
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
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.

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!

Waterfront, pool, golf cart, kayaks & paddle board
We had a wonderful stay at William’s place ! The house was beautiful and spacious , with very comfortable beds . The heated pool was a treat and we enjoyed that every day. The golf cart made it so easy to get to the beach and restaurants and the kids really enjoyed that part of our vacation. We would ride over , grab some ice cream at the restaurant right across the street , and I would watch the boys play on the beach as the sun set . Most beautiful ! We enjoyed the area as there are so many wonderful restaurants nearby and it is a short drive the Clearwater where we enjoyed the aquarium , but we appreciated the more relaxed atmosphere in Indian Rocks . William was very helpful and communicative . It was a perfect spring break for my teenage boys and myself . Highly recommend and we will be back !

3 bed/2 bath Home W/ Gulf Water Access
Great hideaway house perfect for a family or small group. Plenty of room to spread out and nice options for entertainment.

Fabulous Beach House 3BR, SPACIOUS, Beach breezes!
When you stay here you will not be disappointed. It is everything as described. Yes, you hear traffic noise. SUPRISE! You are next to a road. The place is wonderful. The host was great. I have no complaints. It truly is a rare find. I will be trying to stay there every chance I get. P-E-R-F-E-C-T!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!

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.

Exceptional waterfront home w/ breathtaking view
We had a great time at our stay . The host was so helpful and accommodating the live was definitely worth every penny . I hope to visit again in the future and stay at this beautiful home . It was the perfect amount of privacy with so many cool things to do.
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!!!

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!

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.

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
We had a wonderful stay at Captian Al's. only negative is we wish we could stay longer! captain Al is very quick to respond, the place is a described and is in a great location. can't wait to come back. Thank you

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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