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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, 178 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

4.82 out of 5 average rating, 78 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!

Rental unit in St. Petersburg

4.92 out of 5 average rating, 53 reviews

Centrally Located Coastal Retreat- kayaks included

This charming two-bedroom, one-bath retreat offers a comfortable stay for up to 6 people, with the flexibility to accommodate an additional guest. Situated in a quiet and family-friendly neighborhood, you'll appreciate the tranquil atmosphere during your stay. The location is convenient, with downtown St. Petersburg just a short 10-minute drive away. Additionally, you'll find yourself within a 10-minute drive of beautiful local beaches such as Madeira Beach, Saint Pete Beach, and John's Pass.

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 Clearwater

5 out of 5 average rating, 27 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.

Rental unit in Old Seminole Heights

4.81 out of 5 average rating, 450 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!

Condo in Dunedin

4.83 out of 5 average rating, 24 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*

Townhouse in Ruskin

4.94 out of 5 average rating, 211 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, 130 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.

Rental unit in St. Petersburg

4.82 out of 5 average rating, 110 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

Guest suite in Saint Petersburg

4.98 out of 5 average rating, 184 reviews

Bayside Paradise Inn~ Water Views, Kayaks, Fishing

Private, separate in-law suite apartment on Boca-Ciega Bay has a complete kitchen, living room/dining area, bedroom and bathroom with private entryway. Wake up to Dolphins swimming by your window frolicking in the bay. Kayaks are furnished to be launched from backyard dock. Bring your fishing pole. Our concern for the safety of our guests during this pandemic, has caused us to adopt new enhanced cleaning methods recommended by AirB&B.

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Popular amenities for Clearwater kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

Home in Largo

4.83 out of 5 average rating, 72 reviews

Lake Seminole Waterfront Home, Kayaks Included

Home in Holiday

5 out of 5 average rating, 22 reviews

Waterfront Escape,Heated Pool, near Islands, Beach

Home in Tampa

4.9 out of 5 average rating, 20 reviews

Waterfront home with pool and Jacuzzi. Boat to bay

Home in Tarpon Springs

5 out of 5 average rating, 19 reviews

Clean and Spacious Remodeled Home! Master Suite

Home in Apollo Beach

4.98 out of 5 average rating, 120 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 Old Seminole Heights

4.84 out of 5 average rating, 159 reviews

Reel relaxing on the river walk 2 Lowry Park Zoo

Cottage rentals with a kayak

Cottage in Clearwater Beach

4.76 out of 5 average rating, 136 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 Ruskin

4.91 out of 5 average rating, 101 reviews

Little Manatee River Cottage

Cottage in Sulphur Springs

4.79 out of 5 average rating, 14 reviews

Beach House of Zen Yoga & Artist Studio

Cottage in Tampa

4.98 out of 5 average rating, 161 reviews

Bay Lake Cottage

Cottage in Crystal Beach

4.83 out of 5 average rating, 87 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

4.94 out of 5 average rating, 72 reviews

Alafia River Cottage

Quick stats about vacation rentals with a kayak in Clearwater

Total rentals
70 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
4.2K 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