Holiday Rentals in Englewood

  • 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

Charming 2-bedroom house in Englewood with WiFi and AC

Charming 2-bedroom house in Englewood with WiFi and AC
Englewood South
10.0 out of 10, Exceptional, (3 reviews)
"Cute, clean, comfortable beds. Perfect for our needs."
United States
Sharon K.
The price is €210
includes taxes & fees
12 May - 13 May
Charming 2-bedroom house in Englewood with WiFi and AC

Englewood retreat just 12 minutes from the beach

Englewood retreat just 12 minutes from the beach
Englewood East
8.8 out of 10, Excellent, (5 reviews)
"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 €157
includes taxes & fees
11 May - 12 May
Englewood retreat just 12 minutes from the beach

Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs

Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs
Englewood
10.0 out of 10, Exceptional, (52 reviews)
"Apartment was very clean! Lots of outdoor seating options. Nice beach chairs to take to the beach."
United States
Apryl H.
The price is €260
includes taxes & fees
12 May - 13 May
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs

Path to Paradise.

Path to Paradise.
Olde Englewood Village
The price is €302
includes taxes & fees
11 May - 12 May
Path to Paradise.

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
9.8 out of 10, Exceptional, (18 reviews)
"Great place and location "
United States
Cathy
The price is €489
includes taxes & fees
14 May - 15 May
Chadwick Cove Resort & Marina

The Beach Bus - Skoolie Camping!

The Beach Bus - Skoolie Camping!
Manasota
9.8 out of 10, Exceptional, (12 reviews)
"The schoolie was very comfortably situated as to be off the road and quite private. The hosts were very accommodating and provided the additional needs we requested. It was clean and fully stocked with plenty of bath and beach towels. The outdoor seating area is cute with lots of lush foliage. We enjoyed our stay immensely! "
United States
Michele
The price is €172
includes taxes & fees
12 May - 13 May
The Beach Bus - Skoolie Camping!

Cozy Modern Home - Walkable - 10 Min to Beach

Cozy Modern Home - Walkable - 10 Min to Beach
Englewood East
9.8 out of 10, Exceptional, (7 reviews)
"The home was cozy and friendly. I unfortunately had to leave early but for the time I spent it was great! "
United States
Oscar J.
The price is €343
includes taxes & fees
10 May - 11 May
Cozy Modern Home - Walkable - 10 Min to Beach

Newly renovated only minutes away from the beach!!

Newly renovated only minutes away from the beach!!
Olde Englewood Village
9.6 out of 10, Exceptional, (63 reviews)
"Clean, comfortable, everything you need! Owner is great!"
United States
Cheryl L.
The price is €245
includes taxes & fees
9 Jun - 10 Jun
Newly renovated only minutes away from the beach!!

Enjoy old Florida charm in our cozy beach cottage, dog friendly - minutes to all

Enjoy old Florida charm in our cozy beach cottage, dog friendly - minutes to all
Englewood Central
The price is €239
includes taxes & fees
10 May - 11 May
Enjoy old Florida charm in our cozy beach cottage, dog friendly - minutes to all

Newly renovated cozy 2 Bedroom.

Newly renovated cozy 2 Bedroom.
Englewood East
9.2 out of 10, Wonderful, (7 reviews)
"Wonderful place for long or short term stay. Perfectly located for the beach, shopping and restaurants!!"
United States
Shari F.
The price is €187
includes taxes & fees
10 May - 11 May
Newly renovated cozy 2 Bedroom.

Turtle Cay at The Beach Shack! Come On Down!

Turtle Cay at The Beach Shack! Come On Down!
Manasota Key
10.0 out of 10, Exceptional, (45 reviews)
"Yes everything was great had a wonderful time "
United States
Melinda M.
The price is €305
includes taxes & fees
12 May - 13 May
Turtle Cay at The Beach Shack! Come On Down!

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

Dog-Friendly Quadruplex w/Snowbird Discounts and Private Beach Access
Manasota Key
The price is €234
includes taxes & fees
10 May - 11 May
Dog-Friendly Quadruplex w/Snowbird Discounts and Private Beach Access

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, (42 reviews)
"The beach shack was loaded with everything needed to have a very comfortable stay. The location is fantastic with the beach and several restaurants all within walking distance. I will definitely be back!"
United States
Anne Marie B.
The price is €305
includes taxes & fees
12 May - 13 May
Flamingo's Nest at the Beach Shack. Just one block from the beach!

Paradise in the heart of Old Englewood Village

Paradise in the heart of Old Englewood Village
Olde Englewood Village
The price is €116
includes taxes & fees
11 May - 12 May
Paradise in the heart of Old Englewood Village

Poolside Paradise Retreat

Poolside Paradise Retreat
Englewood East
Poolside Paradise Retreat

Nautical Nook

Nautical Nook
Englewood
10.0 out of 10, Exceptional, (5 reviews)
The price is €200
includes taxes & fees
12 May - 13 May
Nautical Nook

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
Englewood Central
9.8 out of 10, Exceptional, (6 reviews)
"Very clean and nicely decorated condo. Appreciated the extras...dish soap, soap, shampoo and body wash, & TP. Also, beach chairs and towels! Nice outside area and short drive to beaches. Host is very responsive...issue with heat resolved same day. "
United States
Susan E.
The price is €216
includes taxes & fees
20 May - 21 May
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

Bayfront Condo w/Private Beach on Manasota Key - Unit 311

Bayfront Condo w/Private Beach on Manasota Key - Unit 311
Manasota Key
Bayfront Condo w/Private Beach on Manasota Key - Unit 311

Waterfront Getaway, a Boating Paradise

Waterfront Getaway, a Boating Paradise
Englewood
10.0 out of 10, Exceptional, (55 reviews)
"Always an amazing stay"
United States
christine w.
The price is €297
includes taxes & fees
11 May - 12 May
Waterfront Getaway, a Boating Paradise

2-bedroom pool house with golf cart in Englewood, close to the beaches!

2-bedroom pool house with golf cart in Englewood, close to the beaches!
Grove City
10.0 out of 10, Exceptional, (7 reviews)
"Everything was great, including the host"
United States
Fred
The price is €290
includes taxes & fees
18 May - 19 May
2-bedroom pool house with golf cart in Englewood, close to the beaches!
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, apart-hotels, 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 €347 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?

WOW! THE ULTIMATE LUXURY BEACH FRONT HOME with FULL PRIVATE GULF FRONT BEACH!: This highly rated holiday home rental in Englewood is located on the beach, and offers a BBQ, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave. Some other homes for rent in Englewood include COCO BUNGALOW - All new w/ heated pool, bikes, beach equipment & more and BEST OF BOTH WORLDS, Sunset on the Beach, Sunrise on the Dock..

How many holiday rentals are there in Englewood?

Choose from 435 Expedia holiday rentals in Englewood for a memorable holiday.

What can I see and do in Englewood?

Blind Pass Beach and Lemon Bay 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 Englewood Beach and Stump Pass Beach State Park.

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.