Vacation rentals with a kayak in Manatee County

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Popular amenities for Manatee County kayak rentals

House rentals with a kayak

Superhost
Home in Bradenton
5 out of 5 average rating, 3 reviews

Canal Front + Kayaks+Next to Reserve & Anna Maria

JenniferRating, 5 stars1 week ago
Great place to stay, great hosts!
Guest favorite
A wooden pier extends into calm waters, flanked by lush greenery. Soft lights illuminate the walkway, which leads toward a vibrant sunset sky painted in shades of pink and purple. The tranquil setting invites leisurely strolls and scenic views of the bay.
Home in Palmetto
4.9 out of 5 average rating, 10 reviews

SeaScape

DestinyRating, 5 stars1 month ago
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.
Top guest favorite
A grassy yard features two kayaks stored near a wooden dock, with lush greenery surrounding the area. A shade structure is visible in the background, alongside a residential home. The sky is clear, displaying a few clouds.
Home in Bradenton
4.98 out of 5 average rating, 81 reviews

Waterfront Home w/ Private Dock, Kayaks, and Yard!

LyleRating, 5 stars3 weeks ago
The house was great, easy to get to. Lauren was beyond helpful pre-checkin and through stay. Quick return contact and very helpful. Suggested stay for anyone looking for great place and host. Thank you very much.
Guest favorite
Two vibrant green kayaks rest on a stone patio by a serene waterway, surrounded by lush greenery. The area features a fire pit and is bordered by trees, creating a tranquil setting for outdoor enjoyment.
Home in Bradenton
5 out of 5 average rating, 26 reviews

Waterfront/Kayak with Manatees/Pool/Fish

Sharon ReneeRating, 5 stars3 months ago
Beautiful home with so many extras. Kayaks, coffee, shampoo. All the little things you may have forgotten until you can get to the store just a few minutes away. The canal was the best part of our stay! We saw jumping fish and manatees from the kitchen window! Host was extremely responsive and the Ripley Museum near by was perfect for a rain day and free on Mondays.
Guest favorite
An aerial view of a single-story home with a blue exterior and a metal roof highlights a private pool surrounded by a spacious patio. Lush landscaping and palm trees create a tropical atmosphere, while a shaded seating area under the umbrella invites relaxation.
Home in Sarasota
5 out of 5 average rating, 25 reviews

Stunning Home, Heated Pool and Boat Dock

GinaRating, 5 stars1 week ago
We had an amazing week at this beautiful home just 10 minutes from Siesta Key. The house was spotless, super comfortable, and had everything we needed; the pool, boat dock, games, comfy beds, and a great TV setup. Everything was perfect. Jennifer was an amazing host as well; very responsive, respectful, and friendly. You can tell she puts a lot of care into keeping the place clean and welcoming. Definitely recommend!
Guest favorite
An outdoor patio area features a large wooden table surrounded by benches. Lush greenery and potted plants add to the environment. A spacious pool is visible in the background, enhanced by partially shaded areas provided by the roof overhead.
Home in Ellenton
4.92 out of 5 average rating, 25 reviews

Waterfront Oasis

DonnaRating, 5 stars3 weeks ago
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.
Top guest favorite
A private pool is surrounded by a tropical landscape, featuring palm trees and vibrant plants. The clear water reflects the blue sky, and a spacious deck with paver stones offers a welcoming area for relaxation. A canal can be seen in the background.
Home in Anna Maria
4.94 out of 5 average rating, 175 reviews

Discounted Thru July with Private Boat Dock & Pool

JacobRating, 5 stars1 month ago
Just want to begin by saying how appreciative I was of Michelle and her husband. They were super responsive and attentive to all of our requests/questions. We have stayed at numerous high-class locations and this was by far my favorite. The price compared to nearby locations was worth every dollar. The home was very welcoming, modern, and just overall paradise. Absolutely loved the swimming pool and dock right off of the back of the house. The space was very well designed. The location was within 15 minutes of everything we could have asked for out of the island. 11/10 I would recommend to anyone looking to have an amazing, peaceful retreat.
Guest favorite
Home in Sarasota
4.96 out of 5 average rating, 54 reviews

Perfect Family Getaway+ping pong, mini golf, bikes

JenniferRating, 5 stars2 weeks ago
We loved Lotte’s place:) we came down from Tampa for a quick getaway and it was incredibly comfortable and very well equipped with everything we needed. Lotte was very kind to let us bring our dog too. The home is located really close to all the fun things to do in Sarasota (smugglers mini golf, whimsy art galleries, lido beach, mote aquarium were our choices!) We were unfamiliar with the neighborhood but were blown away by how charming and lovely the immediate area is- stunning homes along the bay front- we had a really fun time strolling around with our dog- everyone was really friendly and the atmosphere was really relaxed and the foliage and gardens were beautiful. We even got to see a couple of neighborhood owls in the evening.

Cottage rentals with a kayak

A wooden bench is positioned on sandy ground near a serene beach. The clear blue sky is visible above, complimented by scattered clouds. The gentle waves of the ocean reflect shades of turquoise, creating a calming coastal view.
Cottage in Holmes Beach
5 out of 5 average rating, 5 reviews

Steps To The Beach, Private & Heated Pool, Renovat

KrystalRating, 5 stars21 months ago
Location is great, less than 2 minute, very easy walk, to the beach. Quiet street and properties on either side were not disturbing. There is no grass, so if you bring your furbaby, there are walkable areas to let them do their business. The house itself was very clean and not cluttered. Kitchen is well stocked. There is a great washer/dryer combo. There is no screen for the pool, but a quick daily skimming was sufficient. The pool was clean....no algae. There's a beach cart, chairs, floats, beach towels, etc there, so no need to bring your own. The house is older and in the afternoons it gets very warm (78-80) despite keeping blinds closed and setting ac at 74. We were there in the middle of August and we live in the South so are used to the heat so it wasn't that big of a deal for us. There was a box fan that we used.
Guest favorite
A modern kitchen features white shiplap walls and an island with a light marble countertop. Four wooden bar stools with caned backs are positioned at the island. Pendant lights with woven shades hang above, and silver appliances are visible in the background.
Cottage in Holmes Beach
5 out of 5 average rating, 7 reviews

Anna Maria Cottage w/Golf Cart

SarahRating, 5 stars2 days ago
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!
Guest favorite
A narrow garden path is bordered by vibrant pink bougainvillea that arches overhead, creating a colorful canopy. The ground is scattered with fallen petals, and a wooden fence is visible in the background, contributing to a serene and inviting ambiance.
Cottage in Sarasota
4.96 out of 5 average rating, 77 reviews

Cottage by the Bay - free charging, Level 2 EV

AmyRating, 5 stars3 weeks ago
John did all he could to make our stay wonderful in his absence. He has a great caretaker who hosted us since John was on vacation, was willing to help us with kayak rentals since he wasn’t there for us to use his, had the nice bicycles ready to ride. Sorry we didn’t get to meet him and Carmen in person; they seem as wonderful as their caretaker! Had pastries and delicious bottle of wine for myself and a treat for my husband, who is not a wine drinker. Caretaker met us and gave us an orientation as soon as we arrived. Was available for anything we needed throughout our visit and had lots of connections and ideas for outings. Grateful for laundry, beach chairs, cooler, comfy bed, recliners, lanai, and all the help and generosity offered during our weeklong stay!
Top guest favorite
The entrance of the cottage is shown, highlighted by a well-lit walkway lined with stones. The well-maintained outdoor space features small shrubs and a wooden deck adorned with a railing, leading to the inviting front door, which is flanked by vibrant accents.
Cottage in Myakka City
5 out of 5 average rating, 6 reviews

"New"Country Cottage / Lake Manatee Lakewood Ranch

MaureenRating, 5 stars2 weeks ago
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😊🌸💕🐴
Guest favorite
A sunken living room is seen, featuring a gray sectional sofa and a blue sofa. A coffee table sits between them, complemented by a unique side table. A television is positioned on a stand opposite the sofas, with light streaming through the window-covered double doors.
Cottage in Siesta Key
4.9 out of 5 average rating, 164 reviews

Siesta Key Cozy Cottage across from the beach!

KarlRating, 5 stars1 month ago
My wife and I just completed 2 weeks at Barb’s fabulous and immaculate rental. The kitchen was well equipped - everything new. A counter connects the kitchen to the living room, which is convenient. The furniture was in excellent condition, clean and comfortable. The small dining room was well furnished. The bathroom was super. The bedroom was nicely furnished with a comfortable king bed. The walk-in closet was great. But the highlight was the wonderful porch and nicely-landscaped, fenced-In small yard. It was great for our 2 pups, and great for us since the porch ceiling provided day-long shade. We enjoyed Barb’s place so much we have rented it for next year. Another big plus to Barb’s place is easy walking access to the beach (#1 in USA) and Siesta Key village and its many eateries. We kayaked at Turtle Beach and took a great Tiki cruise. On top of that, it is a short drive to Sarasota proper and all it offers - Shelby Gardens, Mote Marine, Marina Jack, Myakka State Park, Ringling….

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