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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Guest favourite

Home in Redington Shores

4.94 out of 5 average rating, 124 reviews

Saltwater Retreat, 3 minute walk to Gulf beaches!

This comfy 3 bedroom, 1 bathroom home is your perfect beach getaway! With 1000 sqft of living space, you’re sure to feel at home at Saltwater Retreat. The property is a short 3 minute walk across Gulf Blvd to the sandy beaches and warm waters of the Gulf of Mexico! The private backyard with covered patio makes a great place to grill a bbq dinner or just relax after a long day at the beach. We offer all the beach necessities, a two person kayak, and paddle board to make your stay more enjoyable!

Guest favourite

Townhouse in Redington Beach

4.92 out of 5 average rating, 114 reviews

Modern Townhouse right across beach! Table tennis

3 Bedroom/2.5 Bath modern townhome across street from beach, 2 large balconies off of living room and master bedroom. Lush landscaping. Enjoy meals in the beautiful dining area. Full equipped kitchen! Parking garage 1 car and driveway parking available. Sleeps 10. We rent all year round due to beautiful Florida weather. Walking distance to beach, restaurants, parks, basketball court, volleyball. Close to Johns Pass, 1 mile - Indian Rocks Beach. Tampa, Clearwater and St. Pete are a short drive.

Superhost

Home in Tampa

4.78 out of 5 average rating, 246 reviews

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

Experience True Old Florida! Papa’s Cozy, Rustic, Oceanfront Fishing Cabin. Brand new dock installed January 2024! 2 kayaks (individual rider), 2 bikes, & fishing rods provided. Traditional Old Florida style neighborhood, located 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. Central location to Tampa & beaches!

Superhost

Cottage in St. Pete Beach

4.8 out of 5 average rating, 258 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.

Guest favourite

Villa in Largo

4.97 out of 5 average rating, 105 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.

Guest favourite

Home in Indian Rocks Beach

4.98 out of 5 average rating, 119 reviews

Beachfront Bungalow w/ Pool & Hot Tub in IRB

Beach front house with a saltwater pool! This 2 bedroom, two bath house is equipped with a newly renovated kitchen and new appliances. You will have your own private beach access with 2 outdoor showers. The outdoor dining area is perfect for dinner under the sunset. We are stocked with beach chairs, umbrellas, pool/beach toys, & floats. Close to parks, restaurants, & across the street from a small grocery store. Perfect for families or couples looking for a getaway in the sunshine state.

Superhost

Rental unit in Clearwater

4.87 out of 5 average rating, 123 reviews

Stylish Studio 2 blocks to Beach

Start the mornings of your beach getaway with your own coffee bar and separate sitting area to feel at home. Remodeled bathroom and living space, making for a great interior layout. Watersports on-site with office, offering amazing Island Jet ski tours, kayak & paddleboard rentals, parasailing! *Please be advised that property is currently undergoing renovations to 1st-floor units, some areas of the property and/or amenities may not be available, ask Host for details*

Superhost

Home in Indian Rocks Beach

4.97 out of 5 average rating, 110 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.

Guest favourite

Farm stay in Odessa

4.98 out of 5 average rating, 178 reviews

Farm and lake stay at Malfini Cay

PRIVATE GUESTHOUSE...Lakefront -full kitchen living room-very large bedroom-full bath-2.5 acres. Newly decorated/remodeled. 2 flat screen TVs-Roku (Netflix and Spectrum app)-WIFI -laminate flooring-high thread count sheets-comfy queen bed. IKEA sleeper sofa in livingroom. All kitchen appliances with coffee bar/Keurig-W/D. Wooded setting-beautiful views of ski lake. Gas grill/firepit. HOUSEBROKEN PET FRIENDLY. WE NOW CHARGE A PET FEE (see below for details).

Guest favourite

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

Superhost

Home in St. Petersburg

4.83 out of 5 average rating, 217 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.