
Vacation rentals in Clearwater
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Top-rated vacation rentals in Clearwater
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Popular amenities for Clearwater vacation rentals
Vacation rentals with pools in Clearwater

Shipwreck Bungalow
I absolutely loved my stay and I will absolutely stay again! I’ve already told friends about this place! It’s a lovely hidden gem! Like a little oasis away from the everyday stresses of life! And I am in love with the outdoor shower! I want one now!

Fun Funky Pool Fire Pit 4m to Beach
Ashley has a great spot!! Very fun and comfortable, perfect location for an easy drive to the beach or downtown. We’d stay again!

Luxury Beach Bungalow | Walk to Dining & Sunset
We had such a lovely stay at Coco Palms. Hosts were amazing and super responsive. Everything we needed was inside the rental. We didn’t have to bring anything except food and beverages. The pool was amazing! The beach was super close to the place and the unit was very clean and cozy! Will def be back!!

Modern Saltwater Pool Home Near Clearwater Beach!
we used the pool everyday. plenty of towels and pool toys provided. we were pleasantly surprised to find a high chair and a pack&play. located in a quiet family neighborhood. closeby attractions and restsurants. Checkout Honeymoon Island state park. we loved the beach. not crowded at all. Definitely reccommend this airbnb for a great vacation.

Private Suite, 1 bedroom, 1 bathroom, pool, patio
I had an excellent stay at William’s Airbnb! The location was absolutely perfect, which made it so easy to get to Tampa, Clearwater, and St. Pete for work. The space itself was clean, quiet, and incredibly comfortable. It was a peaceful retreat that allowed me to get a ton of work done while still feeling relaxed and recharged. The neighborhood was safe and welcoming, and everything I needed, from coffee shops to grocery stores, which was just a short drive away. William was also a thoughtful and responsive host, which made the entire experience seamless. I’m super grateful for the opportunity to stay here and will absolutely be returning the next time I’m in Florida. Highly recommend to anyone looking for a calm, convenient, and cozy home base!

Renovated 2025 - Retro Beach Oasis with Color Pop
Host was attentive, the room was clean and tidy with amenities left accessible for us. Loved the area, would book again!

Amazing views on beachfront
It was a great stay with plenty of space and easy access to the beach. Just what we anticipated.

Coastal Escape: heated saltwater pool & beaches
We absolutely LOVED the house! Cozy, inviting, CLEAN! Everything you can ask for! From the moment you walk in, it feels like home. The house is fully stocked with everything you could possibly need. The backyard is a dream! Our kiddo loved it and so did we! I would recommend this place to anyone! It is definitely worth it! We hope to return next year!
Clearwater beach vacation rentals

Beautiful Tampa Bay Pool Home Near Gulf Beaches
This Airbnb was amazing! The house was clean and well organized. Ruta thought of everything from kitchen utensils and cookware to recreational games and equipment. There were plenty of chilled waters available to us in the refrigerator as well as extras in the garage refrigerator. The rooms are very spacious. The beds are extremely comfortable and complimented by multiple choices of pillows and blankets. The pool area is very nice with clean refreshing water and an intimate setting. There is plenty of living space to spread out as well as a game room with a pro-sized pool table. There is a variety of card games and even a poker set. Additionally a pack and play is provided by the host. I would definitely book this home again and will refer it to friends and family. Ruta really thought of everything.! 🤗🎊🥳🙌🏽

Beach Front Condo!
We enjoyed everything about the condo and the area! Was clean and directly looked over the ocean!

Private Beachfront 2BR BUNGALOW*POOL*PETS ok
Amazing place to stay for a relaxing beach vacation!!! The cottage is adorable with a gorgeous view and you can’t beat walking right out the back door to the beach! We love staying here!

Artisan Island Bungalow / Walk To Downtown
What a charming house! It was perfect for mine and my husband's weekend getaway. It is only a couple blocks from downtown and we chose to walk pretty much the whole weekend. Tons of restaurants, breweries and shops nearby. I'm already thinking of coming back to stay here again with friends. Thank you tons to our hosts!

Beautiful Beachfront Cottage on the Water
Our little family of 3 had the most amazing time staying at Randy’s place. We have stayed in area each year for 16 years. We decided we are definitely coming back. It was perfect! Everything you would need was available with plenty of backup! Randy as a host is fantastic. Thank you for letting us stay!!!

Beachfront Condo with Centerline Sunsets
Excellent location for beach which was much less crowded than up around Pier 60. Within walking distance of restaurants shopping, pier60 and marina.The most beautiful sunsets can be viewed right from your balcony. Lovely pool. Comfy beds. Lots of beach items to use buckets shovels umbrella and chairs. Any questions or concerns we had for Peter were responded too quickly. 🐚🌝☀️

Tiny House Downtown, Superb Location
My husband and I thoroughly enjoyed our stay here. The tiny house is well designed. It felt open, bright and airy and just the right amount of space for a couple. The outdoor shower was one of our favorite features. The extra space outside on the patio and in the yard was a wonderful area to relax. It was beautifully surrounded by palms and bushes which made it feel private and secluded. Although we were within walking distance to so many amazing restaurants and things to do, it was quiet and peaceful. We tried many of the local restaurants, enjoyed the farmer’s market, rented a surrey and caught a canrival show at the Safety Harbor Art and Music Center. All in all, it was a delightful place to unwind and a perfect home base to enjoy and explore the area. Philippe was also very friendly and easy to communicate with, offering great suggestions. Highly recommend!

Gecko House Unit #1
We had a lovely stay at the Gecko House, Unit 1. Everything in the house was comfortable and clean. We loved the neighborhood. It was great to have the park right across the street for walking the dog. The walk downtown was just perfect. Robert made everything easy! Thanks so much.
Other great vacation rentals in Clearwater

Seasalt Breeze private cozy unit
Beautiful, very clean condo, very clean pool. Great location only a short drive to Clearwater beach. Margaret was very responsive to our questions and was an excellent host. Would highly recommend staying at this location.

Tiki Hut Cottage
We loved our stay here! The pictures do not do it justice. Our space was perfect for our family of 4 and was much bigger than the pictures showed. There is plenty of storage space for your things and the loft is perfect for the kids to have their own space. The tiki porch was awesome and the pool is right outside the back door. My kids loved feeding the turtles and koi in the pond. It is a short drive to the beach and only a 5-minute drive to downtown Dunedin. We loved coming back and relaxing in the pool after a day out. The property is so peaceful and relaxing. We would definitely stay here again!

SeaSide Condo
Our stay at Patrycja's was great very clean and quiet, easy drive to beach. She was so helpful, answered all our questions right away. We would definitely stay again Barry & Kristine May 2025.

Permaculture Homestead
Vanessa has a lovely rental and is a resposive host.

Luxury Modern Tiny Home
John and Dana were awesome! Great communication and the place was as described. This is our second time staying there and will definitely be back.

Clearwater Apt Quiet Getaway
We had a wonderful stay at Hugo’s property, would definitely recommend to anyone looking to stay close to Clearwater Beach!

Clearwater Gameroom- Pool/Mini golf/Home Theatre
Ashley was so responsive and kind. I had several questions before and during our stay but she never got frustrated. She was always so quick to respond. The home was as described. We had a wonderful staycation. My kids and their friends had so much to do. The home was clean and filled with all of the necessities. I would highly recommend to anyone and would stay here again.

salt living at its best
Such a peaceful place, 20min from Raymond James stadium. Easy driving, safe neighborhood, 20 min from Tampa or St. Petersburg. The host is amazing, best AirBnB Experience i’ve had. They are so accommodating. My husband fished , used the kayak, saw dolphins and other marine life. I just relax in the shade on the dock and enjoyed the tranquility. The rental is just like the photos. We didn’t bring our dog but it is pet friendly. No stairs except one step to dock if you have walking issues.
Quick stats about vacation rentals in Clearwater
Total rentals
3.1K properties
Total number of reviews
124K reviews
Family-friendly rentals
1.7K properties are a good fit for families
Pet-friendly rentals
990 properties allow pets
Rentals with a pool
1.8K properties have a pool
Rentals with dedicated workspaces
1.6K properties have a dedicated workspace
Your guide to Clearwater
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.
The best time to stay in a vacation rental in Clearwater
With Clearwater’s location on the Gulf Coast, the city experiences mild weather all year round. Summer brings high heat and humidity, and the start of hurricane season means this is Clearwater’s slow season. In October, temperatures start to cool off but there are fewer visitors than in the peak winter and spring season, so this may be an ideal time to book your Clearwater vacation rental if you’re looking for a quiet getaway. Snowbirds and spring breakers come to the area in the winter and early spring to enjoy the warm weather and beautiful beaches, making this the busiest time of the year.
Clearwater hosts a music and arts festival every May, and each June the streets transform into a living gallery during the Art Walk. Foodies looking to indulge in the region’s cuisine may want to visit in late October when the Stone Crab Festival celebrates the local delicacy.
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.
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 640 condo rentals to over 980 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Are there Clearwater house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 390 house rentals with pools in Clearwater, available on Airbnb. Make a splash and soak up the sun in style!
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