
Holiday rentals with a kayak in Sarasota Beach
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Top-rated rentals with kayak in Sarasota Beach
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House rentals with a kayak

Private Mid Century Oasis 2mi to Beach with Pool
Really enjoyed our stay at Nick’s. Clean, comfortable beds, and the kids loved the pool and ping pong table. Great restaurant recommendations too! Loved Shaner’s and Owen’s Fish Camp. Won’t hesitate to stay again if we’re ever back in the Sarasota area.

Lu's Lookout~A Beachfront Beauty🤎🌊 🏝 LGI
Where does one begin?! Amanda was an extraordinary host, bar none. Communication was proactive and ensured no detail was overlooked, in terms of logistics for grocery delivery and transportation from the dick to the house, seamless precision. The house was pristine w/every attention to detail being met (and exceeded). The views were nothing short of surreal; the beach was perfection! We are counting the days til our return, so very grateful to Amanda for hosting a magnificent stay at Lu’s!

Peaceful waterfront home
This home in Port Charlotte is fantastic! The key to a great stay in an Airbnb is a good host. I don't care how good the house is, if you don't have a good host your trip can be ruined. Holli is a great host! We had a minor issue with the pool and texted her about it. We were pulling out of the driveway 15 minutes later and the pool service guy was pulling in. I have not had a more responsive and proactive host before. We had 3 ocean days and 3 kayaking days as our main activities on our trip. I feel like the kayaking is downplayed on the website. There are 4 kayaks to choose from with paddles and life vests. The canals and Myakka river are great places to explore and nature watch. We went in late May and only ran into one other kayaker on our journeys. Venice and Siesta Key were our favorite nearby beaches! White sand and clear water beaches. The house was really fun and modern. We loved the smart couches and very large kitchen. Every part of the home was taken care of with love!

Heated Pool - Just 1 mile to Beach! Updated/Fun!
Great place, even better location! Being a mile away from the beach was absolutely amazing and coming home to a large kitchen and pool, was the cherry on top!

Perfect Family Getaway+ping pong, mini golf, bikes
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.

MCM Waterfront Getaway w/ Private Dock + 4 Kayaks
If you’re looking for the perfect Airbnb for fishermen and vacationers are alike, this is it. This Home is elegant and extremely clean. The host are responsive and so sweet and kind. It has everything you can need , and it’s in the perfect location. We loved relaxing and watching the rain in the Florida room. We really enjoyed all the nature outside and fishing from the dock so many memories were made with our family here.

WOW-King Bed w/86° Pool, Turf Golf green, Beaches
Place is Amazing family had fun in the pool and soaked in The sun, had fun with the ping pong and great features, close to Bradenton beach which is my favorite place now, would come back for sure.

“Topside” luxury home in Cortez Village
We had an incredible stay at "Topside" in Cortez Village — the perfect cozy retreat for our first trip with our 5-month-old son. From fresh orange juice in the fridge to bathrobes, extra linens, and top-notch water pressure in the showers, the home was full of thoughtful touches. There’s even an outdoor hose for rinsing off sandy feet and a full set of beach gear — including everything we needed for an infant at the beach. Elaine was a dream host — warm, welcoming, and super accommodating. She made check-in/check-out flexible for us and generously offered extra freezer space for breast milk, which made a big difference in our comfort. Location-wise, this place is a gem. You're a 5-minute walk to three great seafood restaurants, and just over the bridge from Anna Maria Island. Cortez Village offers a peaceful, “old Florida” feel — close to the action, but quiet and relaxed. We’d come back in a heartbeat. Thank you, Elaine, for helping make such a special family memory.
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.

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!

Good after Milton - Kayaks & Steps to Beach-pc
Amy is a terrific host and always on hand with local suggestions, additionally to the comprehensive package at the property. The property itself is in an amazing location, with just a 60 second walk to the beach and bath like sea! To help, Amy provides all the kit needed for the beach with chairs, parasols and towels easily to hand. The kitchen is great with all cooking implements you need and the living room has a massive TV with all the required streaming services logged in. I would definitely recommend Amy as a host!

Little Manatee River Cottage
Had a great stay ! Fishing was fun and right across the street Would stay again for sure !

"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😊🌸💕🐴

Oystercatcher 3min walk to sunset, bikes, kayaks
This was such a pleasant surprise! The property was brand new and offered every amenity we could want. ( loved the USB outlets strategically placed, well done and often not seen) The neighborhood was quiet and it really was a short walk to the beach, made easy with the available beach cart. This may be my first ever review after all my stays at airbnb's as it certainly deserves it. Jenn & Eddie were easy to communicate with and the vibe all around was fantastic. Thank you & we will be back!

West Coast Island Retreat, Simply Adrift Cottage
By far the most relaxing vacation our family has taken. The home is even more beautiful in person than the pictures show. The host's style and decor are just perfect for a cool beachy vibe which adds to the whole experience of being on LGI. Hosts were extremely accommodating during our stay. We cannot wait to return! ☀️

Cottage by the Bay - free charging, Level 2 EV
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!
Cabin rentals with a kayak

Unique loft experience for motorcycle enthusiasts
Awesome and fun place to stay, especially if you're big into bikes or drag racing! Would recommend!

Waterfront Retreat- w/Kayaks & Peace River access
Great stay! Very spacious. Fresh eggs were a nice touch.

River Cabin Million Dollar View!
Very nice and peaceful place.. Will definitely be back again.Awesome view!!! Cozy and clean.

Riverfront Cabin W/ Kayaks
Marc and Meagan were great hosts and very friendly! We loved our studio and the surrounding property was beautiful. I would definately stay here again
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- 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
- Splash Harbour Water Park
- River Strand Golf and Country Club