Photo by peter spagnuolo

Englewood Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Englewood holiday rentals

The price is NZ$519
includes taxes & fees
18 Dec - 19 Dec
Charming 2-bedroom house in Englewood with WiFi and AC
8.4 out of 10, Very good, (12)
"Great place to stay. "
United States
Scott
The price is NZ$641
includes taxes & fees
14 Dec - 15 Dec
Coastal duplex with private beach access & deck - dog-friendly
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.
The price is NZ$536
includes taxes & fees
13 Dec - 14 Dec
"Ocean Pearl" 2-bd, 2 full bath spacious home.
10.0 out of 10, Exceptional, (6)
"Nicely decorated with comfortable beds."
United States
Kelly B.
The price is NZ$519
includes taxes & fees
12 Dec - 13 Dec
Newly renovated house, 10 minutes from the beautiful Englewood 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
The price is NZ$935
includes taxes & fees
16 Dec - 17 Dec
Chadwick Cove Resort & Marina
9.0 out of 10, Wonderful, (11)
"Perfect getaway beach trip."
United States
jill s.
The price is NZ$641
includes taxes & fees
14 Dec - 15 Dec
Dog-Friendly Quadruplex w/Snowbird Discounts and Private Beach Access

Holiday 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.
The price is NZ$429
includes taxes & fees
12 Dec - 13 Dec
Old Floridian cottage in Historic Gulf Village

Mobile Home in Manasota

The Beach Bus - Skoolie Camping!
9.6 out of 10, Exceptional, (8)
"A great unique place!"
United States
Jamie L.
The price is NZ$326
includes taxes & fees
21 Dec - 22 Dec
The Beach Bus - Skoolie Camping!
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.
The price is NZ$311
includes taxes & fees
12 Dec - 13 Dec
Englewood retreat just 12 minutes from the beach
9.8 out of 10, Exceptional, (16)
"We really enjoyed our stay! Great location!"
United States
Kate K.
The price is NZ$2,402
includes taxes & fees
16 Dec - 17 Dec
Turtle Bay 1A – Island Escape on Manasota Key
The price is NZ$821
includes taxes & fees
11 Dec - 12 Dec
Sunsets, Seafood, and Serenity | Pet+Boat Friendly
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.
The price is NZ$526
includes taxes & fees
11 Dec - 12 Dec
Charming 2-bedroom pool house with golf cart in Englewood, close to the beach.
10.0 out of 10, Exceptional, (40)
"Location was great, property condition is excellent!"
United States
Mabel
The price is NZ$566
includes taxes & fees
11 Dec - 12 Dec
Flamingo's Nest at the Beach Shack. Just one block from 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.
The price is NZ$383
includes taxes & fees
11 Dec - 12 Dec
Camper with Bicycles. Close to Beach. Deck & BBQ!
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.
The price is NZ$533
includes taxes & fees
18 Dec - 19 Dec
Unit B.CLEAN,Great Location,Dockage Available,HEATED Pool,HUGE Back yard
The price is NZ$392
includes taxes & fees
14 Dec - 15 Dec
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
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.
The price is NZ$479
includes taxes & fees
11 Dec - 12 Dec
CLEAN,Great Location,Dockage Available,HEATED Pool, HUGE Back yard. Unit C
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.
The price is NZ$736
includes taxes & fees
14 Dec - 15 Dec
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
10.0 out of 10, Exceptional, (16)
"Very convenient to everything and a darling olace to stay. Owner very attentive"
United States
Courtney B.
The price is NZ$413
includes taxes & fees
31 Dec - 1 Jan 2026
"Fully Furnished 2BR/1BA Just 5 Mins from Stunning Englewood Beach, FL!"
10.0 out of 10, Exceptional, (43)
"We had a wonderful experience. We 100% recommend this property and hosts. "
United States
Christian S.
The price is NZ$566
includes taxes & fees
11 Dec - 12 Dec
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Englewood Hotel Reviews

Find out more about Englewood

Everything you need to know about Englewood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Englewood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Englewood holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Englewood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Englewood holiday rentals we have selected for you start as low as NZ$641 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Englewood rentals

At Expedia, we put the best Englewood holiday 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 holiday.

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 holiday rental in Englewood?

Yes, there are holiday rentals close to the most popular sights in Englewood, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Englewood has to offer?

The Turtle House-Miles and Miles of Private Beach-Sunset Views: This highly rated holiday home rental in Englewood is located on the beach, and has a balcony, a garden and a BBQ 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 that 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 holiday rentals are there in Englewood?

Choose from 394 Expedia holiday rentals in Englewood for a memorable holiday.

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 holiday rentals like in Englewood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Englewood. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a family getaway.