Englewood Vacation Rentals

(72 rentals)
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2 BR | 2 BA | Sleeps 6 | Quick View

$275

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

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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Property Type

Englewood Condo

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3 BR | 2.5 BA | Sleeps 6 | Quick View

$283

avg/night

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Key Amenities

  • Kid friendly
  • Pool

About this property

Very nice 3 bedroom, 2 1/2 bathroom condo at Barefoot Beach, one of the more prestigious condo complexes on Manasota Key. This spacious unit has a screened balcony overlooking the heated pool with a partial view of the Gulf of Mexico. Nice tropical decor throughout the condo. King bed in the master bedroom ...

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Property Type

Englewood House

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2 BR | 2 BA | Sleeps 4 | Quick View

$160

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

This beautifully decorated 2 bedroom, 2 bathroom condo has updated, comfy furnishings, brand new bathrooms and kitchen, new tile floors throughout, its own washer/dryer, and most importantly, great views of the Gulf of Mexico from the screened lanai, living, and dining rooms.The complex is right on ...

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Property Type

Englewood Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

$214

avg/night

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Key Amenities

  • Pool

About this property

Welcome to your Beach to Bay Home! Lovely 2-bedroom 2 bath condo with loft with extra bed. Pelican Landing E-202 is located in a wonderful gulf to bay condo community with a beautiful view of Lemon Bay. Nestled away from Beach Road adds additional privacy and quiet living. The condo is steps away from ...

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Property Type

Englewood House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

Watch the sunset every night from this beautifully appointed Gulf front condo at the La Coquina Condominium complex. This condominium offers a large living room and a screened lanai that face the wide sandy beach on the Gulf of Mexico. It's so relaxing to sit and enjoy the gentle breeze, you may ...

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Property Type

Englewood Condo

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2 BR | 1 BA | Sleeps 4 | Quick View

$129

avg/night

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Key Amenities

  • Kid friendly

About this property

Just steps away from the beach!! This super cute beachy decorated 2-bedroom, 1 bathroom Duplex is your perfect quick getaway or your winter escape. Master bedroom has queen size bed and guest bedroom has 2 twins. Fully equipped kitchen. Washer and dryer in unit. Sit in the screened in front porch and ...

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Property Type

Englewood Apartment

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

Welcome to your charming slice of paradise in Englewood, FL. This 2 bedroom, 1 1/2 bathroom home has undergone a recent renovation, offering the perfect blend of coastal and modern comfort.Upon entering the home, you will feel the open and airy living space and seamless flow from the living room ...

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Property Type

Englewood House

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Key Amenities

  • Kid friendly
  • Pet friendly

About this property

Sea Dogs Cottage Private deeded beach access located just one house from the beach, plus private bay access with a pier for kayak in/out, quiet location, dog friendly, fenced yard! This updated 2-bedroom, 1.5 bath island home is dog-friendly and just a few steps to the stunning beach of Gulf of Mexico, ...

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Property Type

Englewood House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

SPECIAL 15% DISCOUNT FOR LOW SEASON AND 15% DISCOUNT FOR JANUARY AND APRIL 2025 Palm Manor is a nice apartment complex located in Englewood, Florida. Known as a relaxed, beach town, Englewood is located mid-way between Sarasota and Fort Myers approximately an hours' drive in either direction. Palm ...

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Property Type

Englewood Condo

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2 BR | 2 BA | Sleeps 5 | Quick View

$189

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

New Listing for Gulf Realty!Welcome to Sun, Sand & Serenity! Walk in, kick off your shoes, and relax. This sun filled 2 bedroom/2bath plus loft and lanai condo is ready to be your home away from home with a coastal feel and an open floorplan.Pelican Landing #E-204 is located in a wonderful ...

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Property Type

Englewood Condo

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3 BR | 2.5 BA | Sleeps 6 | Quick View

$417

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

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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Property Type

Englewood House

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2 BR | 2 BA | Sleeps 5 | Quick View

$226

avg/night

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Key Amenities

  • Kid friendly
  • Pet friendly

About this property

Beautiful tropical backyard setting with heated swimming pool (pool heat is $75.00 per week from mid November thru April) spa, and outdoor shower. This Beach bungalow with two bedrooms and two baths located within a short walk to the newly restored beach on the Gulf of Mexico. Close enough to walk to ...

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Property Type

Englewood House

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2 BR | 2 BA | Sleeps 4 | Quick View

$194

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

Enjoy the gulf breezes and the beautiful sunsets every evening from your screened lanai, living room or from the master bedroom. You may see pods of dolphins swimming by, baby turtles crawling into the Gulf (May through October), and all sorts of birds on the beach.The living room is comfortably ...

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Property Type

Englewood Condo

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

NEW DAILY RATE FOR THE SUMMER SPECIAL!!! Only $75.00 a night/3 night minimum stay.Welcome to 1350-B Holiday Drive - a lovely two bedroom, 1 bath duplex behind the street-front unit, located an easy walking distance to the beach on the Gulf of Mexico. This adorable 2-bedroom,1 bath unit has a private ...

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Property Type

Englewood Apartment

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3 BR | 2 BA | Sleeps 6 | Quick View

$111

avg/night

View Details

Key Amenities

  • Pet friendly
  • Pool

About this property

em>WINTER SPECIAL FOR 2025. JANUARY 25% OFF - REDUCED MARCH RATE!! BOOK NOW THIS WON'T LAST LONG!!! This recently updated 3-bedroom, 2-bathroom home in a quiet cul-de-sac of Englewood Isles. It has a fully stocked kitchen with a small eat in area or separate dining area. Enjoy your favorite tv ...

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Property Type

Englewood House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

Enjoy a holiday right on the Gulf. Come to this lovely, secluded and private 3 bedroom, 2 bath townhome in Banyan Bluff Condominiums, a quaint, four-unit complex located directly on the Gulf of Mexico. This multi-level floor plan design utilizes water views and breathtaking sunsets from most rooms. A ...

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Property Type

Englewood Condo

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2 BR | 1 BA | Sleeps 4 | Quick View

$196

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

Manasota Key 2 bedroom, 1 bath ground level Beach Retreat. This unit sits on a beach front lot, but is the roadside (individual) house. Save big bucks but get all the benefits of a beachfront house. As you exit the door, simply take a few steps, and enjoy the sand. No roads to cross, just grab your beach ...

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Property Type

Englewood Cottage

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2 BR | 1 BA | Sleeps 4 | Quick View

$127

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

Just steps away from the beach!! This super cute beachy decorated 2 bedroom 1 bathroom Duplex is your perfect quick getaway, or your winter escape. Master Bedroom has Queen size bed and guest bedroom has 2 twins. Fully equipped kitchen. Washer and dryer in unit. Sit in your screened in front porch and ...

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Property Type

Englewood Apartment

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Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

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.Quiet neighborhood, has fenced yard, laundry room and large driveway. ...

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Property Type

Englewood House

"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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$396

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

** Professional photos coming soon!!** This beautiful 4-bedroom 3 bath home is ready for your family vacation with a new heated pool installed the summer of 2024. Master suite with King bed and full-size sleeper sofa on the main floor. Upstairs has 2 bedrooms (Queen & 2 sets of twin bunk beds). ...

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Property Type

Englewood House

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2 BR | 2 BA | Sleeps 6 | Quick View

1

$91

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

To see PRICING and AVAILABILITY go to Lemon Bay Vacation Rentals .com.

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Property Type

Englewood Condo

"Your home away from home"

Excellent place to settle with your family as you explore the many beautiful beaches in the Englewood area. The rental was clean and quiet and possessed all the amenities (full kitchen, dishwasher, washer/dryer, ...

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool

About this property

This is a perfect vacation home! A 3 bedroom, 2 bath, pool with a spa home. Lots of room for enjoying your stay in paradise. This beauty is spacious and bright. There is a very generous sized living room and a large family room combination, volume ceilings, formal dining room and multi chef kitchen! The ...

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Property Type

Englewood House

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Englewood Vacation Rentals

Englewood Weather

 | 

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°

Escape to Englewood, FL, for Your Next Beach Vacation


Englewood vacation rentals are ideal for those looking to escape to the beach on their next vacation. Along Florida’s shoreline, you’ll find no shortage of scenic beach towns that could make the perfect vacation destination. One great example is the town of Englewood.

Located on Florida’s southwestern shore just a few miles up the coast from Fort Myers and Cape Coral, Englewood is surrounded by many other beach towns, including Venice, Manasota Key, and Rotonda West. However, it maintains a distinct sense of identity and personality that residents and visitors alike appreciate.

Englewood has everything you could want from the ideal seaside getaway: gorgeous weather, glittering white sand beaches, warm water for swimming, and plenty of outdoor activities to choose from. The icing on the cake is the array of luxurious and unique vacation homes you can peruse in Englewood through FloridaRentals.com.

Where to Stay in Englewood, FL


Choosing Englewood vacation rentals over hotels is one of the easiest ways to ensure that your trip will be unforgettable.

When you stay in a hotel, you might as well be staying anywhere. Rental homes, on the other hand, are located right within the town’s own residential neighborhoods, letting vacationers experience what it might be like to live in such a beautiful place during their stay.

With FloridaRentals.com, you can find the best vacation rentals Englewood, FL, has to offer. FloridaRentals.com features many different sizes and types of vacation homes in Englewood; you’ll be amazed at how simple it is to find the best one to suit your needs.

Whether you’re traveling with a group of friends, your significant other, or your entire family, you’ll find the right home to make everyone in your party feel comfortable and cozy among FloridaRentals.com’s listings.

Events and Celebrations in Englewood


If you’re looking to immerse yourself in Englewood’s local culture during your vacation, there’s no better way than to attend one of the town’s annual events.

While many beachgoers schedule their vacations in the spring and summer months, others choose to escape from colder climates to the mild winters of the Florida coast. If you plan to visit Englewood in December, don’t miss the annual Englewood Veg Fest.

This event is an excellent place for plant-based eaters to enjoy all kinds of exciting cuisine and for vegan-curious folks to learn more about the lifestyle. Aside from all the delicious food presented by independent vendors, attendees can take advantage of live talks from experts in the field, cooking demonstrations, and much more.

Some of Englewood’s most popular local events aren’t annual, but in fact, occur much more frequently. If you’re a fan of classic cars of all kinds and eras, you won’t want to miss the Sunday Car Show, which takes place every third Sunday in Englewood.

This event is hosted at End Zone Sports Grille, so visitors can grab a bite to eat and a refreshing beverage after strolling through the rows of classic cars and enjoying the live musical acts.

Best Activities Near Englewood Beach Rentals


Like many of Southwest Florida’s coastal towns, spending time at the beach is a favorite pastime of both visitors and locals. Vacationers appreciate Englewood’s relatively quiet and peaceful beaches compared to many other areas of the Florida coast, which make it easy to relax as you soak up the sun.

Looking for other ways to make the most of your trip to Englewood? Get active with a paddleboard or kayak rental from SUP Englewood.

Advanced paddle boarders and kayakers can simply rent some gear and take it out for the day, but lessons are also available for beginners. Additionally, if you’re planning multiple days of kayaking or paddle boarding, you can customize your rental period to your needs.

If you need a break after many hours enjoying the sunshine, check out one of Englewood’s most unique attractions: Mr. Swindle's Traveling Peculiarium.

This unique 90-minute show combines elements of acrobatics, magic, aerial dance, and stunts, all within a unique steampunk theme. The incredible performers of Mr. Swindle’s show will leave you in shock and awe with their mind-blowing abilities.

Southwest Florida has so many gorgeous natural areas to explore through hiking, biking, and camping, and Myakka State Forest is a great place to experience all that the Florida wilderness has to offer.

Myakka State Forest is located just a few miles east of Englewood and is easy to access from most Englewood beach rentals. The park is open from sunrise to sunset every day, weather permitting.

Traveling to Southwest Florida: What You Need to Know


As you’re planning your Englewood vacation, there are a few key details to keep in mind.

Make sure you’re organizing your trip around the type of weather you’d prefer. For example, if you’re looking to spend most of your time on the sand or in the water, late spring and late summer can be the best times of the year to enjoy warm water temperatures without heavy humidity.

If you live in a colder climate, visiting Englewood during the fall or winter may be just what you need to warm up during the cool months. Truly, there’s no wrong time to vacation in Englewood.

It’s also important to plan your travel route beforehand. Choosing your travel route wisely is the best way to save money and time while getting to and from Englewood. The closest commercial airport to Englewood is Southwest Florida International Airport, which is approximately 78 miles to the south, near Fort Myers and Cape Coral.

From there, the most direct route to town is by way of I-75, which eventually meets State Route 777 and connects directly with Englewood along the coast. There are many great spots to explore along this route, as well as a variety of gorgeous views of local state parks.

Vacation in Style with a Luxury Vacation Home Rental from FloridaRentals.com


Before you can relax on the beaches of Englewood, you’ll need to book your rental home. FloridaRentals.com has all the most luxurious vacation homes to choose from in Englewood to make your vacation one to remember. Book your personal vacation home in Englewood with FloridaRentals.com today.


FAQ

How many vacation rentals are there in/around Englewood?

There are 72 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 $76 per night with an average price per night of $190.

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 12 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 2 oceanfront rentals in Englewood available on FloridaRentals.com. Use our filters to search and book yours today!