Holiday houses in Clearwater

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Top-rated holiday rentals in Clearwater

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Guest favourite
Home in Clearwater
4.88 out of 5 average rating, 129 reviews

3 BR/2B pool home WiFI and Brand new furnishings

Lots to Love about this centrally located Clearwater beauty. This pool home is 25 minutes from the Tampa airport and 15 minutes to famous Clearwater Beach and less than a half hour to downtown St. Pete, not to mention a 10 minute walk to Phillies spring training stadium and minutes by car to hundreds of Shoppes and Restaurants. Enjoy this spacious home with split bedroom plan and brand new furnishings. Sweet dreams on the Casper mattresses. Relax Poolside in the screened lania or by the firepit

Top Guest favourite
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 favourite
The outdoor area showcases a saltwater pool within a screened lanai, surrounded by a patio area with seating. The pool area is illuminated by natural light, enhancing the space's openness. A game room features plush seating arranged for viewing films, with walls designed for a cinematic experience.
Home in Clearwater
4.93 out of 5 average rating, 176 reviews

Clearwater Gameroom- Pool/Mini golf/Home Theatre

Welcome to Clearwater Hangout- This super unique house was designed to be packed with many amenities. Just 4mi to famous Clearwater Beach! Newly renovated with fresh tiles and quartz counters for a high end trendy design. Inside amenities include- LED vanity, pool tbl/ping pong, wine fridge, dining for 14, and a full transformed game room with a basketball court, Pac-man machine, and a home theatre! Outside is a very private clean space with mini golf, a salt water pool, seating area and firepit

Top Guest favourite
Gentle waves lapping against a sandy shore create a serene coastal scene. The sky is filled with wispy clouds and varying shades of blue, reflecting the tranquil atmosphere of the beach. The shoreline reveals patterns in the wet sand as the water recedes.
Condo in Clearwater Beach
4.95 out of 5 average rating, 316 reviews

Steps 2 beach! Beachy and Luxurious! Easy Living!

Easy Living is a beachy newly renovated condo with 2 bedrooms & 2 full bathrooms, nestled between the intercoastal water and the magnificent Clearwater beach! Located a very short walk to the beach (less than 2 blocks) and across the street from a park. The Clearwater Beach Rec Pool is another short two minute walk from the condo! The condominium is quiet area yet, it is within walking distance to practically everything in town, including the beach, many restaurants, bars, Pier 60, & the marina!

Top Guest favourite
Condo in Clearwater
4.97 out of 5 average rating, 138 reviews

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach

🌴 😎 Stunning Key West Style Retreat featuring: - Memory foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts Enjoy the beach 🏄‍♂️ vibes decor & accents in this spacious two bed two bath property. Located less than three miles from the white, sugar sand of Clearwater Beach 😎 (rated #1 beach in the US by Trip Advisor). Relax by the oversized resort style pool and clubhouse. Convenient walking distance to nearby restaurants and grocery stores.

Top Guest favourite
The exterior of a coastal cottage is shown, featuring a gravel driveway and tropical landscaping with palm trees. Two wicker chairs are positioned under a covered porch, inviting relaxation. Large windows allow natural light to brighten the welcoming facade.
Cottage in Dunedin
4.98 out of 5 average rating, 365 reviews

Walk Downtown and to Waterfront, Mins to Beaches

Steps to Main Street ! Experience modern coastal luxury in this stylish, spacious upstairs 2-bedroom cottage. Professionally designed and fully stocked. Walk to Main Street Dunedin or take the short stroll to stunning sunsets at the waterfront. Quick drive to award winning beaches--Honeymoon Island & Clearwater Beach. Walk to restaurants, shops, & breweries. Pet-friendly w/ 2 king beds, a sleeper sectional, & lovely treetop views. Treat yourself today and escape to the Barefoot Parrot Cottages.

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, 163 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

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.

Top Guest favourite
Two wooden Adirondack chairs are positioned on a deck overlooking a serene lake. A floating dock extends into the water, featuring two red lounge cushions. The clear blue sky enhances the tranquil atmosphere, with greenery visible along the shoreline.
Cottage in Tampa
4.98 out of 5 average rating, 248 reviews

Bay Lake Cottage

You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake. Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

Guest favourite
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.

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, 127 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
A modern kitchen features white cabinetry and sleek stainless steel appliances. A central island with two wooden stools invites gatherings. Natural light spills through a nearby doorway, illuminating decorative greenery and tasteful textures along the walls.
Condo in Clearwater
4.99 out of 5 average rating, 148 reviews

Ocean Breeze • Easy - Heated Pool Access

The Avalon at Clearwater is a gated community with a nice size heated pool and community gym. Parking space is not assigned and it’s free of charge. Location is central with short distance to nearby beaches, attractions and other nearby towns. Unit is approximately 500 square feet with a living room-kitchen open concept and One bedroom - bathroom open concept. Great access from Tampa Airport 20 minutes and 1.5/hours drive from Orlando airport

Popular amenities for Clearwater holiday rentals

When is the best time to visit Clearwater?

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Avg. price$216 AUD$263 AUD$294 AUD$243 AUD$212 AUD$212 AUD$213 AUD$196 AUD$184 AUD$185 AUD$199 AUD$211 AUD
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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.

Quick stats about holiday rentals in Clearwater

  • Total holiday rentals

    Explore 3,220 holiday rentals in Clearwater

  • Nightly prices starting at

    Clearwater holiday rentals start at $14 AUD per night before taxes and fees

  • Verified guest reviews

    Over 140,660 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,780 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 1,100 rentals that welcome pets

  • Holiday rentals with a pool

    1,980 properties feature pools

  • Rentals with dedicated workspaces

    1,770 properties have a dedicated workspace

  • Wi-Fi availability

    3,180 of Clearwater holiday rentals include Wi-Fi 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 Countryside 12

Destinations to explore

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