
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.

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

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.

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

Coastal Waterfront 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. We are pet friendly! Pet fee is $150 for the first dog, $100 for the second dog.
Popular amenities for Clearwater kayak rentals
House rentals with a kayak

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

Largo Resort Getaway Heated Pool ~Spa ~Arcade Fun!

Fabulous Beach House 3BR, SPACIOUS, Beach breezes!

Cambria Beach House Clearwater Beach

Waterfront Duplex- kayaks, SUP, 3 blocks to beach

Manatee Cove Waterfront | Heated Pool, Dock, Kayak

*New* Waterfront Retreat: Pool, Spa, Dock & Views

Waterfront Villa w/Hot Tub• Game Room•Kayaks•Bikes
Cottage rentals with a kayak

Sunny PaG Island rental w/bikes-just steps2beach

Pink Gulfside Cottage, Steps to Beach, Pets OK

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

Little Manatee River Cottage

Happy Camper Cottage | Cozy Oasis with Hot Tub

Alafia River Cottage

Elegant Crystal Beach cottage within sea glimpse

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

Private Dock~Covered Pool~Hot Tub~Game Room Fun!

Nature Lovers Retreat

The little house!

Coastal Farmhouse & Pool

Beautiful Tampa Pool/ Hot Tub Home- Spacious Yard

Cozy Beach Home w/Lake view and Kayak!

Glorious Waterfront 2/1 Apartment w/ Amenities

Waterfront Home with Kayaks, Dock & Boatlift
When is the best time to visit Clearwater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,252 GYD | G$30,252 GYD | G$32,547 GYD | G$30,252 GYD | G$30,252 GYD | G$31,504 GYD | G$30,461 GYD | G$26,080 GYD | G$27,540 GYD | G$38,181 GYD | G$35,886 GYD | G$29,627 GYD |
| 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 G$6,259 GYD 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
- Hotel rentals Clearwater
- Rentals with a hot tub Clearwater
- Family-friendly rentals Clearwater
- Cottage rentals Clearwater
- Rentals with a washer and dryer Clearwater
- Rentals with beach access Clearwater
- Pet-friendly rentals Clearwater
- Villa rentals Clearwater
- Townhouse rentals Clearwater
- Waterfront rentals Clearwater
- Boutique hotel rentals Clearwater
- Rentals with a sauna Clearwater
- Rentals with an accessible height bed Clearwater
- Rentals with an EV charger Clearwater
- Beach condo rentals Clearwater
- Mansion rentals Clearwater
- Bungalow rentals Clearwater
- Luxury rentals Clearwater
- Beachfront rentals Clearwater
- Rentals with outdoor seating Clearwater
- Rentals with breakfast Clearwater
- Rentals with a fire pit Clearwater
- Condo rentals Clearwater
- Serviced apartment rentals Clearwater
- Rentals with a patio Clearwater
- Private suite rentals Clearwater
- Rentals with a fireplace Clearwater
- Rentals with pools Clearwater
- Guesthouse rentals Clearwater
- Beach house rentals Clearwater
- House rentals Clearwater
- Fitness-friendly rentals Clearwater
- Rentals with lake access Clearwater
- Aparthotel rentals Clearwater
- Rentals with an accessible height toilet Clearwater
- Smoking-friendly rentals Clearwater
- 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
- Raymond James Stadium
- Weeki Wachee Springs
- Busch Gardens Tampa Bay
- Dunedin Beach
- Coquina Beach
- Cortez Beach
- Anna Maria Public Beach
- Lido Key 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
- Nature and outdoors Clearwater
- Tours Clearwater
- Art and culture Clearwater
- Sightseeing Clearwater
- Things to do Pinellas County
- Nature and outdoors Pinellas County
- Art and culture Pinellas County
- Sports activities Pinellas County
- Tours Pinellas County
- Sightseeing Pinellas County
- Things to do Florida
- Wellness Florida
- Sightseeing Florida
- Art and culture Florida
- Food and drink Florida
- Sports activities Florida
- Nature and outdoors Florida
- Tours Florida
- Entertainment Florida
- Things to do United States
- Nature and outdoors United States
- Tours United States
- Wellness United States
- Sightseeing United States
- Art and culture United States
- Entertainment United States
- Food and drink United States
- Sports activities United States

