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Englewood Vacation Rentals

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In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Vacation Rentals in Englewood

Beach
Charming 2-bedroom house in Englewood with WiFi and AC

Charming 2-bedroom house in Englewood with WiFi and AC

Englewood South
$271 nightly
The price is $300
Dec 10 - Dec 11
Total with taxes and fees
Charming 2-bedroom house in Englewood with WiFi and AC
Beach nearby
Coastal duplex with private beach access & deck - dog-friendly

Coastal duplex with private beach access & deck - dog-friendly

Manasota Key
8.4 out of 10, Very Good, (12)
"Great place to stay. "
United States
Scott
$335 nightly
The price is $370
Dec 14 - Dec 15
Total with taxes and fees
Coastal duplex with private beach access & deck - dog-friendly
Exterior
"Ocean Pearl" 2-bd, 2 full bath spacious home.

"Ocean Pearl" 2-bd, 2 full bath spacious home.

2.0 star property
Englewood East
10.0 out of 10, Exceptional, (1)
"Property was very comfortable and recently updated.Well laid out anf functional. "
United States
Craig S.
$280 nightly
The price is $310
Dec 10 - Dec 11
Total with taxes and fees
"Ocean Pearl" 2-bd, 2 full bath spacious home.
Fridge, microwave, oven, stovetop
Newly renovated house, 10 minutes from the beautiful Englewood beach.

Newly renovated house, 10 minutes from the beautiful Englewood beach.

Englewood East
10.0 out of 10, Exceptional, (6)
"Nicely decorated with comfortable beds."
United States
Kelly B.
$271 nightly
The price is $300
Dec 10 - Dec 11
Total with taxes and fees
Newly renovated house, 10 minutes from the beautiful Englewood beach.
Property grounds
Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina

4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (14)
"Great place and location "
United States
Cathy
$502 nightly
The price is $538
Dec 15 - Dec 16
Total with taxes and fees
Chadwick Cove Resort & Marina
Fridge, microwave, oven, stovetop
Dog-Friendly Quadruplex w/Snowbird Discounts and Private Beach Access

Dog-Friendly Quadruplex w/Snowbird Discounts and Private Beach Access

Manasota Key
9.0 out of 10, Wonderful, (11)
"Perfect getaway beach trip."
United States
jill s.
$335 nightly
The price is $370
Dec 14 - Dec 15
Total with taxes and fees
Dog-Friendly Quadruplex w/Snowbird Discounts and Private Beach Access
Property grounds
Old Floridian cottage in Historic Gulf Village

Old Floridian cottage in Historic Gulf Village

Olde Englewood Village
9.8 out of 10, Exceptional, (60)
"Very good, great location 👍👍"
United States
James M.
$223 nightly
The price is $249
Dec 10 - Dec 11
Total with taxes and fees
Old Floridian cottage in Historic Gulf Village
Outdoor dining
The Beach Bus - Skoolie Camping!

The Beach Bus - Skoolie Camping!

Manasota
9.6 out of 10, Exceptional, (8)
"A great unique place!"
United States
Jamie L.
$169 nightly
The price is $188
Dec 10 - Dec 11
Total with taxes and fees
The Beach Bus - Skoolie Camping!
1 bedroom, iron/ironing board, travel crib, free WiFi
Englewood retreat just 12 minutes from the beach

Englewood retreat just 12 minutes from the beach

2.0 star property
Englewood East
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.
$162 nightly
The price is $179
Dec 10 - Dec 11
Total with taxes and fees
Englewood retreat just 12 minutes from the beach
Beach nearby
Turtle Bay 1A – Island Escape on Manasota Key

Turtle Bay 1A – Island Escape on Manasota Key

Manasota Key
9.8 out of 10, Exceptional, (16)
"We really enjoyed our stay! Great location!"
United States
Kate K.
$1,363 nightly
The price is $1,388
Dec 16 - Dec 17
Total with taxes and fees
Turtle Bay 1A – Island Escape on Manasota Key
Property grounds
Sunsets, Seafood, and Serenity | Pet+Boat Friendly

Sunsets, Seafood, and Serenity | Pet+Boat Friendly

Grove City
$465 nightly
The price is $475
Dec 10 - Dec 11
Total with taxes and fees
Sunsets, Seafood, and Serenity | Pet+Boat Friendly
Outdoor pool, a heated pool
Charming 2-bedroom pool house with golf cart in Englewood, close to the beach.

Charming 2-bedroom pool house with golf cart in Englewood, close to the beach.

Grove City
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.
$275 nightly
The price is $304
Dec 10 - Dec 11
Total with taxes and fees
Charming 2-bedroom pool house with golf cart in Englewood, close to the beach.
Beach nearby
Flamingo's Nest at the Beach Shack. Just one block from the beach!

Flamingo's Nest at the Beach Shack. Just one block from the beach!

Manasota Key
10.0 out of 10, Exceptional, (40)
"Location was great, property condition is excellent!"
United States
Mabel
$310 nightly
The price is $327
Dec 10 - Dec 11
Total with taxes and fees
Flamingo's Nest at the Beach Shack. Just one block from the beach!
Sun loungers
Camper with Bicycles. Close to Beach. Deck & BBQ!

Camper with Bicycles. Close to Beach. Deck & BBQ!

Olde Englewood Village
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.
$199 nightly
The price is $221
Dec 10 - Dec 11
Total with taxes and fees
Camper with Bicycles. Close to Beach. Deck & BBQ!
A heated pool
Unit B.CLEAN,Great Location,Dockage Available,HEATED Pool,HUGE Back yard

Unit B.CLEAN,Great Location,Dockage Available,HEATED Pool,HUGE Back yard

Grove City
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.
$279 nightly
The price is $308
Dec 10 - Dec 11
Total with taxes and fees
Unit B.CLEAN,Great Location,Dockage Available,HEATED Pool,HUGE Back yard
TV
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

2.0 star property
Englewood Central
$202 nightly
The price is $226
Dec 14 - Dec 15
Total with taxes and fees
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
Outdoor pool, a heated pool
CLEAN,Great Location,Dockage Available,HEATED Pool, HUGE Back yard. Unit C

CLEAN,Great Location,Dockage Available,HEATED Pool, HUGE Back yard. Unit C

Grove City
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.
$251 nightly
The price is $277
Dec 10 - Dec 11
Total with taxes and fees
CLEAN,Great Location,Dockage Available,HEATED Pool, HUGE Back yard. Unit C
Fridge, microwave, oven, stovetop
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

Manasota Key
8.0 out of 10, Very Good, (1)
"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.
$384 nightly
The price is $425
Dec 10 - Dec 11
Total with taxes and fees
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Beach
"Fully Furnished 2BR/1BA Just 5 Mins from Stunning Englewood Beach, FL!"

"Fully Furnished 2BR/1BA Just 5 Mins from Stunning Englewood Beach, FL!"

Englewood South
10.0 out of 10, Exceptional, (16)
"Very convenient to everything and a darling olace to stay. Owner very attentive"
United States
Courtney B.
$216 nightly
The price is $239
Dec 31 - Jan 1, 2026
Total with taxes and fees
"Fully Furnished 2BR/1BA Just 5 Mins from Stunning Englewood Beach, FL!"
Terrace/patio
Seashell Shanty at The Beach Shack! Come On Down!

Seashell Shanty at The Beach Shack! Come On Down!

Manasota Key
10.0 out of 10, Exceptional, (43)
"We had a wonderful experience. We 100% recommend this property and hosts. "
United States
Christian S.
$310 nightly
The price is $327
Dec 10 - Dec 11
Total with taxes and fees
Seashell Shanty at The Beach Shack! Come On Down!
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

Sun Life Beach Hotel

Sun Life Beach Hotel

10/10 Excellent
"Always clean, staff always great "
James 2-night trip
Posted 5 days ago
Sun Life Beach Hotel

Price trends for vacation rentals in Englewood

Less expensive
More expensive
This month
Next month
October
February
$226
$223
Month
Price
January
$223
February
$384
March
$339
April
$255
May
$247
June
$223
July
$246
August
$242
September
$217
October
$202
November
$217
December
$226
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 $370 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.

Explore a world of travel with Expedia

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?

The Turtle House-Miles and Miles of Private Beach-Sunset Views: This highly rated vacation home rental in Englewood is located on the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 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 Single family home with private beach 120 steps away. Fish from our dock. and Bohemian Sunrise .

How many vacation rentals are there in Englewood?

Choose from 394 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.