Holiday rentals with a kayak in Pinellas County

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Top-rated Accommodation with a Kayak in Pinellas County

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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Superhost

Condo in Indian Rocks Beach

4.78 out of 5 average rating, 130 reviews

2BR: Intercoastal Views, 3 Min Walk to Beach

LUXURY AWAITS in this 2 BR/1 BA full kitchen condo with unobstructed PANORAMIC WATER VIEWS of the SPARKLING Intracoastal WATERWAY!! Just minutes to the Gulf of Mexico by BOAT or FOOT! Enjoy the SUNRISE off the PRIVATE DOCK or take a 3 minute walk to the beach to ENJOY BREATHTAKING SUNSETS!! The Intracoastal has many advantages including very calm water for: Fishing, Boating, Paddle Boarding, Kayaking, and More! We are also a 3 minute walk to pickleball, basketball, and a fenced in playground!

Superhost

Home in Tampa

4.8 out of 5 average rating, 88 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!

Guest favourite

Bungalow in Oldsmar

4.99 out of 5 average rating, 85 reviews

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

Guest favourite

Home in Clearwater

4.97 out of 5 average rating, 29 reviews

Waterfront 4BR/2 Bath Private dock/kayaks/Hot Tub!

Come relax on the water! Kayak out to Tampa bay or watch the kids kayak while you enjoy the hot tub! Fish from the private dock or sip your coffee from the large deck and covered patio! Your family will be close to everything when you stay at this centrally-located place. Waterfront home only 5 miles from the most beautiful beaches on the Gulf of Mexico. Located just across from protected mangroves, you’ll feel like the only ones on this beautiful waterway that leads out to the bay.

Superhost

Home in Tampa

4.81 out of 5 average rating, 111 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

Superhost

Condo in Dunedin

4.85 out of 5 average rating, 26 reviews

Nautical Landings West-Honeymoon Island Pass.

The Starboard Bow is one of 4 suites inside Nautical Landings, our Gulf-front fourplex in Dunedin, Florida. It's on the first floor, and features gorgeous views of the water right outside the patio. Sit on the dock , paddle one of our kayaks to a nearby island, or visit downtown Dunedin for some world-famous carrot cake or a brew at one of the pubs. *There is no trailer parking or boat ramp at Nautical Landings. Please contact us for more information* *90-day reservations*

Superhost

Home in Indian Rocks Beach

4.97 out of 5 average rating, 111 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 favourite

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.

Superhost

Apartment in St. Petersburg

4.81 out of 5 average rating, 122 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

Superhost

Home in St. Petersburg

4.81 out of 5 average rating, 226 reviews

Bungalow near the sea

Welcome to our bungalow by the sea It is just 3 blocks away from waterfront Lassing Park, which can be enjoyed with kayaks and bicycles that are available for free, and perfect for exploring nearby downtown Saint Petersburg and the pier. The house is completely furnished with everything you need for a great stay. Charcoal grill, TV, coffee, Ironing board and iron , Wi-Fi Internet and Beach toys So kick back and relax and enjoy your stay.

Guest favourite

Apartment in Clearwater

4.86 out of 5 average rating, 111 reviews

Coastal Waterview Condo 2 Blocks to Beach

Wake up to your own water view with our comfortable direct waterfront 1 bedroom 1 bath villa on world-famous Clearwater Beach! Quiet & centrally located neighborhood on the edge of residential and commercial districts allowing for easy walking distance to everything on Clearwater Beach. Watersports on-site with office, offering amazing Island Jet ski tours, kayak & paddleboard rentals, parasailing!

Guest favourite

Condo in St. Petersburg

4.86 out of 5 average rating, 282 reviews

Breathtaking Waterview & Pool View Condo

Waterfront condo with pool view. The view of the intercoastal is fantastic. Especially beautiful sunsets! 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 intercoastal or stay indoors and enjoy puzzles and games.