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Englewood Vacation Rentals

(71 rentals)
Englewood House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Distance to beach: 6 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

New House build 2024. 3 Beds with TV, 3 Baths, 6 Guests, nice view to the lake from the living room, communitiy pool with gym 24/7 and 4 pickelball places,

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Featured review

"Perfect stay"

The house is located in a wonderful community with a great pool area and a nice fitness center. It’s very well-equipped and sits right on a lake. The kitchen is perfect and there’s a grill. The rooms...

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$110
avg per night
Englewood Apartment
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

THIS PROPERTY IS A SATURDAY CHECK IN DAY ONLY!!Experience magnificent Gulf views from almost every room of this top-floor duplex. Built in 2018, this property has many high-end finishes and is modern coastal living at its finest. The property has yards of PRIVATE beachfront on the Gulf, and lots of...

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$438
avg per night
Englewood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Condominium, second floor, corner unit, one king bed, 2 single bed, all equipped, washer dryer, stove, refrigerator, dish washer, A/C , Lanai, pool, BBQ area, tennis court, shuffle board, club house with pool table, library. WIFI, 2 TV, Cable. 5 minutes from beaches, restaurants, all you can ask for...

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Featured review

"Condo"

After showed available, was told it was not really available for month of February, so we were unable to stay. Very disappointed.

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$100
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Breathtaking views of the Gulf of Mexico! Just steps from the beautiful beach of Manasota Key Spacious, 3 bedroom, 2 1/2 bathroom 2nd floor Condo in the gated community of Boulder Pointe. Large, open kitchen has plenty of counter space and two breakfast bars to enjoy coffee or a cocktail at sunset. Master...

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$275
avg per night
Englewood Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Large 3 bedroom/2.5 bathroom condo, fully tiled, high ceilings with a screened balcony facing the pool. It's less than a 2-minute walk to the Gulf of Mexico - so close that you can hear the waves on the wide beach when the sliding glass doors are open. Just outside the screened balcony, there is...

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$335
avg per night

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Englewood Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Luxurious Beachfront 3-Bedroom, 2.5-Bath Condo on Manasota Key Property Overview: Welcome to your dream vacation getaway! This stunning 3-bedroom, 2.5-bathroom beachfront condo on Manasota Key offers the perfect blend of comfort, luxury, and convenience, all with breathtaking views of the Gulf of Mexico....

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$364
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Relax with the whole family at our getaway. Our coastal home is clean, comfortable, and intentionally uncluttered, offering all the basic essentials for a simple, stress-free stay. It's warm, welcoming and a home. Thoughtfully set up—including wheelchair accessibility.

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$93
avg per night
Englewood Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Bright and beautiful 2-bedroom, 2-bathroom condo with views of the Gulf of Mexico and Lemon Bay from the upper deck. This is a nicely furnished, updated, cheerful condo; the living room has a vaulted ceiling, huge windows with lots of sunlight, and a ceiling fan. During the winter months, the lower deck's...

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$295
avg per night
Englewood Condo
Sleeps 2, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Manasota

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Experience the perfect peace of comfort, and coastal life in this meticulously enhanced 2 bd/ bth, 55+ condo. Nestled in the Englewood Isles community, this residence overlooks (2nd floor) the tranquil Intracoastal Waterway and sits just one scenic bridge from the bay.Relax in style at the heated...

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$113
avg per night
Englewood House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Pet friendly

About this property

strong>Tropical Beach Bungalow with Heated Pool, Spa & Steps to the Gulf! Relax in your own private slice of paradise! This charming 2-bedroom, 2-bath beach bungalow is perfectly located just a short stroll from the pristine, newly restored beaches of the Gulf of Mexico. Nestled in a lush tropical...

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$292
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 4 miles to Manasota Key Beach, 8570 Manasota KeyRd, Englewood

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

FRIDAY, May 1, 2026 ~ Wouldn’t the world would be a much better place if we all showed just a little more love to each other …… ALWAYS BE KIND Welcome to CasaClifton! Wide water View over Crystal Clear Pool! This relaxing retreat is positioned on deep water 'Forked Creek'...

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Featured review

"Casa Clifton"

We really enjoyed our stay for the month of January, 2026. Lovely waterfront home with a heated pool. Very clean and well stocked. Owners Linda and Bobby were very responsive to our requests. I would recommend...

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$150
avg per night
Englewood House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Private pool

About this property

DECEMBER AND JANUARY SPECIAL!!! HURRY!!! Everything You Could Ask For and More in this beautiful and relaxing 2 bedroom condo with a Gulf view. This condo complex is one of only two on the island that is gated for your security. As you enter the condo, you are greeted by a wet-bar and cabinets for extra...

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$186
avg per night
Englewood House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beach-to-Bay Getaway at Tamarind CondominiumsEnjoy the best of both worlds at this beautifully furnished 2-bedroom, 2-bath first-floor end-unit condo at Tamarind Condominiums. With a screened lanai overlooking a peaceful courtyard, this inviting retreat is just a 30-second walk to the Gulf of Mexico...

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$171
avg per night
Englewood House
Sleeps 5, 2 bedrooms, 1 bathroom
4 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Beachy furnished 2/1 home in historic Englewood. Great location, just 2 miles to Englewood Beach, 1 mile to Dearborn Street. Easy 5 minute walk to Lemon Bay Park with boat launch. Carefree Boat Club is also a short walk away.Newly remodeled kitchen and bath. All new appliances, cabinets, quartz countertops...

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Featured review

"Hidden Gem in Englewood"

I had to relocate because of Ian and I saw this on Zillow and I called the owner and she was more than willing to rent to me for the 3 months that I needed as I was awaiting my home to be replaced. She's...

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$63
avg per night
Englewood Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Beachfront Condo with Stunning Gulf Views – La CoquinaWake up to sweeping Gulf views and unwind each evening with breathtaking sunsets at this beautifully appointed beachfront condo in the La Coquina community. Designed for comfort and relaxation, this spacious retreat features a bright, open...

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$294
avg per night
Englewood Cottage
Sleeps 4, 2 bedrooms, 1 bathroom
5 reviews

Distance to beach: 5 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

“COTTAGE ON COCOANUT" Classic Beach Cottage in Downtown "Old Englewood Village."WATER VIEW OF LEMON BAY1/2 block to downtown shops, restaurants,events,and all Old Englewood has to offer!! 5 Minutes to the Beach or 1 mile to boat launch. 1/4 mile to launch your Paddle Board...

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Featured review

"Cocoanut Cottage"

Excellent location to enjoy the local attractions on Dearborn Street. Walking distance to Farmers Market, restaurants, shops and parks. Landlord quick to respond to any concern. Screen lanai a bonus to...

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$78
avg per night
Englewood Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Private pool
  • WiFi

About this property

Fall in Love with Beachfront Luxury at The PalmsWelcome to The Palms, where your dream beach vacation begins! This stunning 3-bedroom, 2.5-bath condo offers approximately 2,000 sq ft of luxurious living space, perched on the 2nd floor (just one floor above the garage) for the perfect blend of convenience...

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$392
avg per night
Englewood House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Available to pet free and non-smoking households. 30-day min off-season, 75-90 day minimum high season. --------- Relax in this cozy 2 bedroom / 2 bathroom private bungalow home with coastal decor throughout. Furnished with two queen sized bedroom sets and leather seating in living areas. The dining...

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$90
avg per night
Englewood House
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Woodstork Pond Cottage - 6 minutes to the beach One of the most loved homes on Airbnb, according to guests. This home is highly ranked based on ratings, reviews, and reliability. Self check-in Check yourself in with the smartlock. Unique and whimsical retreat, perfectly nestled by a tranquil pond that...

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Featured review

"WONDERFUL BEACH VACATION EVER!"

Our family of four had the absolute pleasure of staying at Woodstork Pond Cottage for two weeks in December 2025, and honestly, it was more than just a place to stay—it was a whole experience. From the...

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$200
avg per night
Englewood House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Pet friendly

About this property

PRIME Location! 60 Steps to PRIVATE BEACH and dogs allowed at this rental! Family & pet friendly (pets require approval & $125 per pet fee). Just steps to our private beach, 1 mile to bars & restaurants w/ free shuttle to beaches, bars, restaurants! Amazing beds, comfy huge couch, flat screen...

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$423
avg per night
Englewood House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Private pool
  • WiFi

About this property

Pelican Landing A-202 Welcome to your stunning beach view vacation home located on the Gulf of Mexico at the Pelican Landing Condominiums in Manasota Key home of Englewood Beach recognized as one of the most beautiful beaches in Florida. The Pelican Landing complex has lots to offer. This is a beach-to-bay...

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Englewood Weather

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7323°  5211°
JANUARY
Ocean 6518°
7423°  5312°
FEBRUARY
Ocean 6518°
7826°  5814°
MARCH
Ocean 6820°
8228°  6116°
APRIL
Ocean 7423°
8731°  6719°
MAY
Ocean 7926°
9032°  7222°
JUNE
Ocean 8328°
9133°  7323°
JULY
Ocean 8529°
9133°  7423°
AUGUST
Ocean 8731°
9032°  7222°
SEPTEMBER
Ocean 8529°
8529°  6619°
OCTOBER
Ocean 8228°
8027°  6016°
NOVEMBER
Ocean 7624°
7423°  5412°
DECEMBER
Ocean 7021°

FAQ

How many vacation rentals are there in/around Englewood?

There are 71 Englewood vacation rentals available on FloridaRentals.com. From house rentals to condo rentals and beyond, find a unique vacation rental for you to enjoy a memorable vacation in Florida.

How much does it cost to rent a vacation rental in Englewood?

There are vacation rentals available in Englewood for as low as $63 per night with an average price per night of $171.

Can I find a vacation rental in Englewood?

Yes, you can find vacation rentals in Englewood close to Manasota Key Beach, Stump Pass State Park, and Englewood Beach. Don't forget to stop in to Blind Pass Beach or Englewood Farmer's Market

Do any vacation rentals in Englewood have a pool?

Yes, there are 32 vacation rentals with a pool in Englewood on FloridaRentals.com. Search using our filters and book one for your next vacation!

Are any Englewood vacation rentals on the ocean?

There are 4 oceanfront rentals in Englewood available on FloridaRentals.com. Use our filters to search and book yours today!