
Vacation rentals with a kayak in Hillsborough County
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals in Hillsborough County
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

The Borough Riverside Retreat
Located on the Hillsborough River in the heart of Tampa. Stores, parks, restaurants and bars within walking distance. The private suite is smaller in size but warm and cozy, it has a queen bed with luxuries likens Jacuzzi tub, a Kitchenette with a mini fridge, microwave, toaster oven, , HD TV, Ice Cold A.C. and more. The property has a heated swim spa, firepit , swing area w/ hanging bed, hammock, fishing dock, outdoor shower, kayaks, Jon boat, bikes, lawn chairs to catch some rays and more..

salt living at its best
- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Cypress Lakes Barn Retreat
Rest & relax at this newly constructed barn loft apartment, located on a 4 acre hobby farm in Odessa, Florida on a private lake. This one bedroom, one bath and kitchen is clean, fun, and convenient. We have 2 daily feedings of farm animals at which you can participate including horses, cows, goats, & chickens; or you can choose to kayak on the lake. This memorable place is anything but ordinary, and is conveniently located 11 miles from the airport and is a quick drive to dining & shopping.

Tampa Bay Gem - Spectacular Beachfront Views
Escape to the tranquil shores of Rocky Point Island and bask in the awe-inspiring beauty of the ocean view. Our impeccable condo boasts stunning sunsets over Tampa Bay, perfect for a stylish getaway. Just steps away from Ben T Davis Beach and delicious restaurants, plus the Tampa Int'l Airport, Raymond James Stadium, downtown, Amalie Arena, Straz Center, Historic Ybor City, Hyde Park, Soho, Riverwalk, and the Port of Tampa. Book now for an unforgettable experience filled with adventure.

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, WiFi, 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. Dogs okay, sorry no cats, pet fee $50.

Waterfront Pool Oasis •Kayak, Games & Sunset Views
Relax at your waterfront oasis in Apollo Beach with a private pool, kayaks, and sunset views. Spot dolphins and manatees from the backyard or unwind on loungers with outdoor dining and games. Inside: full kitchen, dining area, 2 bedrooms, 2 baths, plus an extra living room with sleeper sofa and closet that serves as a 3rd bedroom. Close to Tampa, beaches, dining, and family attractions — ideal for families, friends, or a romantic getaway in a spacious private home. LIC# DWE3913431

↱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!

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

Seminole Heights Riverside Paradise w/Pool
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.

Bayside Retreat your tropical oasis
"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

Little Manatee River Cottage
This cottage is located on the Little Manatee River. Sun City Center 10 min Aquatic rentals walking distance. The cottage is updated. Abundant fishing charters, Little Harbor, manatee viewing center and Simmons Park all within minutes. Fully furnished, linens, kitchen utensils; bath towels; blankets pillows comfy furnishings. View sunsets out on the river, on the dock or at Little Harbor sipping your favorite drink.

Tampa Waterfront Heated Pool/ Hot Tub Oasis w Dock
Enjoy this South Tampa waterfront pool home, centrally located off Westshore. Close proximity to Clearwater, downtown Tampa, and Orlando. Featuring brand new contemporary finishes and breathtaking views. This home Is monitored on video surveillance on the exterior corners of the home as well as the back yard and front door ring camera. Device will record during reservations. No parties of any kind will be permitted.
Popular amenities for Hillsborough County kayak rentals
House rentals with a kayak

Oak Tree House

Hibernate in our Bear Creek Home

Private Dock~Covered Pool~Hot Tub~Game Room Fun!

Waterfront, Hot tub, Bush Garden

Peaceful Pet friendly 2 BR cottage with hot tub.

5 Bed/4 Bath Waterfront Pool Home in Apollo Beach

Waterfront + Heated Pool | Pet + Boat Friendly

Kayaking at Bullfrog Creek
Cottage rentals with a kayak

Sunny PaG Island rental w/bikes-just steps2beach

Pink Gulfside Cottage, Steps to Beach, Pets OK

Sleep 7 Steps to Beach Pets OK Real Beach Cottage

Happy Camper Cottage | Cozy Oasis with Hot Tub

Alafia River Cottage

Elegant Crystal Beach cottage within sea glimpse

Seaside Cottage- Gulf Waterfront with heated pool

1 Bd Immaculate Gulf front BOHO Beach Cottage
Other vacation rentals with a kayak

Waterfront Pool Home + Golf Cart & Kayaks

Waterfront studio w/Hot Tub and Putting Green

Silverking Keys Retreat!

Pool, Bay View, 5 min St Pete Beach @ Sand Dollar

The little house!

Breathtaking Lakefront Glass Cottage

Luxury Water Front Lake house

Brand New! Florida Riverfront Getaway
Destinations to explore
- Boutique hotels Hillsborough County
- Resort rentals Hillsborough County
- Rentals with an accessible height bed Hillsborough County
- Beachfront rentals Hillsborough County
- Villa rentals Hillsborough County
- Rentals with an EV charger Hillsborough County
- Bed and breakfasts Hillsborough County
- Bungalow rentals Hillsborough County
- Luxury rentals Hillsborough County
- Rentals with a hot tub Hillsborough County
- Rentals with a fireplace Hillsborough County
- Pet-friendly rentals Hillsborough County
- Rentals with lake access Hillsborough County
- RV rentals Hillsborough County
- Cottage rentals Hillsborough County
- Fitness-friendly rentals Hillsborough County
- Family-friendly rentals Hillsborough County
- Apartment rentals Hillsborough County
- Rentals with a washer and dryer Hillsborough County
- Rentals with outdoor seating Hillsborough County
- Rentals with a patio Hillsborough County
- Rentals with pools Hillsborough County
- Aparthotel rentals Hillsborough County
- House rentals Hillsborough County
- Waterfront rentals Hillsborough County
- Loft rentals Hillsborough County
- Private suite rentals Hillsborough County
- Rentals with an accessible height toilet Hillsborough County
- Smoking-friendly rentals Hillsborough County
- Farmstay rentals Hillsborough County
- Townhouse rentals Hillsborough County
- Rentals with a fire pit Hillsborough County
- Condo rentals Hillsborough County
- Tiny house rentals Hillsborough County
- Rentals with a sauna Hillsborough County
- Rentals with beach access Hillsborough County
- Hotel rooms Hillsborough County
- Guesthouse rentals Hillsborough County
- Rentals with a home theater Hillsborough County
- Rentals with breakfast Hillsborough County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Anna Maria Island
- Busch Gardens Tampa Bay
- John's Pass
- Raymond James Stadium
- Dunedin Beach
- Weeki Wachee Springs
- Reunion Resort Golf Courses - Palmer & Watson
- Coquina Beach
- Vinoy Park
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Amalie Arena
- Island H2O Water Park
- Bean Point Beach
- Jannus Live
- Southern Dunes Golf and Country Club
- ZooTampa at Lowry Park
- ChampionsGate Golf Club
- Gulfport Beach Recreation Area
- North Beach
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Bok Tower Gardens
- Things to do Hillsborough County
- Tours Hillsborough County
- Art and culture Hillsborough County
- Nature and outdoors Hillsborough County
- Sports activities Hillsborough County
- Sightseeing Hillsborough County
- Things to do Florida
- Sports activities Florida
- Sightseeing Florida
- Nature and outdoors Florida
- Art and culture Florida
- Tours Florida
- Wellness Florida
- Entertainment Florida
- Food and drink Florida
- Things to do United States
- Food and drink United States
- Art and culture United States
- Entertainment United States
- Wellness United States
- Nature and outdoors United States
- Sightseeing United States
- Tours United States
- Sports activities United States




