Englewood Vacation Rentals

(27 rentals)
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$206

avg/night

View Details

Key Amenities

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

About this property

The house is newly renovated with open floor plan great for guests gathering. Fast speed internet (1000Mbps) 2 bedrooms :1 queen bed,1 full bed are located on one side of the house that share double sink full bathroom with access to the pool. Master bedroom with king bed and direct access to the pool,located ...

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Property Type

Englewood House

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2 BR | 2 BA | Sleeps 4 | Quick View

4

$140

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Rentals by owner

About this property

Charming 2 br/2 bath home in Englewood, located 2 miles from Manasota Beach for all the shark teeth hunting! You can bike to the beach without having to go on the main road. The home has a fully equipped kitchen, screened in lanai, outdoor grill, 50' living room TV, wifi, washer/dryer, games and ...

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Property Type

Englewood House

"Cozy, convenient and clean"

Everything appears newly renovated and decorated. Very clean. Small bathroom between the two bedrooms but the second bath area in the laundry area was roomy with a big shower that was easy to get in and ...

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Charming Old Florida Condo…Minutes to World Famous Beaches. 2 Bedroom, 2 Bathroom Condo in Active Adult Community with Pool. Spacious Condo with plenty of room for 4 with screened in porch and all the necessities for a short vacation or a seasonal stay!

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Property Type

Englewood Condo

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3 BR | 2 BA | Sleeps 6 | Quick View

4

Distance to beach: 4 miles to Manasota Key Beach

$152

avg/night

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Key Amenities

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

About this property

05/24/24 ~ 3BR/2BTH Bright, Open & Airy Ranch w/Wide Navigable Water View over the Crystal Clear Pool! This relaxing retreat is positioned on deep water 'Forked Creek' which leads to the Intracoastal Waterway & Gulf of Mexico. Enter through the cut glass front door, past the front twin ...

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Property Type

Englewood House

"Wonderful clean, well-stocked home"

We really enjoyed our stay at this terrific home! Linda and Bobby were very attentive hosts, the house was VERY clean, and it was stocked with absolutely everything we needed for the month. The best stocked ...

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3 BR | 2 BA | Sleeps 7 | Quick View

$185

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Rentals by owner

About this property

The Hibiscus House is conveniently located less than a mile from Manasota Beach on a quiet little street and is surrounded by beautiful tropical plants and trees - including the namesake flower, the hibiscus. The interior is mostly remodeled and is the perfect spot for a family or couples’ get-away, ...

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Property Type

Englewood House

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2 BR | 2 BA | Sleeps 5 | Quick View

7

Distance to beach: 1 miles to Englewood Public Beach

$164

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Enjoy having breakfast along with serenity & beauty of Gulf, viewed from Alcove downstairs else the den upstairs. Great comfort and luxury of home at beach side condo at Tamarind Gulf & Bay condominiums. Very quiet & relaxed area of the Manasota Key , about walking distance for plenty of restaurants ...

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Property Type

Englewood Condo

"great place"

great place to stay .easy to get to beach and bay Love it here Easy to food and stores all within a few miles

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3 BR | 2 BA | Sleeps 7 | Quick View

4

Distance to beach: 4 miles to Englewood Beach

$184

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

We were not affected by Hurricane Ian and are making our home available when we are not staying .Enjoy the beach life or choose to stay in your spacious home and relax around a beautiful pool area which overlooks a spring-fed lake. Our 3 bedroom, 2 bathroom pool home with modern furnishings is located ...

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Property Type

Englewood House

"Beautiful pool home"

We loved this home and the warm pool. Clean and tidy upon arrival, and we utilized the garage for our car. The kitchen is well stocked for anyone wanting to cook. It is near many beautiful parks and trails ...

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 3 miles to Englewood

$212

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

Beautiful newly constructed 3 bedroom - 2 baths home on quiet street.We purchased the home in November and all things new. This is our second home and we are going to try seasonal rental and see how it goes and hopefully we will be blessed with recurring rental friends !When you walk in the ...

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Property Type

Englewood House

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2 BR | 2 BA | Sleeps 6 | Quick View

31

$262

avg/night

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Key Amenities

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

About this property

GORGEOUS, GULF FRONT VILLA CONDO AT “ EL GALEON BY THE SEA”This lovely 2 bedroom/2 bath unit is part of a 20 unit villa condo complex, situated directly on the beach on beautiful Manasota Key. Because this is a relatively small complex, it offers guests a more lay back, relaxing atmosphere. ...

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Property Type

Englewood Apartment

"Wonderful"

Our condo was beautifully decorated, and the ocean view was awesome!!! We loved the beach and the heated pool. And the location was perfect with great restaurants within walking distance.

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4 BR | 2.5 BA | Sleeps 8 | Quick View

1

Distance to beach: 3 miles to Boca Grande, Palm Island South , Manasota Key

$167

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Four-bedroom condo. Quiet & secluded. Newly renovated pickle ball court!! Minimum stay: 14 days No Pets or SmokingGorgeous newly renovated condo. Professionally decorated & carefully designed to provide the perfect blend of space & functionality. With an open & airy plan, the ...

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Property Type

Englewood Condo

"Dream Come True!"

Location was what initially attracted us to The Sanctuary. Out your back door is Florida nature at its best between Lemon Bay Conservancy and Amberjack Environmental Park. However, our experience has ...

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2 BR | 2 BA | Sleeps 4 | Quick View

3

Distance to beach: 7 miles to Manasota Key Beach

$203

avg/night

View Details

Key Amenities

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

About this property

Come stay at our newly renovated 2 bed/2 bath traditional Florida home! We recently completed work on our brand new heated 14'x25' salt water swimming pool. Take a dip in the morning or after a long day of exploring. We are blocks from the recently renovated Dearborn Street. Come enjoy the action ...

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Property Type

Englewood House

"Perfect easy-care house."

The house was comfortable, well kept and stocked ,attractive and fully functional. We enjoyed the pool and the bike rides through quiet streets and parks. Good massage spa across the street and walking ...

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3 BR | 2.5 BA | Sleeps 8 | Quick View

21

Distance to beach: 1 miles to Manasota Key Beach

$260

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

This stunning recently remodeled 2,400 square foot home is located in beautiful North Englewood, (2 blocks from Venice) Florida. With multiple beaches so close, it's only a quick drive to get to some world class beaches including Manasota Key Beach, Casey Key, Venice Beach and 30 minutes to Siesta ...

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Property Type

Englewood Estate

"Perfect"

This house met all our needs perfectly. We were visiting area for our grandson's wedding and needed a place to meet and entertain new in laws. Casa Maria had all the space we needed and the open floor plan ...

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3 BR | 2 BA | Sleeps 6 | Quick View

2

Distance to beach: 2 miles to Englewood

$117

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

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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Property Type

Englewood House

"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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3 BR | 2 BA | Sleeps 6 | Quick View

2

Distance to beach: 8 miles to Englewood Beach

$149

avg/night

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Key Amenities

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

About this property

A gorgeous, fully furnished corner house in a very quiet, safe neighborhood. Locates at: 7474 Quarry Street. Englewood, FL 34224. This house has a total of 1633 sqft. and offers 3 bedrooms, 2 bathrooms, enough space for up to 6 persons. The living room has a Sofa bed and a 60 inch smart TV with Roku ...

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Property Type

Englewood House

"Comfortable well stocked home."

This home was in close proximity to many attractions. The neighborhood was quiet and great for taking a walk or biking. The home was well stocked with kitchen tools, towels and linens. Spacious and comfortable.

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2 BR | 1 BA | Sleeps 2 | Quick View

5

Distance to beach: 5 miles to Englewood Beach

$82

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

About this property

"COTTAGE ON COCOANUT" Classic Beach Cottage in Downtown "Old Englewood Village." 1/2 block to downtown shops, restaurants,events,and all Old Englewood has to offer!! 5 Minutes to the Beach or 1 mile to boat launch. 1/4 mile to launch your Paddle Board or Kayak. ...

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Property Type

Englewood Cottage

"Cocoanut Cottage"

Excellent location to enjoy the local attractions on Dearborn Street. Walking distance to Farmers Market, restaurants, shops and parks. Landlord quick to respond to any concern. Screen lanai a bonus to ...

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2 BR | 2 BA | Sleeps 4 | Quick View

1

$100

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

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, WIFI, 2 TV, Cable. 5 minutes from beaches, restaurants, all you can ask for is very close! Parking in front

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Property Type

Englewood Condo

"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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2 BR | 2 BA | Sleeps 6 | Quick View

2

Distance to beach: 5 miles to Englewood Beach

$127

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Rentals by owner

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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Property Type

Englewood Mobile Home

"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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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

  • 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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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

***Villa Water's Edge***Catch your breath & unwind at Villa Water's Edge: Offering a large heated Saltwater pool, backyard paradise, and prime location in Englewood. Villa Water's Edge is sure to be your vacation destination for years to come! This spacious home boasts spectacular ...

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Property Type

Englewood House

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3 BR | 2 BA | Sleeps 7 | Quick View

$157

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Rentals by owner

About this property

This 2 bedroom, 2 bath, and a sunroom that is a bedroom is the perfect vacation home. Very bright and cheery, lots of windows to enjoy the Florida sun. It is located in Grove City, very close to restaurants, bars, and shopping. Beautiful beaches are within a 10 minute drive. The home sits on a third ...

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Property Type

Englewood House

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2 BR | 2 BA | Sleeps 6 | Quick View

1

$130

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

To see PRICING and AVAILABILITY go to Lemon Bay Vacation Rentals .com.Palm Manor Resort is located in the picturesque town of Englewood Florida. Located on Lemon Bay and the Gulf of Mexico, Englewood is halfway between Sarasota and Fort Myers. Palm Manor Resort is less than five minutes by car, ...

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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
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

2 bedroom 2 bath condo with full kitchen, living and dining area, and lanai. Condo is a first floor corner unit located next to the pool and clubhouse. All bedding and bath towels are supplied. Complete kitchen with all utensils, dishes (etc.), dishwasher, washer and dryer. The Living Room has a 55” ...

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Property Type

Englewood Condo

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2 BR | 2 BA | Sleeps 4 | Quick View

Distance to beach: 3 miles to Manasota

$118

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

Our beautiful corner condo is overlooking Waterford Canal. This is one bridge to bay including a heated community pool. The view is spectacular in the morning, the afternoon or the evening.It is a 2 bed/2 bath/2nd floor condo with heated pool, WiFi and smart TVs located on Englewood Isles Pkwy ...

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Property Type

Englewood Condo

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2 BR | 2 BA | Sleeps 4 | Quick View

2

Distance to beach: 5 miles to Mnasots Beach

Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

About this property

This beautiful home is located on the cul-de-sac of cozy Englewood Isles street. You will recognize it immediately for the beautifully landscaped front yard and elegant entrance to the house. You will enjoy the tastefully decorated interior and absolutely marvelous fully equipped kitchen. The split level ...

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Property Type

Englewood House

"Nice home and great owner."

My stay was very quiet and uneventful. Nadia was very responsive to any request that I made and even made sure I had my fav channel on the TV. The house is very well equipped for any length of stay. ...

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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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Inquire for rates

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Rentals by owner

About this property

Beautiful cozy house in a nice quiet , safe, calm serene neighborhood very near to the beach. Very relaxing and peaceful home. People are very friendly, warm and welcoming around this neighborhood. This house is a fully furnished 3 bedroom & 2 bath. Queen bed in 2 bedrooms and the other one has a ...

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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 27 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 $67 per night with an average price per night of $146.

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 10 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!