Vacation rentals with a kayak in Treasure Island

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Popular amenities for Treasure Island kayak rentals

House rentals with a kayak

Guest favorite
A small shed is seen with kayaks resting on its side, alongside various outdoor equipment and tools stored against the wall. The structure is surrounded by grass and a wooden fence, offering a glimpse of trees in the background under a clear blue sky.
Home in St. Petersburg
4.88 out of 5 average rating, 117 reviews

Hibernate in our Bear Creek Home

MilaRating, 5 stars1 week ago
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!
Top guest favorite
Home in Indian Rocks Beach
4.88 out of 5 average rating, 144 reviews

Waterfront Luxury Retreat in Indian Rocks Beach

SandyRating, 5 stars1 month ago
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!
Guest favorite
A peaceful river view showcases a small boat moored at a private dock. Lush mangroves line the waterway, while a lantern stands in the foreground, adding a touch of charm to the natural landscape.
Home in Tampa
4.88 out of 5 average rating, 26 reviews

Waterfront home with pool and Jacuzzi. Boat to bay

AmyRating, 5 stars1 month ago
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 .
Guest favorite
A garage area is shown with two kayaks stacked on a wheeled cart, ready for use. A large sign with 'FREE TO USE' emphasizes accessibility. The space is clean and organized, with storage items visible in the background.
Home in Tarpon Springs
4.86 out of 5 average rating, 29 reviews

Clean and Spacious Remodeled Home! Master Suite

JanelleRating, 5 stars2 months ago
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.
Top guest favorite
The exterior of the bungalow features a well-maintained façade with light yellow siding and contrasting dark shutters. A small palm tree is positioned in front, surrounded by decorative landscaping, while a stone pathway leads to the front door.
Home in Old Seminole Heights
4.96 out of 5 average rating, 179 reviews

Sunbaked Bungalow

VictorRating, 5 stars10 months ago
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.
Guest favorite
Home in Tampa
4.96 out of 5 average rating, 122 reviews

NEW Heated Salt Pool & Spa on Waterfront Canal

StephenRating, 5 stars6 days ago
We had an amazing time. Such a beautiful home and a wonderful host.
Superhost
The outdoor space features a gravel area bordered by trees, overlooking the calm waters of the Anclote River. A stone fire pit is positioned on the right, alongside a barbecue grill. A wooden pathway leads towards a seating area with views of the scenic river.
Home in Tarpon Springs
4.7 out of 5 average rating, 37 reviews

A Riverview Hideaway

MichelleRating, 5 stars26 months ago
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!
Guest favorite
An expansive covered boat dock extends over calm water, supported by sturdy pillars. Lush greenery surrounds the area, with open lawn space visible nearby. A modern waterfront house with a sloped roof is located in the background, contributing to the scenic overall view.
Home in Tarpon Springs
4.92 out of 5 average rating, 13 reviews

Boat house on the gulf 4B/3B

RyanRating, 5 stars1 week ago
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

A charming duplex features a bright pink exterior with white awnings. A swing and patio chairs are located in the front yard, surrounded by potted plants. Bicycles are parked nearby, enhancing the inviting atmosphere of this beachside property.
Cottage in Clearwater Beach
4.76 out of 5 average rating, 146 reviews

Pink Gulfside Cottage, Steps to Beach, Pets OK

LoniRating, 5 stars3 months ago
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!
Guest favorite
A wooden boardwalk leads directly to the beach, framed by sandy dunes and swaying grass. The clear blue sky meets the calm waters of the Gulf, creating an inviting scene for beachgoers. The soft beach sand stretches out, blending seamlessly into the horizon.
Cottage in Pass-a-Grille Beach
4.87 out of 5 average rating, 166 reviews

BEACH! Sunny Escape! Steps 2 Famous Beach w/2 Bike

CindyRating, 5 stars4 months ago
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.
Top guest favorite
Cottage in Tampa
4.97 out of 5 average rating, 197 reviews

Bay Lake Cottage

Michelle AnnRating, 5 stars6 days ago
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!
Guest favorite
Two kayaks are secured against a wooden fence, with one white kayak positioned above a yellow kayak. Lush greenery and palm leaves surround the area, adding a tropical touch to the scene. The ground is paved with stone tiles, indicating an inviting outdoor space.
Cottage in Crystal Beach
4.83 out of 5 average rating, 90 reviews

Happy Camper Cottage | Cozy Oasis with Hot Tub

JasonRating, 5 stars7 months ago
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!
Guest favorite
Two brightly colored paddle boards rest against a white fence in a green yard. The vibrant boards are positioned side by side, with the lush grass providing a natural contrast. Behind the fence, palm trees and a light-colored home are visible under a clear blue sky.
Cottage in Indian Rocks Beach
4.95 out of 5 average rating, 19 reviews

Sandy/Salty- Sleep 16 - 2 homes connected by yards

LexiRating, 5 stars1 week ago
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.
Guest favorite
A private gated entrance opens to a gravel pathway leading to a house surrounded by towering trees. A wooden fence lines the property, with two dogs playfully running through the entrance, creating a welcoming scene.
Cottage in Odessa
4.88 out of 5 average rating, 48 reviews

Cozy Cottage - Nature Lovers Dream - Horses - Lake

JimiRating, 5 stars1 month ago
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.
Superhost
A cozy outdoor space is framed by lush greenery and bamboo, containing several chairs arranged around a circular table. A BBQ grill is positioned against the exterior wall of the cottage, and colorful inflatables are placed nearby, creating a relaxed environment.
Cottage in Crystal Beach
4.88 out of 5 average rating, 33 reviews

Elegant Crystal Beach cottage within sea glimpse

BernitaRating, 5 stars1 month ago
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
Guest favorite
Cottage in Odessa
4.94 out of 5 average rating, 51 reviews

Kayaks, Fire pit, gated community - The Getaway

LoriRating, 5 stars4 months ago
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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