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Vacation Rentals & Apartments in Englewood

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603 apartments

Family-Friendly Englewood Home on Canal w/ Dock!

Englewood house

2 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 1 hour 47 minutes

Price per night from

$95

Linda's Resort-beach condo on Manasota Key

Englewood apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Englewood/Manasota Key Trip” Beautiful Condo. We did have a few problems which made for a long week. Maintenance staff did something chemically to the pool/hot tub and ruined several swimming suits and daughter broke out in a rash. Staff should notify guests if we should not be in pool or make sure that chemicals are safe for people. Refrigerator/freezer was not keeping things cold which was a constant battle all week. Wonderful location for access to beach, grocery stores and other things.

Responds fast! avg. 1 hour 11 minutes

Price per night from

$176

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

“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.

Responds fast! avg. 2 hours 16 minutes

Price per night from

$131

Newly Updated Immaculate 1st Floor Condo 2.5 Miles to Gulf Beaches

Englewood condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$92

New Luxury Casual Contemporary 5 Min to Gulf Bch

Englewood house

4 bedrooms / 3 bathrooms / sleeps 8

“Fantastic accomodations” Really enjoyed our stay June 2-6, Very nicely appointed house great for long term or short stays. Diane makes sure she follows up to ensure everything is up to par. I plan on booking again as we take another fishing trip in the near future.

Price per night from

$171

6122

Englewood house

3 bedrooms / 6 bathrooms / sleeps 8

Responds fast! avg. 26 minutes

Price per night from

$104

Breathless Bay Views

Englewood townhouse

3 bedrooms / 2 bathrooms / sleeps 8

“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.

Price per night from

$147

Spectacular view overlooking Oyster Creek

Englewood house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$113

Manasota Beach Vacation Rental

Englewood house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 13 minutes

Price per night from

$224

2BR Steps to Gulf-Manasota Key, Modern Clean Condo

Englewood apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Paradise” The first time we stayed in Englewood, we loved it so much we have been coming back ever since. This condo is clean and steps to the beach. Quiet area with so much to do. Dan is always accommodating to any of your needs. Also walking distance to restaurants.

Price per night from

$51

Manasota Key 2 Bedroom Condo w/ Beach & Bay Access

Englewood apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$167

Immaculate Newly Updated 2nd Floor Condo 2.5 Miles to Gulf Beaches

Englewood condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$92

Englewood Cozy Comfy Home A

Englewood house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 36 minutes

Price per night from

$132

BEAUTIFUL HOME ON OYSTER CREEK DRIVE ENGLEWOOD FL

Englewood house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 33 minutes

Price per night from

$114

Englewood Beach 2800 A202 * Paradise Awaits! *

Englewood apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 55 minutes

Price per night from

$220

Spacious Englewood House w/Deck - On The Beach!

Englewood house

5 bedrooms / 6 bathrooms / sleeps 12

Responds fast! avg. 1 hour 47 minutes

Price per night from

$574

Mermaid House beach apartment on first floor , No steps 1 bedroom sleeps 4-5

Englewood house

4 bedrooms / 1 bathroom / sleeps 4

“Great winter vacation place” My husband, our Jack Russell terrier Sally Mai, and I had a wonderful two weeks in the Captains Quarters. Darlene is a pleasure to work with. The beach was great, there are wonderful restaurants and we had a very relaxing time. We are certainly planning to return.

Price per night from

$336

New Pool, New Patio, New Beach on Lemon Bay with Dock, Recently Remodeled

Englewood house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$279

Beachcomber's Retreat! Steps to Beaches, Gulf Breezes & Stunning Sunsets

Englewood apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$177

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

Englewood house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$259

Englewood Townhome w/Yard - 2 miles to Beach!

Englewood townhouse

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 47 minutes

Price per night from

$82

Barefoot Bliss Beaches & Stunning Sunsets Await You!!!

Englewood apartment

1 bedroom / 2 bathrooms / sleeps 6

Price per night from

$224

Surf's Up at Beachcomber of Manasota Key!!!

Englewood house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$179

Exquisite Private Estate, Spectacular Views, Heated Pool /Spa, Wifi-Fishing Pier

Englewood house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$377

Beach Villa Two Bedroom

Englewood condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$381

BEACHFRONT HIDEAWAY - Escape to Paradise, Peace, & Relaxation!!!

Englewood house

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$285

Rotonda West 53 - Enjoy The Sunshine in Paradise

Englewood house

2 bedrooms / 2 bathrooms / sleeps 5

“The house and property were well taken care of.” The service at the office and the home were great. A few minor problems at the house were taken care of almost immediately, unlike other seasonal rentals we've had in the past. The house was comfortable and well taken care of.Notes left throughout the house helped us to settle in right away.We feel sorry for the owners because of the junk left outside both in the house next door and the one across the street,making the surroundings very unattractive. Flat-screened Tv's and immediate hookup to the internet were pleasant surprises.

Responds fast! avg. 1 hour 55 minutes

Price per night from

$177

JUST BEACHY GETAWAY - Escape to Paradise, Peace, & Relaxation!!!

Englewood house

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$282

Englewood Cottage With A View

Englewood cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$106

BEACHFRONT RETREAT - Escape to Paradise, Peace, & Relaxation!!!

Englewood house

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$283

Canalfront Home w/ Private Dock - 5 Mi to Beaches!

Englewood house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 47 minutes

Price per night from

$161

“Stunning views! Very Special!” A fantastic stay for our family with young children. Beach was clean and was only 49 steps from the front door. We caught lots of fish in the surf of the beach and found over 1000 sharks teeth. Very family friendly beach and area. Condo was very tastefully decorated. Thank-you for creating a wonderful haven for our family. Both owner and Realtor were easy to deal with. We will definitely return.

Price per night from

$334

Englewood 1071 * Villa Sanddollar * Relax & Shop

Englewood house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 55 minutes

Price per night from

$202

Sun, Sand, & Steps to Stump Pass...Free Kayaks, SUP's, & Bikes!!!

Englewood house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$213

Sun, Sand, & Steps to Stump Pass...Free Kayaks, SUP's, & Bikes!!!

Englewood house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$224

Englewood’s Paradise Home

Englewood house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 42 minutes

Price per night from

$143

Manasota Key Condo short walk to Private Beach access! Private deck

Englewood condo

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 9 minutes

Price per night from

$126

Viewing 38 of 603
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
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.see more
New Pool, New Patio, New Beach on Lemon Bay with Dock, Recently Remodeled
Absolutely Awesome...Far exceeded all expectations

Everyday, we were treated to an awesome display of nature. Each morning greeted us with a beautiful sunrise. With coffee in hand and a short walk onto the dock, we saw dolphins swimming a few feet from us...daily. Even saw our first Manatee, one morning. Pelicans feeding and the Ospreys; a male and female perched daily on the next dock...unbelievable. I could on, but I'm sure you get the point...it was a daily "harmony of nature". We were minutes from beautiful beaches, beautiful sunsets. The owners went out of their way to make our stay memorable; even asking us what they could do, or provide, to make our stay more enjoyable. Through the years of renting, we have never experienced a more accommodating owner. The neighbors welcomed us and provided some great recommendations. Our favorite restaurant...Farlow's on the water. Without reservation, we would highly recommend this home.see more
3 Bedroom Villa with Spacious Lanai
It’s like going home to a place you’ve never been.

This is one of the nicest vacation rentals I have ever rented, and plan on booking again one day. The house was very clean and furnishings up to date. Perfect size for a family or group of 5. I stayed for 2 weeks but with I could’ve stayed longer. Near beaches is Boca Grande it’s a very nice beach with not many people. I would highly recommend this rental to anyone looking to vacation near Englewood.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
Spacious Englewood House w/Deck - On The Beach!
Private beach retreat

Our extended family of 12 had an enjoyable time at this large home. The best part was being on the beach for swimming, shelling and watching dolphin and even a manta ray. We had plenty of room to spread out and not get in the way of one another and enjoyed game nights on the screened-in porch. The home is clean and stately but outdated and could use some simple updates/amenities such as a new deck, weeds pulled from front walk, new screen doors, nicer bed linens and towels, matching mugs/glassware, shampoo, soap, food thrown out from previous renters, a cable bill that is paid (we could not watch tv), nicer beach chairs, etc. We could only get cell phone service outside the home. Overall, a great location for a larger number of guests and that outweighs the little nuisances we experienced.see more

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