
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.

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
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, 58 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
4.98 out of 5 average rating, 189 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!
4.99 out of 5 average rating, 145 reviews
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
Cap't Jack's Waterfront Cottage
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
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, 157 reviews
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
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
Villa The Island Hideaway 2
Villa Island Hideaway 2 is a lovely 3 bedroom, 2 bath home with electric heated pool and hot tub. Southern exposure - you enjoy the sun from morning till the evening. Boaters love this location as you are 3 min. off river. The house is very well equipped, office with WIFI, plenty of pool furniture and BBQ. 2 kayaks are provided. Quiet neighborhood, shopping and restaurant only minutes away. Entire property is fenced - pet friendly - $ 200 non refundable pet fee.
4.67 out of 5 average rating, 55 reviews
Cottage On River - 1.3 Mi to Beach KIT W/D Dfin
Clean and Private. Spacious 1 Bedroom 1 Bath You Will Have The Entire Unit. King Size Bed With A Queen Sized Sleeper In Living Room. Full Kitchen. Screened in Lanai Area. Private Dock On The Imperial River About 1 Mi To The Fish Trap Bay and another 1/2 Mile to Gulf of Mexico. Fresh & Clean . Lot has a Park Like Setting. Floating Dock w/ Kayak & Jet Ski Launch If this listing doesn't fit your needs, ask us for a link to all of our listings.
4.83 out of 5 average rating, 254 reviews
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!
5.0 out of 5 average rating, 38 reviewsPopular amenities for Lee County cottage rentals
Cottage rentals with a hot tub

The FlipFlopper Beach House - North Captiva Island
4.94 out of 5 average rating, 84 reviews
The Enchanted Cottage on the Imperial River
4.99 out of 5 average rating, 76 reviews
Beach cottage l
4.64 out of 5 average rating, 225 reviews
beautiful beach get away
4.89 out of 5 average rating, 9 reviews
Captains Cottage
4.66 out of 5 average rating, 222 reviews
Casa Bella Piscina Climatizada
5.0 out of 5 average rating, 5 reviews
Spacious Cottage
4.78 out of 5 average rating, 9 reviews
Dreamy Beach Cottage
4.5 out of 5 average rating, 4 reviewsPet-friendly cottage rentals

A Cozy Cottage Close to Beach and Downtown
4.79 out of 5 average rating, 43 reviews
The Bonita Bitty Beach Cottage
4.84 out of 5 average rating, 67 reviews
The Bokeelia Cottage
4.86 out of 5 average rating, 104 reviews
Waterfront/Kayaks/True Salt Life Bliss!
4.91 out of 5 average rating, 111 reviews
Buckingham Ft Myers Cozy Private Cottage
4.72 out of 5 average rating, 29 reviews
SWF Cottage on the water
4.83 out of 5 average rating, 18 reviews
Cottage for a tropical gateway or romantic retreat
5.0 out of 5 average rating, 14 reviews
Little Cottage on the Field
4.7 out of 5 average rating, 20 reviewsPrivate cottage rentals

DEJA BLUE Beach Bungalow 1000ft from the BEACH!
4.91 out of 5 average rating, 65 reviews
Historic Cottage steps to beach
4.64 out of 5 average rating, 11 reviews
Pineland Palms - 3/2 Pool Home
4.86 out of 5 average rating, 14 reviews
Cozy Cottage on Direct Access Canal with Boat Lift
5.0 out of 5 average rating, 5 reviews
Flamingo Bay Cottage
5.0 out of 5 average rating, 8 reviews
Boat Paradise Gulf Access 2,000 sf home 62 ft dock
4.93 out of 5 average rating, 54 reviews
Coquina Cottage ON the Beach
4.56 out of 5 average rating, 9 reviews
The Coqui Palace
4.88 out of 5 average rating, 42 reviewsDestinations to explore
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