
Cottage holiday rentals in Englewood
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Englewood
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cottage rentals in Englewood
Cottage rentals with a hot tub

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

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

Spacious Cottage
The place was very clean, and everything that required was provided. It was in a park setting, which suited us just fine.

Cottage near Venice Beach
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.

Captains Cottage
Very nice cottage was perfect for weekend getaway

Chic Chalet
Nice space to stay for a get away, or if you are out of town working.

Lighthouse Cottage
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 !

Cozy Cottage North Fort Myers
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

Nokomis Coastal Cottage near Beach & DT Venice
Perfect stay for us friends who were fishing all week. Everything was fine and the host was friendly and available.

Pink Pineapple Cottage
We had a wonderful time at the Pink Pineapple! The space was very private, well equipped, and gave the perfect beach ambiance. I am from this area and this AirBnb embodied Nokomis and made me feel right at home. The hosts are very kind and always willing to answer questions and help! Highly recommend staying here. Definitely will be staying again!

*Cozy 2 bedroom just miles from The beach
Very nice host, she was accommodating and understanding of our circumstances

Free bikes/kayaks/walk to beach/2bed/2bath #2
We loved staying on Manasota key. My husband is a big fisherman and my son was so excited to find shark teeth on the beach. We all said we wish we had a few more days to spend at this house. The kitchen was so well stocked and all of the supplies to run dishes and do laundry were provided. The garage had so many fun beach items from shark tooth sifters to beach chairs, bikes, boogie boards, and beach chairs. Thanks Patty and Mike!

Free Kayaks/bikes/walk to beach/pet friendly #3
The unit we stayed in was perfect for us. Bed was comfortable, TV was easy to manage. The AC system kept the units nice and cool. Amenities was accessible and plenty for all units to use. We were there just for the weekend but we were able to enjoy the porch, beach chairs, hats, bikes, outside shower, beautiful sunset. The Sand Bar was also a great place to have a meal and drinks. Thank you for a great stay.

Cozy Florida Cottage
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!

Happily Ever After
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.

2 bdrm, walk to beach, 2 bikes & kayaks, grill
This place is beautifully decorated and is by far the cleanest vacation rental that we have ever stayed at! We did not want to leave! Easy walk to the uncrowded beach, just as in the description. One big surprise was finding HOT water in the outdoor shower, which was very welcomed. Everything needed is provided, including bath soap, shampoo, conditioner and K-cups for the Kuerig! We can't wait to go back, hopefully for a longer stay! Thank you!
Private cottage rentals

Quaint Cottage w/access to Peace River canoe/kayak
Our time at Horse Creek Retreat with Marc and Meagan was fantastic. They were very accommodating hosts and were always available if we had a question or need. The property was private and beautiful and the amenities were very enjoyable. The cottage was outfitted with all the kitchen-ware that we needed and was comfortable (with strong AC 😁). It definitely was the get-away that we were hoping for - we hope to come back!

Good after Milton - Kayaks & Steps to Beach-pc
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!

The Bokeelia Cottage
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!

Englewood Cottage with a view
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 !

The Coastal Oasis. Only 8 minutes from the Beach!
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!

The "Turtle Cottage" - a charming beachy retreat.
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.

Boat access only beach cottage
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.

Dock & Lanai: Waterfront Punta Gorda Cottage
Nice little place. A little outside of the hustle and bustle, but just close enough. Able to do a little fishing out back. Host is very responsive.
Quick stats about cottage rentals in Englewood
Total rentals
30 properties
Nightly prices starting at
₹6,060 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
- Tampa Bay Holiday rentals
- St Petersburg Holiday rentals
- Seminole Holiday rentals
- Tampa Holiday rentals
- Central Florida Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Gold Coast Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Waterfront rentals Englewood
- Fitness-friendly rentals Englewood
- Rentals with a patio Englewood
- Rentals with a washing machine and dryer Englewood
- Rentals with pools Englewood
- Villa rentals Englewood
- Rentals with outdoor seating Englewood
- Beach apartment rentals Englewood
- Bungalow rentals Englewood
- Rentals with beach access Englewood
- Family-friendly rentals Englewood
- Rentals with a firepit Englewood
- Rentals with a fireplace Englewood
- Rentals with lake access Englewood
- Rentals with a kayak Englewood
- Flat rentals Englewood
- House rentals Englewood
- Beach house rentals Englewood
- Apartment rentals Englewood
- Pet-friendly rentals Englewood
- Beachfront rentals Englewood
- Rentals with a hot tub Englewood
- Family-friendly rentals Englewood
- Cottage rentals Sarasota County
- Cottage rentals Florida
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Anna Maria Island
- Siesta Beach
- Captiva Island
- Anna Maria Public Beach
- Crescent Beach
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Coquina Beach
- Manasota Key Beach
- Lovers Key Beach
- River Strand Golf and Country Club
- Myakka River State Park
- North Jetty Beach
- South Jetty Beach
- Marie Selby Botanical Gardens
- Englewood Beach
- Tara Golf & Country Club
- Van Wezel Performing Arts Hall
- Lakewood National Golf Club
- Gasparilla Island State Park
- Stump Pass Beach State Park