
Vacation rentals with a kayak in Englewood
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Top-rated kayak rentals in Englewood
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House rentals with a kayak

Waterway Paradise - River House
The house had remodels and is the cleanest Airbnb/hotel I have every stayed at. The beds were comfy. I thought the snacks and drinks were helpful to have around. It was relaxing to look out at the water from the front room. Everything you'd need is organized and provided. We would 100% stay there again.

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.

Dogs welcome, Pool, Canal, Kayaks, Fishing! Yard!
My family and I had a great stay, everything was exactly what we expected based on the listing. The house was perfect, clean, and comfortable, the neighborhood was nice and quiet, and we loved the canal. The house had everything we could ever need for our visit and that was great too. We have zero complaints and would definately stay again.

The Leaning Palm
Joe made us feel welcome right away and they responded to everyone of our needs in a timely manner. We’ve never been there before and they helped us navigate our way to the destinations. Great for a large family with a very well equipped kitchen. There were nice sized TVs for rainy daysand quick access to all the stores we need to get to. We loved every minute and appreciated our Host being so friendly. Great for a long stay!

Cozy house on the water with plenty of sleep room
Great stay in a very convenient location. Plenty of space to unwind!

Vintage Coastal
This place was absolutely gorgeous. Knowing that we were the first people to stay here after the hurricane damage made us a bit nervous. The property was completely fixed up and everything was perfect. The communication before our arrival was superb.

Modern 3 Bed 2 Bath House Backyard + Pet Friendly
Joe's place feels like a real home - many AirBnBs can feel like a hotel with a little more space - Joe's house was not that! Complete with a ton of my personal favorite books, tons of kitchen utensils/supplies, a desk, and more. The huge fenced in backyard was perfect for grilling and our dogs. The location is right off of a main road that takes you to shopping/amenities within minutes. If you're looking for a great place to feel comfortable while visiting Sarasota, we'd recommend Joe's property to anyone!

3/2 Home w/ Sailboat Lot“A Fisherman’s Dream Home”
We enjoyed our stay in this clean and comfortable home. Todd was very helpful with recommendations for boating and local places. We enjoyed boating and fishing from the dock and boating the river, tiki bars and beach sunsets. The home is totally updated and has everything for cooking, relaxing, kayaking, etc. We hope to come back often.
Cottage rentals with a kayak

Free kayak/bikes/walk to beach/full cottage #1
The house had pretty much anything you could think of needing. It was stocked inside and out. We had a blast using the kayaks and was super easy to walk to the beach or bay.

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.

Free bikes/kayaks/walk to beach/2bed/2bath #2
This was our second time staying here. Unit is cozy and as described. Quiet neighborhood good for walks and bike rides. You can easily walk to the restaurants down the street. Beach location is also close. We enjoyed sitting on the porch for our coffee and breakfast. Host is responsible and friendly.

The Coastal Oasis. Only 8 minutes from the Beach!
Absolutely fantastic stay! This Airbnb is a gem, located just 8 minutes away from the beach, making it incredibly convenient for beach lovers. The cleanliness of the place is impeccable – it was super duper clean and well-maintained. The hosts have thought of everything you could possibly need during your stay. From a fully stocked kitchen to cozy linens and even beach gear, they've got it all covered. The attention to detail and thoughtful amenities truly made our stay comfortable and enjoyable. Highly recommend this place for anyone looking for a perfect beach getaway!

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!

Captains Cottage
Tina was very responsive to our requests and messages. We were specifically looking for a place with a hot tub that was quite and private. The hot tub was good and clean. The house was clean and stocked for what we needed. The only constructive criticism I would offer is blackout curtains for the bedroom as the Wife likes to sleep in and it was difficult for her since the sun shines right in the bedroom at sunrise. It was fine for me as I am an early riser, but a curtain would be helpful to give the option for the weary traveler. I would also recommend a small step for entry and exit of the hot tub. Thankfully my legs are long enough I was able to get in and out, but it was a little challenging for my wife. Tina was very thoughtful with her suggestions of what to do locally and was quick with responses to any of my messages. We really enjoyed the place and if we are ever back in that part of the state we would absolutely rent this place again!

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.
Quick stats about vacation rentals with a kayak in Englewood
Total rentals
80 properties
Nightly prices starting at
ﺩ.ﺇ367 before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
30 properties have a pool
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