
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.

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

The Riverfront Suite at Casa del Alma
The riverfront suite @ Casa Del Soul has something for everyone. Whether you’re traveling for business, on vacation exploring Tampa Bay, or wanting to get out of the house for a weekend stay-cation look no more. Casa del Soul is centrally located in trendy/ eclectic neighborhood of Seminole Heights just minutes away from Ybor, Hard Rock, Downtown, South Tampa, Hyde Park , Lowry Park Zoo, Busch Gardens, Adventure Island, the Amphitheater, Arena, International Mall, Stadium, Restaurants & More.

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.

Apollo Beach Waterfront • Pool, Kayak & Sunset
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

Waterfront Townhome w/ Heated Pool & Balconies
Relaxation awaits you the moment you step in to Bahia Bungalow, a 2 Bedroom, 1.5 Bath town home nestled in Little Harbor Resort. Little Harbor is located on a partially private guest reserved beach in Ruskin, a short drive from Tampa, Sarasota & St. Pete. The resort overlooks Tampa Bay & features a heated outdoor pool, basketball and pickleball courts, fitness area, a playground & a marina. Dining within the Resort include a bay-view restaurant, a poolside bar/grill.

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.

Farm and lake stay at Malfini Cay
PRIVATE GUESTHOUSE...Lakefront -full kitchen living room-very large bedroom-full bath-2.5 acres. Newly decorated/remodeled. 2 flat screen TVs-Roku (Netflix and Spectrum app)-WIFI -laminate flooring-high thread count sheets-comfy queen bed. IKEA sleeper sofa in livingroom. All kitchen appliances with coffee bar/Keurig-W/D. Wooded setting-beautiful views of ski lake. Gas grill/firepit. HOUSEBROKEN PET FRIENDLY. WE NOW CHARGE A PET FEE (see below for details).

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
Popular amenities for Hillsborough County kayak rentals
House rentals with a kayak

Oak Tree House

Waterfront, Hot tub, Bush Garden

Renovated peaceful 2 Bed cottage with/hot tub.

5 Bed/4 Bath Waterfront Pool Home in Apollo Beach

Lake Tarpon Waterfront-Private

Piece of paradise in Indian Rocks Beach.

Waterfront Retreat | Pet-Friendly | Near Beach

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

[TRENDlNG] Modern 5BR Pool Villa + Arcade & Sauna

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

Silverking Keys Retreat!

Coastal Farmhouse & Pool

Pura Vida Waterfront Pool Home

Charming Casita Near Two Downtowns & Beaches

Near Tampa, St. Pete & Top Beaches + Pet-Friendly!

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