related travel. It's minutes from the Gulf Coast and close to the best beaches in Florida! Near all the spring training ballparks, especially the Phillies Spring Training BayCare Park. Have a great time at this comfortable place to stay. With enough space to unwind and enjoy the Florida weather.

Top guest favourite
A tranquil waterfront view is captured during sunset, featuring a heated pool and spacious hot tub. Surrounding palm trees add a touch of greenery, while the Belleair Bridge is visible in the distance against a colorful sky reflected in the water.
Home in Indian Rocks Beach
5 out of 5 average rating, 27 reviews

New Waterfront house pool hot tub golf cart kayaks

BTR# 2367 Birds of Paradise is a stunning 3 bedroom 2 bathroom waterfront house with heated pool and hot tub, deep water dock, 6-seat golf cart, kayaks and paddle board that is located just off Party Island in Indian Rocks Beach. The house offers an expansive and gorgeous view of the Belleair Bridge and quick access by boat to the Gulf of Mexico, Caledesi and Honeymooni Islands. Guests can use kayaks and paddle board provided to spend an afternoon on Party Island, just off the house. 🌴🌊🌞

Top guest favourite
A view from the balcony captures a stunning sunset over the Gulf, where vibrant hues blend in the sky. The sandy beach is visible below, with a winding path leading to the shoreline. Figures can be seen strolling along the beach, adding life to the serene scene.
Flat in Independence Square
4.96 out of 5 average rating, 183 reviews

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath

The Marquise 204 is a Beautiful 1300sq ft DIRECT beachfront unit! Direct Gulf front views! Top floor corner unit. Small and quiet 10-unit building. Tremendous location for getaways with family and friends. After arriving you can literally leave your car behind and walk to over 10 local restaurants, bars and shops! Enjoy some of the best sunsets you will see in all of Florida from your private balcony! NO PETS. Renter MUST be at least 25 years old. NOTE: TWO flights of stairs NO elevator.

Top guest favourite
A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.
Home in St. Petersburg
4.99 out of 5 average rating, 198 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

Guest favourite
A wide view of Clearwater Beach showcases soft white sand lined with colorful umbrellas and beach towels. Bathers enjoy the warm waters where turquoise waves meet lighter green ones. In the background, beachgoers can be seen near the resorts and other structures along the shoreline.
Apartment in Clearwater Beach
4.93 out of 5 average rating, 120 reviews

Beach Haven in South Clearwater Beach

This unique two-story vacation rental with a loft is perfect for a large family or two. It has large panoramic windows with incredible views of the harbor from every bedroom and living space. The Dockside Condos are centrally located in South Clearwater Beach close to all the action of Shephard's nightclub, restaurants, sports bars, miniature golf and more, as well as being only two blocks to the beach. Come and enjoy this condo just one block from the white sands of Clearwater Beach.

Top guest favourite
A spacious bedroom features a four-poster bed layered with white bedding and decorative blue pillows. Natural light fills the room through a sliding glass door that leads to a private balcony with ocean views. A dresser and a television are also visible in the room.
Apartment in Sand Key
5 out of 5 average rating, 7 reviews

CBC 1-7C- Beautiful Gulf Front Condo with Pool!

⭐Important Notice Regarding Balcony Access⭐ ~ The balcony for this unit is currently closed, but you will still be able to enjoy beautiful beach views from inside the condo. ~ Please also note that the pool in Building #1 is temporarily closed; however, guests are welcome to use the pool in Building #2 throughout their stay. ~ Guests may experience occasional noise during business hours due to the construction on the balconies. ~ Take advantage of the already deeply discounted rates!

Top guest favourite
The image captures a spacious townhouse community, featuring white architectural designs. A clear view of the intercoastal waterway is presented, with boats visible in the distance. A community pool is seen among vibrant greenery, inviting leisure and relaxation.
Townhouse in Clearwater Beach
4.99 out of 5 average rating, 130 reviews

3 Bedroom Waterfront Paradise Sleeps 8

Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach on the intercostal! The 3 floors of custom interior decoration and high end furnishings await you. Located on Clearwater Bay with an easy stroll (5-10 min) to Clearwater Beach, Beach Walk, Pier 60, restaurants, and shopping. You are centrally located to everything in Clearwater with luxury accommodations ! !! You have a 2 car garage, community pool, hot tub, grill steps from your back door.

Top guest favourite
An inviting outdoor seating area is illuminated by soft lighting, featuring comfortable furniture arranged around a table. Lush greenery is placed in decorative pots, and a large umbrella provides shade. The cottage's entrance is visible, framed by soft white lights.
Guest house in Clearwater
4.98 out of 5 average rating, 127 reviews

Coastal Cottage C Bikes, Beach Items, Adventure!

This cottage is my favorite one and hope will be yours too! It’s a small space but designed to make you feel right at home! Please see pictures with the couch pulled out for reference. Sorry no animals/pets. Very quiet and peaceful. Free beach items included especially the beach bikes! The bedroom has a closet and a queen bed allows for suitcases to easily slide underneath….the couch is also a queen pull out bed for more sleeping options

Top guest favourite
An open-concept kitchen and living area showcases modern design elements. A large island with a sink and sleek countertop is highlighted, accompanied by elegant pendant lighting. Expansive windows bring in natural light, while a comfortable seating area and dining space are visible in the background.
Townhouse in Dunedin
5 out of 5 average rating, 41 reviews

Rooftop+Balcony- Luxury Stay in Downtown Dunedin

These luxury townhomes were thoughtfully built as vacation havens in the heart of Downtown Dunedin, a place we proudly call home. Designed with privacy in mind, each home features professionally built lockout units between floors and neighboring townhomes, allowing guests to book individual spaces or entire homes - while always maintaining complete privacy and comfort.

Guest favourite
A cozy bedroom features a queen-sized bed adorned with a colorful patterned quilt, complemented by solid-colored pillows. Nearby, two nightstands with lamps flank the bed, while a decorative floral artwork hangs above. A light wooden floor adds a warm touch to the space.
Apartment in Clearwater
4.88 out of 5 average rating, 65 reviews

Avalon At Clearwater Comfortable 1 Bedroom

The Avalon at Clearwater is gated resort-like condominium community that offers a family friendly environment with a free parking, heated swimming pool, 24/7 fitness facilities, and a luxury clubhouse with a kitchen, fireplace, and a barbecue area. It is located in the heart of Clearwater Florida and is within a walking distance to great restaurants, grocery stores.

Top guest favourite
A spacious outdoor deck is shown, featuring a hot tub covered with a protective lid. Blue and white lounge chairs, along with bright cushions, are arranged for relaxation. The cottage's vibrant turquoise exterior is complemented by a cheerful yellow door and lush surrounding greenery.
Cottage in Safety Harbor
4.97 out of 5 average rating, 201 reviews

Harbor Oasis | Hot Tub | Private | Lush Backyard

In the heart of Safety Harbor, this cottage has easy access to Tampa, St. Pete, and Clearwater beaches. Completely renovated light and airy cottage with magnificent landscaping. Features a spa tub and very private fenced in backyard. This beautiful space is perfect for your perfect resort vacation within an exciting bayside town.

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$375 SGD$304 SGD$245 SGD$255 SGD$259 SGD$219 SGD$203 SGD$203 SGD$224 SGD$237 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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