
Cottage holiday rentals in Lee County
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Top-rated cottage rentals in Lee County
Guests agree: these cottages are highly rated for location, cleanliness and more.

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

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.

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

Green Palm Cottage-Sweet Apt-Sweet Price!
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

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!

Salt Water Spa! Walk Everywhere!
"Indulge in boutique comfort at The Cracker Cow Cottages-your serene escape in the River District. This exclusive rental features a private saltwater hot tub, a bed swing on an old Florida style porch, and a firepit in the front yard under an old oak perfect for unwinding after a day of exploring downtown Fort Myers, or getting sun kissed at one of the beautiful Southwest Florida Beaches! Walk to the best dining, shopping, and entertainment just minutes away - your perfect retreat awaits."

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.

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. ”

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!

The Beach Baby - Across street from beach!
Welcome to The Beach, Baby! Your Beach Bungalow! Just cross the street to 6 mile long pristine beach! Tropical charming beach house in residential neighborhood with upstairs unit available to you. Light, Bright, Cheerful and Clean! Fully stocked down to blender, beach chairs, coolers,...Just bring toothbrush, bathing suit, and flip-flops! Huge covered/screened lanai facing west, which is great for sneaking a peak of sunsets , catching gulf breezes and outside dining.

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

Sunset Cottage: Lake Front
This home boasts spectacular sunset and lakeside views right from your own spa or pool. Enjoy swimming in the private heated saltwater pool, unwind in the jetted hot tub, or let the kids splash around on the bubbling splash pad! We’ve got all the amenities you need, including bicycles, kayaks, beach gear, fishing gear, ping pong, foosball, and a gas grill, so all you have to do is bring your suitcase and toothbrush!
Popular amenities for cottage rentals in Lee County
Cottage rentals with a hot tub

The Enchanted Cottage on the Imperial River

The Sea Star Cottage

Villa The Island Hideaway 2

Spacious Cottage

Beach cottage l

beautiful beach get away

The beach is calling to stay at Cottage Blue!

Beautiful House with Heated Pool
Pet-friendly cottage rentals

Charming Waterfront Cottage on the Imperial River

Buckingham Ft Myers Cozy Private Cottage

The Bokeelia Cottage

Pink Palm*Steps to Beach*Pool & Sofa Bed

The Green Cottage in Matlacha

Classic 2BR dog-friendly cottage with kitchen

A Cozy Cottage Close to Beach and Downtown

Flamingo Bay Cottage
Private cottage rentals

Updated Cottage On River - 1.3 Mi to Beach KIT W/D

anchors away. Great location

Updated Kit W/D On River 1.3 Mi to Beach Sleeps 4

Jensen's Cottage #4- Captiva Island

“The Quarterdeck Cottage” with Dockage!

LRG Deck River Kayak Launch Updated 1.3M To Beach

Mango Villa - Steps away from beach / private pool

DEJA BLUE 1000 FT from Beach Great for Families
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- Naples Beach
- Captiva Island
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