Vacation rentals with a kayak in Lee County

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Top-rated kayak rentals in Lee County

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Guest favorite

Rental unit in Saint James City

4.93 out of 5 average rating, 85 reviews

Island Castaway--Free Kayaks

This is the perfect place to sit back, relax and enjoy the view. You have the privacy of a one-bedroom apartment with small kitchen and bath. We are close to great restaurants and some of the best music on the island. Open water and excellent fishing are minutes away. Two kayaks are set up for fishing and are available for guests to use so bring your fishing rod. Pine Island has no beachs, but Ft Myers Beach is about an hour away or take a ferry ride from Bokeelia to Cayo Costa for the day.

Guest favorite

Guesthouse in Fort Myers

4.88 out of 5 average rating, 76 reviews

1920s Charming Cozy Private Tiny Home

Discover this charming 1925 stand-alone house in a scenic river-view neighborhood, close to eateries and shops. Enjoy private parking, security system, Wi-Fi, &Smart TV. Just 2 miles from vibrant downtown river district with dining, art, shops, music, museums. Nearby amenities include; public golf course (1/2 mi), community pool (1 mi), laundry (2 mi), and several beaches (5 mi). Experience tranquility and modern updates in this cozy 366 sq ft home, discreetly located behind a private residence.

Guest favorite

Guesthouse in Cape Coral

4.87 out of 5 average rating, 38 reviews

Perfect Place for your Vacations

This Guesthouse has everything you need for your vacation, it is central located, in a peaceful and safe neighborhood and have a very well distributed space. Its located few minutes from the Caloosahatche River and the beautiful beaches of the Gulf of Mexico, it includes bicycles, kayaks, umbrella, beach chairs, fishing rods and other items that will enhance your vacation. It is also very close to highly recommended restaurants, famous shops (walmart,Publix, McDonald) and other essential places.

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

Rental unit in Alva

4.97 out of 5 average rating, 37 reviews

River views, boat slip, sleeps 5, pet friendly

Relax with family, friends at this quiet place. Bring your boat, fishing poles or tubes, kayaks, bikes and marshmallows for the campfire. This above garage guest house has serene water views, bedroom, bathroom, washer, dryer, full kitchen, 22” queen, and small futon. Bring your boat for fishing, tubing, fossil hunting and exploring on the Caloosahatchee. Park your boat in the canal. Inside storage for fishing poles, tackle and bikes for the mountain biking park across the river. Dogs ok.

Guest favorite

Home in Cape Coral

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

Home in Cape Coral

5 out of 5 average rating, 15 reviews

Waterfront View Oasis: Pool | Kayak | Bikes!

This stunning Florida waterfront home is the perfect getaway for warm weather lovers. Enjoy watching boats passing on the canal from the comfort of the lanai or explore a number of local parks, gorgeous beaches, and sprawling wildlife refuges. This single-level retreat is perfect for the whole family with a private swimming pool, private lanai patio with a gas grill, two separate living areas, bunkbeds for the kids, office nook for remote work or studying, and close to nearby golf courses.

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

Home in Captiva

4.92 out of 5 average rating, 106 reviews

Blue Laguna - Vacation in paradise!

Beautiful and welcoming are just two words to describe this magnificent, 4 story home with heated private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths allowing this home to sleep up to 6 people. Two screened in lanai's so you can sit and enjoy the island breeze and leave the sliding doors open for a true island nature experience during the colder seasons. A golf cart for 4 persons is also included in the rental.

Guest favorite

Guest suite in Matlacha Isles-Matlacha Shores

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

4.94 out of 5 average rating, 116 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!