
Vacation rentals with a kayak in Pinellas County
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Top-rated accommodations with a kayak in Pinellas County
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House rentals with a kayak

Hibernate in our Bear Creek Home
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!

Waterfront Luxury Retreat in Indian Rocks Beach
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!

3 bed/2 bath Home W/ Gulf Water Access
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.

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

Clean and Spacious Remodeled Home! Master Suite
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.

Boat house on the gulf 4B/3B
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!

New Waterfront house pool hot tub golf cart kayaks
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!!!

Waterfront Paradise-Steps from the Beach
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

Sunny PaG Island rental w/bikes-just steps2beach
Quaint place and location so perfect for beach! Will return for sure!!!

Cozy Cottage - Nature Lovers Dream - Horses - Lake
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.

Pink Gulfside Cottage, Steps to Beach, Pets OK
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!

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

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

Sleep 7 Steps to Beach Pets OK Real Beach Cottage
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.

Escondido Boutique Bungalow in Crystal Beach
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.

Happy Camper Cottage | Cozy Oasis with Hot Tub
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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- Crescent Beach
- John's Pass
- Cortez Beach
- Bean Point Beach
- Lido Key Beach
- Busch Gardens Tampa Bay
- Amalie Arena
- Raymond James Stadium
- North Beach
- Clearwater Beach
- Vinoy Park
- Coquina Beach
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Fort De Soto Park
- ZooTampa at Lowry Park
- Tropicana Field
- Van Wezel Performing Arts Hall
- Clearwater Marine Aquarium
- Lakewood National Golf Club
- Splash Harbour Water Park
- Jannus Live
- Adventure Island
- Sand Key Beach
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