
Holiday rentals with a kayak in Fort Myers
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Top-rated rentals with kayak in Fort Myers
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House rentals with a kayak

Private Palm Oasis - Close to Beach
An exceptional experience! This beach house exceeded our expectations. Its location is ideal. The space is spacious, bright, and decorated with a cozy style that made us feel at home. The kitchen is well-equipped, allowing us to prepare delicious meals. Additionally, the patio is perfect for relaxing at sunset. Our host was very friendly and attentive, providing us with helpful recommendations. We created unforgettable memories and definitely plan to return. I highly recommend this place to anyone looking for the perfect seaside vacation! 🌊🏖️

Sunset Villa - Htd Salt Pool - Hot Tub -Canal-Golf
We had a wonderful stay at Sunset Villa. The home is in a peaceful neighborhood, surrounded by plenty to do. We felt safe at all times, and enjoyed on a consistent basis the beautiful pool and hot tub right out the back door. They were plenty of opportunities to fish, and enough space for our entire party to come together but also enjoy quiet time on our own. Regina is an incredibly responsive host, with tons of suggestions on how to fill your time. We would highly recommend this property!

New Cape Coral Home - Pool, Spa, Kayak, Game Room
Great House. Near Fishing, Beaches, and Restaurants. Big Couch, Big TV, Cold A/C and All the Extras… Hot Tub that WORKS and Pool with Light…👍

Cape Coral & Chill
Our whole family had an unforgettable time during our stay! From the moment we arrived, the peaceful setting set the tone for a rejuvenating retreat. The lake was a highlight—between fishing and kayaking, there was never a dull moment. The pool was equally fantastic, offering ample patio space to soak up the sun and unwind on those hot days. The kids were thrilled with the game room, which kept them happily entertained. Cooking in the spacious, well-equipped kitchen made family dinners a joy—and a delicious one at that. What truly set this experience apart was the closeness to nature. Turtles and ducks made friendly appearances by the lake, and the hoots of nearby owls gave our evenings a magical touch. It felt like we were part of something special, surrounded by so much life. We’re already looking forward to coming back for more cherished family moments.

Stylish North Fort Myers Oceanside Home
Great little holiday villa. The outdoor pool is fab for relaxing and entertaining the kids. We all enjoyed going out on the kayaks, was definitely one of the highlights of the villa. Was very clean inside and felt you were going home from home. Would definitely recommend

Gulf Access/Smart TVs/4 Kayaks/Bikes/Dog Friendly!
Karen and her property management team made my family, which included a dog and my children, feel welcomed, comfortable, considered and safe. The beds were comfortable. The house was clean and well-stocked. We had everything we needed to enjoy the area and the time at home. Check-in was easy, check-out wasn't task heavy, allowing us to maximize our time together as a family. We would definitely stay here again!!

Escape To Your Personal Lakefront Villa On 8 Lakes
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!!!

LuxeHome | King Beds, Heated Pool, Hot Tub, Kayaks
The house was absolutely beautiful. We loved the outdoor area including the pool and hot tub. Kids spent a ton of time in the pool. Amenities are as described and hosts were responsive with any questions that we had. We would definitely stay again!!!
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.

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 !!

West Coast Island Retreat, Simply Adrift Cottage
By far the most relaxing vacation our family has taken. The home is even more beautiful in person than the pictures show. The host's style and decor are just perfect for a cool beachy vibe which adds to the whole experience of being on LGI. Hosts were extremely accommodating during our stay. We cannot wait to return! ☀️

Captains Cottage
Very nice cottage was perfect for weekend getaway
Quick stats about holiday rentals with a kayak in Fort Myers
Total rentals
20 properties
Nightly prices starting at
$89 SGD before taxes and fees
Total number of reviews
580 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Naples Beach
- Captiva Island
- Caspersen Beach
- Manasota Key Beach
- Clam Pass Park
- Barefoot beach Bonita Springs,FL
- Lovers Key Beach
- Tigertail Beach
- The Club at The Strand
- Myakka River State Park
- Worthington Country Club
- South Jetty Beach
- North Jetty Beach
- Seagate Beach Club
- Panther Run Golf Club
- Delnor-Wiggins Pass State Park
- Englewood Beach
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- LaPlaya Golf Club
- Gasparilla Island State Park
- Stump Pass Beach State Park
- Boca Grande Pass
- Cypress Woods Golf & Country Club