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Cottage holiday rentals in Englewood

Find and book unique cottages on Airbnb

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Popular amenities for Englewood cottage rentals

Cottage rentals with a hot tub

Guest favourite
Cottage in Sarasota
4.84 out of 5 average rating, 45 reviews

Siesta Key Cottages Crescent 1C Beach/Pool/Hot Tub

TerriRating, 5 stars2 weeks ago
Marc and Dave were incredible. They were responsive and proactive! I will definitely be back. We had a family of 7 and even though it was small, we were comfortable. The bikes were an added bonus and amazing to use for our trips to the Daiquiri Deck! Although the weather didn’t cooperate we still had an amazing time and would 10000% recommend this place. Traveling with 5 kids can be stressful and they made accommodations seamless!
Guest favourite
Cottage in Sarasota
4.85 out of 5 average rating, 40 reviews

Siesta Key Cottages Crescent 1A Beach/Pool/Hot Tub

HeatherRating, 5 stars2 weeks ago
We had a great trip and loved our stay at the cottage! There was plenty of room for our family of 4 and our dog. The cottage was well stocked with everything you may need. We also liked that there were no stairs. The courtyard was very pretty and had games set up. It was a short, pleasant walk to Crescent Beach, our favorite beach in the area. It’s beautiful, less crowded than Siesta Beach, and a great spot for shelling. During low tide we were able to get to Point of Rocks and that area is so beautiful! Highly recommend!
Superhost
Cottage in North Fort Myers
4.86 out of 5 average rating, 7 reviews

Spacious Cottage

RichardRating, 5 stars17 months ago
The place was very clean, and everything that required was provided. It was in a park setting, which suited us just fine.
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 stars3 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 stars14 months ago
Nice space to stay for a get away, or if you are out of town working.
Top Guest favourite
Cottage in Sarasota
4.99 out of 5 average rating, 88 reviews

Quaint Cottage,150 steps away from Crescent Beach!

JohnRating, 5 stars1 month ago
From the moment we arrived at this top-rated “Quaint Cottage,” we knew we’d found something special. This charming retreat sets the bar for excellent stays. Inside, every detail felt outstanding—from the freshly laundered linens and plush towels to the fully equipped kitchen that made cooking a breeze. Madeline’s communication was first-class, offering clear check-in instructions and local recommendations that turned our weekend into a seamless escape. Every little touch—from the high-speed Wi-Fi to the thoughtful supply of beach chairs and umbrellas—was superior… the gold standard of hospitality. Location-wise, you couldn’t ask for more: just a quick four-minute stroll to Crescent Beach’s powdery white sands, turquoise blue water and deep red, yellow and orange sunsets. Within steps you’ll find a lineup of dining options—fresh seafood at waterfront restaurants, laid-back bars serving sunset cocktails, and cozy cafés perfect for post-beach coffee. In every way, our stay was awesome!
Cottage in North Fort Myers

Cozy Cottage North Fort Myers

MaryRating, 5 stars34 months ago
So cute! Everything you need is available. Don is very kind and quick to communicate. Very easy process and simple to work with. Loved everything about this stay.

Pet-friendly cottage rentals

Cottage in Sarasota
New place to stay

Charming 2BD Bungalow Close to Crescent Beach!

PauloRating, 5 stars1 week ago
Everything was perfect, very comfortable and I would definitely come back
Top Guest favourite
Cottage in Nokomis
4.99 out of 5 average rating, 81 reviews

Pink Pineapple Cottage

LisaRating, 5 stars2 weeks ago
The Pink Pineapple Cottage was exactly as the listing described. It is such a cute little cottage. It was perfect for my husband and me. It was a short drive to Nokomis Beach and North Jetty Beach. It was less than a half an hour drive to Siesta Key and Manasota Key beaches. It is a nice quiet and private area. The cottage had everything we needed for our stay. If we visit this area again, this would be our first choice.
Cottage in Englewood
4.67 out of 5 average rating, 18 reviews

*Cozy 2 bedroom just miles from The beach

Michael PaulRating, 5 stars3 weeks ago
Very nice host, she was accommodating and understanding of our circumstances
Cottage in Sarasota
4.67 out of 5 average rating, 15 reviews

Home with Pool and Beach Access - Cresent Cottage

KaciRating, 5 stars13 months ago
We stayed during Memorial Day weekend and had a great time. The location is awesome.
Cottage in Sarasota
4.83 out of 5 average rating, 6 reviews

Cheerful 2 bedroom art studio bungalow with dock

NickRating, 5 stars3 months ago
Wonderful home, great energy with beautiful artwork. Nadja was a wonderful host.
Cottage in Venice
4.72 out of 5 average rating, 137 reviews

Cozy Florida Cottage

JohnRating, 5 stars1 week ago
We mostly used the place to sleep as our Venice children’s family keep us very busy providing meals, transportation etc. However we used the kitchen to eat snacks and doggy bag food from restaurants. Plus we used clothes washer and dryer too. By using the facility even this much we did discover how well the place is set up and fully functional. We enjoyed the place and will try to book it again in any future trips to the area.
Top Guest favourite
Cottage in Placida
4.98 out of 5 average rating, 48 reviews

West Coast Island Retreat, Simply Adrift Cottage

CourtneyRating, 5 stars1 month ago
By far the most relaxing vacation our family has taken. The home is even more beautiful in person than the pictures show. The host's style and decor are just perfect for a cool beachy vibe which adds to the whole experience of being on LGI. Hosts were extremely accommodating during our stay. We cannot wait to return! ☀️
Top Guest favourite
Cottage in Little Gasparilla Island
4.98 out of 5 average rating, 57 reviews

Happily Ever After

JuliaRating, 5 stars2 weeks 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.

Private cottage rentals

Guest favourite
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 favourite
Cottage in Bokeelia
4.85 out of 5 average rating, 88 reviews

The Bokeelia Cottage

KatherineRating, 5 stars1 month 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!
Guest favourite
Cottage in Englewood
5 out of 5 average rating, 18 reviews

Englewood Cottage with a view

GlennaRating, 5 stars3 months ago
It was the perfect place for a couples get away! The beautiful surroundings outside and creature comforts inside made it very relaxing. But it was convenient to shopping. The screened in porch had enough room to entertain our friends. It was a short ride to the beach or downtown ! Best price around !
Cottage in Englewood
4.52 out of 5 average rating, 31 reviews

"La Boca House" for a Tropical retreat.

KristenRating, 5 stars14 months ago
Charles place was amazing! The location is prime! A house away from bay and less than 5min walk to the beach! People are friendly and it was perfect for children! House was just what we needed- perfect room for a small family! Thanks Charles!
Top Guest favourite
Cottage in Englewood
5 out of 5 average rating, 23 reviews

The Coastal Oasis. Only 8 minutes from the Beach!

AnetaRating, 5 stars11 months ago
Absolutely fantastic stay! This Airbnb is a gem, located just 8 minutes away from the beach, making it incredibly convenient for beach lovers. The cleanliness of the place is impeccable – it was super duper clean and well-maintained. The hosts have thought of everything you could possibly need during your stay. From a fully stocked kitchen to cozy linens and even beach gear, they've got it all covered. The attention to detail and thoughtful amenities truly made our stay comfortable and enjoyable. Highly recommend this place for anyone looking for a perfect beach getaway!
Guest favourite
Cottage in Punta Gorda
4.89 out of 5 average rating, 18 reviews

Coastal Blue Cottage Punta Gorda (No Cleaning Fee)

Sara BethRating, 5 stars1 month ago
Great place and great host! We were there for a pickleball tournament and the house was very convenient to the venue, restaurants, and stores. Easy check in and very cute place
Guest favourite
Cottage in Nokomis
4.92 out of 5 average rating, 93 reviews

The "Turtle Cottage" - a charming beachy retreat.

CarolynRating, 5 stars4 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 favourite
Cottage in North Fort Myers
4.92 out of 5 average rating, 85 reviews

Simply Natural Farm Getaway

SidneyRating, 5 stars2 months ago
Friendly owners, private location and a clean place to stay. All you could really ask for. If ever in Fort Meyers again, I would certainly look to come here first.

Quick stats about cottage rentals in Englewood

  • Total rentals

    30 properties

  • Nightly prices starting at

    $116 NZD before taxes and fees

  • Total number of reviews

    2.7K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Englewood
  6. Cottage rentals