Holiday rentals with a kayak in Hillsborough County

We had a great stay in St. Petersburg. The house was perfect for our family. We were in town for a swim meet and enjoyed having a quiet place to relax after long days at the pool. As others mentioned, the hosts really take great care of their guests. The refrigerator was fully stocked and everything you could possibly need was provided in the home. I hope the home is available the next time we visit St. Pete!

We enjoyed our stay in Tampa at Chris’s home. House was exactly as described and in pictures. The pool and hot tub was a great addition. Chris was very responsive and accommodating. We enjoyed our short visits from Joseph the cat and friend .

Dafran's house was one the best places we have used. He is a great host and his responses were in timely manner. Place was sparkling clean and spacious. We already referred his place to our friends. He is very well organized and thoughtful. His house is on the water front with beautiful view. I can go on and on praising him and his place since it was so nice. He also has bunch of games for kids to play. Keep up the good work Dafran.

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.

Upon arrival at the designated location, we discovered that all items were situated in their proper places. The cleanliness of the house was impeccable, and it was well-equipped with everything we required throughout our stay. Ross demonstrated exceptional hosting skills and maintained consistent communication.

The house was beautiful and the hosts were great with reaching out and answering any questions. The pool was wonderful!

We had the best time! The pool and hot-tub were hits with the kids. Conveniently located and right on the water.

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!

Quaint place and location so perfect for beach! Will return for sure!!!

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.

This was our second stay at this cottage and we are already looking forward to booking again! My husband and I appreciate the attention to detail with every aspect of our stay. Kristen is a fantastic host. We didn’t have to bother her during our stay because the cottage is stocked with everything we needed. Another awesome stay.

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!

The Alafia River House did not disappoint. Check in was easy with helpful photos & directions. The neighborhood is pretty quiet but yet close to everything too. The house is tucked in right on the river, the yard is lush & Florida tropical, it is the perfect place to sit & read, eat a meal or take a nap. Watching the chickens and surrounding nature are an added bonus. The home is old with character, but so clean & refreshing. All the things you need and more are carefully stowed in antique furniture. Martha is easy to contact, but you shouldn’t need anything. The kitchen is up to date & has all of the extra things that you probably forgot to bring. My husband and I had a sweet trip & the Alafia River House was a gem. Thank you Martha.

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.

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

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.