Winter Vacation Rentals & Cabin Rentals in Englewood, FL

Compare 5,458 available beachfront holiday vacation home properties, starts from $55

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ACCOMMODATION TYPES

Monthly & Short Term Winter Vacation Rentals in Englewood, FL: Top Deals

Manasota Key Retreat
Manasota Key Retreat
Manasota Key Retreat
Manasota Key Retreat
Manasota Key Retreat
Manasota Key Retreat
Manasota Key Retreat
4.5 (3 reviews)
Manasota Key Retreat
Hotel
$80 /night
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Paradise Found!! Near Private Beach Loaded With Sharks' Teeth!!!
Paradise Found!! Near Private Beach Loaded With Sharks' Teeth!!!
Paradise Found!! Near Private Beach Loaded With Sharks' Teeth!!!
Paradise Found!! Near Private Beach Loaded With Sharks' Teeth!!!
Paradise Found!! Near Private Beach Loaded With Sharks' Teeth!!!
Paradise Found!! Near Private Beach Loaded With Sharks' Teeth!!!
Paradise Found!! Near Private Beach Loaded With Sharks' Teeth!!!
Paradise Found!! Near Private Beach Loaded With Sharks' Teeth!!!
Paradise Found!! Near Private Beach Loaded With Sharks' Teeth!!!
Paradise Found!! Near Private Beach Loaded With Sharks' Teeth!!!
Paradise Found!! Near Private Beach Loaded With Sharks' Teeth!!!
Paradise Found!! Near Private Beach Loaded With Sharks' Teeth!!!
Paradise Found!! Near Private Beach Loaded With Sharks' Teeth!!!
Paradise Found!! Near Private Beach Loaded With Sharks' Teeth!!!
Paradise Found!! Near Private Beach Loaded With Sharks' Teeth!!!
Paradise Found!! Near Private Beach Loaded With Sharks' Teeth!!!
Paradise Found!! Near Private Beach Loaded With Sharks' Teeth!!!
Paradise Found!! Near Private Beach Loaded With Sharks' Teeth!!!
Paradise Found!! Near Private Beach Loaded With Sharks' Teeth!!!
Paradise Found!! Near Private Beach Loaded With Sharks' Teeth!!!
Paradise Found!! Near Private Beach Loaded With Sharks' Teeth!!!
4.4 (18 reviews)
Paradise Found!! Near Private Beach Loaded With Sharks' Teeth!!!
House · 6 Guests · 3 Bedrooms
$150 /night*
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Venetian Vacation
Venetian Vacation
Venetian Vacation
Venetian Vacation
Venetian Vacation
Venetian Vacation
Venetian Vacation
4.9 (19 reviews)
Venetian Vacation
Hotel
$80 /night
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The Pearl Beach Inn
The Pearl Beach Inn
The Pearl Beach Inn
The Pearl Beach Inn
The Pearl Beach Inn
The Pearl Beach Inn
4.3 (34 reviews)
The Pearl Beach Inn
Hotel
$219 /night
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Beach condo unit 6
Beach condo unit 6
Beach condo unit 6
Beach condo unit 6
Beach condo unit 6
Beach condo unit 6
Beach condo unit 6
Beach condo unit 6
4.5 (8 reviews)
Beach condo unit 6
Condo
$127 /night
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Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
5.0 (1 review)
Boca Grande Resort & Hotel-(TWO QUEEN BEDS ROOM WITH MICROWAVE & FRIDGE)
Hotel · 4 Guests · 1 Bedroom
$150 /night*
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Gulfstream Villa
Gulfstream Villa
Gulfstream Villa
Gulfstream Villa
Gulfstream Villa
Gulfstream Villa
Gulfstream Villa
4.8 (3 reviews)
Gulfstream Villa
Villa
$120 /night
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Englewood Cozy Comfy Home 2
Englewood Cozy Comfy Home 2
Englewood Cozy Comfy Home 2
Englewood Cozy Comfy Home 2
Englewood Cozy Comfy Home 2
Englewood Cozy Comfy Home 2
4.3 (9 reviews)
Englewood Cozy Comfy Home 2
Hotel
$73 /night
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Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
Newly renovated only minutes away from the beach!!
4.7 (22 reviews)
Newly renovated only minutes away from the beach!!
Apartment · 3 Guests · 1 Bedroom
$125 /night*
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Which Price Range Is Most Typical in Englewood, FL Area?
Vacation House & Condo Rental Price Information in Englewood, FL
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The graph shows the percentages of vacation homes in each price bucket. Englewood has the largest percentage (35.66%) of homes in $100 - $150 price range.
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What are some suggested activities, communities or places of interest for snowbirds near Englewood, FL?
Snowbirds Friendly Locations in Englewood, FL
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Englewood, FL is a great place for snowbirds to live and visit. With its warm climate and beautiful beaches, it’s an ideal location for those looking to escape the cold winter months. The town offers a variety of recreational activities such as golfing, fishing, boating, and swimming. Additionally, there are plenty of restaurants and shopping opportunities nearby. Healthcare services are also conveniently located in Englewood, making it easy to stay healthy during your stay. All in all, Englewood is sure to have something for everyone.

  • Lemon Bay Park

    A great spot for picnics and outdoor activities, Lemon Bay Park features a fishing pier, nature trails, and beach access. It's the perfect place to spend a sunny day outdoors.

  • Englewood Beach

    Englewood Beach stretches along Manasota Key and provides stunning views of the Gulf Coast. The beach also has picnic tables, pavilions, playgrounds, and restrooms for visitors.

  • Cape Haze Pioneer Trail

    The Cape Haze Pioneer Trail is a 3-mile long multi-use trail that runs through Charlotte County. It's popular among walkers, runners, and cyclists alike and offers scenic views of the area.

How Many Rental Accommodations Are Pets Friendly in Englewood, FL?
Percentage of Pet Friendly Rental Properties in Englewood, FL
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26.13% of vacation homes in Englewood are pet friendly. Either you bring your loved pets on vacation or you have pet allergies, make sure to select the homes by applying the right filters.
What Are The Must-Visit Places in Englewood, FL?
Destinations To Visit During the Winter in Englewood, FL
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How Many Airports in Englewood, FL?
Top Airports in Englewood, FL
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2 airport(s) close to Englewood are:

Other Vacation Rentals Ideas

* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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