
Vacation rentals with a kayak in Anna Maria
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Top-rated kayak rentals in Anna Maria
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Popular amenities for Anna Maria kayak rentals
House rentals with a kayak

Waterfront home with pool and Jacuzzi. Boat to bay
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 .

Water Front Home to Alafia River
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.

5 Bed/4 Bath Waterfront "Lay Low" in Apollo Beach
Beautiful, well maintained and stocked property(toilet paper, trash bags etc)!! We enjoyed fishing off the dock as well as relaxing in the hot tub while the kids played in the pool! The beds were comfy home was clean and comfortable! Didn’t hear a complaint from anyone! We loved that the home was located walking distance to restaurants!

Sunbaked Bungalow
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.

Reel relaxing on the river walk 2 Lowry Park Zoo
What a great place for our stay in the Tampa area. Easy access to the airport, Ybor and other areas of town as well as to the interstate to get to other places in the region. The house was exactly what we needed, very clean and comfortable. The place had so many amenities we didn't even have a chance to try them all. We'll definitely be back our next time in Tampa.

Bungalow near the sea
Great place and great location!

Waterfront Home w/ guest house!
Spacious with lots of fun things to do. Brock was a great host and when we realized my son lost something at the house, they searched for it and mailed it to us- amazing! Really great place with good people taking care of it. Definitely would stay again!

MCM Waterfront Getaway w/ Private Dock + 4 Kayaks
Loved the decor. So many thoughtful details provided. All items provided to cook nice meals at home. Really comfortable beds. Lovely responsive host.
Cottage rentals with a kayak

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!

Anna Maria Cottage w/Golf Cart
This was a great place to stay for the week, very clean and quiet. Good location to get to either side of the island and the beach. Having the golf cart and beach gear was very helpful! Lynda was a great host.

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.

2/2 Charming Riverfront Cottage w Deck & Kayaks
We love this little cottage! The view from the back is phenomenal - we even saw a couple gators. The set up is so good for pets. The cottage has everything you need and the primary bed is more comfortable than a hotel bed. 10/10 and would def stay here again!

Bay Lake Cottage
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.

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!

Sandy/Salty- Sleep 16 - 2 homes connected by yards
Great gathering place for an extended family to get together. Very short walk to a stunning beach Great for kids. Perfectly located next to a park as well which was great.

Alafia River Cottage
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.
Quick stats about vacation rentals with a kayak in Anna Maria
Total rentals
20 properties
Nightly prices starting at
$130 before taxes and fees
Total number of reviews
840 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
20 properties have a pool
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