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Vacation rentals with a kayak in Clearwater Beach

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Clearwater Beach

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Home in Tampa

4.78 out of 5 average rating, 245 reviews

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

Papa’s Cozy, Rustic, Oceanfront Fishing Cabin. Brand new dock installed January 2024! 2 kayaks, 2 bikes, & fishing rods provided. Old Florida style neighborhood 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! Not suited for everyone. If you’re looking for luxury this is not the place for you!

Cottage in Tampa

4.98 out of 5 average rating, 158 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

Cottage in Pass-a-Grille Beach

4.8 out of 5 average rating, 252 reviews

Sunny PaG Island rental w/bikes-just steps2beach

Welcome to your perfect beach getaway! This charming cottage rental is just steps away from the beach. With a queen bedroom, private porch, and cozy living room, it's the perfect space for a couple or solo travelers. A fully equipped kitchen, living area, bedroom, and dining space. Step outside onto the upstairs porch/patio and you'll find the perfect spot to relax with a cold drink and take in salt air. Your downstairs patio is equipped with a BBQ grill and seating for a nice outdoor dinner.

Cottage in Lutz

4.96 out of 5 average rating, 114 reviews

A little piece of Heaven

It is a truly cozy cottage, with all the amenities of home with a lakefront view. There's a firepit outside for those colder nights and kayaks and peddleboats for the more adventurous ones, or just sit back and take in some sun on the new dock. Centrally located in between the Veterans Expressway and I 275...minutes from shopping, Lake Park, Adventure Island and Busch Gardens ...Lutz has something for everyone. don't let your friends and family stay in a hotel, we've got it all waiting here.

Home in Riverview

4.97 out of 5 average rating, 107 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.

Villa in Largo

4.98 out of 5 average rating, 99 reviews

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.

Vacation home in Clearwater Beach

4.86 out of 5 average rating, 123 reviews

Waterfront Courtyard Condo 2 Blocks to Beach

Renovated and conveniently located Clearwater Beach courtyard condo with water views of the Mandalay channel. Kitchenette and additional pull out sofa to easily accommodate additional guests if needed. Central location, being on the edge of residential and commercial districts, allowing for short walking distances to all popular attractions and food on Clearwater Beach. Watersports on-site with office, offering amazing Island Jet ski tours, kayak & paddleboard rentals, parasailing!

Condo in St. Petersburg

4.86 out of 5 average rating, 266 reviews

Breathtaking Waterview & Pool View Condo Resort

Waterfront condo with pool view. The view of water is fantastic. 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. Enjoy pool and hot tub overlooking bay for condominium guests or can stay indoors and enjoy puzzles and games. We have a kayak that can fit 2 adults for our guests to use. Paddles and life vests are provided too.

Condo in Indian Rocks Beach

4.99 out of 5 average rating, 113 reviews

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 beds & secured safe.

Guest suite in Oldsmar

5 out of 5 average rating, 124 reviews

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

Guest suite in Saint Petersburg

4.98 out of 5 average rating, 184 reviews

Bayside Paradise Inn~ Water Views, Kayaks, Fishing

Private, separate in-law suite apartment on Boca-Ciega Bay has a complete kitchen, living room/dining area, bedroom and bathroom with private entryway. Wake up to Dolphins swimming by your window frolicking in the bay. Kayaks are furnished to be launched from backyard dock. Bring your fishing pole. Our concern for the safety of our guests during this pandemic, has caused us to adopt new enhanced cleaning methods recommended by AirB&B.

Home in Old Seminole Heights

4.84 out of 5 average rating, 442 reviews

⤜Spacious Urban RiverEdge Loft With Soaking Tub⤛

A spacious apartment with soaring ceilings encompassing all of the upper story of a historic bungalow, just steps from the Hillsborough River. You'll have your own deck overlooking the river, and be only 10 to 15 minutes from dwntwn Tampa, Amalie Arena, Armature Works, Ray James Stadium, Busch Gardens, & Cypress Point Beach -Complimentary Kayaks Included -Fast WiFi & Smart TV -Soaking Tub -Full Kitchen -Wood Burning Firepit

Vacation rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Popular amenities for Clearwater Beach kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

Home in Redington Shores

4.93 out of 5 average rating, 123 reviews

Saltwater Retreat, 3 minute walk to Gulf beaches!

Home in Apollo Beach

4.98 out of 5 average rating, 120 reviews

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

Home in Tampa

4.89 out of 5 average rating, 147 reviews

Luxurious "Riverfront Oasis" - Waterfront w/pool

Home in Tampa

4.93 out of 5 average rating, 167 reviews

Amazing waterfront vacation home Gated-heated Pool

Home in Ruskin

4.92 out of 5 average rating, 221 reviews

Pura Vida - Tropical Getaway Overlooking Tampa Bay

Home in Oldsmar

4.9 out of 5 average rating, 41 reviews

Tropical Vacay pool home

Home in Holiday

4.96 out of 5 average rating, 48 reviews

Paradise!Renovated waterfront pool home.Sunsets!

Home in Apollo Beach

4.92 out of 5 average rating, 79 reviews

Apollo Beach Waterfront Pool Oasis

Cottage rentals with a kayak

Cottage in Clearwater Beach

4.76 out of 5 average rating, 136 reviews

Pink Gulfside Cottage, Steps to Beach, Pets OK

Cottage in Clearwater Beach

4.94 out of 5 average rating, 31 reviews

Beach Access, Fenced Yard, Pets, Local Quiet Beach

Cottage in Odessa

4.95 out of 5 average rating, 42 reviews

Kayaks, Fire pit, gated community - The Getaway

Cottage in Crystal Beach

4.82 out of 5 average rating, 84 reviews

Happy Camper Cottage | Cozy Oasis with Hot Tub

Cottage in Crystal Beach

4.96 out of 5 average rating, 55 reviews

Escondido Boutique Bungalow in Crystal Beach

Cottage in Ruskin

4.91 out of 5 average rating, 99 reviews

Little Manatee River Cottage

Cottage in Riverview

4.94 out of 5 average rating, 72 reviews

Alafia River Cottage

Cottage in Sulphur Springs

4.77 out of 5 average rating, 13 reviews

Beach House of Zen Yoga & Artist Studio

Quick stats about vacation rentals with a kayak in Clearwater Beach

Total rentals
30 properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
2.3K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool

Destinations to explore