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

The Shore House Private Dock Hot Tub
Greta stay - perfectly decorated and in a greta location.

Canal home short walk to Beach & Village, Heated P
Can’t say enough good things about the house and Steven. The house was beautiful, it was everything we could’ve wanted and to have the additional beach supplies readily available was amazing! Steven answered so quickly and was happy to help however he could. 10/10 for us!!

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!

Sea Gem | Waterfront w/ Pool, Dock + Paddle/Kayaks
We loved the beautiful modern home, fully stocked kitchen, cool fireplace & pool. Our kids loved having access to a dock & kayaks where they could fish all day! There was plenty of space for everyone to feel comfortable. Found THE BEST Latin grocery store 5 minutes away with fresh chips, salsa & super yummy desserts! We'll be back.. Thank you, Landon!

Sweet Siesta Cottage
Billie was an amazing host! She was extremely flexible with check-in and the cottage was great. We come to Siesta Key yearly and try to stay in walking distance to everything and this was block away from the beach and 10-15 minute walk to downtown. We didn't have car but there's parking available if needed. Will be our go-to spot going forward!

Perfect for Groups! 2 Kings, 7 Twins, Saltwater Po
My family and I loved our weekend at Sunsota! There was plenty of room for multiple families and kids. There are lots of dining and lounging spaces. We played ping pong and swam in the fabulous pool all weekend. Would definitely book again!

Private Island Old FL Waterfront Heaven on Earth
The property was extremely peaceful and equally accommodating!! Super comfortable beds, clean bathrooms and a kitchen with everything you need!! The water views and fishing we're amazing and we will definitely stay there when in the area!! Thank you guys for having us!!

Private Home on Canal / Cal King-Heated Pool/Spa
We’ve been to Siesta Key multiple times and this is the best property we have stayed in by far. All of the interior amenities are as advertised; comfortable beds, beautiful kitchen, and a very comfortable living area. Outside, the pool and hot tub operated well and were perfect for winding down. The garage was fully stocked with bicycles, chairs, boogie boards; everything you needed for a short walk or bike ride to the beach. And finally, the location; everything is within a 10 minute walk. We didn’t need a golf cart or Uber with the exception of taking the Trolley to get fishing bait. This is an incredible location on Siesta Key, so convenient and easy to get around. If you have a small family or two couples looking to enjoy Siesta Key this is the place for you, thanks to the owners for great communication throughout! We will absolutely be back!
Cottages 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!

"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!

2/2 Charming Riverfront Cottage w Deck & Kayaks
We stayed at this home for 2 weeks and the nature watching was fascinating. Alligators, turtles, birds and fish jumping out of the water. The home was comfortable and included everything one would need. The Wi-Fi was solid for zoom calls and remote work. The kitchen had every dish, pot, utensil for cooking. The AC worked great and the beds were super comfy. The host replied quickly to every question. I would stay here again. 5 stars. ⭐️ ⭐️⭐️⭐️⭐️

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
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Vinoy Park
- Jannus Live
- Streamsong Resort
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park