
Holiday rentals with a kayak in Fort Myers
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Top-rated Accommodation with a Kayak in Fort Myers
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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!

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!

Cape Coral & Chill
Suzan’s home was wonderful . Everything was as described. Our kiddos enjoyed the pool and the patio was so nice for family times! We loved that she had beach supplies available! We traveled a distance And without her supplies we wouldn’t have enjoyed the beach! We felt at home and enjoyed our stay greatly! We will stay again!

Casa Vacanza
Our family enjoyed every second of vacation. The home was great, the location was perfect. The home had everything to make our trip memorable. Debbie was beyond amazing, we will definitely be back soon to visit again!

LuxeHome | King Beds, Heated Pool, Hot Tub, Kayaks
The house was absolutely beautiful. We loved the outdoor area including the pool and hot tub. Kids spent a ton of time in the pool. Amenities are as described and hosts were responsive with any questions that we had. We would definitely stay again!!!

Coastal Therapy -Gulf Access w/ Pool, Dog Friendly
Overall we are beyond pleased with our stay. Coming from Ohio, we felt right at home with the fishing poles and kayaks. The location of the hole is right on a busy road and almost a corner lot, at night it got super loud with the street racers. From the previous guests they left cigarette butts in the pool area, which cleaning missed. We ran out of trash bags and paper towels and Jason was quick to respond and help out. We brought our two dogs, and they loved the patio and the dock just to bask in the sun. The beds were comfortable and the kids loved to play pool. Would highly recommend staying here and would stay again. Thank you Jason, and family for an amazing and memorable trip!

Heated Pool | Hot Tub | Game Room | Gulf Access
This was a perfect vacation spot! Exactly how it was pictured actually even better! Everything you need to cook at the location and everything you could need to go out on the beach! What a beautiful place to get away!!

Paradise on canal minutes to Ft Myers Beach/Gulf
Took my daughter who just graduated from college along with a friend and my son who just finished his freshman year at college to Fort Myers for a summer vacation. The location of this home was perfect for us. We were able to easily visit 3 beaches... Forty Myers (which is great), Sanibel Iland and Naples. Lot's of shopping, Publix and Walmart are very close. Went to PopStroke... Eat, Put and Drink. Very fun place and close. The house itself was perfect. Very clean, plenty of room, great kitchen and the rear patio and pool area were awesome. Spent every morning on the dock sipping coffee and watching for the dolphins which showed up regularly. The host was great and very helpful. As I mentioned to the host, I would rate this place and its location a 12 on a scale of 1-10. Unfortunately, my wife could not make the trip due to a last minute work emergency but she wants to come with me to experience it all so it looks like we will be making a return to this home. THANKS!
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
Séjour très agréable, calme une vrai vacance, belle maison propre, piscine et spa, et la maison était équipé de tout, rien ne manque. De très belles chambres avec des lits très confortables. La cour arrière donne sur un petit canal, de toute beauté de voir les bateaux passer, les gens nous salut. Très agréable. Tout est à proximité, épicerie, magasin, resto, la marina TARPON POINT à voir wow de wow tant la vue avec les bateaux que les restos succulent et les boutiques. A tout les samedis matin, à environ 10 minutes de la maison il y a un marché en pleine air, le Market Farm, super bien, et après à côté il y a le restaurant le Rusty’s pour le dîner belle terrasse. Et tout c’est endroit avec la possibilité d’amener votre chien. L’hôte Ingrid est très gentille, comique, et répond très rapidement à vos questions. C’est une maison à réserver. J’y retournerais certainement. Merci Ingrid de ta gentillesse. Xx

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.

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

The FlipFlopper Beach House - North Captiva Island
Thomas’s Captiva home was absolutely perfect for our family vacation! It had everything imaginable to make our stay a huge success. The kids loved all the wildlife, the large selection of beach toys, books, toys, and games. The beach itself was stunning, and it was never busy or crowded like all other beaches we have been to. A truly beautiful and relaxing experience for the whole family. Highly recommend!!
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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- Naples Beach
- Captiva Island
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- Manasota Key Beach
- Lovers Key Beach
- Clam Pass Park
- Barefoot beach Bonita Springs,FL
- Tigertail Beach
- Myakka River State Park
- The Club at The Strand
- Worthington Country Club
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- Seagate Beach Club
- Delnor-Wiggins Pass State Park
- Panther Run Golf Club
- Heritage Bay Golf & Country Club
- Englewood Beach
- Bonita National Golf & Country Club
- LaPlaya Golf Club
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- Cypress Woods Golf & Country Club
- The Quarry Golf Club Naples
- Blind Pass Beach