
Holiday rentals with a kayak in Belleair Beach
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Top-rated rentals with kayak in Belleair Beach
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.
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House rentals with a kayak

Hibernate in our Bear Creek Home
My family and I (mom and sister) had a great time staying at Phillip's. The house is clean, decorated nicely and well stocked -- Phillip has everything you need on hand, I would even recommend checking in first and seeing what is already provided before going to the store -- There was breakfast food, snacks and drinks for us on arrival which was such a great touch, but all household goods are there for your use as well. Phillip was an amazing and proactive host, you can tell he put forth a lot of effort in turning the Airbnb into a home away from home for his guests. He also has guidebooks that help with picking activities and places to eat if you're not familiar with the area. The location is is not too far from downtown making everything a quick car ride away, the neighborhood was also pretty quiet. If we're ever in the area again we would definitely return if available.

3 bed/2 bath Home W/ Gulf Water Access
Loved this place. Quiet neighborhood with friendly neighbors. Anthony was easy to contact and helpful. Couldn’t find the WiFi password when it was right in front of me.🙄 He fixed me up and didn’t even make fun of me. House was clean, beds were comfortable and kitchen was nice. Reasonably priced. The location is great.

Fabulous Beach House 3BR, SPACIOUS, Beach breezes!
Liz was great! Also location was perfect, walkable and super close to the beach!

Casa Coquina: waterfront, pool, hot tub, boat lift
I stayed at Chuck & Jilla's place for a week in April with my family and had a wonderful stay. The location was peaceful, the house was very comfortable and modern and a convenient location for St Pete restaurant's and the beach's. Our favorite part was the pool and the hot tub. Mark Cleary

Boat house on the gulf 4B/3B
Joey was outstanding when it came to any questions we had for the house, very responsive. House is exactly as described and the views are outstanding. Joey even had some extras for our arrival.

New Waterfront house pool hot tub golf cart kayaks
This was our first Airbnb in Indian Rocks. We loved the house. We loved the quiet neighborhood, the view. Easy access to everything we wanted to do. We would definitely book again or another of their beautiful properties!

Waterfront Paradise-Steps from the Beach
A true GEM! We stayed here for a long weekend for my sister's bachelorette - we couldn't have asked for a better stay! The house was absolutely perfect: amenities, location, comfort & cleanliness. We spent every day from morning to night relaxing by the pool and enjoying each other's company. The perfect getaway for some R&R. It was easy to walk to the downtown area for dinner, drinks & nightlife (and the beach) - however the house was so perfect and convenient to just chill out with our group there that we did not even need to go to the beach. 100/10 I would recommend and stay here again. Adriana & Brent: the hosts of this amazing home - thank you for opening your home for us to stay & for being so responsive when we needed something. We will hold onto these memories for lifetime and are so grateful for experiencing such an incredible vacation :)

Pet Friendly Waterfront Property features 3 homes
This Airbnb was a nice place to stay. It was clean and the host was responsive.
Cottage rentals with a kayak

Sunny PaG Island rental w/bikes-just steps2beach
Perfect Coastal Getaway My sister and I were looking for a relaxing beach retreat, and this place exceeded our expectations. From the moment we arrived, we were impressed by the charming and cozy atmosphere. The decor perfectly encapsulated the beachy vibe, making us feel right at home. The accommodation was clean, well-maintained, and equipped with everything we needed for a comfortable stay. One of the highlights of our visit was the proximity to the beach. Just a short walk away, we enjoyed sun-filled days lounging on the soft sand and taking refreshing dips in the ocean. It was so convenient to have the beach just minutes from our doorstep, allowing us to soak up the sun whenever we pleased. The neighborhood is lovely, with plenty of quaint shops and delicious dining options nearby. We loved exploring the area and trying out local restaurants. Overall, our stay here was an unforgettable experience. We highly recommend this spot to anyone looking for a charming beach escape!

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 AI place is wonderful. Right on beach. perfect place for get away.

Escondido Boutique Bungalow in Crystal Beach
Truly immaculate place. If you are in the crystal beach/ palm harbor area this is the place. Period. It was BEAUTIFUL. One of the cleanest Airbnbs I've ever stayed in, comfy bed, private and secluded which was ideal for a couple. LOVED it. The hammock swings were a plus for me. Just felt nice to have an atypical lounging space. Very close walk to peaceful sunsets. Susan and Mark were helpful and fully responsive. Thank for the beautiful memories I'll have from being here!

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!
Quick stats about holiday rentals with a kayak in Belleair Beach
Total rentals
20 properties
Nightly prices starting at
£98 before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
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- Anna Maria Island
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