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

Apartment in Saint James City

4.93 out of 5 average rating, 84 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.

Apr 25 – May 2

G$23,863 GYD per night

Guest favorite

Home in Cape Coral

4.99 out of 5 average rating, 175 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!

Oct 14 – 21

G$102,537 GYD per night

Guest favorite

Guest suite in Matlacha Isles-Matlacha Shores

4.84 out of 5 average rating, 316 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!

Dec 5 – 12

G$18,890 GYD per night

Guest favorite

Home in Fort Myers

4.89 out of 5 average rating, 28 reviews

Caloosahatchee Hideaway

Relax with the whole family at this peaceful place to stay. The Caloosahatchee Hideaway is a duplex situated on a canal, with Gulf Access one block in from the Caloosahatchee River. If you have a large family, you can book both sides of the duplex to accommodate 12 guests. Look up Caloosahatchee Hideaway II to accommodate large parties with both units. The peaceful neighborhood is perfect for evening walks, bike rides or a paddle down the river on one of the paddleboards or kayaks.

Mar 11 – 18

G$36,909 GYD per night

Guest favorite

Home in Matlacha

5.0 out of 5 average rating, 142 reviews

The Secret Island Retreat HeatedPool/4b/open water

Free Heated Pool with open Panoramic Bay Views with Amazing Sunsets from this open layout with 4 bedrooms , a den, 3 bath, 2 car garage. 3200 sq ft. 2nd floor has an oversize owners suite with picture windows over the bay and provides an abundance of space for sitting area or quiet space. Three guests rooms + den. Don't forget to relax & enjoy the breeze on the 2nd story balcony...the perfect retreat. Kayaks, 2 boat lifts, fishing poles, bicycles, games, Grill and much more.

Jul 23 – 30

G$98,964 GYD per night

Guest favorite

Home in Cape Coral

4.96 out of 5 average rating, 28 reviews

Relaxing couples getaway w/neighborhood beach

Bring your significant other for a relaxing, private getaway. Bike to downtown and the beach. Featuring a Full Kitchen and Over-Size living room, Enjoy coffee or cocktails in the Screened-in Lanai, Hot Tub, or by the Fire Pit. With 2 Bicycles provided you can enjoy the bike lanes or ride to the local Beach, located less than a mile from the house. Smart TV's in both bedrooms and living room. Come Relax in an Oasis made for couples to disconnect, relax and rekindle that flame.

May 22 – 29

G$29,674 GYD per night

Guest favorite

Home in Matlacha

4.98 out of 5 average rating, 184 reviews

Matlacha Paradise! NEW Waterfront Home-Free Kayaks

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 & 2 person kayaks 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.

Jun 24 – Jul 1

G$35,929 GYD per night

Guest favorite

Guesthouse in Cape Coral

4.93 out of 5 average rating, 90 reviews

Modern apartment with pool canal view

Location! Location! This apartment is within close distance to the best Deli restaurants and supermarket in town. 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 at this time.

Oct 22 – 29

G$19,476 GYD per night

Guest favorite

Home in Fort Myers

4.92 out of 5 average rating, 85 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!

Aug 28 – Sep 4

G$29,502 GYD per night

Guest favorite

Home in Cape Coral

4.96 out of 5 average rating, 121 reviews

Flirty Flamingo Gulf Access Cape Coral Home

Lovely waterfront gulf access home in SW Cape Coral awaits you. 3 separate bedrooms and 2 full bathrooms will ensure everyone is comfortable. The lanai and screen covered heated pool will keep you cool under the warm Florida sun while keeping the bugs out. The house is fully equipped with a newly renovated kitchen and new dock with tiki hut. Close to entertainment: lots of bars, restaurants, & beaches.

Oct 4 – 11

G$47,390 GYD per night

Guest favorite

Cottage in North Fort Myers

4.94 out of 5 average rating, 172 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.

Jan 6 – 13

G$28,806 GYD per night

Guest favorite

Home in Cape Coral

4.98 out of 5 average rating, 44 reviews

King Bed Private Suite at Cape Coral

Escape to Cape Coral and experience the ultimate retreat in our Cozy Studio. Nestled in a peaceful oasis, you'll find relaxation and comfort. Enjoy modern amenities, serene surroundings, and easy access to all Cape Coral has to offer. Whether you're exploring the city or seeking a tranquil haven, our space is your perfect getaway. Book now for an unforgettable stay!

Aug 21 – 28

G$15,725 GYD per night