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Cottage holiday rentals in Lee County

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Lee County

Guests agree: These cottages are highly rated for location, cleanliness and more.

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Guest favourite
A covered outdoor seating area features two lounge chairs beside a natural rug. String lights hang from the wooden ceiling, providing soft illumination. The view of the canal, adorned with lush greenery, is visible beyond the inviting space, enhancing the tranquil atmosphere.
Cottage in Bonita Springs
4.87 out of 5 average rating, 63 reviews

The Bonita Bitty Beach Cottage

Welcome to the Bonita Bitty! This 2 bed, 1 bath direct waterfront cottage is the perfect getaway spot to relax & recharge. Outdoor dining and lounge area with private canal mangrove views with the occasional manatee & dolphin visit. Unbeatable location in a quaint neighborhood only 1 mile to walk/bike to the beautiful beaches. Downtown, parks, restaurants, cafes, & breweries minutes away. Explore all Bonita, Naples, & Fort Myers paradises have to offer from this Bonita duplex. Estero Bay fishing

Guest favourite
Cottage in Matlacha
4.9 out of 5 average rating, 171 reviews

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.

Top Guest favourite
A vibrant blue exterior is presented, featuring multiple windows that provide natural light. An orange bench is positioned in front, framed by palm trees and a pebbled area. The welcoming entrance showcases modern light fixtures, inviting guests into the charming retreat.
Cottage in Matlacha
4.94 out of 5 average rating, 48 reviews

Charming Waterfront Cottage on peaceful Matlacha!

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

Top Guest favourite
The entrance to Green Palm Cottage is framed by lush palm trees and vibrant greenery. A charming pathway of brick pavers leads to the door, enhanced by decorative pots and white flowering plants, creating a welcoming atmosphere.
Cottage in Fort Myers
4.98 out of 5 average rating, 188 reviews

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

Top Guest favourite
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
4.99 out of 5 average rating, 144 reviews

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!

Guest favourite
Cottage in Fort Myers
4.97 out of 5 average rating, 149 reviews

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.

Guest favourite
An aerial view showcases a cluster of shoreline homes surrounded by lush tropical vegetation, with sandy paths leading towards the water. The calm ocean meets a cloudy sky in the distance, enhancing the serene coastal setting.
Cottage in Captiva
4.86 out of 5 average rating, 103 reviews

Cottage Secluded in Palms short walk to the 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. ”

Top Guest favourite
A serene view of the Enchanted Cottage is showcased amidst lush tropical landscaping. Pathways with stone pavers lead towards the quaint entrance, bordered by various palms and flowering plants that enhance the peaceful garden setting.
Cottage in Bonita Springs
4.99 out of 5 average rating, 75 reviews

The Enchanted Cottage on the Imperial River

Spiritually relaxing & located on the Imperial River Kayak Trail, the Enchanted Cottage is the perfect Oasis before wandering Downtown to the shops & restaurants of Bonita Springs. Explore this unique property, wander the gardens, Fish or Kayak & explore the River before discovering the new Food Truck Park, bars, & weekend festivals of Bonita Springs. A gorgeous 1920s estate conveniently located; 15-20 mins to RSW, FGCU, & the SWFL beaches with many nearby shops & restaurants.

Top Guest favourite
A spacious backyard features a curved in-ground pool, surrounded by a textured paver patio. Lush palm trees offer shade, while outdoor seating is visible in the background. A shed is positioned adjacent to the villa, contributing to the property's inviting outdoor space.
Cottage in Fort Myers Beach
4.94 out of 5 average rating, 147 reviews

Mango Villa - Steps away from beach / private pool

We're Back! Fully Renovated in 2023! Welcome to the Mango Villa located at 150 Mango Street, 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!

Guest favourite
Cottage in Bonita Springs
4.9 out of 5 average rating, 275 reviews

Spacious By River 1.3 Mi to Beach 1 Bd 1 Bth Kit

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

Top Guest favourite
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
4.9 out of 5 average rating, 63 reviews

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!!!!!!!!!!!!!!!!!!!!!!

Guest favourite
A serene beachfront view showcases the Caloosahatchee River at sunset, with vibrant colors reflecting off the water. The surrounding homes and lush greenery are visible, creating a sense of tranquility. Birds can be seen flying in the sky, adding to the peaceful ambiance.
Cottage in Cape Coral
4.82 out of 5 average rating, 17 reviews

SWF Cottage on the water

Waterfront view of the Caloosahatchee river , clause to the gulf , no bridge , huge corner lot 200’ wide intersection at the entrance of the river, this Completely renovated cottage offers 5 bedrooms 3 full bath, living and family rooms , water view from every rooms , pool , AC , this is your best choice around , great location close to the shops, bars and restaurants , easy acces by bicycle, car or boat. TV

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