
Holiday rentals with a kayak in Fort Myers
Find and book unique kayak rentals on Airbnb
Quick stats about holiday rentals with a kayak in Fort Myers

Total holiday rentals
Explore 30 holiday rentals in Fort Myers

Nightly prices starting at
Fort Myers holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 900 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
30 of Fort Myers holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Fort Myers rentals

4.8 Average rating
Fort Myers stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated rentals with kayak in Fort Myers
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

WF Oasis~Htd Pool~Spa~Pets4Free~BBQ~Big Lanai~Dock
Step into the spacious and entertaining 3BR 2Bath nestled in a tranquil canal front area close to many restaurants, shops and attractions. Explore the city or lounge the day away under the fairy-tale tiki hut next to the swimming pool and the private dock. 🐕Pets Stay Free! ✔ 3 Comfy BRs ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Patio (Heated Pool & Spa, TV, Lounges) ✔ Yard (Tiki Hut, BBQ, Dining, Lawn) ✔ Private Dock and boats ✔ Smart TVs + PS4 + SONOS ✔ High-Speed Wi-Fi ✔ Free Parking

Waterfront Hideaway
This picturesque Airbnb is a hidden gem nestled along a canal, one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Close to Sanibel & Fort Myers Beach. Bring your boat & dock it on the seawall, ready to set sail whenever your heart desires. Book now - your coastal paradise awaits!

Riverview@EndPoint -Sunrises+Sunsets - Heat Pool
One in a million - direct riverfront -dead end with no drive by traffic. Vast river views from almost every spot in the house! Full day sun on heated pool. Dock for fishing or tying up a boat. Back screened lanai and open deck to watch the dolphins, manatees and pelicans that visit daily. Privacy due to angle of corner lot with water on two sides. Ample parking. Safe neighborhood. Park and boat launch walking distance end of street. Clean products. Lift may be available -pre approval and fee.

LUX Villa w/ Private Salt Water Pool, Lanai, Canal
Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

Elite Living | Kayak | Joy Pool | Outdoor Kitchen!
🌴Welcome to your elite Fort Myers vacation rental 5 bedroom private pool home with outdoor kitchen, designed for peaceful stays, family vacations, & extended getaways. Located on a quiet cul-de-sac, this spacious home near Fort Myers beaches offers the perfect blend of privacy, convenience, and resort-style amenities. Conveniently located near shopping, grocery stores, restaurants, and just a short drive to beaches, marinas, and top local attractions—one of the most loved vacation homes in FL!

Bonaire Grand Luxury Villa
Experience a 5 star Luxury experience at the Bonaire Grand Villa. The villa was designed as a vacation rental with high end finishes and the ultimate guest experience in mind. The location is perfectly situated in an upscale riverside hamlet, 10 minutes from Fort Myers Beach and Sanibel Island with downtown Fort Myers 15 minutes away. The 5 bedrooms and 3 bathrooms provide ample space for a large group to enjoy. The heated pool and 3 balconies that over look scenic views do not disappoint.

Paradise on canal minutes to Ft Myers Beach/Gulf
Beautiful 3 Bedroom, 3 bath home on a canal with a dock! Bring your boat or jet skis! Enjoy a relaxing stay watching the dolphins and manatee right off the dock. This exquisitely updated home has everything you need for a fantastic vacation. Especially location! 5 minutes to Ft Meyers Beach. Enjoy the resort right in your own backyard. New pool with hot tub and sun shelf. Enjoy beautiful sunsets off the huge patio. Trolly to beach at neighborhood entrance or walk to in minutes.

Cape Serenity- Luxury Waterfront Residence
This recently renovated, fully equipped home offers serenity and relaxation as you unwind in this gorgeous 3 bed, 3 bath residence. Located off the Caloosahatchee River, it is one of just a few select homes in the area that offers both privacy and luxury, along with direct accessibility to the gulf. Recent upgrades include a newly refinished pool deck, Ev charger, renovated kitchen and bathrooms and modern touches throughout to enhance your experience. Updated photos coming soon!

Luxury Canal Villa•Heated Pool•Dock•Kayaks•Arcade
Welcome to Sprocket Boathouse, a dream waterfront escape. Beautiful views, a sparkling heated pool overlooking one of the widest canals in Cape Coral, and with western sun exposure, the home gets ☀️ all day. Don’t miss the incredible sunsets and sunrises! You won’t be disappointed. Spend hours swimming, kayaking or fish off your own private dock (kayaks & rods included.) Make sure to keep a look out for all the wildlife! You can spot iguanas, turtles & herons on the waterfront.

Modern Canal Oasis | Heated Pool | Kayaks & Office
Modern 3-bed canal-front oasis featuring a private heated pool and stunning sunset views. Explore the waterways with provided kayaks or stay productive in the quiet, dedicated office. Ideally located just 10 minutes from downtown Cape Coral and a short drive to Sanibel and Fort Myers beaches. Enjoy a bright, open interior and a screened lanai built for ultimate relaxation. Perfect for families or remote workers. Trust our 12+ years of hosting for a seamless Florida getaway!

"Seahorse Villa" by the water Pool & Spa +Tiki Hut
Your vacation Oasis! Pool & Spa & Tiki Hut for a good time with family or friends. 4 bedroom, 2 bathroom in central location yet in quiet neighborhood. Take a tour with a kayak and explore the area. (NO CHARGE!) free wifi, formal dining area inside or sit under the covered patio by the pool (heating optional) There are lounge chairs for a relaxing time by the pool, bbq grill, breakfast area, living room, play room with pool billiard lots of room for the whole family.

Mediterranean Waterfront Estate on Caloosahatchee
Experience Nascosto Estate, a Mediterranean waterfront sanctuary on the Caloosahatchee River. This extraordinary estate offers resort-style amenities, including a heated infinity pool with a cascading waterfall, sanded lounge, fire pit, private pier, and boat lift. Just minutes from Downtown Fort Myers, it provides absolute privacy, breathtaking river views, and magical sunsets—a one-of-a-kind escape where every moment feels unforgettable and memories last a lifetime!
Popular amenities for kayak rentals in Fort Myers
House rentals with a kayak

Waterfront Family Retreat/Heated Pool/kayaks&Games

Bayfront Bliss

Flirty Flamingo Gulf Access Cape Coral Home

Caloosahatchee Hideaway II-Waterfront Retreat

Tropical Villa Rosas on the water

The Great Escape Beach House/ Pool/ Dock

3 br | 3 ba | htd pool | Gulf Access | Paradise

Gulf Access/Heated Pool & Jacuzzi/Up to 8
Cottage rentals with a kayak

The Enchanted Cottage on the Imperial River

Villa The Island Hideaway 2

Cottage Close to Vanderbilt Beach Heated Pool

Flamingo Bay Cottage

The Coqui Palace

Quiet Riverside Cottage in Downtown Bonita Springs

Captains Cottage

Boat Paradise Gulf Access 2,000 sf home 62 ft dock
Other holiday rentals with a kayak

Luxury Oasis w/ Heated Pool, Theater Room & Dock!

Havana Luxos Waterfront | Heated Pool & Hot Tub

Luxe, Boat Rental, Walk to Cape Harbour, Bikes

Waterfront Villa Capri | Dock + Gulf Access

Last-Min Deal: Waterfront, Hot Tub, Kayaks & Pets

Heated Pool | Gulf Access | Dock & Lift | Tiki Hut

Game Room Sunset Oasis

The Boat House, Direct Gulf Access, Pool and Spa
When is the best time to visit Fort Myers?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £163 | £163 | £167 | £163 | £141 | £141 | £115 | £119 | £105 | £125 | £127 | £159 |
| Avg. temp | 16°C | 18°C | 19°C | 22°C | 25°C | 27°C | 27°C | 28°C | 27°C | 24°C | 21°C | 18°C |
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