Vacation rentals with a kayak in Hillsborough County

Find and book unique kayak rentals on Airbnb

Top-rated accommodations with a kayak in Hillsborough County

Guests agree: these accommodations with a kayak are highly rated for location, cleanliness, and more.

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Guest favourite

Cottage in Tampa

4.98 out of 5 average rating, 168 reviews

Bay Lake Cottage

You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake.Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, smart TV’s, blackout curtains,shampoo/conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Pet fee $50. Elope/Proposal packages IG lakepossibility

Guest favourite

Home in Apollo Beach

4.98 out of 5 average rating, 123 reviews

5 Bed/4 Bath Waterfront "Lay Low" in Apollo Beach

Apollo Beach Waterfront Home with Pool & Hot tub, 4 bedroom-4 private baths & elevator. Theater room-murphy bed (5th bedroom). Game room - pool, air hockey... Enjoy kayaks, paddle boards, fish at the dock or book a boat charter with owner, 20% off for guests. 3 restaurants - walking distance. Apollo Beach - 1/2 mile away! Bahia Beach -2 restaurants and EG Simmons Beach - 20 min away. Bring your boat, dock at house, Apollo Beach Marina - 2 min. away. Animal-free home due to severe allergies.

Superhost

Home in Tampa

4.78 out of 5 average rating, 245 reviews

*Waterfront* Kayaks & Bikes - Papa’s Rustic Cabin

Experience True Old Florida! Papa’s Cozy, Rustic, Oceanfront Fishing Cabin. Brand new dock installed January 2024! 2 kayaks (individual rider), 2 bikes, & fishing rods provided. Come enjoy the traditional Old Florida style neighborhood, located near charming Oldsmar on a Saltwater Gulf canal, only a few houses down from open Bay. Great for the outdoorsy vacationer. The depth of the canal moves up and down with the tides. It’s usually shallow but has many fish in high tide. Proudly dog friendly!

Guest favourite

Cottage in Lutz

4.95 out of 5 average rating, 143 reviews

Little piece of Heaven 2

This 2 bedroom cozy cottage is nestled on a 1.5 acre piece of property on a serene ski sized lake. The cottage is a laid back coastal feel with all of the amenities of home.Tucked away in between the hustle and bustle of Tampa without ever knowing it. Easy access the Veteran's Expressway that will take you to anywhere from Clearwater and our pristine beaches to Downtown St. Pete. I275 will take you to Downtown Tampa, Busch Gardens and Adventure Island. I-4 will take you to Orlando attractions

Guest favourite

Home in Riverview

4.97 out of 5 average rating, 108 reviews

Beautiful Waterfront Home on the Alafia River.

Beautiful Waterfront Single Family home on the Alafia River leading to Tampa Bay and the Gulf of Mexico. Bring your boats, jetskis, Kayaks, water toys, fishing rods, etc. Riverview Civic Center and Boat Ramp is literally a couple of blocks away from the property and trailer parking is available at the property. If it’s your lucky day, you will see manatees, dolphins, snook, redfish and stingrays right from the dock. Excellent fishing, restaurants and nightlife all on the river or by vehicle.

Superhost

Home in Tampa

4.89 out of 5 average rating, 152 reviews

Luxurious "Riverfront Oasis" - Waterfront w/pool

Incredible waterfront vacation home, with a coastal, modern-farmhouse design, creating the ultimate Florida getaway! Spend your vacation relaxing in our private heated pool, around the fire pit, or dining on the boat dock around our 18-person dining table! Beautifully furnished and newly remodeled, 2 story home with luxury amenities, including bathrobes 2 fully stocked kitchens, and high speed internet just to name a few. All of this with spectacular views of the Downtown Tampa Skyline!

Guest favourite

Farm stay in Odessa

4.99 out of 5 average rating, 310 reviews

Farm and lake stay at Maison de L'eau Douce

LAKEHOUSE PRIVATE cabin-farmhouse décor-full kitchen/living room-cozy bedroom/full bath-W/D- 2.5 acres-2 flat screen TVs with Roku (Netflix, Spectrum cable app, and more)-bamboo hard wood flooring- high thread count sheets-very comfy queen bed. IKEA Sleeper sofa in livingroom. Kitchen: gas range-dishwasher-microwave-Keurig machine. Wooded setting-large deck with views of the lake. WIFI. Gas grill/firepit. HOUSEBROKEN PET FRIENDLY. WE NOW CHARGE A PET FEE (see below for details).

Superhost

Rental unit in Tampa

4.81 out of 5 average rating, 452 reviews

↱Riverfront Escape w/included kayaks near dwntwn↰

Relax by the firepit, paddle the Hillsborough River in the included kayaks or paddleboard, or fish in your own oasis with endless views of birds and wildlife all while being just 5 minutes from world class restaurants all along Florida Ave in Seminole Heights and Zoo Tampa 10 minutes from Ybor City and Downtown Tampa, Riverwalk and Armature Works, and Amalie Arena 13 minutes from the airport and Busch Gardens 45 minutes from Clearwater Beach and 0 minutes to an epic sunset view!

Guest favourite

Tiny homes in Tampa

4.99 out of 5 average rating, 444 reviews

Cozy AF Tiny-House Oasis

Awarded a *Unique Stay* by Airbnb, welcome to the **Cozy AF Tiny-House Oasis**, a rustic tiny home that started its journey as a world-traveling storage container. Now transformed into a charming cottage, it’s filled with unique and fun details waiting to be discovered. Enjoy the entire backyard, complete with a hot tub, koi pond, fire pit, hammocks, greenhouse, and even a bunny garden! Our goal is not just to offer you a place to stay but an experience you’ll cherish forever

Guest favourite

Guest suite in Riverview

4.98 out of 5 average rating, 131 reviews

The Guest House at Riverbend Retreat Fla.

True Florida-style living under the oaks and palms on the Alafia River with beautiful views and comfortable beds. We include use of the pool, spa, fire pit, hammock, putting green, yard games, BBQ and dock area. There are additional bedrooms in the adjoining house for larger groups. Fisherman can cast into the river with expectations of catching Sheepshead, Red Snapper, Speckled Trout, Snook, Spotted Bass and Florida Gar off the dock. We also catch blue crabs.

Guest favourite

Guesthouse in Tampa

4.87 out of 5 average rating, 866 reviews

Seminole Heights Riverside Paradise at Isla de Dij

Whether you're traveling for business, seeking a FL adventure or a short getaway staycation, the stunning waterfront views, pool & incredible amenities with convenient proximity to downtown Tampa, airport & area attractions, the guesthouse at Isla de Dij is the perfect accommodation. You'll fall in love with the massive live oaks that line the brick paved streets, the glassy waters of the Hillsborough River and the brilliant sunsets that paint the evening sky.

Superhost

Condo in Saint Petersburg

4.86 out of 5 average rating, 432 reviews

No Pool from Helene. Waterfront condo on top floor

Elevator is currently not working. This is on the fifth floor. NO POOL. Damage from Helene until further notice. Expected to be repaired by November/December. Great view of water. Especially beautiful sunsets! Top floor end unit for privacy. Pinellas trail across the street to ride your bike or hike, a beautiful 38 mile trail. Plenty of restaurants nearby and grocery stores. Only 8 min drive to beach. 15 min from downtown St. Pete.