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Vacation rentals with a kayak in Clearwater

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Clearwater

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Guest suite in Old Seminole Heights

4.8 out of 5 average rating, 181 reviews

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..

Home in Tampa

4.83 out of 5 average rating, 80 reviews

Waterfront Oasis! Kayaks,Hot Tub

This one of a kind waterfront home is the perfect oasis while still being close to everything Tampa Bay has to offer. 10 minutes from TPA, downtown Tampa, Bush Gardens, Raymond stadium and 30 min to St Pete/ Clearwater Beach/ Dunedin. The natural canals right behind the house are some of the most memorizing natural areas you’ll find in all of Florida! We have 2 tandem kayaks , a single one, and a paddle board to explore. Or enjoy the screened lanai with 4 person hot tub over looking the water!

Island in Gibsonton

4.8 out of 5 average rating, 5 reviews

Island Retreat Florida

Please read before booking! Ever wonder what it would be like to stay on a deserted island? This is truly an adventure you will never forget. Once you land in paradise you will wander thru the looping trail system to find your campsite. There are (4) campsites with elevated tent platforms tucked in the trees. Settle in and gather wood to build a fire in one of the (2) 8 foot concrete fire pits. There is an outhouse on the property for a more enjoyable stay. We are also working on a shower.

Home in Ruskin

4.95 out of 5 average rating, 168 reviews

Private Beach Nature 2 ppl pets Work space remote

Unique, modern beachfront guest house-sits on a MULTI million $ property. Blend of Frank Lloyd Wright & Luis Barragan design. Located on Tampa Bay btwn Sarasota and Tampa/St Pete. Surrounded by palm trees, mangroves, birds chirping, dolphins, manatees, waves gently lapping and breezes. Sand from door to private beach. Fresh sheets, outdoor shower, small fridge, microwave, air fryer, & in and outdoor seating areas. Kayak and paddle board available. SUNRISE'S UNIQUE We are DOG FRIENDLY!

Rental unit in Old Seminole Heights

4.81 out of 5 average rating, 453 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!

Home in Tampa

4.81 out of 5 average rating, 105 reviews

Paradise Pool Home with Canal Access to Tampa Bay!

Waterfront Paradise by Tampa Bay! This centrally-located, newly updated 3-bed, 2-bath haven offers fantastic canal views.  Enjoy your private dock directly on the canal—perfect for docking your jet ski rental. Have a great fishing day, or take our kayaks to see manatees at Manatee Bend just down the canal! Take a dip in the pool for ultimate relaxation. - 10 min to beach - 8 min to airport - 8 min to mall - 25 min to bush gardens - 25 min to the aquarium - 20 min to the zoo

Townhouse in Ruskin

4.93 out of 5 average rating, 213 reviews

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.

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 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.

Home in Holiday

5 out of 5 average rating, 22 reviews

Waterfront Escape,Heated Pool, near Islands, Beach

Enjoy Waterfront, Wildlife views from the backyard dock Places to visit * Key Vista Nature Preserve: .05 miles * Anclote Gulf Park: 1.4 miles * Anclote River Park: 2.6 miles * Tarpon Springs Docks: 5.7 miles * Fred Howard Park Beach: 8.5 miles * Downtown Palm Harbor: 11 miles * Dunedin Causeway Beach: 16 miles * Honeymoon Island State Park: 17 miles * Clearwater Beach: 23 miles Theme Parks * Busch Gardens: 31 miles * Adventure Island: 31 miles

Rental unit in St. Petersburg

4.83 out of 5 average rating, 116 reviews

Sunshine St. Pete | 400ft² | bikes | kayak|netflix

♡ 400ft² 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 ☞ Free kayaks + beach gear ☞ Beach gear provided ☞ Onsite parking ☞ Swivel 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

Cottage in Ruskin

4.91 out of 5 average rating, 102 reviews

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.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Bungalows

Intimate homes. inviting architecture

Villas

Luxurious estates for the ultimate escape

Popular amenities for Clearwater kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

Home in Largo

4.82 out of 5 average rating, 74 reviews

Lake Seminole Waterfront Home, Kayaks Included

Home in Indian Rocks Beach

4.88 out of 5 average rating, 142 reviews

Luxury Waterfront Haven in Indian Rocks Beach

Home in Tarpon Springs

5 out of 5 average rating, 22 reviews

Clean and Spacious Remodeled Home! Master Suite

Home in Apollo Beach

4.98 out of 5 average rating, 124 reviews

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

Home in Indian Rocks Beach

5 out of 5 average rating, 146 reviews

Piece of paradise in Indian Rocks Beach.

Home in Old Seminole Heights

4.96 out of 5 average rating, 179 reviews

Sunbaked Bungalow

Home in Ruskin

4.91 out of 5 average rating, 11 reviews

Ocean Front Vacation House

Home in Old Seminole Heights

4.84 out of 5 average rating, 160 reviews

Reel relaxing on the river walk 2 Lowry Park Zoo

Cottage rentals with a kayak

Cottage in Clearwater Beach

4.77 out of 5 average rating, 137 reviews

Pink Gulfside Cottage, Steps to Beach, Pets OK

Cottage in Pass-a-Grille Beach

4.87 out of 5 average rating, 163 reviews

Sunny Sandy Escape! Steps 2 Famous Beach w/2 Bikes

Cottage in Tampa

4.98 out of 5 average rating, 168 reviews

Bay Lake Cottage

Cottage in Crystal Beach

4.83 out of 5 average rating, 90 reviews

Happy Camper Cottage | Cozy Oasis with Hot Tub

Cottage in Clearwater Beach

4.94 out of 5 average rating, 31 reviews

Beach Access, Fenced Yard, Pets, Local Quiet Beach

Cottage in Riverview

4.95 out of 5 average rating, 76 reviews

Alafia River Cottage

Cottage in Odessa

4.92 out of 5 average rating, 37 reviews

Cozy Cottage - Nature Lovers Dream - Horses - Lake

Cottage in Redington Shores

4.67 out of 5 average rating, 3 reviews

Cozy Beach Cottage just steps to sugar white sands

Quick stats about vacation rentals with a kayak in Clearwater

Total rentals
70 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
4.3K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
20 properties have a pool

Destinations to explore