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Cottage holiday rentals in Lee County

Find and book unique cottages on Airbnb

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Popular amenities for Lee County cottage rentals

Cottage rentals with a hot tub

Top Guest favourite
Cottage in Bonita Springs
4.98 out of 5 average rating, 60 reviews

The Enchanted Cottage on the Imperial River

BeaRating, 5 stars5 days ago
We had an amazing week at Mona’s Enchanted Cottage! Enchanted we were! Mona is so friendly and communicative, offering tons of great local recommendations. The cottage is cozy, clean, private, and had everything we needed. We loved kayaking—fed turtles, saw manatees swim by, birds, and even an owl! A few small gators kept their distance but not curious enough to bother. Fishing from the dock was fantastic—I caught 25+ fish across 5 different species. There’s definitely more than you can count though. The bait shop with the funny name further down the road had the best bait and tips. The hot tub spa is the super nice kind. We grilled dinner most nights and had no issues with the internet to stream shows when it rained. The town is small and cute. You can definitely find a place to listen to live music every night. Our dog adored the doggy beach, and Barefoot Beach was super close with easy parking at 10 AM. We didn’t want to leave, 10/10—already planning to come back!
Superhost
Cottage in Cape Coral
4.63 out of 5 average rating, 49 reviews

Villa The Island Hideaway 2

JamieRating, 5 stars3 months ago
Wow! We loved this house. Great outdoor seating, loved watching the boats come and go. Pool and hot tub were fantastic. Great flat grill for dinners at home. Good restaurant options in the area. Cape Coral is close to so much, but away from traffic. Loads of windows and natural light. Very clean. Highly recommend.
Cottage in Fort Myers

beautiful beach get away

Thomas JohnRating, 5 stars2 months ago
We spent a great two months in this newly renovated home. It has everything you need from kitchen utensils, towels, bedding, comfortable furniture, washer/dryer, and large screen smart tv. It is very close to the beaches of Ft. Myers and Sanibel. Perfect for a relaxing SW Florida vacation!
Cottage in Fort Myers
5 out of 5 average rating, 4 reviews

The Sanibel Sunshine Cottage

SharonRating, 5 stars2 months ago
Shawnee, & her husband Dave were wonderful. They kept in touch w/ us, & made sure anything we needed was brought to us. Everything in their home was top shelf. Thank you Shawnee & Dave for a beautiful 2 week stay at your home. Bill & Sharon Hauswirth
Superhost
Cottage in North Fort Myers
4.86 out of 5 average rating, 7 reviews

Spacious Cottage

RichardRating, 5 stars16 months ago
The place was very clean, and everything that required was provided. It was in a park setting, which suited us just fine.
Superhost
Cottage in Cape Coral
4.8 out of 5 average rating, 5 reviews

Cape Lake House Lake Front

KelseyRating, 5 stars2 months ago
We had two families and we both enjoyed our stay! The house was very accommodating for both our families with kids. We all enjoyed the salt water pool and patio. The information binder provided gave clear instructions for our stay and provided many recommendations for restaurants and activities to do. Stu and Cathy were very helpful and even personally check on us during our stay!
Cottage in Bokeelia
4.75 out of 5 average rating, 174 reviews

Captains Cottage

George Rating, 5 stars2 weeks ago
Very nice cottage was perfect for weekend getaway
Superhost
Cottage in North Fort Myers
4.86 out of 5 average rating, 7 reviews

Chic Chalet

BenRating, 5 stars13 months ago
Nice space to stay for a get away, or if you are out of town working.

Pet-friendly cottage rentals

Cottage in Bonita Springs
4.6 out of 5 average rating, 5 reviews

Quaint Florida Style Home

MarkRating, 5 stars1 month ago
Beautiful area and plenty of beaches close by, we enjoyed our visit.
Cottage in Saint James City
5 out of 5 average rating, 7 reviews

Flamingo Bay Cottage

GregoryRating, 5 stars5 months ago
RedAwning was the perfect accommodation for our 3-day fishing trip. We docked the boat directly behind the house, which was equipped with a fish-cleaning station and comfortable outdoor patio. The hosts were friendly and responsive, even offering to replace the coffee maker we were having some trouble with. The house was clean and comfortable, and the kitchen well-equipped (including complimentary wine and water bottles!). It would have been nice to have a second bathroom, but otherwise it was perfect!
Guest favourite
Cottage in Bonita Springs
4.86 out of 5 average rating, 14 reviews

Beach getaway near FortMyers Naples 25% Month Disc

TheresaRating, 5 stars3 months ago
Alina’s house was perfect for our stay. It was clean, close to everything, easy to get to. Alina was a perfect host—responsive and flexible.
Top Guest favourite
Cottage in Estero
5 out of 5 average rating, 50 reviews

River Ranch Oaks

ShaunRating, 5 stars1 month ago
This place was a hidden gem! We lucked into it being available last-minute for a three-night stay and couldn’t have been any happier with it. The place was clean, welcoming, and nicely decorated. The kitchen had new appliances, and enough cooking equipment to easily make multiple meals a day. Bathroom was spacious and clean, with a really nice shower. The lot is remarkably quiet and private given its proximity to several main highways. Plenty of restaurants, bars, stores, and more nearby. There’s even a park a just a few-minute walk from the property.
Cottage in Bonita Springs
4.67 out of 5 average rating, 21 reviews

Bonita Springs Beach Escape 83

KristinaRating, 5 stars1 month ago
Everything was great. Can recommend!
Guest favourite
Cottage in Fort Myers
4.87 out of 5 average rating, 99 reviews

Charming Bungalow in Country Setting

LindseyRating, 5 stars1 month ago
This was a great place and highly recommend it. It's very peaceful. It's very close to things to do. 👍🏼
Superhost
Cottage in Matlacha
5 out of 5 average rating, 6 reviews

Lux Sunset on Open Water Cottage 2/2!

KellyRating, 5 stars1 month ago
Lisa helped resolve minor issues beyond her control and her place is amazing. Highly recommend!!
Cottage in Fort Myers
4.62 out of 5 average rating, 13 reviews

Little Cottage on the Field

WilliamRating, 5 stars1 week ago
The host worked with us on our situation and was very accommodating.

Private cottage rentals

Top Guest favourite
Cottage in Bonita Springs
4.92 out of 5 average rating, 95 reviews

The Beach Baby - Across street from beach!

JamieRating, 5 stars2 weeks ago
we had a great time!! beautiful location and house met the description. across the street from beach access points.
Superhost
Cottage in Saint James City
4.8 out of 5 average rating, 5 reviews

Beautiful Country house overlooking 13.5 acres

Nallely LeonorRating, 5 stars5 months ago
This was our first time staying in a rental. The experience was amazing and easy. I will definitely stay in this home during our next visit to the Island.
Guest favourite
Cottage in Fort Myers Beach
4.93 out of 5 average rating, 54 reviews

DEJA BLUE Beach Bungalow 1000ft from the BEACH!

MarisaRating, 5 stars1 month ago
Such a beautiful place to stay at. So clean! Fort Myers beach is our favorite place to visit in Florida, so we will be back!! We loved that all the beach items were there and in great condition. I have stayed at a hand full of Airbnb’s throughout the year, and I have to say this was the best stock up one. So many bath towel ( all so clean you could smell the fabric softener on them), paper towel, toilet paper, cleaning supplies, and cooking essentials. Thank you for being outstanding host Deborah and Patrick. We will be back!
Guest favourite
Cottage in Bokeelia
4.85 out of 5 average rating, 88 reviews

The Bokeelia Cottage

KatherineRating, 5 stars2 weeks ago
We had an absolutely wonderful stay at Sara’s charming cottage. The house was spotless and incredibly peaceful, providing the perfect retreat from the hustle and bustle. The beautiful pond on the property was a highlight—ideal for relaxing and fishing, which we thoroughly enjoyed. My son did not want to leave. The bed was very comfortable, ensuring restful nights after our day outdoors. Sara was an amazing host—always responsive, friendly, and attentive to our needs. We also loved having a barbecue outside the cottage while enjoying the nature. Overall, this cottage is a true gem. We highly recommend it to anyone looking for a serene getaway with great amenities and a fantastic host. We can’t wait to come back!
Superhost
Cottage in North Fort Myers
4.77 out of 5 average rating, 13 reviews

Last Minute-Villa Seafan-modern, pool, kayaks

LeAnneRating, 5 stars2 months ago
This is a beautiful home. Well appointed and well maintained. Everything was spotless. I would stay here again in a heartbeat!! The host thought of almost everything. Kayaks, bicycles, pool towels, etc. My only recommendations for improvement would be facial tissues and fans for sleeping. That’s it! That’s all I could think of.
Cottage in Matlacha
4.88 out of 5 average rating, 42 reviews

The Coqui Palace

LaurenRating, 5 stars4 months ago
Ernest was great! He was super responsive when we were trying to get the heat to work and was very proactive. He had renovated the place nicely after the area had experienced hurricane damage. The town is still in recovery but the neighbors were friendly when we were walking around. I will note that the current pictures (as of Jan 2025) are not up to date due to the renovations post hurricanes but all of the appliances/repairs are new and clean. and should not pose an issue on booking/staying at this house (i.e. the tiles in the bathroom are now white). We would stay here again!!
Guest favourite
Cottage in Bonita Springs
5 out of 5 average rating, 17 reviews

Quiet Riverside Cottage in Downtown Bonita Springs

SinaRating, 5 stars5 months ago
Cute cottage! It was clean, comfortable, and a great location! Bradley was an amazing host! He had everything you could possibly need, and went above and beyond to make our stay perfect. Highly recommended !!
Cottage in Bonita Springs
4.59 out of 5 average rating, 29 reviews

Cozy Getaway!

MirandaRating, 5 stars14 months ago
We loved our stay here! It was perfect for the kids and the pool was so clean! I would recommend this stay to many!

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