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Vacation rentals with a kayak in Estero Island

Find and book unique kayak rentals on Airbnb

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Popular amenities for Estero Island kayak rentals

House rentals with a kayak

Top guest favorite
Home in Cape Coral
5 out of 5 average rating, 17 reviews

Cape 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!
Guest favorite
Home in Cape Coral
4.91 out of 5 average rating, 58 reviews

DownTown Villa WaterFront/Kayaking/Heated Pool

KrystalRating, 5 stars3 weeks ago
Great place. water in the big shower is backwards and a bit finicky to get hot and around the pool is very slick when wet we recommend water shoes we did have 3 guest fall with bare feet. 1 kayak has a hole but we did try and repatch it. the beach close by is awesome. we had a great time
Top guest favorite
Home in Cape Coral
5 out of 5 average rating, 64 reviews

WF Oasis ~ Htd Pool + Spa ~ Pets4Free ~ BBQ ~ Big Lanai ~ Dock

RobertRating, 5 stars2 days ago
Rhi’s home was spectacular! Very clean and comfortable with an amazing back yard area and pool. Beautiful tiki hut and dock on the canal. Definitely a must stay. We will be back.
Top guest favorite
Home in Cape Coral
4.99 out of 5 average rating, 82 reviews

Waterfront | Heated Pool | Arcade | New | 10 Beds!

JulissaRating, 5 stars1 week ago
Absolutely great stay. I was successfully and comfortably able to have a family reunion. The Airbnb looks exactly like the photos. Jada was very responsive and friendly. We all felt right at home and had a lot of fun with the outdoor space and game room inside. Thank you so much for giving us the opportunity to create the memories we did!
Top guest favorite
Home in Cape Coral
4.98 out of 5 average rating, 41 reviews

Cape Coral & Chill

BazielaRating, 5 stars2 weeks ago
It was an amazing stay! The home was just like it was on the pictures and provided everything that was on the description. Everything was clean and easy to navigate with the provided booklet on the house with any questions we had during our stay. Would highly recommend your home again!
Top guest favorite
Home in Cape Coral
5 out of 5 average rating, 27 reviews

Escape To Your Personal Lakefront Villa On 8 Lakes

LisetRating, 5 stars1 month ago
What a great place to stay!!! We had an amazing weekend!!! Richard was very kind and communicative from start to finish. The house has a very good vibe. It is in very neat condition and spotless (tidy, clean, and very well organized). The patio/lanai is the best place for a morning coffee. We also loved the kitchen window overlooking the pool, practical for keeping an eye on kids and the sunlight is amazing. We also felt very safe and comfortable. The setting was incredibly tranquil, perfect for a relaxing getaway. Excellent amenities, comfy beds, quite and peaceful. Our experience was nothing short of amazing. We will definitely come back very soon since we love the city of Cape Coral, and this is the best place to stay. Thank you for such a memorable stay—we will definitely be back!!!
Top guest favorite
Home in Cape Coral
5 out of 5 average rating, 33 reviews

Gulf Access/Smart TVs/4 Kayaks/Bikes/Dog Friendly!

FrancineRating, 5 stars1 week 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!
Top guest favorite
Home in Cape Coral
4.95 out of 5 average rating, 19 reviews

Golden Pearl | Luxury Villa | Pool | Dock | Games

HannahRating, 5 stars1 week ago
We had an amazing stay! The home is so relaxing, beautifully decorated, and the hosts truly make you feel welcome! Ale &Ana were fantastic, I would love to come stay here again.

Cottage rentals with a kayak

Top guest favorite
Cottage in Bonita Springs
4.98 out of 5 average rating, 60 reviews

The Enchanted Cottage on the Imperial River

BeaRating, 5 stars4 days 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 reviews

Last 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 reviews

Villa 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 favorite
Cottage in Naples
4.9 out of 5 average rating, 248 reviews

Cottage Close to Vanderbilt Beach Heated Pool

SuzyRating, 5 stars1 week ago
Loved staying here. Very very clean with a beautiful pool and yard. It was a perfect location, close to everything. Thank you.
Cottage in Saint James City
5 out of 5 average rating, 7 reviews

Flamingo 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 reviews

The 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 favorite
Cottage in Bonita Springs
5 out of 5 average rating, 17 reviews

Quiet 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, 173 reviews

Captains Cottage

PhilipRating, 5 stars3 weeks ago
Very nice 1 bedroom house in a quiet residential neighborhood. House was well equipped and having a large screen porch was a bonus. Tina responded very quickly to messages and check in was easy with directions and keypad lock.

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