
Holiday rentals with a kayak in Estero Island
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Top-rated rentals with kayak in Estero Island
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.
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House rentals with a kayak

July Price Cuts! 5 min to Downtown/Pool+Hot Tub!
Chris and Jena’s place is very well kept. Had all the amenities listed. Great quality linen and ample extra linen were available. We had a great time in the pool too. Overall, we had a fantastic time in this very cozy and beautiful home.

Family home in Cape Coral
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!

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!

Cape Coral home with a large heated pool
We loved our stay, hoping we can book it again when we travel to Cape Coral!! Everything you need for a perfect stay is there!!

The Boat House, Direct Gulf Access, Pool and Spa
So many amenities and the only one we didn’t have time for was the couch! The dock early morning was our favorite watching the fish and catching some. The pool at night the kids would stay out there for hours while we made dinner and watched them through the triple sliding back door. The bathrooms were out standing and the beds were very comfortable. The kids loved the bunk beds! Definitely look forward to visiting again! Also SUPER COOL CAPE CORAL- opoly was a hit!

Gulf Access | Heated Pool | Family Friendly |
This property is really amazing and Brianna was an excellent host, on top of everything we needed for our stay.

"Seahorse Villa" by the water Pool & Spa +Tiki Hut
Overall we were very happy with our stay. We loved having access to 2 kayaks to enjoy the canals. The pool and hot tub were awesome, and the house was amazing. The only things that were slightly annoying was having a member from the rental stop by bright and early on our first and last day to go over the status of the rental. When traveling it's a bit annoying to be woken up super early on your first day. I would also suggest changing the timer on the sprinklers. They would go off about 930 at night when we were trying to enjoy the hot tub. While they wouldn't always hit us, the water had a very strong smell of rotten eggs which made us not want to stay outside anymore. Thankfully they didn't come on every night.
Cottage rentals 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
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.

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.

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!

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
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- Naples Beach
- Captiva Island
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- The Club at The Strand
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