Vacation rentals with a kayak in Hillsborough County

Find and book unique kayak rentals on Airbnb

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Popular amenities for Hillsborough County 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
4.87 out of 5 average rating, 106 reviews

Hibernate in our Bear Creek Home

ShannonRating, 5 stars2 days ago
Wonderful stay!! The house and pool were perfect, and the hosts thought of every possible thing you could need. One of the best Airbnb stays we’ve ever had. Beautiful heated pool was amazing!! Everything was very clean. Thoughtful touches like complimentary wine and food. Great location, right between st Pete downtown and st Pete beach. Thank you so much!!
Superhost
The image features two colorful kayaks positioned on green grass near a wooden dock, with a tranquil canal visible beyond. A large tree provides shade in the background, and the serene waterfront setting is enhanced by surrounding greenery.
Home in Largo
4.82 out of 5 average rating, 84 reviews

Lake Seminole Waterfront Home, Kayaks Included

KenRating, 5 stars1 week ago
A nice house to stay in! The host has multiple people communicating and they did excellent in communication! Rooms: 1 Queen Bed/Bath suite and another room with 2 twin beds and a bath. Nice living room furniture was a plus because there was/is no outside lounge furniture. The grass and water moat in the back won't look as the pictures unless during more of a raining or summer season. Only 1 fishing pole there. Kayaks are old. The coffee mugs and silverware was old and dirt stained and grossed us out to drink out of the mugs. The host/cohosts were friendly and professional and understanding of some of our concerns. They worked with us for a small refund due to maintenance issues.
Guest favorite
Home in St. Petersburg
4.95 out of 5 average rating, 22 reviews

Casa Coquina: waterfront, pool, hot tub, boat lift

JayRating, 5 stars1 day ago
Creative space, quiet and comfortable. Chuck & Jilla were very responsive to questions. Look forward to a return visit.
Superhost
A spacious backyard features a screened-in pool area, surrounded by palm trees. A wooden deck leads to a private dock with boats and jet skis moored alongside. Reflections of the setting sun glimmer on the calm waters, creating a serene ambiance.
Home in Apollo Beach
4.9 out of 5 average rating, 10 reviews

Canalfront Home w/ large Pool

TammyRating, 5 stars8 months ago
The home was beautiful, clean, peaceful and comfortable. I really enjoyed the pool, the beds were very comfortable (important) and the master shower was awesome! Had a small problem with the freezer not freezing very well, but it was not a big deal. I only wish we could had stayed longer. It was just what I needed. Thanks Michael!
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
4.89 out of 5 average rating, 27 reviews

Clean and Spacious Remodeled Home! Master Suite

WayneRating, 5 stars2 weeks ago
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.
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 Tampa
4.96 out of 5 average rating, 179 reviews

Sunbaked Bungalow

VictorRating, 5 stars7 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.
Superhost
A serene outdoor space features a circular seating arrangement surrounding a fire pit, complemented by a hammock. Lush greenery frames the area, with views of the water and dock in the background, creating a tranquil atmosphere for relaxation.
Home in Tampa
4.9 out of 5 average rating, 164 reviews

Luxurious "Riverfront Oasis" - Waterfront w/pool

ErikRating, 5 stars1 week ago
Great place not too far from the stadium
Guest favorite
Home in Tampa
4.96 out of 5 average rating, 112 reviews

NEW Heated Salt Pool & Spa on Waterfront Canal

JesseRating, 5 stars2 weeks ago
The home was perfect and as described. The response and checkins from the owners was also really appreciated. They really care about you enjoy yourself and are available for anything if you need!

Cottage rentals with a kayak

Superhost
A serene beach scene shows soft, white sand stretching along the shoreline, meeting gentle turquoise waves under a clear blue sky. A few people are visible enjoying the beach, with vibrant green vegetation and distant structures lining the coast.
Cottage in St. Pete Beach
4.81 out of 5 average rating, 269 reviews

Sunny PaG Island rental w/bikes-just steps2beach

JamesRating, 5 stars1 month ago
The place was great, and Lisa was very proactive with all of her communication prior to our trip. The place was as described, close to the beach, and comfortable. Would definitely stay again.
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 Saint Pete Beach
4.87 out of 5 average rating, 165 reviews

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

CindyRating, 5 stars1 month 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.
Guest favorite
Two wooden Adirondack chairs are positioned on a deck overlooking a serene lake. A floating dock extends into the water, featuring two red lounge cushions. The clear blue sky enhances the tranquil atmosphere, with greenery visible along the shoreline.
Cottage in Tampa
4.98 out of 5 average rating, 186 reviews

Bay Lake Cottage

MarieRating, 5 stars1 month ago
Super cute cottage; perfect for my husband and me. The lake is beautiful. It was a great place to land for the two of us while we explored Tampa. The washer and dryer were really helpful. Thanks for sharing your space with us, Kristin! :)
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 Palm Harbor
4.83 out of 5 average rating, 90 reviews

Happy Camper Cottage | Cozy Oasis with Hot Tub

JasonRating, 5 stars4 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 blue adirondack chairs are positioned by the water's edge, offering a serene view of the river. A weathered stump sits between the chairs, while nearby trees provide shade. In the background, residential homes can be seen along the riverbank.
Cottage in Riverview
4.95 out of 5 average rating, 79 reviews

Alafia River Cottage

GuyRating, 5 stars1 month ago
Martha and George were very welcoming and helpful people. Upon arrival, George greeted us and brought us fresh eggs. There home is very comfy and accurately described by the pictures and Air Bnb listing. It is located near the water and while we were there we saw manatee right off the sea wall. Brandon has a ton of stuff to do and is a short drive to Tampa. With that said, their property was tucked away in a nice quiet neighborhood and I had no problem relaxing there. If you're thinking about booking, you won't regret it.
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
4.89 out of 5 average rating, 44 reviews

Cozy Cottage - Nature Lovers Dream - Horses - Lake

MichaelRating, 5 stars1 week ago
I wish I didn’t have to leave even though are stay was short Mango and Bumblebee greeted us on arrival they were so gentle and friendly with my 18 month old grandson and the host went above and beyond for us on multiple occasions on are short stay if I could give them a 100 stars out of 5 I would I had a stressful week places like this calm the soul thank you
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
4.94 out of 5 average rating, 31 reviews

Elegant Crystal Beach cottage within sea glimpse

ChrisRating, 5 stars1 month ago
We had family to visit in New port Richie so it was an ideal area for us to stay . Nice touches to the little cottage . It had everything we needed . Comfortable bed, washer, dryer , shower, stove top, microwave and best of all ? Our dog was welcomed . People seemed friendly in the are . There was soft music playing for us upon our arrival . Host was next door but gave us plenty of space . Outdoor lighting was helping when we arrived at night
Guest favorite
A teal kayak with yellow paddles is positioned on a light-colored concrete surface. The kayak displays a streamlined design, suitable for water activities. Sunlight reflects off the surface, highlighting a nearby window with a vibrant green frame.
Cottage in Palm Harbor
4.96 out of 5 average rating, 56 reviews

Escondido Boutique Bungalow in Crystal Beach

RamonaRating, 5 stars1 month ago
ASAP- book this lovely home! Look no further - CHARMING OLD FLORIDA LOCATION, - close to shopping and many cool restaurants. Tastefully decorated house in a quiet, safe neighbourhood with a very well appointed kitchen and comfortable beds. Large, spectacular lanai looking onto a private, lush backyard. A five minute walk to the Pinellas Trail or to peaceful Crystal Beach to watch sunsets. Charming, attentive hosts. Most highly recommended - first-rate! We stayed for a month Dec to January 2025.

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