Holiday rentals with a kayak in Hillsborough County

Find and book unique kayak rentals on Airbnb

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Popular amenities for kayak rentals in Hillsborough County

House rentals with a kayak

Guest favourite
Home in St. Petersburg
4.88 out of 5 average rating, 112 reviews

Hibernate in our Bear Creek Home

KellyRating, 5 stars1 week ago
Phillip & Kathleen were definitely the best hosts I've ever had with the Airbnb app. They were more than accommodating and supplied us with everything and anything we could have possibly needed. Their home is so beautiful, peaceful, and relaxing. The pool area is gorgeous and has a slide, grill, and a Blackstone. We didn't use the grills, but they're there for anyone to use. We arrived early for a festival that we were attending and they let us park there and hang out by the pool while the house cleaner was finishing up. They stocked the fridge and had complimentary coffee and wine. They provided pool towels and had any cooking utensil that we could think of. Overall great experience and we would 100% book with them again! I highly recommend staying in their Bear Creek home!! Oh, and they left us delicious popcorn by the front door when we got back from the festival. Their daughter has a small business, and they make it themselves.
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 stars6 days 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.
Guest favourite
Home in Tampa
4.88 out of 5 average rating, 25 reviews

Waterfront home with pool and Jacuzzi. Boat to bay

DanielRating, 5 stars2 weeks ago
This place is exactly as described and better. Read everything Chris says and that's what you get. It's very spacious and private, yet close to everything. The location is excellent. 5 minutes from private business as well as big box stores, bars and restaurants. There are several beaches & parks within 10 minutes, take your pick. We were visited by a very nice cat usually in the evenings, it would eat and let us pet it and head back out the door. The canal offers a lot of wildlife, birds chirping in the morning while sipping coffee by the pool is priceless. We brought our kayaks and traveled out to Moggle Bay and I also caught some catfish from the dock. Keep in mind that this isn't a 100% rental place, but someone's home that invites guests to stay a percentage of the time. I would definitely stay again.
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 stars5 days 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
4.89 out of 5 average rating, 27 reviews

Clean and Spacious Remodeled Home! Master Suite

WayneRating, 5 stars1 month 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 Tampa
4.91 out of 5 average rating, 170 reviews

Luxurious "Riverfront Oasis" - Waterfront w/pool

KyleRating, 5 stars4 days ago
The house was an amazing experience! The check-in process was seamless, and the host provided clear instructions, making it easy to settle in quickly. The space itself was spotless and very nicely decorated. The backyard was incredible with many things to do including swimming, corn hole, badminton, hanging by the fire pit or laying in the hammock, and just relaxing or fishing off the pier. The location was next to Rick’s on the River which is an awesome local spot for food and drinks and 5-10 min drive to downtown Tampa and YBOR City. Would absolutely stay again!
Guest favourite
Home in Tampa
4.96 out of 5 average rating, 116 reviews

NEW Heated Salt Pool & Spa on Waterfront Canal

CassieRating, 5 stars5 days ago
We had the best time! The pool and hot-tub were hits with the kids. Conveniently located and right on the water.
Guest favourite
Home in Palm Harbor
4.88 out of 5 average rating, 65 reviews

Waterfront-Gulf access-Fishing-Kayaks-Gameroom-

HenryRating, 5 stars1 week ago
Tina is an excellent host! The home is clean, well stocked and has great amenities. We walked the nearby Pinellas Trail and saw some monkeys at the Primate Sanctuary- very cool place. We had great luck with fishing and caught several different types of fish. We always had plenty to do and enjoyed how quiet the property was when we wanted to relax in peace. We would recommend this place to anyone!

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 stars3 weeks ago
Quaint place and location so perfect for beach! Will return for sure!!!
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 stars2 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.
Top guest favourite
Cottage in Tampa
4.98 out of 5 average rating, 192 reviews

Bay Lake Cottage

JeffRating, 5 stars1 week ago
In spite of one of us having a raging cold, we enjoyed our stay and enjoyed having the serenity needed when feeling bad. Kristin was always most helpful and very friendly, even offering to pick up a pizza for us on our first night.
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!
Top guest favourite
Cottage in Riverview
4.95 out of 5 average rating, 82 reviews

Alafia River Cottage

TimRating, 5 stars2 weeks ago
Martha and George are two of the most wonderful and entertaining hosts in have ever had. The bungalo was absolutely wonderful and in a beautiful location. Hope to have the opportunity to stay with them again. Everything was absolutely phenomenal.
Guest favourite
Cottage in Odessa
4.88 out of 5 average rating, 48 reviews

Cozy Cottage - Nature Lovers Dream - Horses - Lake

JimiRating, 5 stars3 weeks 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.
Superhost
Cottage in Crystal Beach
4.94 out of 5 average rating, 32 reviews

Elegant Crystal Beach cottage within sea glimpse

BernitaRating, 5 stars1 week 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
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.

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