
Vacation rentals with a kayak in Hillsborough County
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Top-rated kayak rentals in Hillsborough County
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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.

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.

Quiet 3BD Huge Tropical Garden & Patio. 5min Beach
Escape to our tranquil tropical paradise! Our private garden overflows with emerald palm trees, exotic foliage and native blooms, while the covered patio offers a place to relax and savor nature's natural sounds. Grill area, outdoor seating, lounge chairs. 5 minutes to Indian Rocks Beach and downtown amenities. Embark on bike rides on the nearby Pinellas Trail and Tailor Park with our complimentary bikes. Enjoy fun and fishing with our provided kayaks and gear, easily loaded onto your car.

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.

Seminole Heights Riverside Paradise w/Pool
Our stunning waterfront views, pool, kayaks, paddle boards, and beach cruisers are a few of the many amenities that make our property perfect for your Florida vacation. Our convenient proximity to downtown Tampa, air & sea ports, beaches, and parks make the guesthouse at Isla de Dij 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.

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

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

Villa Al Golfo Pristine Waterfront Oasis
Pristine villa in the lovely seaside Gulf town of Indian Rocks Beach, 2 short blocks to the beach & the Intracoastal in your backyard. All newly renovated, both inside and out, enjoy unobstructed water views, private entrance, personal patio & your own indoor/outdoor fireplace. When you aren't lounging outside or taking a glide on our paddle board, you'll love the gourmet kitchen, comfy living room, two large TV's, cable/wifi, luxe memory foam king bed & secured safe.

Walk score 82 | bikes | kayak | 214mbps | foam bed
♡ 400ft²/38m² private craftsman studio apartment on shared property ♡ ☞ Walk Score 82 (walk to cafes, dining, shopping..) ☞ Bike Score 75 (2 bikes provided) ☞ Memory foam mattress + sofa couch ☞ Fully equipped + stocked kitchen (K-cup) ☞ Free kayaks + beach gear ☞ Onsite parking ☞ Smart TV w/ Netflix ☞ 214Mbps Wi-Fi ☞ AC & Heat 5 min → Salvador Dall Museum, Vinoy Park, St. Pete Pier 15 min → Airport & St Pete Beach ***Send me a message for current promos***

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

Azule|Waterfront | Walk to Beach-Dock-Bikes-Kayaks

Waterfront, Hot tub, Bush Garden

Silverking Keys Retreat!

Canal views, dock, Manatees, pool and more

Waterfront Manatee Home Pool, Dock, Optional Boat

Sweet 1927 Colonial Charmer

River Oasis w/ Swim Spa & Hoop Court walk to Zoo

Waterfront Villa w/Hot Tub• Game Room•Kayaks•Bikes
Cottage rentals with a kayak

Sunny PaG Island rental w/bikes-just steps2beach

Pink Gulfside Cottage, Steps to Beach, Pets OK

Sunny 2BR • Steps to Famous Beach • 2 Bikes

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

Land's End 11-404: Gulf Front Gem - 2BD/2BA

Waterfront studio w/Hot Tub and Putting Green

Relaxing Getaway. 2 Story Guesthouse w/yard

Lakefront~VIEWS~Heated Pool~Kayaks~Games~Firepit

Waterfront Home with Kayaks, Dock & Boatlift

Peaceful Penthouse Escape | Oceanfront View & Pool

Nautical Landings - Honeymoon Island Pass

Cottage in Paradise.
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- Rentals with a kayak Florida
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- Anna Maria Island
- Busch Gardens Tampa Bay
- Raymond James Stadium
- John's Pass
- Reunion Resort Golf Courses - Palmer & Watson
- Dunedin Beach
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Cortez Beach
- Amalie Arena
- Anna Maria Public Beach
- Island H2O Live!
- Bean Point Beach
- Jannus Live
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Gulfport Beach Recreation Area
- Adventure Island
- Bok Tower Gardens
- Things to do Hillsborough County
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