How many vacation rentals are there in/around Englewood?

There are 61 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 $90 per night with an average price per night of $224.

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 31 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 1 oceanfront rentals in Englewood available on FloridaRentals.com. Use our filters to search and book yours today!

Englewood Vacation Rentals

(61 rentals)

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Sun, Sand and Serenity

Englewood Condo

Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

Air conditioning
Hot tub
Private pool
WiFi

About this property

Welcome to Sun, Sand & Serenity! Walk in, kick off your shoes, and relax. This sun filled 2 bedroom/2bath plus loft with extra bed and with a 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 gulf to bay...

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$211

avg per night

Pelican Landing A-202

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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$280

avg per night

Boardwalk by the Beach

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

Bayside Manasota Key Serenity Oasis

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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$689

avg per night

Tamarind A-215

Englewood House

Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

Private pool

About this property

Beach to Bay - - Tamarind CondominiumsThis nicely furnished 2 bedroom, 2-bathroom first floor end-unit condo with a screened lanai offers a courtyard view with a 30 second walk to the Gulf of Mexico and newly restored beach. To use the heated pool, clubhouse, or boat docks, take a short 3-minute walk...

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$278

avg per night

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Lovely 3-Bedroom Beachside Condo

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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$357

avg per night

Beach Town Retreat - Newly Remodeled, close to it all!

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...

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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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$90

avg per night

WEST COAST ENGLEWOOD FL

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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$155

avg per night

Enjoy the Gulf from this Gulf Front Beauty

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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Seashells on the Beach

Englewood Condo

Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

Air conditioning
Private pool
WiFi

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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$210

avg per night

Beauty on the Bay - Tamarind D-114

Englewood Condo

Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

Air conditioning
Private pool
WiFi

About this property

10% OFF ANY RENTAL OF 30 DAYS OR MORE January and February must be booked togetherWaterfront Island 2/2 Condo-Perfect for Boaters and Beach LoversATTENTION BOATERS BEACH LOVERS! You will love this Updated Ground Floor 2/2 Condo that sits right on Lemon Bay with access to the beautiful beaches...

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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.

Englewood Vacation Rentals

Escape to Englewood, FL, for Your Next Beach Vacation

Where to Stay in Englewood, FL

Events and Celebrations in Englewood

Best Activities Near Englewood Beach Rentals

Traveling to Southwest Florida: What You Need to Know

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

How many vacation rentals are there in/around Englewood?

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

Can I find a vacation rental in Englewood?

Do any vacation rentals in Englewood have a pool?

Are any Englewood vacation rentals on the ocean?