
Vacation rentals with a kayak in Clearwater
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Top-rated kayak rentals in Clearwater
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House rentals with a kayak

Stunning *NEW Remodel RIVER FRONT Oasis!
We had such a great stay at Ashley’s place! The space was clean, fun, and full of positive energy. There was no shortage of things to do—between the pool, paddleboards, canoe, dart board, and ping pong table, we were entertained the entire time. The rooms and beds were comfortable, and everything was well-kept. Ashley and her co-host were incredibly friendly and respectful of our privacy, staying in their own attached living space. We only saw them briefly on Sunday morning while they were outside doing some yard work—otherwise, we had the place to ourselves. It was a perfect spot for me, my 14-year-old daughter, and her group of eight friends. Everyone had a blast. Highly recommend!

Waterfront Luxury Retreat in Indian Rocks Beach
We had a wonderful stay at Grace’s place for our annual girls trip to spring training. The house was amazing, very clean and modern. Stocked with lots of conveniences. Great place to make group meals and chill out. Slept all 8 of us comfortably. The water views were spectacular. Very walkable to the main road where there are some restaurants and ice cream. We had everything we needed!

Waterfront home with pool and Jacuzzi. Boat to bay
We enjoyed our stay in Tampa at Chris’s home. House was exactly as described and in pictures. The pool and hot tub was a great addition. Chris was very responsive and accommodating. We enjoyed our short visits from Joseph the cat and friend .

Clean and Spacious Remodeled Home! Master Suite
Book this great house for the location alone! You will get a Superhost in Ryan, and a nicely appointed vacation home with easy access to a lovely nature park just across the street all while less than a 1.5 miles to the famous Sponge Docks and Greek section of Tarpon Springs. The nature park is a great spot to walk your dog or just enjoy the natural beauty of the area. Clean, comfortable and nicely remodeled home, great bed, and functional kitchen with plenty of storage for your items. Ryan is highly engaged and responsive; you won’t be disappointed with this Tarpon Springs home. We would book again without hesitation.

5 Bed/4 Bath Waterfront "Lay Low" in Apollo Beach
Beautiful, well maintained and stocked property(toilet paper, trash bags etc)!! We enjoyed fishing off the dock as well as relaxing in the hot tub while the kids played in the pool! The beds were comfy home was clean and comfortable! Didn’t hear a complaint from anyone! We loved that the home was located walking distance to restaurants!

Piece of paradise in Indian Rocks Beach.
We thoroughly enjoyed our stay at Michael's home. It's located in a beautiful neighborhood with great beach access, although who needs the beach when you have such a beautiful garden to spend time in. With the ocean views, dolphins riding by, the pool and fishing off the dock our kids were so happy just to be home. Michael is a great host, incredibly responsive, generous (he bought our lunch after our fight in) and helpful. This is a fantastic choice, you will not be disappointed!!

Sunbaked Bungalow
Upon arrival at the designated location, we discovered that all items were situated in their proper places. The cleanliness of the house was impeccable, and it was well-equipped with everything we required throughout our stay. Ross demonstrated exceptional hosting skills and maintained consistent communication.

A Riverview Hideaway
Super unique home, great location, close to everything, but also tucked away. The home had something for everyone, fishing, lots of space and very cool antiques. The home was very clean and inviting. Pete and Tammy were great, we look forward to visiting again. Thank you for everything!
Cottage rentals with a kayak

Pink Gulfside Cottage, Steps to Beach, Pets OK
Our cottage wasn’t ready when we arrived but Captain Al was very responsive and accommodating! He provided us another cottage in a timely manner and generously took care of our dinner tab while we waited. It was very chilly in Florida during our stay and Captain Al brought us an additional space heater to use during our stay. The location is amazing and the cottages are very unique! We’d definitely come back!

BEACH! Sunny Escape! Steps 2 Famous Beach w/2 Bike
If you are looking for a historic, old-school Florida home, this is it. The only reason it isn’t a perfect score is that the hurricane closed most of the shops that make Pass-a-Grille quaint. We were able to support a few local restaurants, and the local traffic was very light. We wouldn’t have changed our trip, but it would have been good to know. It seems like businesses are working hard to get back on their feet. Overall a good experience. I appreciate Lisa’s great responsiveness.

Bay Lake Cottage
This was our second stay at this cottage and we are already looking forward to booking again! My husband and I appreciate the attention to detail with every aspect of our stay. Kristen is a fantastic host. We didn’t have to bother her during our stay because the cottage is stocked with everything we needed. Another awesome stay.

Happy Camper Cottage | Cozy Oasis with Hot Tub
Anna was extremely helpful and accommodating for our last-minute trip with the kids. Her place was super cute and very clean and well kept and we would be happy to recommend it to friends and family or return ourselves. Thank you so much, Anna!

Riverfront Home w/ Putting Green & Boat Dock!
Thanks for having us. Great location!

Sandy/Salty- Sleep 16 - 2 homes connected by yards
Great gathering place for an extended family to get together. Very short walk to a stunning beach Great for kids. Perfectly located next to a park as well which was great.

Alafia River Cottage
The Alafia River House did not disappoint. Check in was easy with helpful photos & directions. The neighborhood is pretty quiet but yet close to everything too. The house is tucked in right on the river, the yard is lush & Florida tropical, it is the perfect place to sit & read, eat a meal or take a nap. Watching the chickens and surrounding nature are an added bonus. The home is old with character, but so clean & refreshing. All the things you need and more are carefully stowed in antique furniture. Martha is easy to contact, but you shouldn’t need anything. The kitchen is up to date & has all of the extra things that you probably forgot to bring. My husband and I had a sweet trip & the Alafia River House was a gem. Thank you Martha.

Cozy Cottage - Nature Lovers Dream - Horses - Lake
We enjoyed our stay and the dogs loved the fenced yard and the friendly hoses. Very peaceful and relaxing setting. Host left us some fresh eggs and we had everything we needed for a great stay.
Quick stats about vacation rentals with a kayak in Clearwater
Total rentals
50 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
3.6K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
20 properties have a pool
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- John's Pass
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