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Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4
In one month
Jan 16 - Jan 18
In two months
Feb 13 - Feb 15

Our top choices for Englewood cottages

Exterior
Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage

Cottage in Manasota Key

Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage
10.0 out of 10, Exceptional, (1)
"This was a great stay. It was very clean and seemed like a brand new renovation. They provide plenty to do from two bicycles for cruising, a few kayaks and indoor games. The kitchen was stocked if you chose to stay in and cook. Lastly, the hosts were great to work with. We will stay again. "
United States
John C.
$400 nightly
The price is $443
Dec 20 - Dec 21
Total with taxes and fees
Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage
Exterior
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

Cottage in Manasota Key

2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
9.0 out of 10, Wonderful, (2)
"Beautiful decor, perfect location to the beach (5min walking). very thoughtful touches throughout the rental. The kitchen is well- equipped with all you need. Bedroom with excellent mattress. The patio with BBQ, kayaks, free parking, beach chair /loungers available, the property was immaculate.10/10. I would recommend""
United States
Anabel P.
$387 nightly
The price is $428
Dec 24 - Dec 25
Total with taxes and fees
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Outdoor dining
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

Cottage in Englewood Central

Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
2.0 star property
$226 nightly
The price is $252
Jan 6 - Jan 7, 2026
Total with taxes and fees
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
Exterior
#3 Small house walking distance to Warm Mineral Spring

Cottage in Warm Mineral Springs

#3 Small house walking distance to Warm Mineral Spring
9.0 out of 10, Wonderful, (9)
"Property was very nice and exactly what I was looking for while working remote. Would absolutely recommend it to anyone and look forward to coming back in the future."
United States
Jake R.
$140 nightly
The price is $156
Dec 20 - Dec 21
Total with taxes and fees
#3 Small house walking distance to Warm Mineral Spring
House (2 Bedrooms) | Interior
Relax in Hot Tub, Walk to Springs: North Port Home

Cottage in North Port

Relax in Hot Tub, Walk to Springs: North Port Home
3.0 star property
$201 nightly
The price is $224
Dec 21 - Dec 22
Total with taxes and fees
Relax in Hot Tub, Walk to Springs: North Port Home
Exterior
Charming cottage for 2 across warm mineral springs park

Cottage in Warm Mineral Springs

Charming cottage for 2 across warm mineral springs park
9.2 out of 10, Wonderful, (10)
"Property was perfect for the price."
United States
William M.
$155 nightly
The price is $173
Jan 1 - Jan 2, 2026
Total with taxes and fees
Charming cottage for 2 across warm mineral springs park
Exterior
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Cottage in South Village

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
9.6 out of 10, Exceptional, (81)
"We loved our stay at the Drift Inn. Very clean, just the right amount of room for 4, easy access to the beach and pool. The beds were very comfortable. The owner was very quick to respond to questions from beginning to end. We would stay here again."
United States
Kimberly P.
$272 nightly
The price is $303
Dec 20 - Dec 21
Total with taxes and fees
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Exterior
Charming 1-bedroom cottage in Historic Punta Gorda with WiFi, AC, Lanai, & more

Cottage in Punta Gorda

Charming 1-bedroom cottage in Historic Punta Gorda with WiFi, AC, Lanai, & more
$239 nightly
The price is $264
Dec 21 - Dec 22
Total with taxes and fees
Charming 1-bedroom cottage in Historic Punta Gorda with WiFi, AC, Lanai, & more
The Lookout, 1 King Bedroom 1 Bath | Terrace/patio
The Inn On Siesta Key

Cottage in Siesta Key

The Inn On Siesta Key
3.5 star property
10.0 out of 10, Exceptional, (191)
"Great place to stay! "
United States
Carlos
$282 nightly
The price is $319
Dec 21 - Dec 22
Total with taxes and fees
The Inn On Siesta Key
Exterior
Escape near Siesta Key with Hot Tub, BBQ, and Fireplace

Cottage in Sarasota

Escape near Siesta Key with Hot Tub, BBQ, and Fireplace
2.0 star property
$300 nightly
The price is $334
Jan 6 - Jan 7, 2026
Total with taxes and fees
Escape near Siesta Key with Hot Tub, BBQ, and Fireplace
Exterior
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms

Cottage in Casey Key

Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
9.2 out of 10, Wonderful, (69)
"The Cottage is simple and in need of a few updates, but it is a beach cottage and the salt air is not kind. Overall, the location is fantastic, the Cottage is clean and comfortable and our stay was great."
United States
Bob T.
$370 nightly
The price is $413
Dec 22 - Dec 23
Total with taxes and fees
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
Outdoor dining
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Cottage in Siesta Key

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
9.2 out of 10, Wonderful, (5)
"We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. "
United States
Rolly N.
$326 nightly
The price is $326
Jan 4 - Jan 5, 2026
Total with taxes and fees
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Exterior
Yellow Palm Cottage steps from the beach

Cottage in Siesta Key Village

Yellow Palm Cottage steps from the beach
$558 nightly
The price is $600
Dec 20 - Dec 21
Total with taxes and fees
Yellow Palm Cottage steps from the beach
Terrace/patio
5 star Guest House heated pool on the water!

Cottage in South Sarasota

5 star Guest House heated pool on the water!
$448 nightly
The price is $500
Dec 20 - Dec 21
Total with taxes and fees
5 star Guest House heated pool on the water!
House (3 Bedrooms) | Interior
Heated Pool + Spacious Yard: Port Charlotte Escape

Cottage in Port Charlotte

Heated Pool + Spacious Yard: Port Charlotte Escape
3.0 star property
$388 nightly
The price is $431
Dec 30 - Dec 31
Total with taxes and fees
Heated Pool + Spacious Yard: Port Charlotte Escape
Exterior
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Cottage in Sarasota

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
9.2 out of 10, Wonderful, (177)
"my friends and I traveled from across the country to meet for our annual “girls” trip. Location is amazing. You can walk to the beach, you can rent cabanas and there are lounge chairs for your use. The pool is sparkling and the trolley stop is right outside the property entrance. I just love Siesta key and this is a wonderful place to get away from it all, but have easy access to all of the fun and shopping. "
United States
Kim C.
$443 nightly
The price is $495
Jan 19 - Jan 20, 2026
Total with taxes and fees
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Terrace/patio
Nook Cottage Across street from beach and Heated Pool

Cottage in Siesta Key

Nook Cottage Across street from beach and Heated Pool
10.0 out of 10, Exceptional, (4)
"They have really thought of everything and gone above and beyond to make our stay as comfortable as possible. Everything was very clean! Paige was a wonderful guide and host for the local area!"
United States
Derek N.
$633 nightly
The price is $692
Dec 22 - Dec 23
Total with taxes and fees
Nook Cottage Across street from beach and Heated Pool
Terrace/patio
Cabana Cottage Across street from Beach and Heated Pool

Cottage in Siesta Key

Cabana Cottage Across street from Beach and Heated Pool
10.0 out of 10, Exceptional, (5)
"Wonderful property and fantastic location. Everything you need at your fingertips for an enjoyable beach stay without ever having to leave the island!"
United States
Meghan J.
$929 nightly
The price is $1,002
Dec 21 - Dec 22
Total with taxes and fees
Cabana Cottage Across street from Beach and Heated Pool
Outdoor dining
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom

Cottage in Casey Key

Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
9.4 out of 10, Exceptional, (108)
"Great stay, right on a beautiful private beach. Casey key is a great place, highly recommend this place!"
United States
Kathleen P.
$404 nightly
The price is $451
Dec 24 - Dec 25
Total with taxes and fees
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
Property grounds
Lookout Cottage Across street from Beach and Heated Pool

Cottage in Siesta Key

Lookout Cottage Across street from Beach and Heated Pool
10.0 out of 10, Exceptional, (1)
"The place was beautiful, tastefully furnished and decorated, and so clean! Plenty of towels and nice sheets. Loved the amenities like the pool and the beach chairs. The best part is the location - right across the street from a fantastic beach, close enough to walk to the main business district but not so close that you have to deal with all the people of you don’t want to. Perfect place for a couple looking for some R&R!"
United States
Keeley L.
$741 nightly
The price is $827
Dec 29 - Dec 30
Total with taxes and fees
Lookout Cottage Across street from Beach and Heated Pool
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Englewood Hotel Reviews

Paradise Cove at Lemon Bay

Paradise Cove at Lemon Bay

10/10 Excellent
"Amazing little gem."
Amanda 3-night trip
Posted 7 days ago
Paradise Cove at Lemon Bay

Find out more about Englewood

Englewood Cottages information

Number of reviews
525
Accommodation
62 Cottages
Lowest Price
$156
Highest Price
$1,002

Frequently asked questions

How much do cottages in Englewood cost?
Cottages in Englewood range between $156 and $1,002 per night. These stays offer a chance to get in tune with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Englewood?
Make use of your vacation days and choose from 62 cottages in Englewood. Hoping to find a place where you can get reacquainted with nature? Expedia will help you find your ideal getaway in just a few clicks.
Why book your cottage in Englewood with Expedia?
Reserving a cottage in Englewood is as simple as clicking on your travel dates and choosing an ideal place for outdoor fun and relaxation. From ritzy retreats to inexpensive properties and cottages that offer amenities like a kitchenette, Expedia has something for all traveler tastes. As for epic deals? We've got them too!
How can I find cheap cottages in Englewood?
Expedia can help you easily track down cheap cottages in Englewood. To discover your special stay in a few quick clicks, try out our convenient filter tool to tailor your search results by budget, amenities and star rating.
What is there to do in Englewood near my cottage?
There are loads of superb things to put on your itinerary in Englewood. Make tracks to popular attractions like Cedar Point Environmental Park, Englewood Recreation Center and Englewood Beach. Blind Pass Beach, Stump Pass Beach State Park and Lemon Bay Park are also visitor favorites.

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