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Englewood Vacation Rentals

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Our top choices for Englewood vacation rentals

2.0 star property
9.4 out of 10, Exceptional, (3)
"This gem was perfect for my needs. The town doesn't have any chain hotels so my wife suggested I look at Vrbo. This property was just minutes away from where I conducting busy and provided me with my basic needs. Clean, comfy bed, and the property manager was spot on with communications. "
United States
William J. H.
$174 nightly
The price is $192
Jan 4 - Jan 5, 2026
Total with taxes and fees
Englewood retreat just 12 minutes from the beach

Condo in Manasota Key

Chadwick Cove Resort & Marina
4.0 star property
10.0 out of 10, Exceptional, (14)
"Great place and location "
United States
Cathy
$512 nightly
The price is $550
Jan 6 - Jan 7, 2026
Total with taxes and fees
Chadwick Cove Resort & Marina
10.0 out of 10, Exceptional, (16)
"Very convenient to everything and a darling olace to stay. Owner very attentive"
United States
Courtney B.
"Fully Furnished 2BR/1BA Just 5 Mins from Stunning Englewood Beach, FL!"

Mobile Home in Manasota

The Beach Bus - Skoolie Camping!
9.6 out of 10, Exceptional, (9)
"A great unique place!"
United States
Jamie L.
$169 nightly
The price is $188
Jan 6 - Jan 7, 2026
Total with taxes and fees
The Beach Bus - Skoolie Camping!
$271 nightly
The price is $300
Jan 4 - Jan 5, 2026
Total with taxes and fees
Charming 2-bedroom house in Englewood with WiFi and AC

Vacation Home in Englewood Central

BEACH CLOSE BY AND BACKYARD LAKE BEAUTY
10.0 out of 10, Exceptional, (8)
"Came in for a wedding perfect place . Very comfortable "
United States
Pamela C.
BEACH CLOSE BY AND BACKYARD LAKE BEAUTY
10.0 out of 10, Exceptional, (3)
"Awesome place to stay. Super quiet road and close to everything. The home is absolutely adorable and very clean. Couldn’t ask for a better place to stay and keep our boat. Will definitely rebook!! "
United States
Carol G.
$274 nightly
The price is $303
Jan 4 - Jan 5, 2026
Total with taxes and fees
Charming 2-bedroom pool house with golf cart in Englewood, close to the beach.

Mobile Home in Olde Englewood Village

Camper with Bicycles. Close to Beach. Deck & BBQ!
10.0 out of 10, Exceptional, (5)
"Camper was in a great location and very simplistic for a beach getaway. Host was very accommodating!"
United States
Emma V.
$197 nightly
The price is $219
Jan 11 - Jan 12, 2026
Total with taxes and fees
Camper with Bicycles. Close to Beach. Deck & BBQ!

Apartment in Olde Englewood Village

Newly renovated only minutes away from the beach!!
9.6 out of 10, Exceptional, (58)
"Clean, comfortable, everything you need! Owner is great!"
United States
Cheryl L.
$256 nightly
The price is $285
Jan 24 - Jan 25, 2026
Total with taxes and fees
Newly renovated only minutes away from the beach!!
$217 nightly
The price is $242
Jan 13 - Jan 14, 2026
Total with taxes and fees
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

Vacation Home in Olde Englewood Village

Old Floridian cottage in Historic Gulf Village
9.8 out of 10, Exceptional, (60)
"Very good, great location 👍👍"
United States
James M.
$278 nightly
The price is $310
Jan 11 - Jan 12, 2026
Total with taxes and fees
Old Floridian cottage in Historic Gulf Village
10.0 out of 10, Exceptional, (1)
"Jing was helpful and a great host"
United States
Owen C.
$213 nightly
The price is $235
Jan 6 - Jan 7, 2026
Total with taxes and fees
3-bedroom 2 bathroom new mobile home in beautiful Englewood with WiFi, AC

Vacation Home in Englewood East

"Ocean Pearl" 2-bd, 2 full bath spacious home.
2.0 star property
10.0 out of 10, Exceptional, (1)
"Property was very comfortable and recently updated.Well laid out anf functional. "
United States
Craig S.
$356 nightly
The price is $394
Jan 2 - Jan 3, 2026
Total with taxes and fees
"Ocean Pearl" 2-bd, 2 full bath spacious home.

Vacation Home in Olde Englewood Village

Englewood beach and Dearborn Street!
9.2 out of 10, Wonderful, (12)
"Saw all of Dearborn Street including the Blues club. Beaches were great!"
United States
Katherine O.
$334 nightly
The price is $373
Jan 6 - Jan 7, 2026
Total with taxes and fees
Englewood beach and Dearborn Street!
10.0 out of 10, Exceptional, (43)
"This was such a cute place to stay rhat is conveniently located via walking diatance to the beach and local restaurants. "
United States
Renay S.
$310 nightly
The price is $328
Jan 12 - Jan 13, 2026
Total with taxes and fees
Turtle Cay at The Beach Shack! Come On Down!

Vacation Home in Englewood

Waterfront Getaway, a Boating Paradise
10.0 out of 10, Exceptional, (48)
"Dog friendly."
United States
Kelly K.
$306 nightly
The price is $341
Jan 10 - Jan 11, 2026
Total with taxes and fees
Waterfront Getaway, a Boating Paradise

Vacation Home in Englewood South

Tranquil and close to Englewood beach
10.0 out of 10, Exceptional, (4)
"We enjoyed our stay. We had great communication with the host our whole stay. His place was clean and very centrally located. Would definitely stay here again!"
United States
Dani M.
$223 nightly
The price is $246
Jan 10 - Jan 11, 2026
Total with taxes and fees
Tranquil and close to Englewood beach

Vacation Home in Englewood Central

Coastal Cottage 2 Miles to the Beach
10.0 out of 10, Exceptional, (4)
"The place was very nice. "
United States
Tracy H.
$367 nightly
The price is $409
Jan 1 - Jan 2, 2026
Total with taxes and fees
Coastal Cottage 2 Miles to the Beach
10.0 out of 10, Exceptional, (4)
"It was great, close to all amenities, quiet and comfortable and since the property manager lived nearby was even better."
Canada
Douglas S.
$291 nightly
The price is $321
Jan 2 - Jan 3, 2026
Total with taxes and fees
CLEAN,Great Location,Dockage Available,HEATED Pool, HUGE Back yard. Unit C
10.0 out of 10, Exceptional, (9)
"Would rent again- condo was updated and extremely clean - host did a great job at responding to our needs"
United States
Allie A.
$319 nightly
The price is $352
Jan 2 - Jan 3, 2026
Total with taxes and fees
Unit B.CLEAN,Great Location,Dockage Available,HEATED Pool,HUGE Back yard
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

Price trends for vacation rentals in Englewood

Less expensive
More expensive
Next month
December
March
$242
Month
Price
January
$242
February
$311
March
$352
April
$286
May
$239
June
$239
July
$244
August
$241
September
$221
October
$220
November
$219
December
$188
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Englewood. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Englewood

Everything you need to know about Englewood vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Englewood vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Englewood vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Englewood vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Englewood. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Englewood in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $188 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Englewood rentals

At Expedia, we put the best Englewood vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Englewood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Englewood vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Englewood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Englewood?

Yes, we have vacation rentals close to popular points of interest in Englewood, or you can go with a more remote option if you want a relaxing place to stay. Nature enthusiasts will enjoy the popular beaches in Englewood. Make sure you have time to check out the parks while you're in the area.

What are some of the best vacation home rentals that Englewood has to offer?

ALL NEW-Fully renovated! Steps to beach. Near Boca Grande. Great beaches/fishing: This highly rated vacation home rental in Englewood is located on the beach and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other homes for rent in Englewood include The Manatee House; Unique Beachfront Home & Picturesque Sunsets! and PRIVATE HOME AND HEATED SALT WATER POOL; BEACH AND BAY ACCESS!.

How many vacation rentals are there in Englewood?

Choose from 402 Expedia vacation rentals in Englewood for a memorable vacation.

What can I see and do in Englewood?

Blind Pass Beach and Englewood Beach are a couple of scenic spots to enjoy the outdoors, whereas Lemon Bay Playhouse is one of the cultural attractions. Other places in town to visit include Stump Pass Beach State Park and Manasota Beach.

What are vacation rentals like in Englewood?

Vacation rentals are privately owned accommodations you can reserve for several days or longer in Englewood. Vacation rentals offer extras such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family trip.