Vacation Rentals & Apartments in Englewood

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282 apartments

Beautiful and completely remodeled cottage retreat minutes from the beach!!

Englewood apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$144

Tranquil villa in the heart of Englewood, close to Beaches

Englewood villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Wonderful location and owner is super friendly” Amazing condo very well maintained. Great location to the beach and stores only min. away. We'll visit again!

Price per night from

$206

6122

Englewood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$114

Breathless Bay Views

Englewood townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great vacation!” The condo could use some updating in furnishings but all necessary essentials were there including umbrella beach chairs and the kitchen was well equipped. Also great beach towels and short walk to the Beach. The bay view was outstanding- loved the balcony which was a nice size and great fishing from the docks.

Price per night from

$201

Spectacular view overlooking Oyster Creek

Englewood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$315

Manasota Beach Vacation Rental

Englewood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$269

Englewood Cozy Comfy Home A

Englewood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$166

BEAUTIFUL HOME ON OYSTER CREEK DRIVE ENGLEWOOD FL

Englewood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$153

Peaceful, Private, Paradise in Englewood. House with heated pool

Englewood house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$258

Englewood’s Paradise Home

Englewood house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$144

A little Piece of Paradise: beautifully decorated Sunny-Side-Up Cottage

Englewood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$121

Woodstork Pond Cottage

Englewood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$201

LEMON BAY COTTAGE

Englewood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect family cottage in Lemon Bay” Such a great little house and surprisingly bigger than pictures reveal. Perfect for a family with kids. 3rd toilet tucked away in laundry shed for easy access from pool. Great location as well, close to beaches, parks and many restaurants within walking distance. Definitely will rent there again. House was fresh, clean and inviting.

Responds fast! avg. 2 hours 55 minutes

Price per night from

$103

Price per night from

$197

2/2 POND FRONT, ONLY 10 MINS FROM ENGLEWOOD BEACH

Englewood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$155

Beach Friendly Community

Englewood villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$201

Beach Villa Paradise

Englewood villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$172

Price per night from

$974

Tarpon running! Snook abound! Manasota Key the place to be.

Englewood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$602

Price per night from

$573

5 Miles from Beach LUXURY VILLA

Englewood house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 20

Responds fast! avg. 3 hours 59 minutes

Price per night from

$916

Vacation Rental Boutique Suite Bicycles

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$247

Vacation Rental Boutique Suite Windmills

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$224

Turtle Tracks on the Beach

Englewood condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$283

Sunset Rendezvous Beach Condo

Englewood condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$401

Vacation Rental Boutique Suite The Bridge

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$247

Manasota Key Cottage A

Englewood house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$172

Vacation Rental Boutique Suite Tulip Fields

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$247

Bow-Tie Suite

Englewood house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$217

Turquoise Turtle

Englewood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$247

Price per night from

$219

Manasota Key 2 Bedroom Condo with a Heated Pool

Englewood condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$343

Entire 3 bedroom 2,5 bath Villa with large, heated pool near Beaches

Englewood house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$178

Vacation Rental Boutique Suite Amsterdam Canals

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$224

Almost Heaven

Englewood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$287

Price per night from

$123

Price per night from

$291

NEW!! Gated 2/2 Single-family Guest House! 13 mins to Englewood Beach!

Englewood guest house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$206

Viewing 38 of 282
rentals in Englewood

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About Englewood

Enjoy surf and sea in the town of Englewood, a picturesque beach community on Florida's low-key Gulf Coast. There are dozens of beautiful beaches in the Englewood region. Englewood Beach, located on Manasota Key, is a popular sunbathing spot for locals and tourists, boasting soft white sand and gently breaking waves. Though you can participate in any type of water sport around the Gulf, Englewood is particularly popular for fishing. There are many regional tour operators that run fishing charters into the Gulf, where you can catch grouper, snook, and redfish all year round. You can also rent a speedboat or take the whole family out on the water or to visit one of the barrier islands that isn't connected to the land by bridge. On land, there are numerous golf courses in the greater Englewood region, as well as the neighboring city of Venice.

Great for the whole family, Englewood's restaurants serve traditional American food and fresh seafood specialties. There are tons of great places to eat with views of the water in Olde Englewood. You might be surprised to learn that Englewood is also home to a small but active artist community. In the evenings, you can buy tickets for a theater performance at the Lemon Bay Playhouse.

Here are some of the biggest attractions in Englewood, Florida:

  • Village of Olde Englewood: Founded in the early 20th century, the oldest neighborhood in Englewood is now a bustling district with shops, cafes, and galleries.
  • Manasota Beach: The northernmost stretch of sand on Manasota Key is a great place to bring your family for swimming, picnics, and fishing.
  • Blind Pass: There are fewer services and far fewer people on this stretch of sand between Manasota Beach and Englewood Beach, a great place to collect shells.
  • Don Pedro Island State Recreation Area: Rent a boat or take a ferry out to the mangrove-lined shores of this beautiful barrier island.
  • Stump Pass Beach State Park: Spend a relaxing day on this sugary stretch of Florida coast, totally undeveloped, and open for sunbathing and fishing.
  • Sarasota: Just a quick drive north, Sarasota is a famous beach community, with three beautiful barrier islands, running parallel to the shore.

Enjoy everything that west Florida has to offer in a comfortable vacation rental in Englewood. For unparalleled beach access, pick a condo or beach house overlooking the shore in Manasota Key.

Top Destination reviews

Beach Villa Paradise
Clean, comfortable and conveniently located

We enjoyed the stay. Everything you need. Short Walking distince to beach and bars/restaurants. Very nice community pool. Would recommend to anyone and will hopefully return soon. … see more
LEMON BAY COTTAGE
Lemon Bay Cottage is no lemon!

Had a great stay! House has everything you need, towels, linens, paper products. Plenty of dishes. Very comfortable. Close to everything! Be aware that there is only one tv in the home, but there are tons of channels available and you're at the beach...you don't need to watch tv! Ceiling fans in most rooms; would love to have one in the master. We will definitely stay here again when we are in the area!see more
Breathless Bay Views
Excellent beach condo for family gathering

We thoroughly enjoyed our stay at the townhouse. It was clean, comfortable, well furnished with necessities and welcoming. The balcony overlooked the bay, the pool was only a few steps away and the beach was easily accessible across the street. Our kids and grandchildren loved every minute of our stay. I would, without any hesitation, recommend Breathless Bay.see more
Tranquil villa in the heart of Englewood, close to Beaches
Perfect in Every Way

I did not know what to expect when I arrived with my husband & dog, but all I can say is "Wow!". The villa was super clean with a fully equipped kitchen (and I mean fully). Sandi (the owner) was very concerned that everything was ok. We liked it so much we booked it for next year. … see more
Englewood’s Paradise Home
Lovely House in Great neighborhood

The house was lovely and very comfortable. The king bed in the master was comfortable. I was disappointed in the pool, as it was too cool most of January to swim in. I think the pool heater needs to be replaced, just my opinion, though. … see more

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