Cottage vacation rentals in Lee County

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Top-rated cottage rentals in Lee County

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Top guest favorite

The view from the dock features calm waters reflecting sunlight, with a backdrop of palm trees and charming homes lining the canal. Wooden posts mark the dock, while boats are visible along the shore, enhancing the peaceful coastal atmosphere.

Cottage in Matlacha

Mojito Island Cottage

Update: In September 2022 we were affected by Hurricane Ian. We had just over 5 feet of flooding in our treasured cottage. We have worked tirelessly to put everything back together. All new tile, walls, electric, lighting, furniture, and we even improved the bathroom! Spacious tropical home with water view from our back yard lanai. Boat Dock with Cleaning Fish Station, BBQ beautiful sunsets with fish jumping in our canal. New large kitchen and one block from art galleries, restaurants and bars.

4.9 out of 5 average rating, 178 reviews

Top guest favorite

An outdoor patio area is furnished with four black metal chairs, an orange-adirondack chair, and a small table. A barbecue grill is positioned nearby on a paved surface. The backdrop features calm water and a colorful sky at sunset.

Cottage in Matlacha

Waterfront Matlacha Cottage - Sunsets & Fishing!

Escape to a fisherman’s paradise in picturesque Matlacha. This charming vacation rental offers a cozy retreat for guests. With 2 bedrooms, including a queen bed and 2 twin beds, it's perfect for a small group or family. The additional living room space features a comfortable sofa bed. Enjoy reliable WiFi, and the convenience of our amenities…water & dock access for our kayaks or your watercraft, local eateries and shops less than a 5 min. walk into town along with a boat ramp at our commun. park

4.93 out of 5 average rating, 57 reviews

Top guest favorite

Cottage in Fort Myers

Green Palm Cottage- Cozy Summer Cottage Getaway

Green Palm Cottage is located on the property of our personal residence. If you want a private getaway, this is the spot! Close to everything , but with the sense of seclusion on our lush, eye-catching property, nestled at the end of our brick paved driveway. Spacious studio with Queen bed, comfy sofa etc. Skip the extra luggage fees - we provide everything you need~ washer/dryer, beach towels, beach sheet, beach equipment, coolers, chairs, umbrellas, bikes & more. No animals or pets allowed

4.98 out of 5 average rating, 189 reviews

Top guest favorite

A modern living area is highlighted by a spacious white sectional sofa, accented with a mustard yellow pillow. A glass coffee table sits atop a striped rug, while a charming yellow front door adds a pop of color. Decorative oars are mounted on the wall.

Cottage in Bokeelia

Romantic Getaway “Waterside” Dockage~Canal front

Also available: airbnb.com/h/aframeausable Minutes to open water and Jug Creek Marina! Wait till you see this freshly updated cottage! Bring your boat, or rent one nearby. There is a dock available here. Tarpon capital of the world, and Charlotte Harbor moments away! Boca Grande, Cayo Costa, Useppa, North Captiva, Sanibel and Cabbage Key, etc. a short boat ride away! The golf carts/kayaks/boats/bikes are available to rent at local resources! Jug Creek Marina is steps away with food & music!

4.99 out of 5 average rating, 145 reviews

Top guest favorite

A charming cottage exterior features a covered porch adorned with striped curtains. The porch includes seating options, including a dark chair and a modern fire pit. A well-maintained landscape surrounds the entrance, with tropical plants adding a touch of greenery.

Cottage in Fort Myers

Walkable River District Cottage/ Fort Myers

Welcome to the Red Roan Retreat, part of the Cracker Cow collection in the Historic River District. Red Roan is ideal for couples or solo travelers who want a private, beautifully appointed space just steps from First Street's restaurants, galleries, and nightlife. You'll enjoy the convenience of a true walkable downtown location while having a quiet, character-filled cottage to return to . A perfect blend of historic charm and modern comfort awaits you in the heart of downtown Fort Myers.

5.0 out of 5 average rating, 54 reviews

Top guest favorite

The exterior of Captain Jack’s Cottage is displayed, featuring a light-colored wooden structure with a spacious patio. Colorful adirondack chairs are arranged around the outdoor area, with a calming sunset in the background. A staircase leads to the upper level, enhancing accessibility.

Cottage in Fort Myers Beach

Cap't Jack's Waterfront Cottage-walk to the beach

Escape to Captain Jack’s Cottage, a canal-front retreat perfect for up to 4 guests. Just a short walk to the sandy beach or local eateries. This charming home offers a tranquil vibe, modern amenities, and stunning water views. ✔ Canal-front with a private patio and waterfront seating/dining areas ✔ Open-concept living area with TV and a sleeper sofa ✔ Fully equipped kitchen with dining table, plus in-building washer and dryer ✔ Free parking on premises, private entrance, and self-check-in

4.97 out of 5 average rating, 32 reviews

Guest favorite

A serene outdoor space features a rectangular swimming pool surrounded by a spacious patio with patterned pavers. A red umbrella provides shade over one of the lounge chairs, while lush greenery borders the area, enhancing the inviting feel of the backyard.

Cottage in Fort Myers

20 min to the beach! Pool, fire pit, 3bd/2.5ba

*Zero damage in all of the hurricanes* Welcome to Double Palm Cottage located at 899 Dean Way, Fort Myers, FL. The 3-bedroom cottage with 2.5 baths and pool is situated in the Historial District directly off picturesque Royal Palm Tree lined McGregor Boulevard leading directly to the Edison and Ford Winter Estates. The cottage just 20 minutes to all the local beaches, shopping, and fine restaurants. Additional entertainment activities include Major League Baseball spring training games.

4.97 out of 5 average rating, 156 reviews

Top guest favorite

The outdoor area features a spacious paved patio surrounding a private heated pool. Lounge chairs are positioned by the poolside, and a grill is visible nearby. The pink-hued villa and a screened lanai area can be seen in the background.

Cottage in Fort Myers Beach

Coral Reef Villa - Steps from beach / Private Pool

We're Back! Fully Renovated in 2023! Welcome to the Coral Reef Villa located at 213 Fairweather Lane, Fort Myers Beach. 2 bedroom and 1 full bathroom villa. Steps away from the beach where paradise is waiting for you. Centrally located at the North end of the island. Walk to Times Square to enjoy shopping and dining. Close to all Fort Myers Beach has to offer while also located on a quiet residential street, this home is perfect for those that demand both proximity and tranquility!

4.96 out of 5 average rating, 145 reviews

Guest favorite

Cottage in Captiva

Coral Cottage hidden in Palms short walk to Beach

Actual review left by a Guest “We had a great time in Captiva Island. It's the perfect place to get away for a relaxing, secluded, car-free vacation. Federico's cottage is conveniently located just a short walk to the beach and had all of the amenities we needed to relax and enjoy the trip. Federico was helpful and responsive when I had any questions. I highly recommend staying here if you are looking to disconnect and enjoy pristine beaches with lots wildlife and natural beauty. ”

4.87 out of 5 average rating, 108 reviews

Top guest favorite

An aerial view captures a serene coastal neighborhood surrounded by lush greenery, with the beach visible in the distance. The beach house is nestled among palm trees, indicating its close proximity to the shoreline and other scenic homes in the area.

Cottage in Captiva

The FlipFlopper Beach House - North Captiva Island

FlipFlopper Beach House - well appointed family focused beach home only a 3 minutes walk from the White Sand Beaches on the Gulf of Mexico and 3 min walk to Island Club Amenities on North Captiva Island. Rate includes Luggage Deliver, use of Golf Cart and Members Access to The Island Club. Hard limit on 6 guests - rare exceptions but please ask - infants are not counted in the above 6 person limit! Private Hot Tub on the rear deck amongst the Sable Palms.

4.94 out of 5 average rating, 84 reviews

Guest favorite

Cottage in Bonita Bay

Spacious By River 1.3 Mi Bch 1 Bd1Bth Kit Starfish

Our Starfish Unit. A Spacious 2 Room 1 Bth You Will Have The Entire Unit. King Size Bed With A Queen Sleeper In Living Room. Enclosed Lanai. Shell Drive Way. The Property Has A Private Dock On The Imperial River About 1 Mile To The Gulf. Kayak Launch and a Jetski Floating Dock. 1.5 Mile Bike Ride To Beach. Publix (Grocer) Restaurants, Hiking, Beaches R Very Close. Fort Myers Beach South End 7 Miles FMB Town Square 13 Mi, World Renowned Docs 1.5 Mi

4.9 out of 5 average rating, 284 reviews

Top guest favorite

A charming exterior view of a newly renovated property is shown at night, with a light turquoise façade illuminated by soft outdoor lighting. A white picket fence borders the landscaped area, where potted plants and two vibrant chairs can be seen.

Cottage in Fort Myers Beach

DEJA BLUE Beach Bungalow 1000ft from the BEACH!

1000 ft from the beach No car needed!!!! Walk to Margaritaville and Town Square Best location on beach Perfect vacation spot, beautiful sunsets Newly renovated Close to time square ,restaurants and shopping. Relax on landscaped palm tree front patio 3 New flat screen tv’s and Brand new stainless kitchen Beach chairs, umbrella and towels are ready to go to the beach Backyard with grill Let’s book and start your vacation!!!!!!!!!!!!!!!!!!!!!!

4.91 out of 5 average rating, 64 reviews