Vacation rentals with a kayak in Fort Myers Beach

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Top-rated kayak rentals in Fort Myers Beach

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Guest favorite

Guest suite in Saint James City

4.98 out of 5 average rating, 95 reviews

Waterfront island private suite with private pool

Take it easy at this Island, PRIVATE, waterfront getaway! Enjoy a large PRIVATE electric heated pool, located directly on the water. Kayak dock and KAYAKS free with rental. Completely private entrance. Please be aware that Pine Island is a somewhat remote island without many commercial businesses and no public beaches but there’s more than plenty to do! 5 restaurants within 1 mile by car and many more within 8 miles. Located on a quiet residential street, directly on the water. Car is a must!

Guest favorite

Home in Caloosahatchee

4.99 out of 5 average rating, 73 reviews

November Deals! 5 min to Downtown, Hot-tub & Pool!

-Just 5 min to Downtown Cape restaurants & Yacht Club Beach! 20 min to Causeway Beach, 25 min to Ft Myers & Sanibel Beach -Large fenced tropical oasis for pets w/ pool, hot tub, gas firepit, swing chair, hammock & gas grill -Board games, ping-pong, corn-hole, darts, 2 kayaks+life jackets -Beach essentials, boogie boards, umbrellas, beach wagon & cooler -2 Beach Cruiser bikes + helmets -Relaxing covered patio + string lights, neon sign & grass wall -Canal access for kayak launch just 5 min away!

Guest favorite

Home in Pelican

4.99 out of 5 average rating, 196 reviews

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!

Guest favorite

Guesthouse in Cape Coral

4.94 out of 5 average rating, 116 reviews

Pool Modern Apartment

Location! Location! This apartment is close distance to Deli, restaurants and supermarket . The house faces the canal with breathtaking views we have cameras facing the canal and pool area in order to protect guests from any small animals that might be around. The apartment is attached to the main house with one bedroom one bathroom living room and a functional full kitchen in the Lanai area Is only for 2 persons. No children allowed. After May 2025 pool will be shared by 1 or 2 more guest.

Guest favorite

Tiny home in Fort Myers

4.95 out of 5 average rating, 38 reviews

Fire Station Tiny home - kitchen, porch, private

Private tiny home in a fire station theme. Kitchen, bathroom, bedroom, and porch. The kitchen is equipped with a microwave/air fryer/convection oven combo, half fridge/freezer, Insta-pot, two burner cooktop, Keurig, under counter LED lighting, huge single bay stainless sink with pull out sprayer, diamond plate backsplash, pots/pans, and kitchen cabinet storage space. There is a newly created lanai/bbq area with lanai lighting, fountain, propane and charcoal grills, fire pit and seating.

Guest favorite

Guest suite in Burnt Store

4.84 out of 5 average rating, 331 reviews

Moon Shell Hideaway

Private entrance to your one bedroom plus den (with queen size sleeper/sofa) apartment attached to main house. Direct access to the Gulf of Mexico. Bedroom has a queen size bed and the den has a queen size sleeper/sofa. The den doubles as your kitchenette and sitting area with double sliding glass doors that open up to the shared pool and dock area. Gas grill and microwave for cooking (no stove). Boat to five restaurants. Visit the Matlacha Art Galleries. Fish off the dock. WELCOME!

Guest favorite

Home in Fort Myers Beach

5 out of 5 average rating, 76 reviews

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.

Guest favorite

Home in Naples Park

4.99 out of 5 average rating, 118 reviews

Pool Bikes & Beach | Paddle Board Included

We welcome your family of up to 2 adults & 3 children. You will be close to sandy beaches, great restaurants and shopping at this great North Naples Location. Just a few minutes from Vanderbilt Beach and Wiggins Pass Park. You will love all the great amenities and be able to relax in this brand new clean apartment. Amenities, Bikes, paddle board, beach wagon and beach towels. Very easy to check-in, you will have your own private entrance and private one car parking available.

Superhost

Cabin in Bonita Springs

4.9 out of 5 average rating, 263 reviews

Romantic River Cabin for 2; Beautiful Nature View

Beautifully furnished & decorated cabin for 2 located on the Imperial River. High ceilings w/ large windows with Plantation Shutters for fabulous viewing of the serene river. Enjoy the beauty & privacy of the surrounding landscape as your worries drift away. Jump on a kayak & paddle downstream to the Gulf or head upstream & enjoy nature's bounty. Dine outside under the lights or head to Old Bonita for dinner. Calming, quiet and quaint this is a fabulous getaway for 2!

Guest favorite

Home in Matlacha

4.98 out of 5 average rating, 189 reviews

Matlacha Paradise! NEW Waterfront Home-Free Kayak

Matlacha is for LOVERS! Lovers of relaxation, fishing, art, friends, social scenes and enjoying Life in a beautiful location ON THE WATER! Matlacha had damage from Ian. Our new home - none. You can still walk to great restaurants, shops and the fishing bridge. Enjoy the water in Matlacha & the Barrier Islands. Use our 1 person kayak for fun or fishing from our 8'X22' FUN & SUN deck docked in the back canal with picnic table & loungers. Relax, sun, grill and fish.

Guest favorite

Home in Fort Myers

4.94 out of 5 average rating, 115 reviews

Cottage between Sanibel and Edison / Ford Estate

This is the ultimate getaway for our guests. Yes…. you’re going to have an entire house for yourself . Feel free to enjoy 2 bedroom / 2 bathroom house with a Florida room, plus outside patio with gazebo(BBQ) and large back yard. Our newly renovated retreat is in the perfect location that is close to the beach, near all the best restaurants, and has all the amenities you will need for a breezy family vacation. Cleaning fee only $49!

Guest favorite

Cottage in North Fort Myers

4.94 out of 5 average rating, 176 reviews

Cozy Private Pool Cottage

This is a small separate guest house with a large pool just steps from the door. Located in a very safe and quiet secluded neighborhood with only 18 homes, all retirees and famous artists along the caloosahatchee with some Riverfront views from pool deck. Only 1.2 miles to Historic Downtown Fort Myers and Edison Museum, along with numerous downtown events, restaurants and nightlife.