
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.

Heated saltwater pool|Spacious 4BR/3BA|
Welcome to Cerulean Cottage, our coastal home centrally located in Dunedin, Florida. Whatever brings you to this area, you will find yourself right at home in our comfortable beds, cozy couch, and functionally designed spaces. Have a blast in the pool and game room and wind down in our new 4D massage chair. We are close to conveniences, including grocery stores and many favorite local restaurants and just a short drive from our quaint downtown and beaches. Happy holidays from our family to yours

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

Waterfront studio w/Hot Tub and Putting Green
Studio Apartment on ground level. Direct access to Gulf of Mexico w/short boat/kayak ride. Queen-size bed and pullout sofa. Microwave, coffee maker, stove top, refrigerator/freezer, 62" Smart TV, gas BBQ. Hot tub (only available from Oct 1st-May 31st) Enjoy the sun, beautiful nature of Anclote River with 3 kayaks and 3 paddle boards. Daily sightings of dolphins, manatees and many species of birds passing by. Fish right off the sea wall. Beach is a short 2-miles away. Overnight boat docking.

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.

Tiny Oasis | Pool | Stocked Stay Near Indian Rocks
Welcome to The Tiny Oasis! A cozy boutique style retreat in Largo, FL, near Indian Rocks and Clearwater Beach that’s packed with luxury. Lounge by the plunge pool, fire up the Blackstone or enjoy an outdoor movie night. Unique touches and a 5-star experience prove that small spaces make big memories! Tap ‘Show More’ below! What’s There To Look Forward to? 👙Plunge Pool 🚿Outdoor Shower 🔴 Corn Hole ⛱️ Beach Gear 🍔Grill 🅿️ Private Parking 🍳Cook at Home 🧺 Your own private Washer/Dryer

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.

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! Please note that the minimum age requirement to book is 23.

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.

Waterfront Coastal Condo 2 Blocks to Beach
🌊 Ultimate Waterfront Escape – Adventure Awaits! 🚴♂️🏄♂️ Welcome to your dream beach getaway! This stunning waterfront rental puts you right on the water with breathtaking views and endless adventure. Paddle on a kayak or stand-up paddleboard, then cruise around town on our complimentary beach bikes. Jet ski island tours, parasailing, and more—all available right from the property! This is the perfect spot to make unforgettable beach memories! 🌅🏝️🚤

Sunrise Suite | Hot Tub | Kayak | SUP | Waterfront
☀ Bay View Duplex ☀ Shared Hot Tub ☀ Dock with Stand-up Paddle boards, Kayaks, Bikes ☀ Only 3 blocks to the sugary sands of Indian Rocks Beach ☀ Duplex- book independently or together ☀ Blackstone, 6 burner Charbroil Grill ☀ 10 Foot Custom Wood Bar w/ Jenga, Giant Connect 4, Corn Hole, Ringtoss ☀ Beach Wagons, Speaker, Zero Gravity beach chairs, beach towels, cooler ☀ Amazon Dot with Unlimited Amazon Music

A perfect Lake House get away
Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. Kayak, paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team
Popular amenities for Clearwater kayak rentals
House rentals with a kayak

Waterfront | King Bds | Htd Pool | BBQ | 2 Kayaks

Mid-century cottage on Coffee Pot Bayou in Old NE

Fabulous Beach House 3BR, Bikes-Kayaks-SUP

Redington Beach near beach on ICW w/pool & dock

Amazing Private Beach Home

Bungalow near the sea

Waterfront Palm Harbor Retreat w/Dock+Near Beaches

New Waterfront house pool hot tub golf cart kayaks
Cottage rentals with a kayak

Sunny PaG Island rental w/bikes-just steps2beach

Pink Gulfside Cottage, Steps to Beach, Pets OK

Steps2Beach-Walk everywhere-Bikes & gear Included

Little Manatee River Cottage

Happy Camper Cottage | Cozy Oasis with Hot Tub

Alafia River Cottage-Summer fun! 10%off 6/1-8/30

Elegant Crystal Beach cottage within sea glimpse

Seaside Cottage- Gulf Waterfront with heated pool
Other vacation rentals with a kayak

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

Amazing Waterfront Home 2BLKS 2 Beach & Restraunts

Nature Lovers Retreat

Walk to IRB/Gym/Pool/PingPong/Foosball

3 bed/2 bath Home W/ Gulf Water Access

*NEW* Riverside Retreat w/Pool

Waterfront Penthouse Rooftop Casita 5-min to Beach

Waterfront~Heated Pool~Home Gym~Fire Pit
When is the best time to visit Clearwater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ573 | ﺩ.ﺇ602 | ﺩ.ﺇ738 | ﺩ.ﺇ533 | ﺩ.ﺇ533 | ﺩ.ﺇ555 | ﺩ.ﺇ584 | ﺩ.ﺇ452 | ﺩ.ﺇ433 | ﺩ.ﺇ444 | ﺩ.ﺇ533 | ﺩ.ﺇ518 |
| 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 ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 4,820 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
40 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
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Panama City Beach Vacation rentals
- Rentals with lake access Clearwater
- Villa rentals Clearwater
- Guesthouse rentals Clearwater
- Townhouse rentals Clearwater
- Resort rentals Clearwater
- Private suite rentals Clearwater
- Smoking-friendly rentals Clearwater
- Rentals with a washer and dryer Clearwater
- Waterfront rentals Clearwater
- Boutique hotels Clearwater
- Condo rentals Clearwater
- Beachfront rentals Clearwater
- Bungalow rentals Clearwater
- Rentals with a hot tub Clearwater
- Rentals with an accessible height toilet Clearwater
- Family-friendly rentals Clearwater
- Rentals with a patio Clearwater
- Pet-friendly rentals Clearwater
- Cottage rentals Clearwater
- Hotel rooms Clearwater
- Luxury rentals Clearwater
- Rentals with beach access Clearwater
- Fitness-friendly rentals Clearwater
- Beach condo rentals Clearwater
- Rentals with outdoor seating Clearwater
- Apartment rentals Clearwater
- Rentals with a fireplace Clearwater
- Rentals with pools Clearwater
- Rentals with an accessible height bed Clearwater
- Rentals with an EV charger Clearwater
- House rentals Clearwater
- Mansion rentals Clearwater
- Aparthotel rentals Clearwater
- Serviced apartment rentals Clearwater
- Rentals with breakfast Clearwater
- Rentals with a fire pit Clearwater
- Beach house rentals Clearwater
- Rentals with a sauna Clearwater
- Rentals with a kayak Pinellas County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Weeki Wachee Springs
- Coquina Beach
- Lido Key Beach
- Vinoy Park
- Amalie Arena
- Tampa Convention Center
- Dunedin Beach
- Sand Key Beach
- Cortez Beach
- St Pete Beach
- Hard Rock Casino
- Jannus Live
- Anna Maria Public Beach
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- River Strand Golf and Country Club
- Tropicana Field
- University of South Florida
- Things to do Clearwater
- Art and culture Clearwater
- Sightseeing Clearwater
- Nature and outdoors Clearwater
- Tours Clearwater
- Things to do Pinellas County
- Food and drink Pinellas County
- Sports activities Pinellas County
- Sightseeing Pinellas County
- Nature and outdoors Pinellas County
- Tours Pinellas County
- Art and culture Pinellas County
- Things to do Florida
- Art and culture Florida
- Entertainment Florida
- Sightseeing Florida
- Sports activities Florida
- Wellness Florida
- Tours Florida
- Nature and outdoors Florida
- Food and drink Florida
- Things to do United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States
- Sightseeing United States
- Sports activities United States
- Entertainment United States
- Tours United States
- Food and drink United States







