
Holiday rentals with a kayak in Clearwater
Find and book unique kayak rentals on Airbnb
Quick stats about holiday rentals with a kayak in Clearwater

Total holiday rentals
Explore 70 holiday rentals in Clearwater

Nightly prices starting at
Clearwater holiday rentals start at €35 per night before taxes and fees

Verified guest reviews
Over 5,170 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
70 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 Clearwater Jolley Trolley
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

Hidden Oasis W Screened Heated Salt Pool / Hot Tub
Enjoy best of Florida in this Updated and Newly Furnished 4 bed, 3 bath with PRIVATE SCREENED HEATED SALT WATER POOL and HOT TUB + FLORIDA ROOM+ GAME ROOM located short 3 miles to the beach. This home is in the quiet neighborhood, close to shopping, restaurants, grocery shops and beach. House accommodates up to 10 guests and has 1 KING BED and 3 QUEEN BEDS and 1 Bunk Bed for sleeping arrangements Both Living room and Florida room have Large Sectional Sofas Grill is available in the backyard

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.

Azule|Waterfront | Walk to Beach-Dock-Bikes-Kayaks
Welcome to Villa Azule, your luxurious Indian Rocks Beach retreat! - Spacious 2,646-square-foot waterfront haven with stunning canal views. - Two king master bedrooms and a queen bedroom, accommodating up to 10 guests. - Outdoor amenities include a boat lift, propane grill, fire pit, bikes, and kayaks. - Open concept living area perfect for relaxation and entertainment. - Close to local shops and a 10-minute walk to the beach. - Complimentary sparkling wine awaits your arrival.

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

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

Your private Waterfront Pool home!
Heated pool option added January 2026!! Waterfront property, perfect getaway for quiet relaxation or family fun. Come explore our gorgeous, resilient Gulf Coast:) Beach bungalow with all of the amenities. Have the house and pool with waterfront oasis all to yourself. Just step out the front door and walk 3 blocks to the sandy shores of Indian Rocks Beach. See hundreds of reviews to learn more about this host, our area, our style. BTR#1734 VRR#0422

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

Tampa Waterfront Heated Pool/ Hot Tub Oasis w Dock
Enjoy this South Tampa waterfront pool home, centrally located off Westshore. Close proximity to Clearwater, downtown Tampa, and Orlando. Featuring brand new contemporary finishes and breathtaking views. This home Is monitored on video surveillance on the exterior corners of the home as well as the back yard and front door ring camera. Device will record during reservations. No parties of any kind will be permitted.
Popular amenities for kayak rentals in Clearwater
House rentals with a kayak

Waterfront Pool Oasis Kayaks, Games & Beach Vibe

Heated saltwater pool|Spacious 4BR/3BA|

Hibernate in our Bear Creek Home

Luxurious "Riverfront Oasis" - Waterfront w/pool

Urban River Edge Loft w/Soaking Tub and King Bed

Tranquil Bay: Waterfront Home w/ Heated Pool

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

Waterfront Condo with Boat Slip & Fishing Dock
Cottage rentals with a kayak

Pink Gulfside Cottage, Steps to Beach, Pets OK

Little Manatee River Cottage

Steps2Beach-Walk everywhere-Bikes & gear Included

A little piece of Heaven

Escondido Boutique Bungalow in Crystal Beach

Elegant Crystal Beach cottage within sea glimpse

Seaside Cottage- Gulf Waterfront with heated pool

Happy Camper Cottage | Cozy Oasis with Hot Tub
Other holiday rentals with a kayak

Dolphin Cove Waterfront St. Pete Beach w/ Pool

Steps from the Sand - Clean, Stylish 2-BR Condo

Breathtaking Waterview & Pool View Condo

Waterfront studio great for Pasco scallop season!

Cottage in Paradise.

Charming Casita Near Two Downtowns & Beaches

Gulf-to-Bay Island Apt · Steps to Beach #1

Waterfront Home Golf Cart Walk to Beach
When is the best time to visit Clearwater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €137 | €144 | €176 | €127 | €127 | €132 | €139 | €108 | €103 | €106 | €127 | €123 |
| 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 |
Destinations to explore
- Miami Holiday rentals
- Four Corners Holiday rentals
- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Panama City Beach Holiday rentals
- Tampa Holiday rentals
- Destin Holiday rentals
- Hollywood Holiday rentals
- Jacksonville Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Rentals with lake access Clearwater
- Family-friendly rentals Clearwater
- Resort rentals Clearwater
- Rentals with a hot tub Clearwater
- Aparthotel rentals Clearwater
- Pet-friendly rentals Clearwater
- Rentals with outdoor seating Clearwater
- Private suite rentals Clearwater
- Smoking-friendly rentals Clearwater
- Mansion rentals Clearwater
- Townhouse rentals Clearwater
- Waterfront rentals Clearwater
- Boutique hotels Clearwater
- Luxury rentals Clearwater
- Beachfront rentals Clearwater
- Bungalow rentals Clearwater
- Apartment rentals Clearwater
- Rentals with a patio Clearwater
- Rentals with a fireplace Clearwater
- Rentals with pools Clearwater
- Guest house rentals Clearwater
- Beach house rentals Clearwater
- House rentals Clearwater
- Rentals with breakfast Clearwater
- Rentals with a firepit Clearwater
- Flat rentals Clearwater
- Rentals with an accessible-height bed Clearwater
- Rentals with an EV charger Clearwater
- Rentals with a washing machine and dryer Clearwater
- Rentals with an accessible-height toilet Clearwater
- Fitness-friendly rentals Clearwater
- Beach apartment rentals Clearwater
- Rentals with a sauna Clearwater
- Serviced apartment rentals Clearwater
- Rentals with beach access Clearwater
- Cottage rentals Clearwater
- Hotel rooms Clearwater
- Villa rentals Clearwater
- Rentals with a kayak Pinellas County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Tampa Convention Center
- Dunedin Beach
- Vinoy Park
- Hard Rock Casino
- University of South Florida
- John's Pass
- Tropicana Field
- Fort De Soto Park
- Epperson Lagoon
- Sand Key Beach
- Weeki Wachee Springs State Park
- Anna Maria Public Beach
- MidFlorida Credit Union Amphitheatre
- River Strand Golf and Country Club
- Cortez Beach
- Things to do Clearwater
- Sightseeing Clearwater
- Art and culture Clearwater
- Tours Clearwater
- Nature and outdoors Clearwater
- Things to do Pinellas County
- Sports activities Pinellas County
- Food and drink Pinellas County
- Sightseeing Pinellas County
- Tours Pinellas County
- Nature and outdoors Pinellas County
- Art and culture Pinellas County
- Things to do Florida
- Wellness Florida
- Art and culture Florida
- Tours Florida
- Entertainment Florida
- Sightseeing Florida
- Food and drink Florida
- Sports activities Florida
- Nature and outdoors Florida
- Things to do United States
- Tours United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States
- Food and drink United States







