
Holiday rentals with a kayak in Clearwater
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Top-rated Accommodation with a Kayak in Clearwater
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.
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Holiday House Rentals with a Kayak

Relaxing 4BR/3BA Getaway - Near Beach + Golf Cart
my family stayed at Leslie's place for Father's Day weekend, and we had a great time in her spacious, comfortable home. She really thought of all the details. I have two small children 3yo and 5 months old, and it was so nice to have toys, books, wipes, pack n play, and even a little balance bike available to use! so many amenities, the rooms were spacious and clean, the kitchen was well appointed, and a little basket of commonly forgotten things was such a thoughtful addition. really close to honeymoon Island. we will certainly stay again!

Charming Coastal Home Near Top Beaches
We had a wonderful stay! The house was perfect for our family. Beautiful finishes and decor and very clean. The kitchen and coffee bar had everything we needed and more. Brittany was quick to respond to a question. The guidebook was well-done. A top-notch, 5 star place! We will definitely be back!

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.

*NEW* Riverside Retreat w/Pool
Everything was absolutely perfect! Beautiful and quiet neighborhood. The house was perfect to stay in, very cozy and spacious. Perfect spot for our home base when going to Universal for a day. The weather was perfect as well and being able to kayak down the river a bit was very therapeutic. Would love to come back again, especially to visit Tarpon Springs again. Love from Louisiana.

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

5 Bed/4 Bath Waterfront Pool Home in Apollo Beach
This house was perfect in every way!!!! I have two handicapped parents and was able to bring them thanks to the elevator. The pool was great for the kids but the game room was the real winner here. There was something for everyone in this house. It was spacious so we didn’t feel as if we were on top of each other. Would gladly stay here again and highly recommend this house for a family getaway.

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 you’re willing to share with the world. I didn’t want to leave but I will certainly be back.

Bungalow near the sea
Place was great. Very accommodating and pleasure to deal with. Thanks for everything!
Cottages with a kayak

Sunny PaG Island rental w/bikes-just steps2beach
Great place right on Pass-A-Grille. Far enough from the restaurants to be quiet, but close enough to walk/stumble to. Beach access is very close. Parking as easy as possible. Rental was Clean and Plenty of Amenities. Would stay again.

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. Can’t go wrong.

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. She’s very responsive to questions and even though she lives next door, never intrusive. She’s so gracious we’d be back in a heartbeat! 💗 Truly one of the best experiences we’ve 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
Total rentals
50 properties
Nightly prices starting at
$50 NZD before taxes and fees
Total number of reviews
3.6K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
20 properties have a pool
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