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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, 64 reviews

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

DesireeRating, 5 stars5 days ago
Wir haben die Zeit hier sehr genossen! Ganz besonders hat uns der tropische Garten gefallen, mit allen Pflanzen, KokosnussbĂ€umen, dem schönen Schiffssteg und der genialen farbigen Philips Hue Beleuchtung in der Nacht. Rhi war auch immer sehr freundlich und hat schnell geantwortet, als wir mal kleine Probleme hatten. Wir kommen somit sehr gerne wieder und bedanken uns sehr fĂŒr den schönen Aufenthalt! Das einzige was uns aufgefallen war ist der GeschirrspĂŒler der ein kleines Problem hat. Aber da hat Rhi auch sehr schnell reagiert und wird in Zukunft repariert.
Top guest favorite
Home in Cape Coral
5 out of 5 average rating, 15 reviews

Luxe Canal Home, Boat Rental, Walk to Cape Harbour

JamiRating, 5 stars1 month ago
We loved our stay! The home was beautiful and just as descirbed. Everything was very clean. Maggie was very responsive and even reached out with some rainy day activity suggestions for one of our days that started with some rain. We spent a lot of time enjoying the pool area. The neighborhood was very peaceful as well. We thoroughly enjoyed our time and would stay here again in the future if coming back to the area.
Top guest favorite
Home in Cape Coral
5 out of 5 average rating, 27 reviews

Waterfront home-pool, fenced yard, kayaks, bikes

HeatherRating, 5 stars4 weeks ago
BEAUTIFUL home! We loved the house so much we extended our trip an extra night. Lanai and pool area was a perfect set up for relaxing in the evening, we were able to fish off the pier and they had kayaks for us to use
. And the neighborhood was beautiful. Definitely recommend!
Guest favorite
Home in Cape Coral
4.96 out of 5 average rating, 73 reviews

Gulf access Water front 3BD/2BH Boater’s Pool

KaseyRating, 5 stars1 week ago
We enjoyed a relaxing few days here! Beautiful home with a gorgeous back yard space! If you’re looking for a great outdoor space to enjoy, this is it!
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
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, 27 reviews

Casa Vacanza

KarenRating, 5 stars2 weeks ago
Debbie was a wonderful host. She was very accommodating with all our requests. The house is beautiful and well equipped. We enjoyed our stay very much and we felt right at home. Thank you Debbie!
Top guest favorite
Home in Cape Coral
4.97 out of 5 average rating, 101 reviews

Gone Coastal!! Spa+Heated Pool Amenities Galore!

HollyRating, 5 stars2 weeks ago
This is an absolutely beautiful house in a gorgeous location. My boys spent the entire day fishing on the dock while we relaxed in the pool. Brianna was extremely communicative and any concerns we had she addressed immediately. We would love to 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

MartineRating, 5 stars4 months ago
SĂ©jour trĂšs agrĂ©able, calme une vrai vacance, belle maison propre, piscine et spa, et la maison Ă©tait Ă©quipĂ© de tout, rien ne manque. De trĂšs belles chambres avec des lits trĂšs confortables. La cour arriĂšre donne sur un petit canal, de toute beautĂ© de voir les bateaux passer, les gens nous salut. TrĂšs agrĂ©able. Tout est Ă  proximitĂ©, Ă©picerie, magasin, resto, la marina TARPON POINT Ă  voir wow de wow tant la vue avec les bateaux que les restos succulent et les boutiques. A tout les samedis matin, Ă  environ 10 minutes de la maison il y a un marchĂ© en pleine air, le Market Farm, super bien, et aprĂšs Ă  cĂŽtĂ© il y a le restaurant le Rusty’s pour le dĂźner belle terrasse. Et tout c’est endroit avec la possibilitĂ© d’amener votre chien. L’hĂŽte Ingrid est trĂšs gentille, comique, et rĂ©pond trĂšs rapidement Ă  vos questions. C’est une maison Ă  rĂ©server. J’y retournerais certainement. Merci Ingrid de ta gentillesse. Xx
Top guest favorite
Cottage in Naples
4.9 out of 5 average rating, 247 reviews

Cottage Close to Vanderbilt Beach Heated Pool

DianaRating, 5 stars1 week ago
Brandi’s place was very comfortable and cozy. Pretty quiet neighborhood and great environment. Brandi was also very responsive and helpful. 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.

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Lee County
  5. Fort Myers Beach
  6. Estero Island
  7. Rentals with a kayak