
Holiday rentals with a kayak in Clearwater Beach
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Top-rated rentals with kayak in Clearwater Beach
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.
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Popular amenities for kayak rentals in Clearwater Beach
House rentals with a kayak

Nature Lovers Retreat
We had a great stay! Loved the view of the water and being able to kayak. The home was spacious and had everything we needed.

Renovated peaceful 2 Bed cottage with/hot tub.
The house is just like the pictures. The kitchen has everything we needed and more. I would definitely would recommend this place.

Cozy Beach Home w/Lake view and Kayak!
It was exactly as described. We loved the neighbourhood, very quiet. We loved the fenced backyard. We thoroughly enjoyed the screened area. We ate all our meals outside. Very peaceful. Our host was very quick to respond to any questions

Luxe Private Waterfront Getaway with Pool in Ozona
Exactly the escape we wanted from the North East. The house was spacious and very comfortable with an amazing water view. I had coffee on the dock every morning. The owners were very responsive and ensured our stay was enjoyable Highly recommend.

Saltwater Retreat, 3 minute walk to Gulf beaches!
Hannah was a wonderful host very helpful, kind, and quickly answered any question we had! Her husband was very nice and offered tons of recommendations of good places to eat. We were able to walk across the street to the beach within minutes and thereās lot of restaurants nearby. Also really enjoyed the back porch and beach supplies provided. The kitchen was well equipped with everything we needed to make a meal & inside is exactly like the pictures and offers an especially cozy home-y vibe. Would highly recommend if your considering staying at here :)

Ocean Dream Villa| Beachfront with Private Pool
Great location for a large private house (but shared pool). While some of the inside feel a bit older, the location makes up for it. We had a couple minor issues but Mona was very responsive and was able to get things sorted out for us. Would stay there again.

The Weekender- Lake Access, Bikes, Outdoor Living
This place was absolutely amazing. From the moment I walked in, the house was clean and welcoming. Everything I needed was exactly where Kimberleigh said it would be. Kimberleigh has everything you could possibly need, from make up remover wipes to hair ties and straighteners in case you forgot your own. The home was sparkling clean and quite comfortable, with extra throw blankets and pillows. Every detail you can think of for a peaceful getaway has been executed. Kimberleigh, thank you for the clear communication and quick responses to everything and having such a beautiful getaway spot youāre willing to share with the world. I didnāt want to leave but I will certainly be back.

Beach, golf cart, pool and pickleball at Oasis
We enjoyed a lovely family holiday at this property. The property is within walking distance of the beach and restaurants but the golf cart provided is a bonus (although this canāt now be used along Gulf Blvd so use the back streets). The property is spacious and well equipped for eating at home. The pool is a great feature to the property (and is cleaned regularly) and the outside spaces are really lovely. We were treated to a raccoon walking across the yard about 11 pm one evening and a young owl falling from its nest and watching us in the pool for a while before flying back up to Mum in their nest in one of the trees. (Clearly wasnāt overly thrilled with our 7 year old Grandaughterās offer to take it home with her!) The nature reserve close by is beautiful and our grown up kids made use of the kayaks provided at the property. All in all a great time had by all in a great property.
Cottage rentals with a kayak

Pink Gulfside Cottage, Steps to Beach, Pets OK
Great old school beach cottage. Perfect for my Son and me. The Capt. and especially the First mate made it 5 stars!

Little Manatee River Cottage
Had a great stay ! Fishing was fun and right across the street Would stay again for sure !

Hot tub, 2 floors riverfront, Bush Gardens, kajaks
Cozy, comfortable, yet two stories with plenty space to stretch out, scenic view with a hot tub, nice balcony view for coffee in the morning. Canāt go wrong.

Sandy/Salty- Sleep 16 - 2 homes connected by yards
Great gathering place for an extended family to get together. Very short walk to a stunning beach Great for kids. Perfectly located next to a park as well which was great.

Alafia River Cottage
This place was wonderful ! Martha was great and very responsive anytime ! Quiet and peaceful and very charming cottage ! Will definitely be returning

Cozy Cottage - Nature Lovers Dream - Horses - Lake
Dave and Lindsay gave us our space, but were quick to respond when I had questions. My kids enjoyed giving the horses carrots. I would def stay here again. Highly recommend.

Elegant Crystal Beach cottage within sea glimpse
This super cute cottage is very clean with up-to-date appliances and beautifully decorated with well-thought-out use of space! We stayed for 10 weeks and slept soundly every night due to the comfortable mattress, peaceful & quiet safe neighborhood. The newer fixtures and large washer/dryer were so convenient. Communication with Mary Jane was fantastic. Sheās very responsive to questions and even though she lives next door, never intrusive. Sheās so gracious weād be back in a heartbeat! š Truly one of the best experiences weāve had in the nearly decade of staying in Airbnbs. Location is a bonus as is very walkable to Bay/Beach or bicycle to the Pinellas Trail. This area has so much to offer with beaches, trails, restaurants, fairs, etc

1 Bd Immaculate Gulf front BOHO Beach Cottage
Just as the pictures show this is a super cute cottage as close to a beautiful stretch of beach as you can get. Cottage was squeaky clean and appointed with everything you need for feeling right at home. The back patio is wonderful with shade, ocean breezes and the wonderful sound of breaking waves. The little path to the beach is right off the patio. Would stay again in a heartbeat!
Quick stats about holiday rentals with a kayak in Clearwater Beach
Total rentals
20 properties
Nightly prices starting at
ā¹12,119 before taxes and fees
Total number of reviews
2.3K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
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- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Public Beach
- Dunedin Beach
- John's Pass
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Vinoy Park
- Jannus Live
- Tampa Theatre
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
- Adventure Island
- Splash Harbour Water Park
- Tampa Palms Golf & Country Club
- North Beach At Fort DeSoto Park