Book Holiday Homes in Englewood

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Englewood

1.3 Acres PETS Waterfront FUN! Caged/Heated Pool, 100' Pier, CANOES Kayaks incl!

1.3 Acres PETS Waterfront FUN! Caged/Heated Pool, 100' Pier, CANOES Kayaks incl!

Englewood
With a stay at this vacation home in Englewood (Englewood South), you'll be within a 10-minute drive of Englewood Beach and Englewood South Inlet.
1.3 Acres PETS Waterfront FUN! Caged/Heated Pool, 100' Pier, CANOES Kayaks incl!
120 steps to beach!  Safely on the beach side of the road!

120 steps to beach! Safely on the beach side of the road!

Englewood
With a stay at this vacation home, you'll be centrally located in Englewood, steps from Englewood Beach and 3 minutes by foot from Lemon Bay.
120 steps to beach! Safely on the beach side of the road!
3 miles to beach, hot tub & fenced yard for pup

3 miles to beach, hot tub & fenced yard for pup

Englewood
With a stay at this vacation home in Englewood (Englewood South), you'll be within a 10-minute drive of Englewood Beach and Englewood South Inlet.
3 miles to beach, hot tub & fenced yard for pup
Save an average of 15% on thousands of hotels when you're signed in
Coastal duplex with private beach access & deck - dog-friendly

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

Englewood
When you stay at this vacation home in Englewood, you'll be on the beach, within a 10-minute walk of Englewood Beach and Lemon Bay.
Coastal duplex with private beach access & deck - dog-friendly
Beautiful House 🏖️ Newly Renovated Jan 2025😀Kayaks, Bikes,Beach Chairs,Fire Pit

Beautiful House 🏖️ Newly Renovated Jan 2025😀Kayaks, Bikes,Beach Chairs,Fire Pit

Englewood
This vacation home is in the heart of Englewood, within a 5-minute walk of Lemon Bay and Englewood Beach.
Beautiful House 🏖️ Newly Renovated Jan 2025😀Kayaks, Bikes,Beach Chairs,Fire Pit
7BR, 3BA, Sleeps 17 near Englewood Beach, Manasota Key

7BR, 3BA, Sleeps 17 near Englewood Beach, Manasota Key

Englewood
When you stay at this vacation home in Englewood, you'll be on the waterfront, and a 3-minute walk from Englewood Beach and 6 minutes by foot from Lemon ...
7BR, 3BA, Sleeps 17 near Englewood Beach, Manasota Key
 Manasota Key Waterfront - Heated Pool  -available for monthly bookings

Manasota Key Waterfront - Heated Pool -available for monthly bookings

Englewood
With a stay at this vacation home in Englewood, you'll be on the beach, within a 15-minute drive of Englewood Beach and Lemon Bay.
Manasota Key Waterfront - Heated Pool -available for monthly bookings
The BEACH & BAY are steps away.  Semi-private fishing dock, free bikes

The BEACH & BAY are steps away. Semi-private fishing dock, free bikes

Englewood
When you stay at this vacation home in Englewood, you'll be by the sea, just steps from Englewood Beach and 3 minutes by foot from Lemon Bay.
The BEACH & BAY are steps away. Semi-private fishing dock, free bikes
Englewood Home w/ Shared Pool & Screened Lanai!

Englewood Home w/ Shared Pool & Screened Lanai!

Englewood
When you stay at this vacation home in Englewood, you'll be by the sea, within a 5-minute walk of Englewood Beach and Lemon Bay.
Englewood Home w/ Shared Pool & Screened Lanai!
Don't see what you're looking for?
See all available properties in Englewood
View all properties
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.

Englewood Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Englewood vacation homes are the perfect way for you to wing it.

Holiday houses in Englewood let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Englewood in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Englewood adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Englewood with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Englewood vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Englewood Holiday Homes essential information

Accommodation
475 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
1.3 Acres PETS Waterfront FUN! Caged/Heated Pool, 100' Pier, CANOES Kayaks incl!, 120 steps to beach! Safely on the beach side of the road!, 3 miles to beach, hot tub & fenced yard for pup, Coastal duplex with private beach access & deck - dog-friendly, Beautiful House 🏖️ Newly Renovated Jan 2025😀Kayaks, Bikes,Beach Chairs,Fire Pit, 7BR, 3BA, Sleeps 17 near Englewood Beach, Manasota Key, Manasota Key Waterfront - Heated Pool -available for monthly bookings, The BEACH & BAY are steps away. Semi-private fishing dock, free bikes, Englewood Home w/ Shared Pool & Screened Lanai!

Top trending hotels in Englewood

Sun Coast Inn

Sun Coast Inn

2.5 out of 5
2073 S McCall Rd, Englewood, FL
Fully refundableReserve now, pay when you stay
With a stay at Sun Coast Inn in Englewood (Englewood South), you'll be within a 10-minute drive of Englewood Beach and Englewood South Inlet.
Sun Coast Inn
Manasota Key Resort

Manasota Key Resort

2.5 out of 5
985 Gulf Blvd, Englewood, FL
When you stay at Manasota Key Resort in Englewood, you'll be near the bay, within a 5-minute walk of Englewood Beach and Stump Pass Beach State Park.
Manasota Key Resort
Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina

4 out of 5
1825 Gulf Blvd, Englewood, FL
When you stay at Chadwick Cove Resort & Marina in Englewood, you'll be near the beach, within a 15-minute walk of Englewood Beach and Lemon Bay.
Chadwick Cove Resort & Marina
Save an average of 15% on thousands of hotels when you're signed in
Motel 6 Englewood, FL

Motel 6 Englewood, FL

2 out of 5
2540 S Mccall Rd, Englewood, FL
Fully refundableReserve now, pay when you stay
With a stay at Motel 6 Englewood, FL, you'll be centrally located in Englewood, within a 10-minute drive of Englewood Beach and Englewood South Inlet.
Motel 6 Englewood, FL
Don't see what you're looking for?
See all available properties in Englewood
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.