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Vacation rentals with a kayak in Pinellas County

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Pinellas County

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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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!

Home in Indian Rocks Beach

5 out of 5 average rating, 8 reviews

Amazing Waterfront Home 2BLKS 2 Beach & Restraunts

Waterfront home in premium location w/ luxury mattresses & bedding in Indian Rocks Beach with Golf Cart Included! Less than 2 min to restaurants, bars & the beach! Amazing outdoor living area, house is perfect for entertaining. Upscale w/ high-end furnishings & decor. Every detail was thought out for our guests to have the time of their lives! 4 bedrooms, 2 baths, heated pool. Sleeps 12 in beds! Available Luxury Yacht Charter!! This listing has 2bd 2 ba blocked, whole house is separate listing

Home in Tampa

4.74 out of 5 average rating, 98 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!

Condo in St. Petersburg

4.92 out of 5 average rating, 25 reviews

Designer Waterfront Luxury Condo in resort w/dock

Designer Oceanfront condo right on Boca Ciega Bay. 1B/1B Condo has a new sleeper sofa that can sleep your extra guests. NO resort fees!! The condo comes with FREE parking & FREE high speed WiFi. The resort has a HEATED POOL, hot tub, gym, and private fishing pier/dock. Two KAYAK’s included with condo rental, great for exploring the bay or fishing. The Kayaks can be launched from the private dock. This condo is also right across from the public boat ramp and only 5 minutes to the amazing BEACH.

Bungalow in Oldsmar

4.98 out of 5 average rating, 87 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

Home in Clearwater

4.97 out of 5 average rating, 29 reviews

Waterfront Private Dock 4BR/2 Bath 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.

Home in Tampa

4.82 out of 5 average rating, 114 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

Home in Tarpon Springs

4.95 out of 5 average rating, 212 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.

Home in Tampa

5 out of 5 average rating, 17 reviews

Waterfront~Kayaks~Fishing~Dolphins~Boat Tie Off

Escape to our waterfront oasis in Tampa Bay! This 3-bed, 2-bath home offers a perfect blend of comfort and coastal charm. Relax in the open living room with a chaise lounge, enjoy meals in the fully stocked kitchen, and unwind in the Florida room with extra seating and a mini fridge. Step outside to fish off the dock or explore the bay with complimentary kayaks. With cute beach-themed decor throughout, this home invites you to embrace the relaxed lifestyle of the coast.

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.

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 won world-famous Clearwater Beach! Easy walking distance to everything on Clearwater Beach. Watersports on-site with office, offering amazing Island Jet ski tours, kayak & paddleboard rentals, parasailing! *Please be advised that property is currently undergoing a full renovation, including all-new kitchens, bathrooms, appliances, furnishings, etc. Some photos may not be 100% accurate.* Inquire to Host for details if needed!

Apartment in St. Petersburg

4.81 out of 5 average rating, 128 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

Vacation rentals for every style

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Popular amenities for Pinellas County kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

Home in St. Petersburg

4.86 out of 5 average rating, 103 reviews

Hibernate in our Bear Creek Home

Home in Indian Rocks Beach

4.88 out of 5 average rating, 143 reviews

Waterfront Luxury Villa in Indian Rocks Beach

Home in Indian Rocks Beach

4.88 out of 5 average rating, 8 reviews

Waterfront, pool, golf cart, kayaks & paddle board

Home in St. Petersburg

5 out of 5 average rating, 21 reviews

Book Your Waterfront Pool House & Bring Your Boat

Home in Indian Shores

4.87 out of 5 average rating, 85 reviews

Fabulous Beach House 3BR, SPACIOUS, Beach breezes!

Home in St. Petersburg

4.95 out of 5 average rating, 20 reviews

Casa Coquina: waterfront, pool, hot tub, boat lift

Home in Indian Rocks Beach

4.99 out of 5 average rating, 76 reviews

Beach, golf cart, pool and pickleball at Oasis

Home in Indian Rocks Beach

4.87 out of 5 average rating, 45 reviews

Exceptional waterfront home w/ breathtaking view

Cottage rentals with a kayak

Cottage in St. Pete Beach

4.81 out of 5 average rating, 268 reviews

Sunny PaG Island rental w/bikes-just steps2beach

Cottage in Clearwater

4.77 out of 5 average rating, 142 reviews

Pink Gulfside Cottage, Steps to Beach, Pets OK

Cottage in Saint Pete Beach

4.87 out of 5 average rating, 165 reviews

BEACH! Sunny Escape! Steps 2 Famous Beach w/2 Bike

Cottage in Clearwater

4.67 out of 5 average rating, 137 reviews

Sleep 7 Steps to Beach Pets OK Real Beach Cottage

Cottage in Palm Harbor

4.83 out of 5 average rating, 90 reviews

Happy Camper Cottage | Cozy Oasis with Hot Tub

Cottage in Odessa

4.93 out of 5 average rating, 41 reviews

Cozy Cottage - Nature Lovers Dream - Horses - Lake

Cottage in Crystal Beach

4.94 out of 5 average rating, 31 reviews

Elegant Crystal Beach cottage within sea glimpse

Destinations to explore