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 $223.

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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Villa Sunrise and Sunset at the lake

Englewood House

Sleeps 6, 3 bedrooms, 3 bathrooms

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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$155

avg per night

New Listing Jan & Feb Available!! ***Coastal Retreat South Venice/Englewood***

Englewood Condo

Sleeps 2, 1 bedroom, 1 bathroom

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 1 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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$147

avg per night

BRAND NEW! Dream Vacation. Crystal blue waters and uncrowded beaches.

Englewood Condo

Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

Air conditioning
Pool
WiFi

About this property

BRAND NEW! Dream Vacation. Crystal blue waters and uncrowded beaches.Welcome to "Bayfront Retreat", your premier destination for an unforgettable waterfront vacation experience! Manasota Key is one of Florida's best kept secrets with its unspoiled beaches and clear blue waters...

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$228

avg per night

Pool Home

Englewood House

Sleeps 6, 3 bedrooms, 2 bathrooms

5 reviews

Distance to beach: 8 miles to Englewood Beach

Key Amenities

Air conditioning
Private pool
Rentals by owner
WiFi

About this property

An immaculate house in a quiet, friendly neighborhood. Locates at: 7474 Quarry Street. Englewood, FL 34224. This house has a total of 1633 sq. and offers 3 bedrooms, 2 bathrooms. The living room has a Sofa bed and a 65" inch smart TV. The double sliding doors leads directly out onto the patio and...

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Featured review

"Quiet & Peaceful neighborhood!"

Let me start with a splendid home with very gracious & accommodating hosts A very delightful home with a refreshing pool. We will come back again when available to meet our needs and schedule, and close...

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$148

avg per night

Beachview 2 bedroom Condo Boardwalk #06

Englewood Condo

Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

Air conditioning
Pool
WiFi

About this property

BEAUTIFUL BEACH SIDE WITH BEACH VIEW CONDOYou will love this breathtaking, remodeled 2-bedroom, 2-bath condo on Manasota Key that offers a beautiful and comfortable getaway with easy access to the beach. Located in a prime spot, this condo features spacious living areas with stunning views of the...

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$395

avg per night

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Relaxing Beach Getaway - Special Fall Rate

Englewood Condo

Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

Air conditioning
Private pool
WiFi

About this property

Welcome to Your Home Away From Home – A Spacious 3-Bedroom, 2-Bath Condo at The Surf ClubRelax and unwind in this beautifully updated, spacious 3-bedroom / 2-bath condo, fully equipped with everything you need to feel right at home. This condo has all the comforts and conveniences to make your...

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$235

avg per night

Barefoot Beach 502

Englewood House

Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

Private 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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$385

avg per night

Gulf Front Condo recently updated

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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$242

avg per night

Beautifully decorated condo close to beach’s and golf courses

Englewood Condo

Sleeps 4, 2 bedrooms, 2 bathrooms

3 reviews

Key Amenities

Air conditioning
Pool
Rentals by owner
WiFi

About this property

This two bedroom, two bathroom is in a beautiful location and minutes from 4 beaches, water sports and golf courses, restaurants, hiking and shopping. Enjoy two pools on the premises, one is directly across this unit. Shuffle board, pickleball and tennis courts are also available. The unit backs...

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Featured review

"Fiddlers Green"

We stayed in December of last year, and the place was immaculate. It is a great location to get to other areas in this area of Florida. And the pool and vicinity was well maintained. We would definitely...

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$112

avg per night

Beautiful 3 Bed Gulf Coast Vacation Home with Heated Pool

Englewood House

Sleeps 6, 3 bedrooms, 2 bathrooms

2 reviews

Distance to beach: 2 miles to Englewood

Key Amenities

Air conditioning
Private pool
WiFi

About this property

San Casa is a beautiful and luxurious three bedroom home, situated in Grove City, Englewood on Florida's Gulf Coast. it is the ideal place for a truly relaxing vacation.Our beautiful Gulf Coast home has three large bedrooms , two bathrooms and an extended private, heated pool for your enjoyment....

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Featured review

"Beautiful and Spacious"

The location of this house was perfect for us, close to the stores we need, the beach and the wonderful Englewood Farmer's Market. The house is beautifully decorated, the beds comfortable and the pool...

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$146

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?