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

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.

Tampa Bay Gem - Spectacular Beachfront Views
Escape to the tranquil shores of Rocky Point Island and bask in the awe-inspiring beauty of the ocean view. Our impeccable condo boasts stunning sunsets over Tampa Bay, perfect for a stylish getaway. Just steps away from Ben T Davis Beach and delicious restaurants, plus the Tampa Int'l Airport, Raymond James Stadium, downtown, Amalie Arena, Straz Center, Historic Ybor City, Hyde Park, Soho, Riverwalk, and the Port of Tampa. Book now for an unforgettable experience filled with adventure.

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.

Hibernate in our Bear Creek Home
This 3 bedroom 2 bath home is located in beautiful Bear Creek. Don't worry, no bears! Great place to relax and enjoy the pool, in a quiet, safe neighborhood. Next to Pinellas Trail, a 40 mile paved trail. Great for walking, running and biking. You can bike downtown 6 mi or 4.6 miles to beaches. We have bikes and for those more adventuresome we have kayaks you may use. House features stable, high speed internet. Close to great restaurants, drugstores, supermarkets and coffee shops.

Waterfront Pool Oasis •Kayak, Games & Sunset Views
Relax at your waterfront oasis in Apollo Beach with a private pool, kayaks, and sunset views. Spot dolphins and manatees from the backyard or unwind on loungers with outdoor dining and games. Inside: full kitchen, dining area, 2 bedrooms, 2 baths, plus an extra living room with sleeper sofa and closet that serves as a 3rd bedroom. Close to Tampa, beaches, dining, and family attractions — ideal for families, friends, or a romantic getaway in a spacious private home. LIC# DWE3913431

Cozy AF Tiny-House Oasis
Awarded a *Unique Stay* by Airbnb, welcome to the **Cozy AF Tiny-House Oasis**, a rustic tiny home that started its journey as a world-traveling storage container. Now transformed into a charming cottage, it’s filled with unique and fun details waiting to be discovered. Enjoy the entire backyard, complete with a hot tub, koi pond, fire pit, hammocks, greenhouse, and even a bunny garden! Our goal is not just to offer you a place to stay but an experience you’ll cherish forever

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.

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.

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.
Popular amenities for kayak rentals in Clearwater
House rentals with a kayak

Largo Resort Getaway Heated Pool ~Spa ~Arcade Fun!

Casa Del Sole

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

WTFR home heated pool, golf cart, kayaks, SUP

Fabulous Beach House 3BR, SPACIOUS, Beach breezes!

Beautiful Tampa Pool/ Hot Tub Home- Spacious Yard

Cambria Beach House Clearwater Beach

Waterfront Luxury | Sunset Views, Pool & Dolphins
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

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

Kayaks, Fire pit, gated community - The Getaway
Other holiday rentals with a kayak

[TRENDlNG] Modern 5BR Pool Villa + Arcade & Sauna

Belleair Beach 215 Beachfront Gem Steps from Sand

Nature Lovers Retreat

Waterfront studio w/Hot Tub and Putting Green

Coastal Farmhouse & Pool

Camper living - A Cozy Retreat

Glorious Waterfront 2/1 Apartment w/ Amenities

Riverfront Hideaway Near Downtown
When is the best time to visit Clearwater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $188 SGD | $188 SGD | $203 SGD | $188 SGD | $188 SGD | $196 SGD | $206 SGD | $160 SGD | $153 SGD | $227 SGD | $223 SGD | $184 SGD |
| 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 holiday rentals with a kayak in Clearwater

Total holiday rentals
Explore 60 holiday rentals in Clearwater

Nightly prices starting at
Clearwater holiday rentals start at $39 SGD per night before taxes and fees

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

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Clearwater holiday rentals include wifi 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 Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Saint Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Aparthotel rentals Clearwater
- Rentals with outdoor seating Clearwater
- Smoking-friendly rentals Clearwater
- Private suite rentals Clearwater
- Hotel rooms Clearwater
- Family-friendly rentals Clearwater
- Rentals with a sauna Clearwater
- Rentals with beach access Clearwater
- Pet-friendly rentals Clearwater
- Townhouse rentals Clearwater
- Beach house rentals Clearwater
- Rentals with lake access Clearwater
- Bungalow rentals Clearwater
- Flat rentals Clearwater
- Apartment rentals Clearwater
- Rentals with an accessible-height toilet Clearwater
- Rentals with a fireplace Clearwater
- Rentals with pools Clearwater
- Fitness-friendly rentals Clearwater
- Cottage rentals Clearwater
- Rentals with a hot tub Clearwater
- Beach apartment rentals Clearwater
- Beachfront rentals Clearwater
- Mansion rentals Clearwater
- Boutique hotels Clearwater
- Rentals with an accessible-height bed Clearwater
- Rentals with an EV charger Clearwater
- House rentals Clearwater
- Guest house rentals Clearwater
- Villa rentals Clearwater
- Luxury rentals Clearwater
- Rentals with breakfast Clearwater
- Rentals with a firepit Clearwater
- Waterfront rentals Clearwater
- Rentals with a patio Clearwater
- Rentals with a washing machine and dryer Clearwater
- Serviced apartment rentals 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
- Anna Maria Public Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- ZooTampa at Lowry Park
- North Beach
- River Strand Golf and Country Club
- Adventure Island
- Tampa Palms Golf & Country Club
- Splash Harbour Water Park
- Honeymoon Island Beach
- North Beach At Fort DeSoto Park
- Busch Gardens
- Things to do Clearwater
- Art and culture Clearwater
- Tours Clearwater
- Nature and outdoors Clearwater
- Sightseeing Clearwater
- Things to do Pinellas County
- Nature and outdoors Pinellas County
- Sports activities Pinellas County
- Tours Pinellas County
- Art and culture Pinellas County
- Sightseeing Pinellas County
- Things to do Florida
- Wellness Florida
- Entertainment Florida
- Sports activities Florida
- Nature and outdoors Florida
- Sightseeing Florida
- Tours Florida
- Food and drink Florida
- Art and culture Florida
- Things to do United States
- Tours United States
- Nature and outdoors United States
- Sports activities United States
- Art and culture United States
- Entertainment United States
- Food and drink United States
- Wellness United States
- Sightseeing United States






