
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 $56 AUD per night before taxes and fees

Verified guest reviews
Over 750 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Fort Myers holiday rentals include Wi-Fi 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 Accommodation with a Kayak in Fort Myers
Guests agree: these holiday homes with a 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!

Reflections | Heated Pool, Canal, Kayaks, Bikes
BRAND NEW HEATED SALT WATER POOL! Entire home, 4 bed, 3 bath! Located in a quiet, residential neighborhood, within walking distance of downtown Cape Coral & the Cape Coral Yacht club beach. It is in the BEST LOCATION! Close to restaurants, bars, entertainment, beach, great parks & more. You can visit Cape Coral's beautiful parks, Sun Splash waterpark, & in a short drive you can visit downtown Fort Myers and Fort Myers beach, Captiva & Sanibel Island & more... Gulf access & kayaks included!

Canal View Retreat: Hot Tub, Kayaks & Pets Welcome
Just 8 minutes to Downtown Fort Myers, 15 minutes to Downtown Cape Coral, 20 minutes to Manatee Park, 35 minutes to Sanibel, and 35 minutes to Fort Myers Beach - Waterfront retreat in Fort Myers with stunning sunrise views from two rooms and kitchen. -2 kayaks are included with your stay -Outside, enjoy the hot tub, dock, gas grill, lounge chairs, or hammocks along the water -Indoor features include a ping pong table, firepit, hockey table, complimentary coffee, Tea, Workplace, games, and more

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!

Sleep over the water- Boathouse with Private Dock
This 1920s boathouse offers a once-in-a-lifetime stay directly over Whiskey Creek, where the gentle sound of water beneath your feet lulls you to sleep. With a private entrance, dock and waterfront views, this isn't just a room--it is an unforgettable Florida experience. This boathouse has been ungraded with all modern conveniences and is centrally located close to downtown, restaurants and shopping. Sip your morning coffee on the dock as herons and bald eagles glide across the creek.

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.

Luxury Canal Villa•Heated Pool•Dock•Fishing•Kayaks
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 house 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.

Luxury Ocean View
🇺🇸 Luxury Ocean View – 500 characters Luxury Ocean View is a stunning 29th-floor retreat just 2 minutes from Downtown Fort Myers, offering breathtaking views of the Caloosahatchee River and unforgettable sunsets. This elegant apartment accommodates up to 4 guests and features 2 bedrooms, 2 full bathrooms, in-unit laundry, and a fully equipped kitchen. Located in a luxury building with pool, gym, game room, kayaks, and a private boat ramp. More than a stay — it’s an experience.

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!

Caloosahatchee Hideaway II-Waterfront Retreat
Relax with the whole family at the Waterfront Caloosahatchee Hideaway II ! This CHARMING Farmhouse HOME away from HOME is a 2 Bedroom, 2 Full bathroom, duplex that sleeps 6! Close to Babcock Ranch, Grace River Island Resort, Spring Training Facilities. This home is fully stocked from the kitchen to the linens. The evening sunsets don’t disappoint! We provide fishing poles, paddleboards and kayaks for the adventurous folks. Plenty of blankets, pillows and bedding.

SWFL: Lake McGregor House - Entire Home! 3B/2B
Our home is in a quiet, safe neighborhood perfect for remote work, family getaways, or long-term stays in a kid-friendly environment. Spacious & Fully Equipped: 3 bedrooms • 2 bathrooms • Full kitchen • Washer/dryer • 2-car parking • WiFi • Smart TV • Beach gear available (Cable/streaming not included). Prime Location: 10 miles from Fort Myers Beach, 7 mi from Downtown, and a 7-min walk to Publix, Walmart, and restaurants. RSW Airport is a 20-min drive.
Popular amenities for Fort Myers kayak rentals
Holiday House Rentals with a Kayak

Sunset Sanctuary

Gulf Access/Dockside Sunsets/All Day Sun

Gulf Access/Heated Pool & Jacuzzi/Up to 8

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

The Ligia House / Heated Pool / Sauna

Ocean/Lakefront Heated Pool-Jacuzzi/Private Dock

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Boater’s Paradise: No-Bridge Gulf Access & Pool
Cottages 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

Gulf Access Home with Heated Pool in Yacht Club

Shore Thing

Waterfront Condo with Pool & Boat Slip

Lakefront: Heated Pool, Minutes From Sanibel 12PPL

Lover's Key Resort Unit #807

Game Room Sunset Oasis

Relaxing Ft. Myers home

Boaters paradise 8 pple heated pool, kayaks & pet
When is the best time to visit Fort Myers?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $308 AUD | $308 AUD | $315 AUD | $273 AUD | $238 AUD | $275 AUD | $217 AUD | $226 AUD | $199 AUD | $237 AUD | $240 AUD | $300 AUD |
| 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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- Rentals with a kayak Lee County
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- Naples Beach
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