
Holiday rentals with a kayak in Estero Island
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Estero Island
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
Top Guest favourite

Home in Cape Coral
5 out of 5 average rating, 17 reviewsCape Coast Retreat | Waterfront - Pool - Sleeps 13
CynthiaRating, 5 stars1 month ago
Love love love this place! Had 11 of us with plenty of rooms and bathrooms for all. Beautiful place and close to everything. Enjoyed the pool and pier. Caught tons of fish right off the dock. Meat market close by with great steaks. Wonderful outdoor kitchen. Hope we can go back next year. Grand daughters cried when we left because they had so much fun!
Top Guest favourite

Home in Cape Coral
5 out of 5 average rating, 22 reviewsSerenity at Blue Palms
JulieRating, 5 stars1 month ago
Perfect, pristine and exactly as is states. Wonderful hosts and staff. Actually a 10 Star!
Top Guest favourite

Home in Cape Coral
5 out of 5 average rating, 21 reviewsFamily home in Cape Coral
JamesRating, 5 stars3 days ago
What a gem! Probably the nicest Air BnB we have stayed at! The house is open, feels extremely clean, and is well stocked. A perfect family home, the pool was a great spot for our kids to expend their extra energy before bed, and the open floor concept allowed for us to all be together and then retreat to the rooms for bed. Absolutely recommend, and we will stay again if we are in the area!
Top Guest favourite

Home in Cape Coral
4.98 out of 5 average rating, 42 reviewsCape Coral & Chill
MaryAnnRating, 5 stars4 days ago
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!
Top Guest favourite

Home in Cape Coral
5 out of 5 average rating, 33 reviewsGulf Access/Smart TVs/4 Kayaks/Bikes/Dog Friendly!
FrancineRating, 5 stars2 weeks ago
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!
Guest favourite

Home in Cape Coral
5 out of 5 average rating, 38 reviewsCoastal Therapy -Gulf Access w/ Pool, Dog Friendly
ChristinaRating, 5 stars3 days ago
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!
Top Guest favourite

Home in Bonita Springs
5 out of 5 average rating, 8 reviewsCasa Bonita, "Sun & Fun"-Pool
CyrilRating, 5 stars2 months ago
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!
Guest favourite

Home in Cape Coral
4.94 out of 5 average rating, 32 reviewsWaterfront View Oasis: Pool | Kayak | Bikes!
MikaRating, 5 stars1 week ago
WE ENJOYED OUR STAY! We are a spontaneous family and frequent airbnbs over hotels and this HOME was a home away from home for us!!! Everything you need and more is available, it’s no need to CONTACT HOST!! Thanks for having us
Cottages with a kayak
Top Guest favourite

Cottage in Bonita Springs
4.98 out of 5 average rating, 60 reviewsThe Enchanted Cottage on the Imperial River
BeaRating, 5 stars1 week ago
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!
Superhost

Cottage in North Fort Myers
4.77 out of 5 average rating, 13 reviewsLast Minute-Villa Seafan-modern, pool, kayaks
LeAnneRating, 5 stars2 months ago
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.
Superhost

Cottage in Cape Coral
4.63 out of 5 average rating, 49 reviewsVilla The Island Hideaway 2
JamieRating, 5 stars3 months ago
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.
Top Guest favourite

Cottage in Naples
4.9 out of 5 average rating, 249 reviewsCottage Close to Vanderbilt Beach Heated Pool
LuisRating, 5 stars2 days ago
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.

Cottage in Saint James City
5 out of 5 average rating, 7 reviewsFlamingo Bay Cottage
GregoryRating, 5 stars5 months ago
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!

Cottage in Matlacha
4.88 out of 5 average rating, 42 reviewsThe Coqui Palace
LaurenRating, 5 stars4 months ago
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!!
Guest favourite

Cottage in Bonita Springs
5 out of 5 average rating, 17 reviewsQuiet Riverside Cottage in Downtown Bonita Springs
SinaRating, 5 stars5 months ago
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 !!

Cottage in Bokeelia
4.75 out of 5 average rating, 174 reviewsCaptains Cottage
George Rating, 5 stars2 weeks ago
Very nice cottage was perfect for weekend getaway
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