Cottage vacation rentals in Englewood

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Popular amenities for Englewood cottage rentals

Cottage rentals with a hot tub

Cottage in Venice
4.4 out of 5 average rating, 10 reviews

Cottage near Venice Beach

PeggyRating, 5 stars1 month 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, 165 reviews

Captains Cottage

JessicaRating, 5 stars3 weeks ago
We had to wait about 30 min after arriving at check in time to get the access code, but other than that we enjoyed our stay very much!! The grill wasn’t working, and Tina sent the housekeeper over with a charcoal grill, charcoal, lighter fluid, and even a lighter. Her responses were timely and very helpful. We would definitely come back again 💚
Superhost
Cottage in North Fort Myers
4.86 out of 5 average rating, 7 reviews

Chic Chalet

BenRating, 5 stars12 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 stars45 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 !
Superhost
Cottage in North Fort Myers
4.86 out of 5 average rating, 7 reviews

Spacious Cottage

RichardRating, 5 stars14 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 North Fort Myers
5 out of 5 average rating, 3 reviews

Le Petit Chalet

JohnRating, 5 stars19 months ago
Jesse is a great host. The property is clean and wellfurnished.
Cottage in Port Charlotte
5 out of 5 average rating, 3 reviews

Cute Port Charlotte Home w/ Resort Amenities!

MarceRating, 5 stars30 months ago
Great place to stay very clean and comfortable.

Pet-friendly cottage rentals

Top guest favorite
Cottage in Nokomis
4.99 out of 5 average rating, 79 reviews

Pink Pineapple Cottage

SamRating, 5 stars9 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!
Cottage in Englewood
4.65 out of 5 average rating, 17 reviews

*Cozy 2 bedroom just miles from The beach

JulieRating, 5 stars1 week ago
Julie's place is beautifully decorated, cozy and inviting. Close to everything you could need.
Guest favorite
Cottage in Englewood
4.89 out of 5 average rating, 147 reviews

Free bikes/kayaks/walk to beach/2bed/2bath #2

HeatherRating, 5 stars6 days ago
We had an absolutely great stay. The apartment was exactly as described and we'll stocked. The availability of beach chairs, umbrellas, carts and coolers was great. We loved having use of the bikes and kayaks, it was so nice not to have to bring those with us.
Superhost
Cottage in Englewood
4.85 out of 5 average rating, 110 reviews

Free Kayaks/bikes/walk to beach/pet friendly #3

MichelleRating, 5 stars3 weeks ago
Nothing beats waking up and walking to the beach within 3 minutes. We really enjoyed all the beach amenities provided for our use. It made our trip so easy! Although the area is still cleaning up after the hurricane, it is heartwarming to watching this beautiful community come together. Very friendly neighbors, everyone always greeted us with a, "Good morning!" Thank you for making our trip stress-free for my husband's birthday. We have a soft spot for Manasota Key now, and can't wait to come back!
Cottage in Venice
4.73 out of 5 average rating, 130 reviews

Cozy Florida Cottage

ClodeenRating, 5 stars1 week ago
Perfect location to collect shark teeth at the nearby beach and check out the Warm Mineral Springs not to far away! Benjamin was super responsive to my messages and very helpful. The place was spotless upon arrival. We enjoyed our stay and would happily come again!
Top guest favorite
Cottage in Placida
4.98 out of 5 average rating, 45 reviews

West Coast Island Retreat, Simply Adrift Cottage

AdamRating, 5 stars1 month ago
We had a great time staying here! The home was beautiful with all the beach supplies one could want. As someone who drove their boat up, the dock had great cleat availability and we had no problems getting a spot. One of the easier places to dock at that I have stayed overnight. Home also has everything for cooking and good wifi for being on an island. Loved the vibe of LGI, watching the sunset, and exploring the surrounding islands. Would definitely stay again!
Top guest favorite
Cottage in Little Gasparilla Island
4.98 out of 5 average rating, 52 reviews

Happily Ever After

ScottRating, 5 stars1 month ago
What a wonderful gem Happily Ever After is! The home is charming, very comfortable and inviting. Very clean and well cared for. Kitchen is well stocked and easy to work in which is important since there are no restaurants on the island. Screen porch is large and comfortable; a great place to read a book. Michele was a great host. Responded to questions quickly. LGI is a wonderful island. Great beaches. Nice people. With the damage from last years’ storms there is still a lot of construction and cleanup going on around the island but that didn’t negatively affect our stay. We can’t wait to come back.
Guest favorite
Cottage in Englewood
5 out of 5 average rating, 7 reviews

2 bed cottage close to beach free bikes & kayaks

KristenRating, 5 stars3 weeks ago
We stayed here for a quick weekend trip and had a wonderful time! The house was tastefully appointed, extremely clean, and had everything we needed—including a beach tote, beach chairs, towels, boogie boards, and an umbrella. It was an easy walk to the beach. The beach was not crowded and nice. Jennifer was an excellent host and extremely responsive. It was definitely a great find!

Private cottage rentals

Guest favorite
Cottage in Englewood
5 out of 5 average rating, 14 reviews

Casa Amistad 1 - Third House From the Beach

RhondaRating, 5 stars9 months ago
This is a lovely home with astounding amenities. The street is old Florida style mixed with newer homes. The beach and water are heaven. There really are no words to describe. The home, street, and beach are jewels….and the host is amazing!! This neighborhood is very quiet and so peaceful.
Guest favorite
Cottage in Englewood
5 out of 5 average rating, 18 reviews

Englewood Cottage with a view

GlennaRating, 5 stars1 month 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 stars12 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 favorite
Cottage in Englewood
5 out of 5 average rating, 23 reviews

The Coastal Oasis. Only 8 minutes from the Beach!

AnetaRating, 5 stars9 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!
Top guest favorite
Cottage in Placida
5 out of 5 average rating, 27 reviews

Boat access only beach cottage

KirkRating, 5 stars1 month 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.
Top guest favorite
Cottage in North Fort Myers
4.92 out of 5 average rating, 85 reviews

Simply Natural Farm Getaway

SidneyRating, 5 stars1 week 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.
Top guest favorite
Cottage in Englewood
5 out of 5 average rating, 22 reviews

Manasota Beach Cottage

ArzettaRating, 5 stars8 months ago
This cottage was perfect for the 3 of us! Right by a low crowd beautiful beach and within walking distance of several restaurant. Also loved that they had beach chairs, umbrellas, flippers and googles available to use. Pretty much everything you need on a beach. Also provided coffee pods which was a nice touch - we were able to have coffee every morning! Loved this place and would definitely visit again.

Quick stats about cottage rentals in Englewood

  • Total rentals

    30 properties

  • Nightly prices starting at

    $70 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