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Englewood Vacation Rentals

(68 rentals)
New
Englewood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Experience the best of Florida's Gulf Coast from this beautifully maintained 2-bedroom, 2-bathroom beachfront end-unit condo on Manasota Key. Nestled directly on the Gulf of America, this coastal retreat offers stunning water views, direct beach access, and a relaxed island atmosphere perfect for...

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$385
avg per night
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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$359
avg per night
Englewood Mobile home
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 5 miles to Englewood Beach

Key Amenities

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

About this property

Clean ,comfortable and centrally located.. Two bedroom, 2 bath, sleeps six with large screened in Florida room. Pet friendly with a fenced in yard, washer and dryer, wifi, beach toys and chairs, 2 bicycles and a bbq grill. Two blocks from Ricaltinis bar and restaurant and 6 blocks to Stump Pass Lighthouse...

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Featured review

"Fantastic"

We have been coming to Englewood for 7 years . We stayed at this awesome home December 2024-february 2025. We have had a great stay and are signed up for next year. The owners are attentive and responsive....

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$87
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, July 31, 2026 ~ “Books permit us to voyage through time.” ~ Carl Sagan .….…… There are lots of rewards to being 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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$159
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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$407
avg per night

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Englewood Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Tamarind Gulf & Bay Condominiums – Direct Gulf-Front Beauty!2 Bed + Loft | 2.5 Bath | Gulf Views | Beach to Bay Living Welcome to your slice of paradise at Tamarind Gulf & Bay, Manasota Key's premier beach-to-bay condominium complex. This direct Gulf-front 2-bedroom + loft, 2.5-bathroom...

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$219
avg per night
Englewood Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Gulf-Front Getaway at Banyan Bluff 3 Bedroom | 2 Bathroom | Sleeps 6 | Private Townhome Escape to this secluded and private 3-bedroom, 2-bathroom townhome located in Banyan Bluff Condominiums—a charming, four-unit complex situated directly on the Gulf of Mexico. Whether you're here for a...

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$283
avg per night
New
Englewood Condo
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

THIS IS A SAUTRDAY TO SATURDAY ONLY PROPERTYExperience magnificent Gulf views from almost every room of this stacked 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 nesting...

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$363
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 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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$172
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

WELCOME TO SERENITY! Your Exquisite Getaway on Lemon Bay Welcome to Serenity, a stunning retreat perfectly nestled on Lemon Bay, and just a 5 minute drive to the beautiful Manasota Key Beach. This beautifully designed home offers seamless indoor-outdoor living, with floor-to-ceiling windows providing...

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$650
avg per night
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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$114
avg per night
Englewood House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Englewood Beach

Key Amenities

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

About this property

Attention Snowbirds. Three bedroom Two bath private home available with open floor plan. Perfect for family gatherings. Large master bedroom and bath are separated from the two guest bedrooms. Outside is a large swimming pool with large deck and covered porch when you need to escape the sun. Located...

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$200
avg per night
Englewood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Tamarind – Your Perfect Beach-to-Bay EscapeDiscover coastal living at its best in this comfortable ground-floor 2-bedroom, 2-bathroom condo with stunning Gulf views. Step right outside your patio and enjoy peaceful mornings listening to the waves with your favorite beverage in hand....

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$255
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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$96
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your spacious Florida escape. This beautifully furnished 3-bedroom, 2-bath pool home with a 2-car garage offers 1,762 square feet of bright, open living space and an exceptional indoor-outdoor lifestyle.Vaulted ceilings and an open-concept layout create an airy feel throughout the main...

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$174
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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$353
avg per night
Englewood House
Sleeps 16, 6 bedrooms, 4.5 bathrooms
1 review

Key Amenities

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

About this property

About this space Rare 1-acre beachfront estate on Manasota Key. Main house (3BR) + separate guest house (3BR) sleeps 16. Private pool, putting green, ocean-facing sun room, balconies with chairs and beach views on both houses. Guest house with 2 car garage has stairs directly to the beach. Gated entry...

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Featured review

"The beach was beautiful, with clear water, endless shark teeth to find, we saw manatees swim by, sea turtles nesting!"

This home truly had it all. From the moment we arrived, the hosts made us feel less like guests and more like old friends. Their kindness, hospitality, and attention to every detail made our stay so special.The...

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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 68 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 25 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!