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Holiday rentals in Clearwater

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Quick stats about holiday rentals in Clearwater

  • Total holiday rentals

    Explore 3,340 holiday rentals in Clearwater

  • Nightly prices starting at

    Clearwater holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 155,450 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,880 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 1,150 rentals that welcome pets

  • Holiday rentals with a pool

    2,040 properties feature pools

  • Rentals with dedicated workspaces

    1,840 properties have a dedicated workspace

  • Wifi availability

    3,320 of Clearwater holiday rentals include wifi access

  • Popular amenities for guests

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

  • 4.8 Average rating

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

  • Nearby attractions

    Clearwater’s top spots include Clearwater Marine Aquarium, Pier 60 and Clearwater Jolley Trolley

Top-rated holiday rentals in Clearwater

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

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Top guest favourite
Home in Oldsmar
4.98 out of 5 average rating, 46 reviews

Modern Private Estate | Central to Tampa & Beaches

Experience this private 1-acre, modern home designed for space, calm, and everyday comfort. Surrounded by mature oaks and palms, this serene property offers rare privacy just minutes from Tampa Airport, Clearwater Beach, Safety Harbor, St. Pete, and top attractions. Enjoy a chef’s kitchen with modern appliances, spacious living areas, and peaceful outdoor spaces with a patio, electric grill, and koi pond. Ideal for families, longer stays, & guests who value tranquility, and a thoughtful design!

Top guest favourite
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.
Apartment in Clearwater Beach
4.98 out of 5 average rating, 178 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 favourite
A set of two white wicker chairs and a small table are positioned on a balcony, providing views of the Gulf of Mexico. The ocean and sandy beach stretch into the distance, with clear blue skies overhead.
Apartment in Clearwater Beach
4.9 out of 5 average rating, 478 reviews

Amazing views on beachfront

This spacious upper-floor, 3-bedroom condo hotel suite offers views of the Gulf of Mexico from your private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the water of the Gulf of Mexico. Each suite can accommodate 10 people, with 3 bedrooms, 2 of them with a King bed in each bedroom and the third with 2 Queen beds, each of them with their own ensuite bathroom, in total 3 1/2 bathrooms, also a comfortable full-sized sofa bed in the living room.

Guest favourite
Home in Largo
4.8 out of 5 average rating, 10 reviews

Bella Bird

Bella Birt is a comfortable and beautiful shouse perfect to be relax. It is located to easily access the most popular areas of the city. It’s 15 min to Clearwater Beach, Indian Rocks, 20 minutes from St Petersburg Beach and other great beaches. The owner has a studio in the garage, so maybe it could be occupied by other guests during your stay. But don't worry, the studio has a completely independent entrance. Pool and Patio is privete, but you shared parking lot and laundry room.

Guest favourite
Villa in Indian Rocks Beach
4.92 out of 5 average rating, 102 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.

Top guest favourite
Home in Clearwater
5 out of 5 average rating, 49 reviews

Vacation At Lantana

Come enjoy our home, whether you are coming for the beach or the theme parks our home is conveniently located in the heart of Pinellas County. With the Inter-Coastal/Gulf Waters less then a mile away, a walk or bike ride will land you at marinas, beach’s and even Honeymoon island state park. But you can also take a short car ride with your friends or family to the theme parks, airports, Big city’s, Sport venues, State parks, Camping and all the beautiful activities Florida has to offer!

Top guest favourite
Home in Clearwater
5 out of 5 average rating, 17 reviews

Sunset Palms Retreat!

Welcome to your home away from home in Clearwater! Located 15 min to the beach, 10 min to downtown Dunedin, 12 min to Safety Harbor, and 30 min to Tampa Airport. Sleeps 6 with a king bed, queen bed, and queen sleeper sofa in a flex/office space. Two full baths, bright open layout with new windows, large island, and fully stocked kitchen. Dining for 6. Private fenced backyard with multiple seating areas and outdoor dining with a grill. Perfect central location for beach and town access.

Top guest favourite
Flat in Clearwater
5 out of 5 average rating, 26 reviews

Cozy Modern Studio • Private • Central Clearwater

Experience modern comfort and total privacy in this newly built Clearwater studio. Designed with a clean, minimalist aesthetic and high-quality finishes, this space provides a relaxing retreat for solo travelers, couples, and professionals. Enjoy a private gated entrance, dedicated parking, a modern walkway and a peaceful outdoor area to unwind daily. Inside features a bright open layout, marble-look floors, modern décor and a cozy queen bed with hotel-style linens for a restful stay.

Top guest favourite
A stylish kitchen countertop is displayed with woven baskets containing a water bottle and miscellaneous items. A sign, featuring the phrase 'THIS IS OUR HAPPY PLACE,' is positioned prominently, adding a touch of character to the modern, open space.
Home in Largo
4.98 out of 5 average rating, 46 reviews

Lakeside Heaven Retreat in Largo - King size Bed!

Welcome to Largo, and to our fully renovated home! This spacious and centrally located retreat offers plenty of room for fun and relaxation. Just a 10-minute drive to Belleair Beach and less than 15 minutes from the award-winning Clearwater Beach. With Highland Largo Park right next door, you can step outside and immerse yourself in a peaceful natural setting, complete with scenic walking trails and a beautiful lake just steps from your front porch. We look forward to hosting you!

Top guest favourite
A peaceful outdoor area is surrounded by lush greenery, featuring palm trees and vibrant plants. A simple table and chairs are positioned beneath a canopy, providing a shaded space for relaxation. A whimsical flamingo decoration adds a playful touch to the serene environment.
Guest suite in Clearwater
5 out of 5 average rating, 136 reviews

Clearwater Studio Getaway

Welcome to Clearwater Studio Getaway! Enjoy a peaceful and centrally-located space just 15 minutes from Clearwater Beach, Downtown Clearwater, and the Tampa Bay área .Just 7 minutes from Safety Harbor and 14 minutes from Dunedin . Perfect for travelers or couples, this cozy studio features a private bathroom, comfy bed, and essential amenities. Relax after a day of sun and fun, with shops, dining, and attractions all within easy reach. Your perfect Florida stay!

Top guest favourite
A modern kitchen is presented with stylish white cabinetry and a spacious concrete countertop. Two pendant lights hang above the bar seating, which features four black chairs. Stainless steel appliances, including a refrigerator and microwave, are visible, providing a well-equipped cooking space.
Apartment in Clearwater
5 out of 5 average rating, 69 reviews

Wonderful Condo - Renovated & Steps to Pool!

•    Very comfortable king-size bed •    Modern queen pullout couch, sleeps 2 •    Cozy 60” fireplace •    Fully stocked kitchen •    WiFi included •    Free parking available •    Brand new AC in unit •    Spa-style rain shower w/ handheld, amazing water pressure  •    Steps to pool – beach chairs, floaties, wagon, cooler & towels included  •    Beach 10 min drive Perfect for couples or family getaways — your home away from home. Book now!

Superhost
Home in Clearwater
5 out of 5 average rating, 4 reviews

Providence Cove | Heated Salt Pool • Sleeps 12

Welcome to Providence Cove, your luxury retreat just minutes from Clearwater Beach! Relax in the heated saltwater pool, enjoy private mini golf, gather around the fire pit, and create unforgettable memories with family and friends. Sleeps up to 12 guests and features stylish bedrooms, a fully equipped kitchen, fast Wi-Fi, private parking, and a curated vacation guide with our favorite local beaches, restaurants, and attractions. 🌴✨🌊🫶🏻🌞

Popular amenities for Clearwater holiday rentals

When is the best time to visit Clearwater?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$198 SGD$244 SGD$287 SGD$228 SGD$204 SGD$204 SGD$194 SGD$178 SGD$167 SGD$168 SGD$181 SGD$191 SGD
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°C

Frequently Asked Questions

  • What are the best places to stay in Clearwater?

    Clearwater Beach is known for lively boardwalks and waterside views, while the downtown area has a mix of cultural sites and dining spots. Nearby, Sand Key offers a quieter atmosphere with access to parks and nature.

  • What are the best things to do in Clearwater with kids?

    Families often explore Clearwater Beach, stop by the marine aquarium to learn about sea life, or enjoy playgrounds and shaded picnic areas in local parks. Interactive exhibits and boat tours are also frequently suggested.

  • What are some of the best things to do in Clearwater?

    Clearwater has lively beaches, fresh seafood restaurants, and sunset festivals on the pier. Visitors also explore local art galleries, dolphin-watching tours, and nearby nature preserves.

  • How is the weather in Clearwater?

    Clearwater has mild winters around 56–74°F (13–23°C) and hot, humid summers that can reach 91°F (33°C). Rainfall increases in the summer months, so packing a light rain jacket and sun protection is often wise.

  • What are the best places to visit in Clearwater?

    Clearwater Beach is one of the most popular waterfront areas, while Pier 60 draws many for its sunset festivals and street performers. Nature lovers frequently explore Sand Key Park and local nature reserves.

  • What are some hiking trails in Clearwater?

    Explore nature trails in local parks such as Moccasin Lake Nature Park, or stroll boardwalks by the water around Sand Key Park. These areas often feature shaded paths and bird-watching opportunities.

  • What are some family activities we can do in Clearwater?

    Family groups enjoy Clearwater Marine Aquarium's animal care programs, miniature golf courses, and scenic public playgrounds. On the beach, sandcastle building and paddleboarding are frequently suggested.

  • What are some of the best day trip ideas from Clearwater?

    Many guests explore nearby cities with art centers, botanical gardens, or aquariums. Guided boat tours along the coast, nature preserves just outside Clearwater, or state parks are also frequently suggested.

  • Are there any pet friendly accommodations available in Clearwater?

    Many stays in Clearwater welcome pets, especially around the beach and in quieter residential neighborhoods. Several parks and walking trails make it convenient to travel with your dog.

  • What are some local tips for visiting Clearwater?

    Arrive at popular beaches early for shaded spots, and bring sun protection year-round. Local markets are great for unique souvenirs, and many restaurants accommodate dietary preferences if you ask in advance.

  • What is Clearwater known for?

    Clearwater is known for its sandy Gulf beaches, vibrant sunset celebrations at Pier 60, and marine preservation work at the local aquarium. Its festivals and outdoor concerts reflect a lively coastal spirit.

  • What are the best hidden gems to explore in Clearwater?

    Moccasin Lake Nature Park is often mentioned for quiet trails and educational centers, while local farmers markets showcase regional produce and crafts. Small art galleries around downtown highlight area artists.

  • What are the best foods to try in Clearwater?

    Fresh grouper sandwiches, stone crab when in season, and citrus-inspired desserts are frequently suggested. Many restaurants feature seafood caught nearby, often served with a coastal flair.

  • What should I bring for a trip to Clearwater?

    Bring lightweight clothing, reef-safe sunscreen, a reusable water bottle, and swimwear. A wide-brimmed hat and comfortable sandals are helpful for sun protection and boardwalk strolls.

  • What is the nightlife in Clearwater like?

    Nightlife in Clearwater centers around casual beachfront bars, live music venues, and vibrant spots for dancing. Some local breweries and rooftop lounges also draw evening crowds.

  • What are the most popular events or festivals in Clearwater?

    Clearwater has the Pier 60 sunset festival with live music and artisans, the Clearwater Jazz Holiday in fall, and parades celebrating local traditions. Seafood events also draw many visitors throughout the year.

  • Are there family friendly vacation rentals in Clearwater?

    Clearwater has a variety of family-friendly stays, particularly in the beach area and residential neighborhoods close to parks or playgrounds. Many hosts provide amenities for children, such as cribs or board games.

  • When is the best time to visit Clearwater?

    Milder temperatures and reduced rainfall in late winter and spring are often recommended for comfortable outdoor activities. This season also brings popular festivals and community events.

Destinations to explore