
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

Bay view and possible two family rental!
we had a wonderful time at Robert's place. Everything was as described. the island is a perfect getaway for anyone that wants to go on an adventure and get away from the hustle and bustle. The kitchen had everything you would need to cook, it was perfect! Everything was well thought of in this home. On a side note, golf carts need to be booked months in advance and are pretty pricey and we hoped to walk around the island but we're told upon checkin that was not allowed. we could only go to the beach and back to the property. You could walk along the beach though.

Summer House longboat key
Chris was a very responsive host. During our stay he spent a day working on his boat in the back. He was very friendly, but also respected our privacy. The house met all of our expectations and our kids loved the pool. The neighborhood was great to walk through and each house offered fantastic curb appeal. With 3 kids under the age of 6, the 10-12 minute walk to the beach was a little long, but Chris’ wagon and beach supplies helped! The golf cart would have been ideal, but without a place to park near the beach we didn’t have much use for it. We thoroughly enjoyed our stay and the entire family agrees we’d love to go back. Thanks Chris!

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!

Water Front Home to Alafia River
House was clean with lots of things to do on property. Private area and relaxing. Accommodated my 10 guest.

3/2 Home w/ Sailboat Lot“A Fisherman’s Dream Home”
We loved our stay at 328 Morse! It was the perfect location and size for our family (visiting for a baseball tournament). Fishing from the dock was great fun, we caught a variety of fish on lures, worms and shiners. It was so nice to walk out the back door into the well maintained yard and throw a line in to see what was biting. The kayaks and tree swing were added bonuses. The kitchen is clean and well stocked and we enjoyed making meals at home when not eating out. Returning to the house after our adventures was a pleasure!

Beautiful MidCentury Modern Home
Michael's home was beautiful! It was exceptionally quiet, perfect for sleeping. The kitchen is spotless, well stocked, very organized and inviting to use. My favorite space was the lanai. We enjoyed the outdoor space for coffee each morning, and a glass of wine in the evening. Neighborhood is safe, friendly, walkable, with beautiful sunsets by the water down the street. Michael was very helpful and immediately responsive when we had some travel issues due to weather.

Apollo Beach Waterfront Amazing Pool Oasis
This property was perfect for our family vacation. The outdoor pool and view of the canal was wonderful- we saw dolphins and a manatee! The kids (age 10 and 12) loved the pool table, Jenga, and corn hole. The house was very clean, every amenity needed, and very comfortable. The hosts, Bacem and Caryn were extremely helpful, responsive, and friendly. The area is very convenient with lots to do. We explored St. Petersburg beach and Tampa Bay. Highly recommend this home!

Bungalow near the sea
Perfect for our needs. Close to parks. Clean kitchen, bath, and linens. Easy check in.
Cottage rentals with a kayak

Anna Maria Cottage w/Golf Cart
Our stay was great. Having the Golf Cart was so handy we didn’t have to rent one. The house is nice and clean the bedding towels. Everything was nice and clean. We would definitely stay again.

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.

Last Minute-Villa Seafan-modern, pool, kayaks
This is a beautiful home. Well appointed and well maintained. Everything was spotless. I would stay here again in a heartbeat!! The host thought of almost everything. Kayaks, bicycles, pool towels, etc. My only recommendations for improvement would be facial tissues and fans for sleeping. That’s it! That’s all I could think of.

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!

Good after Milton - Waterfall Pool! Beach! am
Very nice place to stay. Perfect location to the beaches and nice restaurants/hang out spots that were very close. Very quiet and peaceful. September is a quiet month - not lots of tourists. Lovely place that was clean and nicely decorated. My only issue was that the shower water never got above luke warm. I like hot showers. Otherwise, very nice place to stay. I would definitely recommend.

West Coast Island Retreat, Simply Adrift Cottage
We had a great time staying here! The home was beautiful with all the beach supplies one could want. As someone who drove their boat up, the dock had great cleat availability and we had no problems getting a spot. One of the easier places to dock at that I have stayed overnight. Home also has everything for cooking and good wifi for being on an island. Loved the vibe of LGI, watching the sunset, and exploring the surrounding islands. Would definitely stay again!

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.

Sunset Cottage: Lake Front
Absolutely stunning home and property. Every thoughtful touch and amenity and beautiful, comfortable accommodation and scenery. My wife and I had such a peaceful relaxing time we could not be more grateful for the hospitality and the obvious extreme care to detail that the owners have put into this home.
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
As I indicated in the earlier part of the review, the location, grounds, and cabins were amazing. We had a large group of canoers stay in what we called the lodge - with 5 bedrooms and 2 bunk rooms. Though there are only 2 showers in the same bathroom for such a large number - we made it work. Megan and Marc left each cabin (we rented the lodge and 2 tiny cabins) with a half dozen or more organic, home raised fresh duck and chicken eggs. Nice touch! Launching from there and paddling was amazing on horse creek providing solitude and peace. They worked with us on a complicated checkout with some staying on while others left. I would recommend this place to anyone looking for a country experience.

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

Riverfront Cabin W/ Kayaks
Glamping at its best ! Was here for the rodeo with friends and family . We had the boathouse Cabin. Very pristine and clean with a super comfortable mattress. I loved waking up to the sunrise overlooking the river with my morning coffee. Hope to return 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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- Crescent Beach
- John's Pass
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- Busch Gardens Tampa Bay
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