
Vacation rentals with a kayak in Clearwater
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals in Clearwater
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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!

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

Cypress Lakes Barn Retreat
Rest & relax at this newly constructed barn loft apartment, located on a 4 acre hobby farm in Odessa, Florida on a private lake. This one bedroom, one bath and kitchen is clean, fun, and convenient. We have 2 daily feedings of farm animals at which you can participate including horses, cows, goats, & chickens; or you can choose to kayak on the lake. This memorable place is anything but ordinary, and is conveniently located 11 miles from the airport and is a quick drive to dining & shopping.

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.

Bay Lake Cottage
You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake.Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

Farm and lake stay at Maison de L'eau Douce
LAKEHOUSE PRIVATE cabin-farmhouse décor-full kitchen/living room-cozy bedroom/full bath-W/D- 2.5 acres-2 flat screen TVs with Roku (Netflix, Spectrum cable app, and more)-bamboo hard wood flooring- high thread count sheets-very comfy queen bed. IKEA Sleeper sofa in livingroom. Kitchen: gas range-dishwasher-microwave-Keurig machine. Wooded setting-large deck with views of the lake. WIFI. Gas grill/firepit. HOUSEBROKEN PET FRIENDLY. WE NOW CHARGE A PET FEE (see below for details).

Peaceful Pet friendly 2 BR cottage with hot tub.
Wellcome to our tranquil 2-bedroom, 1-bathroom farmhouse, nestled in the peaceful countryside of Palm Harbor. Whether you're seeking relaxation or adventure, this fully remodeled country cottage provides a serene and comfortable retreat. Whether you're relaxing with a movie, soaking in the hot tub, or exploring the nearby attractions, our farmhouse offers a serene and comfortable home away from home. Book your stay today and experience the tranquility of country living!

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.

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.

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.

Seminole Heights Riverside Paradise w/Pool
Whether you're traveling for business, seeking a FL adventure or a short getaway staycation, the stunning waterfront views, pool & incredible amenities with convenient proximity to downtown Tampa, airport & area attractions, the guesthouse at Isla de Dij is the perfect accommodation. You'll fall in love with the massive live oaks that line the brick paved streets, the glassy waters of the Hillsborough River and the brilliant sunsets that paint the evening sky.

Bayside Retreat your tropical oasis
"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport
Popular amenities for Clearwater kayak rentals
House rentals with a kayak

Azule|Waterfront | Walk to Beach-Dock-Bikes-Kayaks

CANAL Oasis Heated Pool-Hot Tub-Waterfront- Kayaks

Fabulous Beach House 3BR, SPACIOUS, Beach breezes!

Cambria Beach House Clearwater Beach

Waterfront Villa w/Hot Tub• Game Room•Kayaks•Bikes

Pirate’s Cove

Urban River Edge Loft w/Soaking Tub and King Bed

Water Front! Heated Pool, 6p Golf Cart, 2 Kayaks
Cottage rentals with a kayak

Sunny PaG Island rental w/bikes-just steps2beach

Pink Gulfside Cottage, Steps to Beach, Pets OK

Little Manatee River Cottage

Sleep 7 Steps to Beach Pets OK Real Beach Cottage

Happy Camper Cottage | Cozy Oasis with Hot Tub

Elegant Crystal Beach cottage within sea glimpse

Seaside Cottage- Gulf Waterfront with heated pool

1 Bd Immaculate Gulf front BOHO Beach Cottage
Other vacation rentals with a kayak

Waterfront studio w/Hot Tub and Putting Green

Breathtaking Lakefront Glass Cottage

Coastal Farmhouse & Pool

Casa Del Rio "A Riverside Oasis"

Land's End Beachfront Elegance: Top Floor Corner

Flamingo Flair & Waterfront Air — Pure Paradise!

Peaceful Penthouse Escape | Oceanfront View & Pool

*New* Waterfront Retreat: Pool, Spa, Dock & Views
When is the best time to visit Clearwater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 125 | € 125 | € 134 | € 125 | € 125 | € 130 | € 137 | € 106 | € 102 | € 151 | € 148 | € 122 |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Quick stats about vacation rentals with a kayak in Clearwater

Total vacation rentals
Explore 60 vacation rentals in Clearwater

Nightly prices starting at
Clearwater vacation rentals start at € 26 per night before taxes and fees

Verified guest reviews
Over 4,480 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Clearwater vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Clearwater rentals

4.8 Average rating
Clearwater stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Clearwater's top spots, include Clearwater Marine Aquarium, Pier 60, and Countryside 12
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Saint Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Four Corners Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- Rentals with lake access Clearwater
- Villa rentals Clearwater
- Aparthotel rentals Clearwater
- Townhouse rentals Clearwater
- Rentals with a hot tub Clearwater
- Waterfront rentals Clearwater
- Pet-friendly rentals Clearwater
- Hotel rooms Clearwater
- Private suite rentals Clearwater
- Smoking-friendly rentals Clearwater
- Beach condo rentals Clearwater
- Cottage rentals Clearwater
- Family-friendly rentals Clearwater
- Apartment rentals Clearwater
- Luxury rentals Clearwater
- Rentals with beach access Clearwater
- Boutique hotels Clearwater
- Rentals with an accessible height toilet Clearwater
- Beachfront rentals Clearwater
- Rentals with outdoor seating Clearwater
- Mansion rentals Clearwater
- Rentals with a sauna Clearwater
- Bungalow rentals Clearwater
- Condo rentals Clearwater
- Rentals with a patio Clearwater
- Rentals with a fireplace Clearwater
- Rentals with pools Clearwater
- Guesthouse rentals Clearwater
- Beach house rentals Clearwater
- Fitness-friendly rentals Clearwater
- Serviced apartment rentals Clearwater
- House rentals Clearwater
- Rentals with breakfast Clearwater
- Rentals with a fire pit Clearwater
- Rentals with a washer and dryer Clearwater
- Rentals with an accessible height bed Clearwater
- Rentals with an EV charger Clearwater
- Rentals with a kayak Pinellas County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Anna Maria Island
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
- Weeki Wachee Springs
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Vinoy Park
- Anna Maria Public Beach
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- ZooTampa at Lowry Park
- North Beach
- River Strand Golf and Country Club
- Tampa Palms Golf & Country Club
- Adventure Island
- Honeymoon Island Beach
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- Busch Gardens
- Things to do Clearwater
- Nature and outdoors Clearwater
- Art and culture Clearwater
- Tours Clearwater
- Sightseeing Clearwater
- Things to do Pinellas County
- Art and culture Pinellas County
- Tours Pinellas County
- Sports activities Pinellas County
- Nature and outdoors Pinellas County
- Sightseeing Pinellas County
- Things to do Florida
- Tours Florida
- Entertainment Florida
- Wellness Florida
- Art and culture Florida
- Sightseeing Florida
- Nature and outdoors Florida
- Food and drink Florida
- Sports activities Florida
- Things to do United States
- Sports activities United States
- Wellness United States
- Entertainment United States
- Art and culture United States
- Food and drink United States
- Tours United States
- Nature and outdoors United States
- Sightseeing United States






