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Vacation rentals in Clearwater

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Top-rated vacation rentals in Clearwater

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

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Top guest favorite
Home in Clearwater
4.98 out of 5 average rating, 188 reviews

Specious home W/ Heated Pool ! ! ! Great Location.

Cozy, spacious home 🏡 w/ heated swimming 🏊‍♀️ pool, next to a golf ⛳️ course. Close to the famous beaches ⛱️, St.Pete and Tampa. This cozy open home has a large living room, big kitchen and pool deck patio. All 3 bedrooms have large TV's w/ Sling & Roku. The big back patio has a swimming 🏊‍♀️ pool, TV, fridge and BBQ for cook outs & R&R. Located in a quiet family-friendly neighborhood. Location! 15 min - Clearwater Beach, Dunedin, Safety Harbor 30 min from - St.Pete, TPA Airport, Tampa

Top guest favorite
Condo in Clearwater
4.97 out of 5 average rating, 133 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.

Guest favorite
A bright studio space features a cozy seating area with a soft blue love seat and a spacious bed adorned with white linens. Natural light filters through sheer curtains, illuminating the wood furnishings and decorative accents throughout the room.
Guest suite in Largo
4.91 out of 5 average rating, 323 reviews

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent

Welcome to our cozy guest suite—where comfort is personal over perfect, and full of charm you won’t find at a hotel. Guests love the thoughtful touches, eclectic decor, cloud-like bed, and the irreplaceable feeling of being at home when you’re far from home. Our home uses one central AC unit. Because Florida is warm and humid year-round, we keep the thermostat at 70°F by day and 67°F at night for proper cooling and comfort. If you prefer more warmth, two space heaters are in the suite closet.

Top guest favorite
A spacious living area is furnished with a large, L-shaped gray sofa, providing comfort for relaxation. A flat-screen television is mounted on the wall opposite the sofa, while natural light enters through two windows, dressed with light curtains. A decorative rug and a console table add to the inviting ambiance.
Place to stay in Dunedin
4.96 out of 5 average rating, 143 reviews

The Zen Den Studio

Welcome to our home away from home, where you can relax and take it easy or enjoy all the excitement close by. Our Seaside Studio sleeps 2 guests comfortably, one queen size bed, one queen sofa bed, 1 full bath, and a fully stocked kitchen. Our studio provides all the amenities of a home with an extraordinary location close to all of your vacation needs. You can take a walk to the Blue Jays Stadium, you are 1 Mile to Downtown Dunedin where restaurants and shops awaiting to please your palate.

Top guest favorite
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
4.99 out of 5 average rating, 150 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 favorite
A bright and airy living room features a large, blue sectional couch adorned with decorative pillows. A flat-screen TV is mounted on a stone accent wall, while natural light filters in through sheer white curtains. A wooden coffee table displays a small decorative tray.
Home in Clearwater
4.94 out of 5 average rating, 120 reviews

Best Location in Clw! Near Beach & Saltwater Pool!

PRIME LOCATION NEAR BEACH! Welcome to our newly renovated vacation home in beautiful Clearwater, FL. Located in the heart of downtown Clearwater within walking distance to several restaurants and shops and just a few mins drive to Clearwater Beach. This coastal styled home comes with a heated pool (at no extra charge), putting green, and a fun little game room for kids! The entire home is yours to enjoy and comes fully stocked with everything you need for a relaxing beach getaway vacation.

Guest favorite
An outdoor seating area is sheltered by a wooden pergola adorned with string lights. A cozy couch is positioned on a decorative area rug, complemented by a small table. Lush greenery surrounds the space, providing a tranquil environment for relaxation.
Guesthouse in Dunedin
4.85 out of 5 average rating, 131 reviews

Guest House in prime location!

This special place is close to everything, making it easy to plan your visit. Less than 30 minutes to TPA Airport, 13 miles to Clearwater Beach, 2.2 Miles to Honeymoon Island, 1.0 miles to US-19 to easily get to surrounding areas, and 3.5 miles to downtown Dunedin. Guest house located on property with friendly host. There is one parking space provided for guests onsite. Happy to provide recommendations for a local experience during your stay! Beach necessities available upon request.

Guest favorite
A view of a heated saltwater pool is framed by two lounge chairs, positioned on a grassy area. Red umbrellas provide shade for seating areas, and a spacious patio can be seen in the background, featuring modern outdoor furniture and a neutral-colored house.
Home in Clearwater
4.9 out of 5 average rating, 113 reviews

Beach or Golf Getaway • Heated Pool/Spa • Pets OK

Relax in style at our modern beach home, boasting a spacious layout and easy access to local attractions. Dive into pure Beach Bliss with a heated saltwater pool (Nov 1 - May 1) and a soothing hot tub—your perfect getaway awaits! Nestled in a peaceful, safe and friendly neighborhood near Eagle Park, just minutes from Clearwater and Indian Rocks Beaches, enjoy scenic bike trails and local attractions. Bring your furry friends along for a pet-friendly adventure!

Top guest favorite
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, 142 reviews

Seasalt Breeze, by the pool, NO PETS

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

Top guest favorite
A spacious pool area features a large, inviting blue pool surrounded by lounge chairs and palm trees. A hot tub is situated near the pool, with umbrellas providing shade. The buildings of the gated community are visible in the background.
Condo in Clearwater
4.99 out of 5 average rating, 110 reviews

Literally: 15 steps to the Pool, GroundFloor Condo

Unwind at this stunning Complex at Clearwater that resemble a vacation resort, gated community, extremely safe. Don't want to go out? There is everything you need right in the complex: Free Parking, 24/7 Free Gym, steps to the heated Pool with BBQ area and other wonderful-friendly guests for company (if needed), shops and few dining places in walking distance, your private patio to sit, drink, chat and relax; take some time for you!

Guest favorite
The modern kitchenette features sleek cabinetry, a stainless-steel refrigerator, and a countertop with three black bar stools. A flat-screen television is positioned nearby, and natural light is observed reflecting off the tiled floor, enhancing the open layout.
Apartment in Clearwater
4.99 out of 5 average rating, 210 reviews

Welcome to your cozy studio!

This charming furnished studio apartment is the perfect blend of comfort and convenience, offering everything you need for a delightful living experience: *Fully Furnished *Comfortable Sleeping Area *Equipped Kitchenette *On-Site Laundry Room *Private Parking Space *Private Patio Prime Location: Conveniently located close to shops, restaurants, parks and just 10 minutes away from the breathtaking Clearwater Beach

Guest favorite
A modern bedroom features a spacious bed with grey upholstery and decorative pillows. Two bedside tables with lamps are positioned on either side of the bed. Framed artwork hangs above the bed, and a stylish table is placed nearby, accentuated by a small plant.
Guest suite in Clearwater
4.91 out of 5 average rating, 242 reviews

Home away from home!

This 1 bedroom guest house in Clearwater, is truly a fantastic retreat. Feel at home with all the amenities. Great location, safe surroundings, fenced private courtyard for smoking, 5 miles from Clearwater beach. Affordable, queen bed, kitchen, shower, Netflix, free driveway parking on premise. Thoroughly cleaned after every guest check out. Come and enjoy in this beautiful city.

Popular amenities for Clearwater vacation rentals

BeachfrontSelf check-inGymBBQ grillLaptop-friendly workspace

Stay near Clearwater's top sights

Clearwater Beach

1,928 locals recommend

Clearwater Marine Aquarium

1,051 locals recommend

Pier 60

153 locals recommend

Caladesi Island State Park

200 locals recommend

Frenchy's Rockaway Grill

395 locals recommend

Sandpearl Resort

16 locals recommend

Clearwater beach vacation rentals

Top guest favorite
A balcony space is shown with two white lounge chairs positioned facing the ocean. The beach and turquoise waters are visible in the background, complemented by a clear blue sky. The glass door provides seamless access to the indoor area.
Condo in Indian Shores
4.97 out of 5 average rating, 108 reviews

Relax in a Newly Renovated Beach Front Paradise

Top guest favorite
An aerial view showcases a cluster of charming two-story homes nestled near the beach. The golden hues of the sunset reflect off the water, while the sandy shore and gentle waves create a serene coastal atmosphere.
Bungalow in Indian Shores
5 out of 5 average rating, 222 reviews

Quiet Beachfront Bungalow on Florida’s Gulf Coast

Top guest favorite
A serene beachfront scene showcases soft sand and gentle waves under a clear sky. Lounge chairs are arranged in the foreground, while umbrellas and beach tents are visible further along the shoreline. The bungalow's outdoor seating area is seen, surrounded by lush greenery.
Bungalow in Indian Shores
4.96 out of 5 average rating, 170 reviews

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

Top guest favorite
A sandy path leads through lush greenery towards the beach, framed by overhanging branches. The ocean is visible in the distance, with light reflecting off the water. Shadows create a peaceful atmosphere as the sun casts a warm glow.
Cottage in Indian Shores
4.97 out of 5 average rating, 176 reviews

Beautiful Beachfront Cottage on the Water

Superhost
The image captures a view from the condo balcony, showing a clear blue sky and the tranquil Gulf of Mexico. The pool area is visible, featuring a large swimming pool surrounded by lounge chairs. Beach umbrellas dot the sandy shore, providing a vibrant contrast.
Condo in Indian Shores
4.94 out of 5 average rating, 129 reviews

Tropical Beachfront Penthouse-Beach Cottages

Top guest favorite
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.
Apartment in Independence Square
4.96 out of 5 average rating, 177 reviews

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

Guest favorite
A panoramic view captures the beach at sunset, showcasing soft white sand and tranquil turquoise waters. The sun sets gently on the horizon, casting warm colors across the sky and illuminating the landscape.
Condo in Clearwater Beach
4.93 out of 5 average rating, 153 reviews

Beachfront Condo with Centerline Sunsets

Superhost
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.
Condo in Clearwater Beach
4.9 out of 5 average rating, 398 reviews

Amazing views on beachfront

Other great vacation rentals in Clearwater

Top guest favorite
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.
Condo in Clearwater
5 out of 5 average rating, 52 reviews

Wonderful Condo at Avalon - Fully Renovated!

Top guest favorite
A cozy outdoor fire-pit area is surrounded by colorful seating. Decorative stones cover the ground, leading to a grill and the inviting glow of flames. A pool and shaded area can be seen in the background, set against a twilight sky.
Home in Clearwater
4.97 out of 5 average rating, 162 reviews

Fun, Funky, Pool, Fire Pit! 4 miles to Beach

Top guest favorite
Apartment in Largo
4.95 out of 5 average rating, 100 reviews

Hidden Oasis #3, *construction discount!*

Top guest favorite
A private in-ground pool is surrounded by lush landscaping, featuring a unique unicorn float. A shaded umbrella stands nearby, offering a cozy spot to relax while enjoying the tranquil outdoor setting.
Home in Largo
4.96 out of 5 average rating, 164 reviews

Cozy Stylish Home w/ Heated Pool & Big Parking

Top guest favorite
An outdoor tiki hut porch is illuminated by soft string lights. Comfortable seating creates a cozy gathering area, surrounded by lush greenery. A wooden dining table sits in the center, offering a relaxed space for meals or conversation.
Guesthouse in Dunedin
4.96 out of 5 average rating, 190 reviews

Tiki Hut Cottage

Superhost
Large sliding glass doors open to waterfront views, revealing a sunlit space with a modern kitchenette. A small dining table with two chairs is set near the doors, and a flat-screen TV is mounted on the wall, complementing the serene aquatic surroundings.
Houseboat in Clearwater Beach
4.79 out of 5 average rating, 115 reviews

Breathtaking Beachy Houseboat on Clearwater Island

Guest favorite
A modern dining area features a round glass table set for six, surrounded by white chairs. A unique blue chandelier hangs above, while large windows offer a view of the water. The kitchen area is equipped with white cabinetry and stainless steel appliances.
Apartment in Clearwater Beach
4.89 out of 5 average rating, 239 reviews

Waterfront Modern Chic #1 Clearwater Beach

Superhost
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
4.92 out of 5 average rating, 145 reviews

Clearwater Gameroom- Pool/Mini golf/Home Theatre

When is the best time to visit Clearwater?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$32,010 GYDG$38,914 GYDG$43,516 GYDG$35,985 GYDG$31,382 GYDG$31,382 GYDG$31,591 GYDG$29,081 GYDG$27,198 GYDG$28,244 GYDG$30,545 GYDG$31,800 GYD
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°C

Frequently Asked Questions

  • How is the weather in Clearwater?

    Clearwater experiences a humid subtropical climate. Summers, from June to September, are hot and humid with temperatures around 90°F (32°C). Winters, from December to February, are mild, with average temperatures around 70°F (21°C). The city has plenty of sunshine year-round, hence its name.

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

    Clearwater is known for its sun-drenched beaches, and travelers often enjoy unwinding on the soft sands of Clearwater Beach. For nature enthusiasts, exploring the trails of Moccasin Lake Nature Park is a popular activity. A visit to the Clearwater Marine Aquarium to learn about marine life rescue is also frequently suggested.

  • What is the best time of year to visit Clearwater?

    The most popular time to visit Clearwater is from February to May when the weather is warm, around 70°F to 80°F (21°C to 27°C), and the city hosts several local events, including the vibrant Pier 60 Sugar Sand Festival in April and the Clearwater Sea-Blues Festival in February.

  • What are the best places to stay in Clearwater?

    Island Estates is a popular area for its waterfront properties and proximity to Clearwater Marine Aquarium. Downtown Clearwater is also frequently suggested for its bustling culture and nightlife. For those looking for a beachfront location, Clearwater Beach is often recommended.

  • What are the best places to visit in Clearwater?

    The most popular places to visit in Clearwater include the Clearwater Marine Aquarium, home to rescued marine life, and the long, sandy Clearwater Beach. The vibrant Pier 60, known for its sunset celebrations, and the tranquil Moccasin Lake Nature Park are also frequently suggested.

  • What are some hiking trails in Clearwater?

    For those keen on exploring outdoors, Clearwater has a number of trails such as the 60-mile (97 km) Pinellas Trail, perfect for biking and walking. The Cliff Stephens Park offers a scenic trail around a lake, while the Moccasin Lake Nature Park has a variety of short trails through diverse ecosystems.

  • What are some family activities to do in Clearwater?

    Families in Clearwater can explore the captivating marine life at the Clearwater Marine Aquarium, experience interactive exhibits at the Great Explorations Children's Museum, or spend a day at the Splash Harbour Water Park. They can also enjoy building sandcastles and playing beach games at Clearwater Beach.

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

    For day trips from Clearwater, consider a visit to the vibrant city of Tampa, just 23 miles (37 km) east, or the charming city of St. Petersburg, 19 miles (30 km) to the southeast. A boat trip to Caladesi Island State Park for unspoiled beaches and nature trails is also a popular choice.

  • What types of vacation rentals are available in Clearwater?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Clearwater. From over 660 condo rentals to over 960 house rentals, we've got you covered.

  • Are there vacation rentals with a dedicated workspace in Clearwater?

    Yes! Work meets play with ease at over 1,680 vacation rentals in Clearwater featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in boutique hotel rentals in Clearwater?

    Experience the best of Clearwater with our boutique hotel rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Clearwater?

    Four-legged friends are welcome in Clearwater. Choose from more than 1,020 vacation rentals for guests traveling with pets.

  • Are there Clearwater hotel rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 160 hotel rentals with pools in Clearwater, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Clearwater have a gym?

    Absolutely! We offer over 60 house rentals with a gym in Clearwater. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Clearwater have self check-in?

    Absolutely! We offer over 40 cottage rentals with self check-in in Clearwater. Enjoy a tailored experience with all the comforts you desire.

  • Do resort rentals in Clearwater have a bbq area?

    Absolutely! We offer over 10 resort rentals with a bbq area in Clearwater. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly bungalow rentals in Clearwater?

    Clearwater has more than 20 family-friendly bungalow rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Condo Rentals in Clearwater?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 190 homes with a bbq area, over 200 homes with self check-in, over 300 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

All about Clearwater

Sitting on Florida’s Gulf Coast, just 20 miles northwest of Tampa, Clearwater is a blend of small beachside town and metropolitan hotspot. Here you can bask in the sun on the sugar-white sand beaches while boats bob in the Clearwater Harbor Marina. Along the Beach Walk promenade flagged by mangrove trees, five-star restaurants bump elbows with casual beachside seafood eateries, featuring local specialties like freshly caught stone crab or grouper sandwiches. In the evening Pier 60 holds a nightly sunset festival, where vendors set up stalls and street performers show off their music, magic, and more.

Caladesi Island State Park, which can be reached by ferry, offers miles of hiking or biking trails and the chance to kayak over the crystal clear waters of the gulf. This pristine island is home to several natural habitats that are crucial to the survival of native plant and animal species.

What are the top things to do in Clearwater?

Sand Key Bridge

The views from this concrete bridge connecting Clearwater with the more secluded Sand Key Park make Sand Key Bridge worth visiting. On one side of the walking path is the beautiful Clearwater skyline, with shimmering glass skyscrapers reflecting the waters of the Gulf. Opposite that are the swaying mangrove trees, salt marshes, and white sand beaches of Sand Key Park, where you can take a quiet stroll through the park’s trails.

Clearwater Dolphins Trail

During your visit to Clearwater, keep a lookout for colorful life-sized dolphin statues. This collaborative art project sponsored by the city comprises more than 120 dolphins designed and created by local artists. The dolphins are made of glass, ceramic, and fiber art, and they are hidden all throughout the city.

Moccasin Lake State Park

This 51-acre nature preserve is an exhibition of the plant and wildlife native to Clearwater Beach, like peacocks, gopher turtles, and birds of prey. Explore miles of trails and boardwalks that pass over gentle streams in the shade of massive oak trees. The preserve is also a rehabilitation center for birds of prey, like the iconic Bald Eagle.

Quick stats about vacation rentals in Clearwater

  • Total vacation rentals

    Explore 3,130 vacation rentals in Clearwater

  • Nightly prices starting at

    Clearwater vacation rentals start at G$2,092 GYD per night before taxes and fees

  • Verified guest reviews

    Over 135,960 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,730 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 1,020 rentals that welcome pets

  • Vacation rentals with a pool

    1,900 properties feature pools

  • Rentals with dedicated workspaces

    1,680 properties have a dedicated workspace

  • Wi-Fi availability

    3,080 of Clearwater vacation 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

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