Holiday rentals with a kayak in Pinellas County

Find and book unique kayak rentals on Airbnb

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Popular amenities for kayak rentals in Pinellas County

House rentals with a kayak

Guest favourite
Home in St. Petersburg
4.88 out of 5 average rating, 114 reviews

Hibernate in our Bear Creek Home

MarioRating, 5 stars2 weeks ago
This place was amazing, it was exactly what we were looking for. We have two young kids and having a pool (with a slide!) in the backyard was the perfect fit. Convenient, fun and private. We arrived late at night after a day of traveling and the fridge was stocked with food and drinks. On the counter was a full loaf of unopened bread, a batch of bananas and unopened peanut butter. It was so nice not having to worry about going grocery shopping right away. Lots of snacks, drinks, coffee, etc. The on-site laundry allowed us to pack light. We went in late March and the pool was heated to make sure the water felt nice even if it was a bit cool outside. If you’re looking for a place that is walking distance to nearby attractions, this probably is not what you’d be looking for. We went to the Florida Aquarium, Fort DeSoto, mini golfing, and to Doc Ford’s for dinner. All were between a 20-40 minute drive. Overall, amazing place and tons of fun! Phillip and Kathleen are great hosts!
Top guest favourite
Home in Indian Rocks Beach
4.88 out of 5 average rating, 144 reviews

Waterfront Luxury Retreat in Indian Rocks Beach

SandyRating, 5 stars4 weeks ago
We had a wonderful stay at Grace’s place for our annual girls trip to spring training. The house was amazing, very clean and modern. Stocked with lots of conveniences. Great place to make group meals and chill out. Slept all 8 of us comfortably. The water views were spectacular. Very walkable to the main road where there are some restaurants and ice cream. We had everything we needed!
Superhost
Home in Palm Harbor
4.71 out of 5 average rating, 31 reviews

3 bed/2 bath Home W/ Gulf Water Access

AnneRating, 5 stars3 weeks ago
This a spacious, comfortable home in a very quiet neighborhood and yet is close to many restraunts, beaches, and golf courses. We enjoyed our stay and would return.
Top guest favourite
Home in St. Petersburg
4.96 out of 5 average rating, 26 reviews

Casa Coquina: waterfront, pool, hot tub, boat lift

KelliRating, 5 stars3 weeks ago
Casa Coquina is absolutely a beatiful place t and has everything you need for your stay at the home. Chuck and Jilla are very responsive and gave great recommendations on places to go and eat while you are in St. Petersburg. Besides loving the pool and spa we used the dock for fishing and was able to see a manatee , which was my favorite part of our trip.
Guest favourite
Home in Tarpon Springs
4.86 out of 5 average rating, 28 reviews

Clean and Spacious Remodeled Home! Master Suite

WayneRating, 5 stars2 months ago
Book this great house for the location alone! You will get a Superhost in Ryan, and a nicely appointed vacation home with easy access to a lovely nature park just across the street all while less than a 1.5 miles to the famous Sponge Docks and Greek section of Tarpon Springs. The nature park is a great spot to walk your dog or just enjoy the natural beauty of the area. Clean, comfortable and nicely remodeled home, great bed, and functional kitchen with plenty of storage for your items. Ryan is highly engaged and responsive; you won’t be disappointed with this Tarpon Springs home. We would book again without hesitation.
Guest favourite
Home in Tarpon Springs
4.92 out of 5 average rating, 12 reviews

Boat house on the gulf 4B/3B

PaulaRating, 5 stars2 months ago
The house was lovely, clean and comfortable. I could cook all day in the kitchen with that view. Brought our bikes and rode to town to shop and eat. Great location. Joey was very responsive and helpful and Incredibly accommodating. We enjoyed all the amenities. Thanks Joey for everything!
Superhost
Home in Indian Rocks Beach
5 out of 5 average rating, 4 reviews

New Waterfront house pool hot tub golf cart kayaks

ChristinaRating, 5 stars4 months ago
Fabulous does not do it justice!! 1st time with Airbnb and the entire process went seamlessly!! New to the area, and Tom was so helpful with suggestions for activities. I didn’t know what to expect, and was so impressed with the process, amenities, cleanliness and upmost care provided by Tom and Dena. They have set the bar high and we are already planning our next visit back!!!
Superhost
Home in Clearwater
4.9 out of 5 average rating, 29 reviews

Waterfront Paradise-Steps from the Beach

ShannonRating, 5 stars1 day ago
The house was absolutely beautiful and clean! Had everything we needed plus more. Amazing location. Within walking distance of everything. The hosts were extremely responsive. Overall, it was an amazing getaway and we hope to use this property again the next time we are back.

Cottage rentals with a kayak

Superhost
Cottage in St. Pete Beach
4.81 out of 5 average rating, 271 reviews

Sunny PaG Island rental w/bikes-just steps2beach

KarenRating, 5 stars1 month ago
Quaint place and location so perfect for beach! Will return for sure!!!
Guest favourite
Cottage in Odessa
4.88 out of 5 average rating, 48 reviews

Cozy Cottage - Nature Lovers Dream - Horses - Lake

JimiRating, 5 stars1 month ago
We enjoyed our stay and the dogs loved the fenced yard and the friendly hoses. Very peaceful and relaxing setting. Host left us some fresh eggs and we had everything we needed for a great stay.
Cottage in Clearwater
4.76 out of 5 average rating, 146 reviews

Pink Gulfside Cottage, Steps to Beach, Pets OK

LoniRating, 5 stars2 months ago
Our cottage wasn’t ready when we arrived but Captain Al was very responsive and accommodating! He provided us another cottage in a timely manner and generously took care of our dinner tab while we waited. It was very chilly in Florida during our stay and Captain Al brought us an additional space heater to use during our stay. The location is amazing and the cottages are very unique! We’d definitely come back!
Superhost
Cottage in Crystal Beach
4.94 out of 5 average rating, 32 reviews

Elegant Crystal Beach cottage within sea glimpse

BernitaRating, 5 stars1 month ago
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
Guest favourite
Cottage in St. Pete Beach
4.87 out of 5 average rating, 165 reviews

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

CindyRating, 5 stars3 months ago
If you are looking for a historic, old-school Florida home, this is it. The only reason it isn’t a perfect score is that the hurricane closed most of the shops that make Pass-a-Grille quaint. We were able to support a few local restaurants, and the local traffic was very light. We wouldn’t have changed our trip, but it would have been good to know. It seems like businesses are working hard to get back on their feet. Overall a good experience. I appreciate Lisa’s great responsiveness.
Cottage in Clearwater
4.67 out of 5 average rating, 146 reviews

Sleep 7 Steps to Beach Pets OK Real Beach Cottage

JulieRating, 5 stars2 weeks ago
Captain Al was terrific! His place is so close to the beach. It was a quick walk to shopping and dining. The space worked well for our trip.
Top guest favourite
Cottage in Palm Harbor
4.96 out of 5 average rating, 56 reviews

Escondido Boutique Bungalow in Crystal Beach

RamonaRating, 5 stars2 months ago
ASAP- book this lovely home! Look no further - CHARMING OLD FLORIDA LOCATION, - close to shopping and many cool restaurants. Tastefully decorated house in a quiet, safe neighbourhood with a very well appointed kitchen and comfortable beds. Large, spectacular lanai looking onto a private, lush backyard. A five minute walk to the Pinellas Trail or to peaceful Crystal Beach to watch sunsets. Charming, attentive hosts. Most highly recommended - first-rate! We stayed for a month Dec to January 2025.
Guest favourite
Cottage in Palm Harbor
4.83 out of 5 average rating, 90 reviews

Happy Camper Cottage | Cozy Oasis with Hot Tub

JasonRating, 5 stars6 months ago
Anna was extremely helpful and accommodating for our last-minute trip with the kids. Her place was super cute and very clean and well kept and we would be happy to recommend it to friends and family or return ourselves. Thank you so much, Anna!

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