
Vacation rentals with a kayak in Treasure Island
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Top-rated kayak rentals in Treasure Island
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House rentals with a kayak

Hibernate in our Bear Creek Home
We had such an incredible vacation in St Petersburg thanks to Phillip’s home and hospitality! It was a great location and quiet neighbourhood, and the home was big and clean. Phillip went above and beyond by providing so many amenities, we had a stocked fridge and lots of snacks, which was really great to walk into after we arrived late. We had the pleasure of meeting Phillip, and he had great recommendations that made our trip even more memorable. Thank you Phillip, we hope to visit you again!

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
We had an absolutely fantastic week at Ryan’s place. It was clean with comfortable beds. Some of the extra amenities we enjoyed: Brita water filter, beach chairs, games, and a large garage, which we used to store our kayak trailer when not in use. The location is perfect if you’re looking to explore Tarpon Springs, and a great base for kayaking spring fed rivers within an hour or two drive. Having the nature trail across the street was perfect for morning dog walks.

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.

NEW Heated Salt Pool & Spa on Waterfront Canal
We had an amazing time. Such a beautiful home and a wonderful host.

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!

Boat house on the gulf 4B/3B
Joey was outstanding when it came to any questions we had for the house, very responsive. House is exactly as described and the views are outstanding. Joey even had some extras for our arrival.
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
We had such a great stay at Kristin’s place! It was super cute, really clean, and had everything we needed. Kristin was amazing — super responsive and helpful with all of my questions. The AC worked perfectly, which was such a relief with the April heat, and the shower was awesome too. There was a little construction nearby, but honestly, we barely even noticed it, and Kristin made sure to let us know about it ahead of time. The private dock felt so peaceful and tucked away, and the gazebo made the perfect spot for our wedding ceremony — it was seriously magical. Kristin made us feel so welcome and at home, and we couldn’t have asked for a better place to have our special day. We’re so grateful and would definitely stay here again!

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!

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.

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.

Elegant Crystal Beach cottage within sea glimpse
This super cute cottage is very clean with up-to-date appliances and beautifully decorated with well-thought-out use of space! We stayed for 10 weeks and slept soundly every night due to the comfortable mattress, peaceful & quiet safe neighborhood. The newer fixtures and large washer/dryer were so convenient. Communication with Mary Jane was fantastic. She’s very responsive to questions and even though she lives next door, never intrusive. She’s so gracious we’d be back in a heartbeat! 💗 Truly one of the best experiences we’ve had in the nearly decade of staying in Airbnbs. Location is a bonus as is very walkable to Bay/Beach or bicycle to the Pinellas Trail. This area has so much to offer with beaches, trails, restaurants, fairs, etc

Kayaks, Fire pit, gated community - The Getaway
Comfortable place in a gated community which made us feel safe. Plenty of shopping and restaurants around the area. Suzanne messaged us during our stay to make sure everything was going well. Thank you Suzanne.
Quick stats about vacation rentals with a kayak in Treasure Island
Total rentals
40 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
680 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
20 properties have a pool
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