
Vacation rentals with a kayak in Sarasota
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Top-rated kayak rentals in Sarasota
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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.

The Pink Riverhouse- No damage from Hurricanes
Our stay at Katie's was a wonderful experience. So much to do within the house as well as the backyard. Katie & Terry were both prompt when needed throughout the trip and made us feel at home. Katie also have great recommendations for grocery shopping which made me fall in love with the Amisb Supermarket. Also, great proximty to many attractions. We will most definitely find more time to stay here again!

Rambling River Retreat on the Manatee River
What a Gorgeous and unique Airbnb. I loved the history behind the house and its tie to the Nitty Gritty Dirt Band. It truly felt like a little piece of history. The view out the kitchen window alone was worth the stay. Most peaceful cup of coffee I’ve had in a long time. The beds were comfy, the decor was modern yet meaningful. We partook in the kids game selection. We truly enjoyed our stay. I look forward to our next visit. We even meet and chatted with Wylan on the day of our departure and honestly couldn’t have been a nicer more welcoming host. A big thank you again for opening your home to us!

Multi Generational Vacation Home | Aqua Key Villa
Spotless and spacious! Great communicative hosts. This house had everything we needed and more. We stayed here with another family. We both have teenage boys and there was plenty of room for them to spread out, or hang out and not be on top of each other. The “grandparent suite” with its own kitchenette and sofa allowed both sets of parents their space too. The kitchen is large and stocked with necessities, all we had to do was food shop (we cooked and grilled almost every night). Pool was beautiful and maintained. It was an easy 20 minute drive to Nathan Benderson Park, where our boys were practicing and competing. And very close to Sarasota airport. We would definitely recommend and would stay again.

NEW! 7 mi to Island, Heated Pool/Hot Tub, Fire Pit
The house is beautiful as seen in photos. We loved it as well as we loved the town, it has beauty and tranquility. The hosts are super attentive and respond to your needs instantly. I recommend this place to spend some incredible days with the family.

Siesta Beach Cottage. Hot Tub, Bikes, Beach Gear
5 stars for the location and proximity to everything Sarasota has to offer. The hot / cold water cooler and teas and coffee was nice to have. There’s room for improvement, ie front door and lanai couches but great find overall.

“Topside” luxury home in Cortez Village
I stayed here for an entire week with my girlfriend. We had a bunch of fun at the beach went out and did a lot. But when we got burnt up from the sun we came back and relaxed in the beautiful home and pool. They gave clear instructions on everything we needed. Overall great experience hope this helps someone decide to stay here you won’t regret it.

Large and Beautiful, Steps from Bay, Ringling!!
Very nice home. A lot of nice touches, like a list of local recommendations. We tried Mama Gs and it was spectacular. Also don't miss Sarasota Jungle Gardens which was a few streets away. We found the home was perfectly located for visiting downtown Sarasota, St Pete, and Anna Maria Island. I particularly enjoyed just looking around the yard at the different plants, there were mango trees, avocado trees, and some other nice flowers. The neighborhood was extremely quiet. My family really had a great time and this is a beautiful home to stay in while in the area. I would definitely recommend. Oren was also very responsive which I appreciated, even though nothing major came up, it was nice to know he was available. Thanks for allowing us to stay in this beautiful home.
Cottage rentals with a kayak

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 !

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!

"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
Quick stats about vacation rentals with a kayak in Sarasota
Total rentals
40 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
20 properties have a pool
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