
Vacation rentals with a kayak in Bradenton
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Top-rated kayak rentals in Bradenton
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House rentals with a kayak

Hibernate in our Bear Creek Home
Phillip was an amazing host. He thought of every little detail in the house for our comfort. Any questions that I had he replied to very quickly. The location was great and so close to the beach. The pool and barbecue were awesome. We would definitely stay there again and again.

SeaScape
We stayed here for a week and had an amazing experience. Everyone of the other tenants at this resort were super friendly and welcoming. Some were locals that gave us awesome recommendations. The clubhouse itself was clean and well maintained, we only used the pool and hot tub and it was never too crowded when we went. The house itself was super clean and organized, also convenient to many great restaurants and activities. The house was even stocked with beach chairs, towels, and an umbrella, which was a nice surprise. If you plan on cooking, the kitchen was stocked with dinnerware, cookware, utensils, and everything you would need. I highly recommend this house and resort! We will stay here again if we travel back to this area.

15 Min to Beach Entire Home! Gracies Cottage
The house was gorgeous! Also, Nicole was an amazing host. She made sure to make us feel at home and was very responsive to all of the questions that we have.

Waterfront Oasis
This home is well- maintained and has lovely outdoor spaces. The artwork in the home was unique and fun, not cookie-cutter or generic. I loved that. The amenities were just what was needed to prepare meals or enjoy ourselves. The neighborhood is quiet and walkable, with friendly neighbors. Overall, this is a great location and property.

Endless Summer Escape - Amazing Heated Pool/Spa
We had a fantastic stay at this lovely home just 15 minutes from Anna Maria Beach! The location was perfect—close enough to enjoy the beach daily, but tucked away in a quiet, peaceful neighborhood. The house was clean, comfortable, and had everything we needed for a relaxing getaway. The kitchen was well-stocked, the beds were super comfortable, and we appreciated the thoughtful touches like beach chairs and towels. Communication with the host was smooth and easy. We’d definitely come back again—highly recommended!

Bungalow near the sea
Place was great. Very accommodating and pleasure to deal with. Thanks for everything!

Florida Cove Cottage - 2BD/2BA in the heart of SRQ
We had an amazing stay at this fabulous beach house. Such a gorgeous property and even better than the photos! Would 100% return if we came back to Sarasota!

Urban River Edge Loft w/Soaking Tub and King Bed
I really enjoyed my stay, I booked it as a short birthday getaway and it was perfect for what I need it for. Only 10 minutes from Ybor and plenty of late night food and gas stations, my partner likes to fish and there was a lake to enjoy as well, I will definitely be booking again in the near future!
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!

Anna Maria Cottage w/Golf Cart
My son and I had a wonderful stay at this cute little cottage. Everything was clean and well-decorated, and we had everything we needed in the kitchen. We loved having the golf cart to run around in! The host also provided beach chairs and a kayak to use, which was very handy. The area is pleasant, situated in a quiet neighborhood with public tennis and basketball courts across the street. Anna Maria is a happy little island, with a lot of good food and entertainment, and a number of beach areas to choose from. Lynda was very responsive to any questions we had, and provided a lot of easy -to-follow instructions for the house, as well as lots of helpful tips about the area. We will definitely be back!

"New"Country Cottage / Lake Manatee Lakewood Ranch
I had the most beautiful time❤️The accommodations were perfect and Kristen is a very gracious host. The settings ideal with a resident horse and cow . There is a grill and a pool and a washer/dryer. The setting is very private and the space is well appointed. Kristen goes out of her way to ensure that a fun, relaxing and memorable time is had. I truly appreciated how pet friendly the property was also. It was beyond perfect😊🌸💕🐴

Hot tub, 2 floors riverfront, Bush Gardens, kajaks
Cozy, comfortable, yet two stories with plenty space to stretch out, scenic view with a hot tub, nice balcony view for coffee in the morning. Can’t go wrong.

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!

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.

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
Quick stats about vacation rentals with a kayak in Bradenton
Total rentals
80 properties
Nightly prices starting at
G$10,492 GYD before taxes and fees
Total number of reviews
3K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
70 properties have a pool
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- Anna Maria Island
- Siesta Beach
- Dunedin Beach
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Streamsong Resort
- Tampa Theatre
- Jannus Live
- Curtis Hixon Waterfront Park