Englewood Vacation Rentals

(23 rentals)
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Spacious Englewood House w/Deck - On The Beach!

$596

avg/night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront

About this property

Escape to a summer retreat in this beachfront 5-bedroom, 5.5-bathroom Englewood vacation rental home on Manasota Key! With all of the comforts of home, this 4,500-square-foot abode accommodates up to 12 guests for an unforgettable getaway. The prime location allows you to sunbathe on the white sand right ...

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Property Type

Englewood House

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Two-Story Condo with Roof Deck

2 BR | 2 BA | Sleeps 5 | Quick View

4

Distance to beach: 1 miles to Englewood Public Beach

$176

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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

"Harris"
Reviewed July 13, 2021

Great trip! Host was excellent and so informative. This little island is a hidden gem on the Gulf! Will be returning.

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Quails Run Condo - 55+ Community - Seasonal or Annual Rental

1 BR | 1.5 BA | Sleeps 4 | Quick View

Distance to beach: 2 miles to Englewood

$70

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Rentals by Owner

About this property

This one bedroom ground floor condo is available (April 20, 2021) for annual rental or seasonal (3-month minimum) rental whichever comes first.It is close to shopping, restaurants, the beach, golf courses and anything else you care to do. Fully furnished and ready to enjoy all that Florida has ...

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Property Type

Englewood Condo

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Single famly home located in Old Englewood Village

$90

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

Home is 2 bed /2 bath, kitchen/dining room,living room & great room 2 TV's lanai, with table & chairs, as well as a front porch with chairs, washer/dryer & 1car attached garage. Linens are provided and kitchen is furnished with all the dishes and etc. that you will need. There is a BQ for ...

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Property Type

Englewood House

"Spacious and very comfortable home, with all amenties on your doorstep"
Reviewed April 9, 2020

Right in the heart of old Englewood, this home is within two minutes of stores, restaurants, entertainment and the farmers market: Englewood and Manasota Key beaches (and more restaurants) are a few minutes ...

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Close to beaches

2 BR | 2 BA | Sleeps 4 | Quick View

$62

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Rentals by Owner

About this property

Beautiful 2 bedroom 2 bathrooms

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Property Type

Englewood House

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Turtle Bay Condos #2-B*Lemon Bay*Beach*Heated Pool*Boat Dock*Fishing*WiFi*

2 BR | 1 BA | Sleeps 6 | Quick View

8
Owner special: 3 -6 nights will be discounted by 15% (Holiday excluded) from 9/9 - 11/16. Last minute discounts!

Distance to beach: 100 yards to Englewood

$132

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Rentals by Owner

About this property

Turtle Bay Condos, is located on beautiful Manasota Key, the jewel of the Florida south coast barrier islands. Only eight condos total in this development and we are the Owners of five of them.#2-B is an upper unit that not only looks out at the pool but has water views from the lanai. It is a lovely ...

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Property Type

Englewood Condo

"Very Clean, Great Location Condo!"
Reviewed September 20, 2021

This unit was very clean, had plenty of room, had everything you needed and the location was SUPER! Beach is steps away and restaurants were walking distance! We loved our stay and the owner was awesome ...

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El Galeon By The Sea

2 BR | 2 BA | Sleeps 6 | Quick View

14

$219

avg/night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • 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

"Great location!"
Reviewed July 31, 2021

Great condo, very clean and well kept. Right on the beach! Condo has everything you need for a great vacation!

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BAY TO GULF TOWNHOUSE ON MANASOTA KEY

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 150 feet to ENGLEWOOD BEACH

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

Bay to Gulf on Manasota Key at Englewood Beach. With Direct acess to the intercostal for boating. Private access to the Gulf of Mexico. This Condominium Complex is the Jewel of the Island with everything from fishing, boating, swimming, sightseeing, BBQ, kayaking, shelling, yoga on the Beach, and 4 restaurants ...

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Property Type

Englewood Townhome

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Very clean and neat Englewood waterfront home with heated pool

2 BR | 2 BA | Sleeps 4 | Quick View

1

Distance to beach: 3 miles to 1

$163

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

Hello, welcome to old Florida with less traffic and congestion! Thanks for checking out our home in Englewood, our home sleeps 4 in beds and also has a nice thick fold out futon.. Location location ! Minutes via boat to ICW and the Gulf , Stump pass , no bridges in sailboat water . Walking distance to ...

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Property Type

Englewood House

"Amazing host !!"
Reviewed September 13, 2020

Wonderful location and the best experience!!Host Joe is very helpful in every detail about location and the surroundings !!

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Beautiful 3 Bed Gulf Coast Vacation Home with Heated Pool

3 BR | 2 BA | Sleeps 6 | Quick View

2

Distance to beach: 2 miles to Englewood

$127

avg/night

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Key Amenities

  • Air Conditioning
  • Full 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. It ...

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Property Type

Englewood House

"Beautiful and Spacious"
Reviewed April 29, 2020

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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AFFORDABLE GULF COAST CONDO

2 BR | 2 BA | Sleeps 6 | Quick View

1

$141

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

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 from the beautiful beaches of the Gulf of Mexico and close to several shops and ...

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Property Type

Englewood Condo

"Palm Manor"
Reviewed July 9, 2019

Our stay was amazing. Great room, great staff and great facilities. I will recommend Palm Manor to anyone going to Englewood

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HARBORVIEW

1 BR | 1 BA | Sleeps 4 | Quick View

2

Distance to beach: 1 miles to PALM ISLAND..OUR PRIVATE BEACH...

$173

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

Welcome to our little slice of heaven....RIGHT ON THE HARBOR. Sit on your lanai and watch the boat activity and the sunset over the harbor. Just steps away is our pool, overlooking more boat activity! Ready for a frozen drink, or lunch/dinner/snack or appetizers....just a few steps to order and you ...

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Property Type

Englewood Condo

"RELAXING"
Reviewed April 25, 2021

This was a quick 3 day trip that was quite nice. Although it iis a little dated, the Condo was clean, had a comfortable King bed, great view and awesome pool and perks to the Private Beach. That boat ride ...

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Florida Home on Intercoastal Waterway + Boat Dock

$40

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

This clean, fully furnished home sits directly on the Intercoastal Waterway. The home has a private dock off of the back entrance, directly across from the boat access point in Park Pointe's harbor. Park Pointe is a 54-unit gated mobile home community located in Englewood, Florida. All Park Pointe ...

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Property Type

Englewood Mobile Home

"Home on the water"
Reviewed August 8, 2019

Wonderful place to stay. Very nice community and quite. Kathy and Nano are the best. They had everything I needed and more. I just took my toothbrush and cloths. If I go back I will definitely try to rent ...

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AQUAHOLIC VISTA

2 BR | 2 BA | Sleeps 6 | Quick View

1

Distance to beach: 5 miles to Englewood Beach

$142

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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

"Wonderful family getaways"
Reviewed May 16, 2021

Everything you can imagine absolutely nothing you can need except your clothes and a trip to the grocery store nothing is left for you to get we had a blast and birthday for the grandson we thank y’all ...

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Beautiful and airy modern 2Br/2Bth house in close proximity to Manasota Beach

2 BR | 2 BA | Sleeps 4 | Quick View

Distance to beach: 5 miles to Mnasots Beach

$92

avg/night

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Key Amenities

  • Air Conditioning
  • Full 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

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Englewood Isles Pkwy ~ Superb Waterview ~ Corner Condo!

2 BR | 2 BA | Sleeps 4 | Quick View

Distance to beach: 3 miles to Manasota

$107

avg/night

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Key Amenities

  • Air Conditioning
  • Full 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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Brand New Englewood Home Near Beaches and Golfing

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 3 miles to Englewood

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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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Escape from the ordinary! Private tropical location. Waterfront.

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 8 miles to Manasota Beach

$112

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool
  • Rentals by Owner

About this property

Come and enjoy this lakefront property 15 minutes from Gulf. I purchased and furnished this home with intention of using this as a second home. Unfortunately, for me, life happened and I am unable to fulfill this dream at this time. I am offering this home as a seasonal rental.Most of my tenants ...

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Property Type

Englewood House

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Marina View Condo

2 BR | 2 BA | Sleeps 4 | Quick View

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Rentals by Owner

About this property

Beautiful marina view from the lanai of this 2/2 condo in Marina Isles Condominiums.Heated community pool and spa, overlook the water and marina and just steps away from the condo.The condo has been recently updated and has 3 TV's with cable and WIFI. MBR has a queen size bed and the guest bedroom ...

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Property Type

Englewood Condo

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“MONTHLY RENTAL AVAILABLE “

2 BR | 1 BA | Sleeps 3 | Quick View

2

Distance to beach: 5 miles to Englewood Beach

$71

avg/night

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Key Amenities

  • Air Conditioning
  • Full 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. Location,Location, ...

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Property Type

Englewood Cottage

"Great!"
Reviewed April 12, 2021

Wonderful month rental in Florida. Clean, updated cottage with all the conveniences! Great location in Englewood just a block from Old Englewood. Hoping to come back next year as well!

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SEAS THE DAY

3 BR | 2 BA | Sleeps 7 | Quick View

$141

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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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Just a short walk to Lemon Bay, Shops, Restaurants, Farmers Market!

1 BR | 1 BA | Sleeps 2 | Quick View

2

Distance to beach: 4 miles to Englewood Beach

$94

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

Mermaid Cove is an oasis in the heart of Old Englewood Village!!This vintage-style 1940's renovated bungalow is just one block from Dearborn Street"s artistic district where you will enjoy Art Festivals, monthly Antique Car Shows, Farmers Market on Thursdays, our quaint shops and wonderful restaurants. ...

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Property Type

Englewood Apartment

"A Hidden Gem to Dive Into"
Reviewed February 4, 2020

Satisfaction begins with Julie’s responsiveness and continues with her personal care to details. The bungalows are exactly as portrayed on the website but the old Florida charm has to be experienced. ...

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FULLY FURNISHED! Beautiful and comfortable 2 bedroom, 2 bath with screened in

$75

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Rentals by Owner

About this property

Rent Information:**SPECIAL RATES AND DISCOUNTS FOR OVER 90 DAYS*Calendar months only will be considered.*Available January-March $3,600 per month Available May - November $1,900 per month Available December $2500 per monthFULLY FURNISHED! Beautiful and comfortable 3 bedroom, 2 bath ...

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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°

Englewood is a top stop on the Gulf Coast

Located on Lemon Bay, off the coast of the Gulf of Mexico, Englewood remains one of Florida’s best-kept secrets. Englewood is a beach community which thrives on its nature parks, cultural events, beaches, fishing and arts offerings. Englewood is so lovely that two counties – Charlotte and Sarasota along Florida’s Gulf Coast – insist on sharing in its beauty.

Once known solely for its fishing trade, Englewood has grown into so much more. There’s a bustling art community and authentic beach town atmosphere that appeals to all. Sun soaked, sugar sands, and an abundance of aquatic activities make Englewood a clear top destination along the Gulf of Mexico.

When staying in one of our Englewood, FL vacation rentals instead of a traditional hotel, you’ll have much more space and privacy, plus cost savings when booking a property for a large group. Some of our Englewood, Florida rentals even come with special amenities like a backyard pool, washer/dryer units, and bicycles. Whether you’re looking for a beach condo with amazing views, or a larger home for space for the entire family, you can find it on our site.

Englewood, Florida travel advice

Englewood is actually divided into nine distinct neighborhoods - some by the beach, and others more “inland” if there is such a thing in this community. The nine neighborhoods are Englewood, Olde Englewood, Englewood Isles, Englewood East, Lemon Bay, Overbrook, Grove City, the private community Boca Royale, and Manasota Key, where the community is located on a stretch of private beach. Becoming familiar with the differences between the neighborhoods may help you determine the best location when choosing a rental. 

Climate

Englewood is warm year round. The tropical temps bring about high humidity and afternoon showers. Temps shoot up to the low 90s on the coast in the summer, and passing thunderstorms are just that: passing. Hurricanes may be spotty between July and November. But overall, 300+ sunny days and wonderful weather will greet you here.

Top activities and attractions in Englewood

Breathtaking seaside views, water sports, quaint shops, and exploring some of Florida's most notable cultural and artistic events are just a few of the activities that mark the Englewood traveler's itinerary.

On Englewood Beach, you'll find natural beaches with great shelling, as well as fossilized shark tooth collecting better than anywhere else on the Southwest Florida Gulf Coast (right on the beach, no diving or snorkeling gear needed). Easy access to Englewood Beach can be had through Chadwick Park.  On the southern tip of Manasota Key is Stump Pass State Park, a natural jewel with both bay and beach access from the park.
 
Numerous parks can be found in the Englewood area. Ann Dever Memorial Regional Park, Lemon Bay Park and Nature Center, and Cedar Point Environmental Park highlight a few of the most recognized of the community. Many of the parks offer canoeing, kayaking, fishing, nature preserves, environmental centers and more.

The courageous may enjoy spending the day parasailing over the Gulf of Mexico, while the adventurous may visit one of Englewood’s many biking and hiking trails. The area is home to 11 beautiful golf courses, with the majority being open to the public year round. Sport fishing also takes a top spot for reasons that visitors choose Englewood, from backwater flats fishing to world-class Tarpon fishing, this area has plenty to offer for all. The Lemon Bay Playhouse, located on historic Dearborn Street, provides live community theater year-round. And numerous eateries offer Florida seafood and fine southern cuisine.

Restaurants and Bars

There’s no shortage of delicious eateries in Englewood. The saying “eat dessert first” should be in your mind when you sip a snow cone from the Sno Queen, a food truck that offers authentic flavors straight from New Orleans. Two of the best restaurants in the area are actually bistros: Mango Bistro and Beach Road Wine Bar & Bistro. Either provide distinct flavors in their dishes and exceptional service. For all of your pizza needs go to Flatbread of Englewood, they make a stellar pie. Craving Italian? Check out Nicola's Italian Kitchen where they also excel in soups and salads. A Better Scoop is known for their delectable homemade ice cream, and their menu includes staple flavors such as chocolate, strawberry, and vanilla as well as mouthwatering varieties such as rum raisin, salted caramel, and cappuccino Kahlua.

Why you should book an Englewood rental on FloridaRentals.com

Booking a Englewood vacation rental on FloridaRentals.com can save you up to 15% over our competitors. Plus, we have a wide array of inventory appealing to any group size or traveler tastes. Happy planning!