Vacation rentals with a kayak in Clearwater Beach

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Top-rated kayak rentals in Clearwater Beach

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Guest favorite

The waterfront property is surrounded by lush greenery and features a multi-level building with palm trees. A boat rests by the dock, while calm waters reflect the serene landscape. The inviting outdoor space includes seating areas, creating a peaceful riverside atmosphere.

Guest suite in Old Seminole Heights

4.8 out of 5 average rating, 182 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..

Top guest favorite

Three kayaks are positioned on the sandy shore, ready for use. A bright yellow kayak stands next to two blue kayaks, creating a vibrant contrast against the natural surroundings. In the background, palm trees and a dock are visible, indicating access to the water.

Home in Apollo Beach

4.93 out of 5 average rating, 104 reviews

Apollo Beach Waterfront Amazing Pool Oasis

Forget your worries in this spacious and serene space. You are invited to our private oasis waterfront home in Apollo Beach. Enjoy our backyard, from the outdoor living space, dining area, sun loungers, games, and the amazing pool overlooking the canal; Watch dolphins & manatees as you relax in the pool. Home equipped with a large kitchen, dining room, 2 bathrooms, 2 bedrooms and an additional living room with a closet and sleeping sofa that can be used as a private 3rd bedroom. LIC#DWE3913431

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Home in Tampa

4.78 out of 5 average rating, 113 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 for some epic exploring, a private dock w/ lounger & fire pit, and a screened lanai with hot tub over looking the water!

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A wooden dock extends over calm water, providing clear views of the natural surroundings. Lush greenery borders the shoreline, while bright blue skies above enhance the serene atmosphere. The dock features a wide pathway, inviting exploration along the tranquil lake.

Guesthouse in St. Petersburg

4.83 out of 5 average rating, 125 reviews

Guest House by the Lake

Large guest suite less than 10 minutes to both downtown St Pete and St Pete Beach. Walk out the back and you'll find yourself only a minute away from a large lake and a beautiful park. There is a golf range and practice green area located in the same park. The space is large and completely private. You will find everything you need - full bathroom, large closet, full table/desk, kitchenette, wifi/Netflix, yard/grill, etc. Also available to use: kayak, golf clubs, beach towels, fishing poles

Top guest favorite

A comfortable outdoor seating area is positioned near a serene waterway, surrounded by lush greenery. A boat can be seen moored in the distance, while a wooden dock extends into the water, offering a peaceful atmosphere for relaxation.

Tiny home in Coquina Key

4.95 out of 5 average rating, 104 reviews

Waterfront tiny in St Petersburg - The ‘V’

The ‘V’ is your perfect getaway to make fun memories. Note: You MUST have a 5 star rating on airbnb ! Take yourself back to the good old days of simplicity and relaxation. Paddle-board from your own private mangrove beach through the canals and to Tampa Bay. Experience dolphins swiming along side you, manatees feeding on sea grass or baby sharks out by the sandbar just 200 yards from the beach. The ‘V’ rests in a culd-de-sac in a quiet waterfront neighborhood just 10 minutes south of DT.

Superhost

A shaded seating area is positioned on lush green grass next to calm waters, with a large tree providing cover. A small boat can be seen in the distance on the water, surrounded by greenery along the shore.

Condo in Ruskin

4.74 out of 5 average rating, 155 reviews

Little Harbor Resort #109 Tampa Bay FL Beach, Pool

Little Harbor Resort is a paradise packed with amenities. Enjoy 2 pools, Jacuzzi, Beach on Tampa Bay (not Gulf), 2 restaurants, Tiki Bar, tennis, pickleball, basketball, playground, fishing charters, sightseeing cruises, and Freedom Boat Club. The Inn at Little Harbor River Delight Studio is a ground-floor, non-smoking studio which features a kitchenette, fridge, microwave, sink, in counter hotplate, dishwasher, coffee maker with two luxurious queen beds, and captivating island decor.

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Home in Tampa

4.81 out of 5 average rating, 117 reviews

Casa Paraiso- Pool Home with Canal Access

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

Superhost

A private heated pool is surrounded by a spacious deck featuring lounge chairs and a dining area. Palm trees provide shade while boats are visible at the dock. String lights overhead create a relaxed ambiance, and the tranquil water reflects the blue sky.

Home in Indian Rocks Beach

4.97 out of 5 average rating, 115 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

Waterfront home: pool, dock, golf cart, kayaks, paddle board. This home has a private, zero-entry heated pool and dock (tie up your own boat or daily/weekly rental). 6-seat golf cart, 2-paddle boards, 2-sea kayaks, 6-bicycles and more are included. Two master bedroom suites with water views and soaking tubs plus a third bedroom with custom King Bed and Twin bunk beds. Two living areas are also each furnished with a queen sofa sleeper to accommodate a total of 12 people.

Guest favorite

The exterior of a two-story home is featured, set in a lush, green environment near a tranquil lagoon. Tall trees and hanging moss frame the structure, which is elevated slightly above the water. The calm water reflects the house and surrounding foliage.

Home in Tarpon Springs

4.95 out of 5 average rating, 220 reviews

Tree House Treasure

We're a quiet, small, serene old neighborhood on the end of a cul-de-sac and nearly floating on a lagoon! Florida nature at it's finest. The home is just 4 feet off the sea wall so the home is best suited for adults that are looking for that quiet get-a-way. Upper has 2 beds & a tri-fold mattress. Our driveway is shared so we can accommodate for one vehicle and it must fit under our carport and there is no street parking. No smoking, vaping, or illegal drugs permitted.

Superhost

A person paddle boards across calm waters, surrounded by residential homes. The light clouds in the sky suggest a serene atmosphere, while palm trees are seen in the background, contributing to the coastal scenery.

Condo in Indian Rocks Beach

4.96 out of 5 average rating, 118 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 king bed & secured safe.

Top guest favorite

An aerial view showcases the property nestled among lush greenery along the Alafia River. A spacious yard is bordered by trees, and a covered pool area is visible. The river reflects the surrounding landscape, contributing to the tranquil setting of the retreat.

Guest suite in Riverview

4.99 out of 5 average rating, 139 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.

Superhost

A well-lit living area features large windows allowing natural light to fill the space. A small dining table accompanies four chairs, while a comfortable seating arrangement includes a blue sofa and an accent chair. Artwork adorns the walls, enhancing the inviting atmosphere.

Condo in Clearwater Beach

4.83 out of 5 average rating, 118 reviews

Direct Waterfront "The Lily Pad" Walk to Beach

🌊 Ultimate Waterfront Escape – Adventure Awaits! 🚴‍♂️🏄‍♂️ Welcome to your dream beach getaway! This stunning waterfront rental puts you right on the water with breathtaking views and endless adventure. Paddle on a kayak or stand-up paddleboard, then cruise around town on our complimentary beach bikes. Jet ski island tours, parasailing, and more—all available right from the property! This is the perfect spot to make unforgettable beach memories! 🌅🏝️🚤