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

Pool, Hot Tub, Kayaks, Dock & Canal w/ Gulf Access
I’m so glad that several other properties failed to respond to a boat question we had, which led me to finding Villa Agua Vista. Tonya responded to all my questions quickly or would always get back to me when she didn’t have an immediate answer. From start to finish Tonya was super easy to work with. Always helpful and very quick to respond. Definitely delightful and personable - a super host for sure! The property and its amenities were amazing. We used the kayaks a couple times and some of the fishing gear came in handy. The spa and pool were rarely lonely. We decided to replace our usual spring break on the sand with some place to moor a boat and it was great. The house was top notch, all the basic simple things were waiting for us. If you want to find something to complain about, I seriously doubt you can or would. The photos don’t do the home justice but they also don’t lie. So don’t over think it and just book with Tonya.

Water Front Pool Home| Kayaks| Bikes| Fishing Dock
We came to Cape Coral to fish with family in the area. This place had everything we needed to be comfortable and have the best time. The canal did not disappoint, we were able to catch jacks, snappers, and lots of cat fish. Gary responded immediately when we had a question and we would definitely stay here again!

Resort-Style House: Canal, Heated Pool, Games
The home is a perfect vacation home when you want to get away and relax. Nice quiet neighborhood, plenty of activities/games in the home and the kitchen was well stocked; from panini press, airfryer, grill. I love to cook so it was nice having more than the essentials. My son caught his 1st fish! The home had everything to catch and eat it, lol! The heated pool is awesome, the views are relaxing, home is spacious. We explored downtown Fort Myers, which was a close drive from the home. There were some unique stores and nice areas to stroll and discover. If you're into seafood stop by Izzy's..the food was delicious and the kids loved thier burgers. the key lime bar dessert was one of the best I've tried. Being able to explore and come back to a warm pool was phenomenal. Remember to bring your bug spray if you plan to sit out by the canal in the evenings for the view, fire pit, or fishing. The Host really thought of every small detail! The art work in the home is impressive. LOVED IT ALL

Downtown Naples Waterfront Pool Home
Lynn's place is a great place to stay. were here working and being on tge water we were able to do some fishing. that was great. house is nice. highly recommend

Casa Bonita, "Sun & Fun"-Pool
Teresa's home exceeded expectations. The pictures do not do it justice, as it was bigger than shown. Additionally, it was extremely clean with a fresh scent when we arrived. The pool was great for 3 adults and 2 kids (aged 9 and 4) and had a fairly large shallow end. There were plenty of games and toys for the kids with one bedroom set up as a kid's room. There were plenty of supplies on hand, including hand soap, dishwashing liquid & dishwasher tabs, shampoo & conditioner, toilet paper and laundry detergent & softener. A rarity in most other homes. The location is easily drivable to a variety of restaurants and shopping, with Miromar Factory Outlets about a 20 minute drive away. Finally, Teresa was an exceptional host and always responded within 1/2 an hour or less. When we had a small issue with the air conditioner and mentioned that we would be going out within 4 hours she said someone would be there before we left, but the pool maintenance company arrived within 1/2 an hour!

Heated Pool | Hot Tub | Game Room | Gulf Access
We were in the area to visit family. The house was great and had all the space we needed. The kids loved the pool and the game room. It was a bit warm in the game room as it is a converted garage but the kids did not seem to mind it. We loved the couch it was great for movie watching. We would stay again if the opportunity came up. it was also nice to have all the baby stuff so we did not have to bring it along.

Canal Home- Gulf Access- PET friendly-Fenced yard
This was a great place to stay in! The house offered kayaks, a really nice grill, bikes, and fire pit. It’s in a good location, close to the beach and restaurants. Thank you!

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.

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.

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!

The Coqui Palace
Ernest was great! He was super responsive when we were trying to get the heat to work and was very proactive. He had renovated the place nicely after the area had experienced hurricane damage. The town is still in recovery but the neighbors were friendly when we were walking around. I will note that the current pictures (as of Jan 2025) are not up to date due to the renovations post hurricanes but all of the appliances/repairs are new and clean. and should not pose an issue on booking/staying at this house (i.e. the tiles in the bathroom are now white). We would stay here again!!

Quiet Riverside Cottage in Downtown Bonita Springs
Cute cottage! It was clean, comfortable, and a great location! Bradley was an amazing host! He had everything you could possibly need, and went above and beyond to make our stay perfect. Highly recommended !!

Captains Cottage
Very nice cottage was perfect for weekend getaway

Beautiful house on the bay!
What a lovely home and location! Well apportioned and clean! Very nicely updated, plenty of living space. Beds were lovely, internet fast, overall just awesome! Thanks for having us.
Quick stats about holiday rentals with a kayak in Naples
Total rentals
50 properties
Nightly prices starting at
$199 NZD before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
30 properties have a pool
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