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Cottage vacation rentals in Little Gasparilla Island

Find and book unique cottages on Airbnb

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Popular amenities for Little Gasparilla Island cottage rentals

Cottage rentals with a hot tub

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.
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.
Guest favorite
Cottage in Fort Myers
5 out of 5 average rating, 5 reviews

Boutique retreat in heart of River District w/spa

EricRating, 5 stars2 months ago
Met my mom and sister for a weekend stay at the Cracker Cow Cottage. The home is spotless, adorable and well thought out. We had everything we needed. All the attention to detail shows the host(s) really care about their guest. Michelle is very attentive and is excellent at her job. Highly recommend.
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 Venice
4.4 out of 5 average rating, 10 reviews

Cottage near Venice Beach

PeggyRating, 5 stars3 months ago
Clean, comfortable unit. Kitchen was well stocked. Bathroom had a generous supply of plush towels. Danil and David were great to work with. I would return again.
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.
Superhost
Cottage in North Fort Myers
4.33 out of 5 average rating, 3 reviews

Lighthouse Cottage

JohnRating, 5 stars47 months ago
Super kind host. Very reachable. Jump on I-75 in a breeze and be anywhere fast. Clean & Spacious 1-bedroom was perfect for me. Thanks for hosting !

Pet-friendly cottage rentals

Cottage in Nokomis

Nokomis Coastal Cottage near Beach & DT Venice

JesperRating, 5 stars4 weeks ago
Perfect stay for us friends who were fishing all week. Everything was fine and the host was friendly and available.
Guest favorite
Cottage in Nokomis
4.99 out of 5 average rating, 79 reviews

Pink Pineapple Cottage

SamRating, 5 stars11 months ago
Easy check in and check out. Very private space and very secure with the security gate. Felt right at home! My friend and I have stayed here multiple times and it’s great every time!
Top guest favorite
Cottage in Englewood
4.94 out of 5 average rating, 82 reviews

Private garden cottage

JerryRating, 5 stars2 months ago
Place was perfect. Close to beach and eatery’s. Very Florida like with the gardens all around. Had everything we needed. She was sweet as well as her husband.
Cottage in Englewood
4.67 out of 5 average rating, 18 reviews

*Cozy 2 bedroom just miles from The beach

Michael PaulRating, 5 stars1 week ago
Very nice host, she was accommodating and understanding of our circumstances
Cottage in Venice
4.73 out of 5 average rating, 135 reviews

Cozy Florida Cottage

SarahRating, 5 stars5 days ago
Loved this place! Will be returning, home was clean and stocked, perfect location. Very close drive to beaches and restaurants. It is a 35 minute walk to the beach and the internet connection was spotty but still a great place to stay!
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!!
Top guest favorite
Cottage in Little Gasparilla Island
4.98 out of 5 average rating, 57 reviews

Happily Ever After

JuliaRating, 5 stars5 days ago
Michele’s place was the perfect place for my husband and myself. The house was very clean and comfortable. We brought our boat and rented Michele’s golf cart. Michele’s instructions for docking our boat and using the cart was helpful and precise. Michele was very flexible and gracious when we asked to arrive a day earlier. We very much enjoyed our stay and would absolutely stay again and recommend her place to others.
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!!

Private cottage rentals

Top guest favorite
Cottage in Arcadia
5 out of 5 average rating, 98 reviews

Quaint Cottage w/access to Peace River canoe/kayak

DavidRating, 5 stars2 weeks ago
Very pleasant and peaceful property. I loved the place. very comfortable beds ,linens, and pillows. I used a kayak and the firepit every day I was there. Very close to the Peace river and tours. Definitely would recommend to friends and I'll be back.
Top guest favorite
Cottage in Englewood
5 out of 5 average rating, 15 reviews

Casa Amistad 1 - Third House From the Beach

DaphneRating, 5 stars1 month ago
Absolutely loved our stay! The place was beautiful, clean, and exactly as described. It’s literally less than a minute walk to the beach—such a perfect location. Quiet, peaceful, and a great little getaway spot. The host had everything we needed, which made the stay super comfortable and convenient. Couldn’t have asked for a better place to relax and unwind. Highly recommend!
Guest favorite
Cottage in Englewood
4.89 out of 5 average rating, 129 reviews

Good after Milton - Kayaks & Steps to Beach-pc

ChrisRating, 5 stars10 months ago
Amy is a terrific host and always on hand with local suggestions, additionally to the comprehensive package at the property. The property itself is in an amazing location, with just a 60 second walk to the beach and bath like sea! To help, Amy provides all the kit needed for the beach with chairs, parasols and towels easily to hand. The kitchen is great with all cooking implements you need and the living room has a massive TV with all the required streaming services logged in. I would definitely recommend Amy as a host!
Guest favorite
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.
Guest favorite
Cottage in Englewood
4.95 out of 5 average rating, 20 reviews

Oystercatcher 3min walk to sunset, bikes, kayaks

JosephRating, 5 stars5 days ago
This was such a pleasant surprise! The property was brand new and offered every amenity we could want. ( loved the USB outlets strategically placed, well done and often not seen) The neighborhood was quiet and it really was a short walk to the beach, made easy with the available beach cart. This may be my first ever review after all my stays at airbnb's as it certainly deserves it. Jenn & Eddie were easy to communicate with and the vibe all around was fantastic. Thank you & we will be back!
Guest favorite
Cottage in Nokomis
4.92 out of 5 average rating, 93 reviews

The "Turtle Cottage" - a charming beachy retreat.

CarolynRating, 5 stars2 weeks ago
Great place located within walking distance of Nokomis beach and beach bars/restaurants. Few minutes drive to Venice for numerous other food options, along with fast food on the main road nearby. Very peaceful location.
Top guest favorite
Cottage in Placida
5 out of 5 average rating, 27 reviews

Boat access only beach cottage

KirkRating, 5 stars3 months ago
We cannot say enough about how much we love Barbara’s place on Little Gasparilla Island! It’s so homey and peaceful. This is our second visit, and we’re already looking forward to coming back again! Barbara and Bret are excellent hosts and always make us feel welcome. The location is perfectly peaceful and yet only a short walk to the miles of tranquil beach.

Destinations to explore