
Holiday rentals with a kayak in Fort Myers
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Top-rated Accommodation with a Kayak in Fort Myers
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.
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Holiday House Rentals with a Kayak

OceanLux_GulfAccess+Pool+Kayak+Bikes+Fishing+Games
Olya’s home is wonderful. It was very clean, well decorated, and smelled great. It’s centrally located and in close distance to many of the beautiful Florida beaches. The home was full of everything we needed for our stay. The family had a blast kayaking the canal, fishing and swimming in the pool. It had plenty of room for all 8 of us. We enjoyed our family vacation and would love to stay at Olya’s again in the future!

Sunset Villa - Htd Salt Pool - Hot Tub -Canal-Golf
We had a wonderful stay at Sunset Villa. The home is in a peaceful neighborhood, surrounded by plenty to do. We felt safe at all times, and enjoyed on a consistent basis the beautiful pool and hot tub right out the back door. They were plenty of opportunities to fish, and enough space for our entire party to come together but also enjoy quiet time on our own. Regina is an incredibly responsive host, with tons of suggestions on how to fill your time. We would highly recommend this property!

LaTortuga Beach House, sleeps 10
Clean, updated home that looked just as pictured in the listing. Great for families with little ones as it has so many extras like a pack and play, sippy cups, baby monitor, etc! Tons of beach chairs, umbrellas and toys for the kids! Super responsive. We actually had an issue with the AC overnight and they contacted us before we had a chance to reach out. They had someone out and it was fixed within the day!

Waterfront Pool Home ~ Intersecting Canal!
Very cute home. Loved the canal view! I thought it was well worth the price!!

Surf-Inspired Luxury with Pool & Dock!
We travel a bit and this was the best Airbnb we’ve stayed at. They have the house stocked with everything that’s needed (and more!), the house is extremely clean, the neighborhood is peaceful and beautiful. We LOVED the layout of the house with the pool in the center with multiple points of entry to the house. Each door has an optional alarm making it safe for families with little kids. It was wonderful having the tv outside as well as a hot tub and grill. The host was extremely responsive. I would HIGHLY recommend this property.

Waterfront Pool Home w/Outdoor Oasis/King Beds
5 star review from Ohio! We loved Lorraine’s home! Besides the big things we were looking for, pool for the kids, canal for fishing, Lorraine made her home so inviting and comfortable for our stay! The home was clean, style and decor is beautiful, comfortable bedding, TV’s in every room, best shower I’ve ever had! We will most definetly recommend to others and would love to come back! Thank you!

3/2 Home w/ Sailboat Lot“A Fisherman’s Dream Home”
Amazing location and spotless house. Todd's house was more spacious than anticipated. House is well-appointed for all needs. Had a great time relaxing at the end of busy days on the dock. Will certainly stay again when I'm visiting family in the area.

Gulf Access/Smart TVs/4 Kayaks/Bikes/Dog Friendly!
This places was spectacular! There were so many things to do. We didn't need to leave the house. Beautiful decor and tons of food and other extras! Highly recommend. The master suite is sooo big!
Cottages with a kayak

The Enchanted Cottage on the Imperial River
We had an amazing week at Mona’s Enchanted Cottage! Enchanted we were! Mona is so friendly and communicative, offering tons of great local recommendations. The cottage is cozy, clean, private, and had everything we needed. We loved kayaking—fed turtles, saw manatees swim by, birds, and even an owl! A few small gators kept their distance but not curious enough to bother. Fishing from the dock was fantastic—I caught 25+ fish across 5 different species. There’s definitely more than you can count though. The bait shop with the funny name further down the road had the best bait and tips. The hot tub spa is the super nice kind. We grilled dinner most nights and had no issues with the internet to stream shows when it rained. The town is small and cute. You can definitely find a place to listen to live music every night. Our dog adored the doggy beach, and Barefoot Beach was super close with easy parking at 10 AM. We didn’t want to leave, 10/10—already planning to come back!

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.

Tropical Cottage by the Sea- No Storm Damage
This was an amazing place! Perfectly located and the views were breathtaking. Great place to unwind, relax and go on adventures! Very clean and felt just like home!

Villa The Island Hideaway 2
Wow! We loved this house. Great outdoor seating, loved watching the boats come and go. Pool and hot tub were fantastic. Great flat grill for dinners at home. Good restaurant options in the area. Cape Coral is close to so much, but away from traffic. Loads of windows and natural light. Very clean. Highly recommend.

Cottage Close to Vanderbilt Beach Heated Pool
The home was amazing with a heated pool, 5 minute drive and 20 minute walk to vanderbilt beach. The kitchen has everything you need and the bedrooms were great.

Flamingo Bay Cottage
RedAwning was the perfect accommodation for our 3-day fishing trip. We docked the boat directly behind the house, which was equipped with a fish-cleaning station and comfortable outdoor patio. The hosts were friendly and responsive, even offering to replace the coffee maker we were having some trouble with. The house was clean and comfortable, and the kitchen well-equipped (including complimentary wine and water bottles!). It would have been nice to have a second bathroom, but otherwise it was perfect!

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! ☀️

Captains Cottage
Very nice cottage was perfect for weekend getaway
Quick stats about holiday rentals with a kayak in Fort Myers
Total rentals
20 properties
Nightly prices starting at
$108 AUD before taxes and fees
Total number of reviews
580 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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