
Vacation rentals with a kayak in Belleair Beach
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Top-rated kayak rentals in Belleair Beach
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House rentals with a kayak

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!

Relaxing 4BR/3BA Getaway - Near Beach + Golf Cart
my family stayed at Leslie's place for Father's Day weekend, and we had a great time in her spacious, comfortable home. She really thought of all the details. I have two small children 3yo and 5 months old, and it was so nice to have toys, books, wipes, pack n play, and even a little balance bike available to use! so many amenities, the rooms were spacious and clean, the kitchen was well appointed, and a little basket of commonly forgotten things was such a thoughtful addition. really close to honeymoon Island. we will certainly stay again!

Charming Coastal Home Near Top Beaches
We had a wonderful stay! The house was perfect for our family. Beautiful finishes and decor and very clean. The kitchen and coffee bar had everything we needed and more. Brittany was quick to respond to a question. The guidebook was well-done. A top-notch, 5 star place! We will definitely be back!

Luxe Private Waterfront Getaway with Pool in Ozona
Exactly the escape we wanted from the North East. The house was spacious and very comfortable with an amazing water view. I had coffee on the dock every morning. The owners were very responsive and ensured our stay was enjoyable Highly recommend.

Saltwater Retreat, 3 minute walk to Gulf beaches!
Hannah was a wonderful host very helpful, kind, and quickly answered any question we had! Her husband was very nice and offered tons of recommendations of good places to eat. We were able to walk across the street to the beach within minutes and there’s lot of restaurants nearby. Also really enjoyed the back porch and beach supplies provided. The kitchen was well equipped with everything we needed to make a meal & inside is exactly like the pictures and offers an especially cozy home-y vibe. Would highly recommend if your considering staying at here :)

Stay in Paradise - Free Kayaks, SUPs & Dolphins!
Mathew’s place is beautiful inside and out. The photos don’t do it justice. It was extremely clean and spacious. There were no lacking amenities, making you feel right at home. The backyard is a total oasis. We spent a lot of our time relaxing pool/dockside. We saw dolphins in the morning with our coffee and at night eating our dinner right off the back dock. The golf cart made exploring the town really fun for our kids, and made getting to the beach a breeze. Beach gear/ toys were available for use; as well as baby gear for our infant. Mathew was very friendly and extremely responsive. I would absolutely stay here again and create more memories! Thank you so much for such a memorable stay!

Saltwater Oasis in Seminole
Well stocked home that has everything you could need for your stay. The location was convenient and the homes pool was a wonderful place to relax. The host made check in/out clear and simple.

Amazing Private Beach Home
The house is very spacious all appliances in the house are up to date. Beds were very comfy and plenty of outdoor seating for watching the wildlife that cruises the shore line. We got to see the dolphins cruising in the bay along with flamingos and egrets and the pelicans. Neighbors are quiet and keep to themselves. Drive into Clearwater is easy and quick. Well worth the stay for the family getaway
Cottage rentals with a kayak

Sunny PaG Island rental w/bikes-just steps2beach
Great place right on Pass-A-Grille. Far enough from the restaurants to be quiet, but close enough to walk/stumble to. Beach access is very close. Parking as easy as possible. Rental was Clean and Plenty of Amenities. Would stay again.

Pink Gulfside Cottage, Steps to Beach, Pets OK
Great old school beach cottage. Perfect for my Son and me. The Capt. and especially the First mate made it 5 stars!

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
Lisa was a great host, and paradise by the beach is an awesome place to stay. My family of 4 (2 adults and our older teens) just loved being able to have a lot of space (compared to the hotel rooms on st Pete beach) and a full kitchen and a close walk to the beach. The kids loved riding the bikes to get an ice cream at night, and it was so easy and convenient to pack up the chairs and umbrella and walk over to the beach. The walk is actually shorter than the resorts we have stayed at on spb. It was kind of like settling into our home by the beach—very comfy and convenient with everything we needed. Lots of tvs, lots of space, easy to get around. I also liked having a fully equipped kitchen—only made dinner one night, but everything we needed was there! We’d definitely again and prefer it to the other resorts we have stayed at. It’s less expensive, more convenient, and a lot more space. Thank you so much, Lisa! We hope your space is available next time we come down!

1 Bd Immaculate Gulf front BOHO Beach Cottage
Just as the pictures show this is a super cute cottage as close to a beautiful stretch of beach as you can get. Cottage was squeaky clean and appointed with everything you need for feeling right at home. The back patio is wonderful with shade, ocean breezes and the wonderful sound of breaking waves. The little path to the beach is right off the patio. Would stay again in a heartbeat!

Sleep 7 Steps to Beach Pets OK Real Beach Cottage
Exactly as advertised, steps from the beach, wonderful cottage. Capt Al had plenty of instructions to explain any questions you would have. Tons of beach stuff to use too, towels, umbrellas, toys, chairs, etc. My wife, two girls and I had a fantastic time and would most definitely rent again.

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 vacation rentals with a kayak in Belleair Beach
Total rentals
20 properties
Nightly prices starting at
G$27,198 GYD 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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- Busch Gardens Tampa Bay
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- North Beach
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- Tampa Theatre
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